About Kissimmee - Located right in the center of Florida, in Osceola County, Kissimmee is a family-oriented destination known for its off-the-beaten-path adventures, endless sunshine, and proximity to world famous theme parks. It checks all the vacation-planning boxes with both natural and man-made treasures. Commonly referred to as “Kissimmee-St. Cloud” area due to the short distance between it... read more
About Kissimmee - Located right in the center of Florida, in Osceola County, Kissimmee is a family-oriented destination known for its off-the-beaten-path adventures, endless sunshine, and proximity to world famous theme parks. It checks all the vacation-planning boxes with both natural and man-made treasures. Commonly referred to as “Kissimmee-St. Cloud” area due to the short distance between it and the adjacent city of St. Cloud, Kissimmee is that Florida destination with a wealth of attractions, dozens of great outdoor areas, and hours of sunshine almost every day of the year making it the perfect choice for short vacations and long-term stays. For your accommodations, Owner Direct can provide vacation rentals that will help you get the most out of your Kissimmee trip in a hassle-free way.

Where to Stay & Why - Owner Direct offers a wide variety of vacation rentals in Kissimmee, even pet-friendly homes with spaces where your furry pals can run around. No matter which lodging you choose, it will surely have multiple rooms, furnished living areas, a fully equipped kitchen, private pools, patio with a BBQ grill, and parking space(s). Some homes even have a hot tub, games room, theater room with surround sound, a breakfast area, and a screened lanai.

Other amenities can include TV (some have them in every bedroom), cable, high-speed internet, free phone calls within the US and some countries, DVD player, AC units, fans, washer and dryer, and for those traveling with babies or toddlers, there are even homes that provide high chair, crib, and an extra Pack ‘n Play.

If you decide to stay in a condo rental or a villa in a gated community, you’ll have access to the community park, BBQ area, clubhouse, and common pool.

What to See & Do - If you’re here for theme parks, go to Disney World - “The Happiest Place on Earth”, or step onto the movie set in Orlando Universal Resort. For adrenaline-rush attractions, head to the Forever Florida Ziplines, Panther Pounce tower jump, or the Peregrine Plunge. You can speed across the water on an air-boat at Cypress Lake or go canoeing at Shingle Creek Regional Park. Love shopping? The city boasts several malls and outlets, like Perfume Paris and Nike Factory Store.

Kissimmee is also a haven for nature lovers, and home to varied bird species and wildlife. Kissimmee lakes are popular with anglers. Take a trip to Tohopekaliga Lake and explore the Floridian flora and fauna, or stay on land to check out other entertainment spots. Florida is famous for alligators, and you can admire the great reptiles at Gatorland. Observe thousands of different species by riding the Gatorland Express Railroad or Screamin’ Gator Zipline. You’ll find recreational parks with playgrounds, waterside piers, boat slips, and social spaces in Downtown Kissimmee. Old Town is both an amusement park and a shopping mall. It’s a retro recreation of decades past, giving visitors a nostalgic trip. For something educational, take the young ones and young-at-heart to the Museum of Military History and Green Meadows Petting Farm.

Where to Eat & Drink - Foodies love Kissimmee. Everything from steaks and BBQ, to Mexican and Chinese food, can be found close to the city center. For a special night out, try Medieval Times on Irlo Bronson Highway, where your meal is accompanied by medieval entertainment like jousting, in an actual castle. The Bahama Breeze Island Grille offers a taste of the Caribbean, while Cafe d’Antonio serves tasty Italian dishes in a beautiful lakeside setting. Dessert? Kids will be amazed seeing ice cream made with liquid nitrogen at Abracadabra Ice Cream Factory on Main Street.

How to Get Here & Getting Around - With three airports serving the Central Florida area, getting here is easy. You can get in via the Orlando International Airport (MCO), Kissimmee Gateway Airport (ISM), or Orlando-Sanford International Airport (SFB). If you’re driving, take exit 242 if you’re coming from the north, or exit 249 from the south. Those traveling from Daytona Beach or the Tampa Bay area can take the I-4.

Getting around Kissimmee using public transportation is easy, but having a car is an excellent option. If you intend on visiting several theme parks, plan day trips and outings to the coast or Cape Canaveral, you will be able to control your schedule.

When to Go - The fantastic Florida climate makes Kissimmee a great option at any time of year. The three high seasons are Spring Break (March to April), Summer, (June to August), and Winter (December to January). The city tends to be busier at these times and attractions like Disney World are packed. October is one of the best months for a vacation here. It’s still warm, the city is less crowded, and there are Halloween events at Universal Studios for adults and Disney World for children.

Looking for more inspiration on what to do during your Kissimmee vacation? View our travel guide for ideas to add to your trip!

read less

Rental Amenities

Accessibility

Bedrooms

Total Rent

From 
To 

Rental Payment

Activities

Ski-Out
Ski-In    
Walk only

Waterfront
Water within
Walk only

Golf

255 Vacation Rentals

Your Favs ()
view Tile View List View
sort by
  • 6br Windsor Hills Pool

    Kissimmee: Windsor Hills: House
    6 BDR • 4 BA • Sleeps 12 • #244182
    269 to 799 USD/night
    Welcome to this newly renovated 6 Bedrooms Home At Windsor Hills Resort With Private Pool, Game Room COMFORT & LUXURY ! You will definitely love this house. We have furnished the home to highest standard and choose only high-quality furniture and appliances - Because we understand how important for you to have all those comforts of home after a long day at Disney. You don't want to screw up your vacation by a cheap mattress or broken furniture. BEST LOCATION and AMENITIES Only a few minutes away from Disney, the most popular "Windsor Hills Resort" is simply the BEST combination of location and facilities. A huge Resort-Style Pool, Water Slides, Hot tub, Game Room, Tennis Court, Spa, Fitness Center, Theater Room, Basketball Court, etc. All of this is INCLUDED when you stay with us and is only a few minutes’ walk. And lots of extra services, such as discounted Disney tickets, shuttle to park, available at resort welcome center. WE PROVIDE EVERYTHING YOU NEED ! - East Facing Heated Pool and SPA in screened lanai, Our villa is one of the largest highland corner lots, far from neighborhood - Pool heating is an optional fee - 6 luxurious bedrooms with 3 KING/1 QUEEN/4 TWIN - Gated community with 24 hour security guard - Games Room with pool table, Foosball - Large HD TV in every room - FREE high speed WiFi internet - FREE full size crib, high chair - Fresh towels and linens included - Fully equipped dine-in kitchen with stainless appliances - Laundry Room with full size washer and dryer, iron table - For Senior Guests: Bedroom on first floor with super comfortable mattress - Easy check in with secure key-less entry 5 STAR SERVICES. Our vacation home is professionally managed by the top Property Management Company in Windsor Hills Resort. We spend more money to get you the BEST service. Because you are our guests, we care about your vacation and we want you to be 100% satisfied with our vacation home. SAFETY & SATISFACTION GUARANTEED ! As full-time vacation home owners, we have been in this business for many years with hundreds of happy guests and 100% positive reviews. We know what you need and we care about what you think. Book from us, your satisfaction is guaranteed!
  • Fabulous South Facing Lake

    Kissimmee: Sunset Lakes: Villa
    6 BDR • 4 BA • Sleeps 12 • #258985
    262 to 320 USD/night
    * 6 bed, 4 baths ~ Superior Vacation Home ~ Sleeps 12 guests + infants * Affordable Luxury ~ Value for Money * Just 5 minutes’ drive from Walt Disney World’s Animal Kingdom * Private South Facing Pool with Beautiful Lake View ~ Quiet Location Yet Close to Amenities * Great for Families or Groups * Superb Furnishings, Spacious Living and High-Quality Comforts * A Perfect Blend of Modern Living in a Premier Setting Villa Overview: Located in the ideally situated community of Sunset Lakes, offers you and your party the unique opportunity to spend your Florida vacation in a quiet rural setting, yet only a short drive away from the theme parks, restaurants, shopping malls and all the many attractions Orlando has to offer. Sunset Lakes is situated off the more desirable 192 West and offers easy access to Interstate I4, which is the gateway to all the theme parks and Orlando Attractions. Ticking all the boxes: • Genuinely Just 5 minutes from Disney’s Animal Kingdom Theme Park and Disney’s Blizzard Beach Water Park ~ This enviable location is surrounded by conservation areas and natural lakes • This Attractive, two story charming villa provides guests with a home from home in the sun. There’s plenty of room to stretch out and relax away from the excitement and bustle of the parks • Private South Facing Pool with 30ft x 15 seasonally heated pool ~ not overlooked by neighbours • Beautiful Lake View from the spacious extended deck ~ no looking at neighbours or walls at breakfast! • All Day Sunshine on the patio, making the most of the Florida sun on the especially in the shorter winter months. (We do have shade on our patio for children and those who do not like too much sun) • A Higher Grade of fixtures and fitting with modern and stylish interiors • A Modern, family friendly home that is stylishly decorated and very well appointed with excellent facilities. This villa has spacious living accommodation that ultimately provides you with an enjoyable and comfortable stay Location Sunset Lakes • Conveniently located ~ This villa is only a few minutes’ drive to the hottest local attractions and theme parks with all the vacation fun you could soak up! • Gated community ~ Small, quiet, exclusive development ~ surrounded by conservation areas and natural wetlands • Offers ultimate in rest, relaxation and great value – You’ll just love the luxury of being able to pop back to the villa to enjoy the midday dip in the pool. • Large community pool – perfect surrounds for relaxing on spacious grounds with pleasant gardens • Children’s Playpark • Fishing is permitted on the lakes for our guests • Building work is complete on Sunset Lakes Location Sunset Lakes is located just off the main 192 West. Disney World Resort is approx. 5 minutes’ drive. Universal Studios Wet ‘N’ Wild, Sea World and the International Drive area 15–20-minute drive. There are many, many fabulous golf courses within a 5-minute drive. It’s just a hop, skip and jump to some of Orlando’s finest shopping, dining and entertainment venues. Orlando International Airport is 30 minutes’ drive. Sanford Airport is 1-hour drive. The fabulous beaches of the Gulf Coast are 1.5 hours’ drive away and the Atlantic beaches are 1 hour away.
  • Luxury Villa with Air-Con

    Kissimmee: Emerald Island: Villa in a gated community
    6 BDR • 6 BA • Sleeps 15 • #203426
    275 to 500 USD/night
    For those guests who demand the best. This luxury villas has it all - South facing pool/spa - 3 Miles to Disney - Gated Resort Community - Air-Conditioned Game Room with Pool Table - 100+" Movie theater - 4 King Master Suites - Free Phone Calls - Free WiFi - Free BBQ - Themed Kids Bed Rooms - PS3 games Console and games - DVD library with over 100 movies - Multiple Living Space and more...
  • Air-Conditioned Game

    Kissimmee: Emerald Island: Villa in a gated community
    7 BDR • 5 BA • Sleeps 16 • #209437
    275 to 500 USD/night
    3 miles from Disney in exclusive Emerald Island gated resort community Air-conditioned Theater with 100" screen and game room with pool table 7 bedrooms, 4.5 bathrooms * 4 king bedrooms with 2 being master suites (en-suite), and 3 themed kids rooms * Large 40' x 23' pool area South facing pool deck Deep 40' x 10' screened lanai with fans No per person charge Free supply of gas for the grill High-quality linens and towels provided Free secure wired/wireless internet Free phone calls within US and to many countries Full-size crib and an extra Pack ‘n Play Large LCD TVs in every bedroom, family room, and game room (7 total) PS3 with many games Video Games and books Kids movie library 24x7 Monitored Security Accommodates up to 16 guests comfortably * Fully equipped kitchen * Separate Family and Living Rooms * Close to many golf courses and shopping centers * Discounts for last-minute and multi-week stays
  • Grand Executive 3bd Condo

    Kissimmee: Laguna Bay Villas: Apartment in a complex
    3 BDR • 2 BA • Sleeps 6 • #250436
    109 to 250 USD/night
    This is a Grand Executive 3BD Condo Apartment very impressive and fully furnished with 3 bedrooms / 2 baths. It has 1,220 sqft in a quiet and safe community, the apartment has a community pool, gym, tennis court and free parking, free wifi. The large master bedroom has water and conservation views with a private master bath. The additional bedrooms feature walk in closets with a queen size bed in the 2nd and a twin in the 3rd bedroom. The property has been professionally staged and decorated with high quality mattresses and Roku Tv's on each bedroom, as well as Fully Equipped Kitchen that has everything you could possibly need, you just need to bring your clothes for a fabulous vacation. You'll enjoy the convenient location of this residence just under 20 minutes from Disney World, close to Universal theme parks, Orlando's famous shopping, excellent golf courses and incredible restaurants. Pets are welcome on request with additional pet fee of $120. Long term rentals are welcome!
  • Your Oasis Away from Home!

    Kissimmee: Windsor Hills: House in a gated community
    5 BDR • 5 BA • Sleeps 10 • #250431
    239 to 445 USD/night
    This is a terrific 5-bedroom/5-bathroom rental home located in Windsor Hills Resort. This beautiful villa includes upstairs and downstairs King Bedroom suites. It also has a Queen Bedroom, Twin Bedroom and sleeper sofa on the first floor. And there is an another Twin Bedroom on second floor making this home ideal for two families and up to 10 guests. The home is professionally furnished and decorated for comfort with beautiful furniture, relaxing paint colors, ceiling fans in every bedroom and appealing decorations inside and out. There are 6-flat screen TV's house ranging from 29" to 60" in size and there is High-Speed Internet, Cable TV, and a surround sound system. The SOUTH facing pool/ spa and private pool deck with ceiling fans on the lanai and privacy screening make this outdoor space special. Carpeted game room includes slate pool table, foosball table, 32” TV, Xbox game system, video chairs, extra fridge and washer /dryer. Family friendly home includes cribs, stroller and high chair if needed. Windsor Hills is a beautiful gated community just 1.5 miles (2.5 km) from the gates of Walt Disney World. The resort offers a variety of recreation and activities for all ages including children's playgrounds throughout development, state-of-the-art fitness center, large community pool, sand volleyball, basketball and tennis courts, 40-seat movie theatre, video arcade and billiards. The resort is a short Lyft or Uber ride to Walt Disney World, Seaworld and Universal Studios. This home is within close walking distance from Windsor Hills Community Center and playgrounds.
  • Beautiful Disney Villa

    Kissimmee: Lindfields: Villa
    4 BDR • 2 BA • Sleeps 14 • #229781
    215 to 399 USD/night
    This villa in the Lindfields area of Kissimmee, Florida is a wonderful and well appointed 5 bedroom vacation villa, in a quiet community, just 4½ miles west of Disney World. Lindfields has some of Kissimmee's finest location of homes. This sprawling, 3 neighborhood estate remains as a very desirable location to rent. This is a premium quality villa, offering great value for money, combined with a luxury and practicality for your family to enjoy . We are here to cater to you above and beyond a roof and simple amenities ...We strive to make YOUR vacation MEMORABLE. This 5 bed/2.5 bath fully furnished 2952 sq ft under AIR CONDITIONING with large pool. Home is 4 miles from Disney on a reserve protected by Florida. Pool is 22x 30Ft with water features and changing light features. 1.Master with en-suite walk in shower, separate tub ,double vanity with granite and access to pool lanai of over 2400 additional sqft. With fenced in backyard and King Custom Designed Bed. 2.2nd Bedroom with (2) Custom Headboard Full Bed (upstairs) 3. 3rd Bedroom with (2) Custom Headboard Full Bed (upstairs) 4. 4th Bedroom with (6) twin Bunk beds custom upholstered. 5 Converted Garage game room with Air Hockey Table (Adult Size) , castle style with upholstered bunk beds sleeping (4) under AIR CONDITIONING/Heat . Theater Roku 120" Full Size Pool Table inside Laundry inside home with steam dry. Private south facing screened pool (non heated) ***24 hours advance notice of paid pool heating to meet satisfactory heating preferences spa part of pool as well. There are plenty of Extras Please just ask ...We will do OUR best to get you what you DESIRE MAX Accommodations for 14 people. Parking for max 2 cars driveway #1 and 2 Cars in street (2) Pets Max Allowed
  • Charming Home at Emerald

    Kissimmee: Emerald Island: House
    7 BDR • 5 BA • Sleeps 14 • #256182
    229 to 329 USD/night
    Emerald Island Resort is 3 Miles from Walt Disney World. Just out the main gates of Emerald Islands to the New (Jimmy Buffett) MARGARITAVILLE. It is Spacious 7 BR Home with 2 Master Suites, Game room; private Pool & Spa and on-site parking. It located in 24 hour gated community. This Vacation Resort home is everything you’re looking for your vacation stay and within a short distance from everything, and lot’s amenities. Huge Orlando vacation rental home has 7 bedrooms and 4.5 bathrooms. Great for a large Family with up to 14 guests. There are two King Master Suites, one on each floor. The master bathroom on the first floor has a walk-in shower and separate garden tub. Bedroom 3 & 4 King beds and Bedroom 5 One Queen bed. Bedroom 6 and 7 have a set of Twin beds. Each bedroom will have a TV. The family room features leather sofas, a wide screen plasma TV, DVD player and a view of the pool area, perfect for relaxing when home from the Orlando, Florida attractions. There is additional sofa seating in the front living room for entertaining. There is plenty of seating for meals with the dining room, eat in kitchen and patio table and chairs. There is tile flooring throughout the common areas. The open, spacious kitchen is perfect for cooking family meals at home. This home has a private, screened in pool and heated spa with a covered lanai to escape the sun’s rays and loungers for sunbathing along with a Gas Bar B Q Grill. The game room features a Ping Pong table, Foosball Game table and TV. Note there is no Pool table. There are additional resort amenities that are included with your stay!!!
  • A Bit of Disney World

    Kissimmee: The Villas at Seven Dwarfs Lane: Townhouse in a gated community
    4 BDR • 4 BA • Sleeps 8 • #204779
    135 to 135 USD/night
    HERE you will find yourself to be at the center of the magical and enchanting fun capital of Florida with its endless list of attractions, restaurants, and family activities with all the major amusement parks just minutes away Freshly painted interior, NEW laminate flooring, NEW porcelain tiled baths, NEW beds with NEW mattresses. The majority of other furnishings have also been replaced including NEW Refrigerator and NEW front loading Washer and Dryer. Modern LED HDTV’s in all bedrooms and a large HDTV in the Living room with 250 channels of news, sports and entertainment at your fingertips. A Bluray/DVD player is also provided. The townhouse is provided with linens, towels, hair dryers, iron, ironing board, kitchen utensils (pots/pans/dishes/cutlery), toaster, coffeemaker, kettle, etc. There are no nickel and dime extras to be imposed upon your stay (other than a cleaning fee if your stay is less than a week). Resort facility use is FREE, Television is FREE, Telephone service throughout the United States and Canada is FREE. Wireless Internet service is FREE. Parking is FREE. The Resort offers a huge beautiful swimming pool (heated), a hot tub, a play area for children, tennis, basketball, beach volleyball and bocce ball courts. There is a small lake for fishing. Paddle boats should be available by Spring and a splash pad is scheduled for the Summer. The Clubhouse has a gym, a games arcade and pool tables. Security guards on duty 24/7 at this beautiful gated community. Trip Advisor currently ranks Villas at Seven Dwarfs Lane at #11 of 51 resorts. For location, convenience and atmosphere, it's absolutely ideal. Contact us for any additional assistance or information you may require.
  • 7 Beds/7 Baths,South

    Kissimmee: Cumbrian Lakes: Villa in a gated community
    7 BDR • 1 Den • 7 BA • Sleeps 16 • #210103
    189 to 360 USD/night
    This is a beautiful 7 bedrooms / 5 full and 2 half bathrooms. The home is perfectly located in the quiet gated community of Cumbrian Lakes. The home has a fabulous view of one of the lakes in the community which is south facing. This house has just been upgraded with all new furniture and has plenty of room to sleep for 14 people. The bedding includes 3 king size bedding, 1 queen size that all have their own bathrooms. The three twin beds share two bathrooms. Twin bedding are all decorated with Disney theme. All rooms have new flat screen LED T.V. 28-32 inch. They all have cable in each room and DVD player in the bigger rooms. The living room has a leather couch and love seat with a 55 inch Led T.V. With close to 1000 channels availability. The pool area has a spa attached to it and has a pool heater for a small extra charge. It has plenty of space to sit and take the sun on those fabulous Florida sunny days. The pool area is also enclose with a lanai to keep any small intruders away. I also have a 4 bedroom and 3 washroom home Owner direct #207113 and you may also look at the reviews for reference.
  • Luxury 7br/Westside Pool

    Kissimmee: Windsor At Westside: House in a gated community
    7 BDR • 1 Loft • 5 BA • Sleeps 18 • #248923
    199 to 819 USD/night
    Spacious 7 Bedroom Villa At Windsor at Westside Resort Free WiFi, Crib, Highchair, Liens - Private Pool with Child Safety Fence, No Rear Neighbor, Nice Green View! - large HD TV in every room! - Game room with Pool table, and Foosball table - Spacious Sitting and Dining Area - Decorated by professional designer - Free access to resort facilities within the community - Gated community with 24 hour security guard Key Features Include: - 7 Luxurious Bedrooms (3 King, 1 Queen, 1 Full/Full, 1 Bunk & Twin Room, 1 Full/Twin, 1 crib) -Sleeps 18 guest - 5.5 Full Bathrooms (3 Bedrooms with Private En-Suite Bath) - Private Pool and Spa (sectional sitting couch, patio set, 4 sun loungers, child safety fence) - Loft with 120’ projector and Wifi-enabled DVD/Blue Ray Player - Game room includes: Pool Table , Foosball Table - Gourmet Kitchen - Spacious Sitting and Dining Area - Complementary high speed WiFi internet access in unit - Digital Cable TV included - Baby gear included (crib, high chair) - Fresh towels and linens included - Fully equipped dine-in kitchen with stainless appliances - Full sized washer and dryer included in unit - Hair dryer, ironing board & iron included - Free long distance phone calls to USA, Canada, and Mexico - Friendly customer support from a dedicated manager throughout your stay - Gated community with 24 hour security guard - Access to many resort facilities within the community Other things to note POOL HEATER: Optional Pool/Spa Heat Fee: $35 per day (tax included) Please note the pool heater works thru HEAT EXCHANGE and might not function with weather near freezing temperatures. The pool heater must be turned on for the full duration of your stay. BBQ Grill We rent grill from equipment rental company. It's delivered to home with full propane. Two burners Grill is $80/week (tax included) and $15 for each additional day. Four burners Grill is $105/week (tax included) and $15 for each additional day. Please let us know which type of grill you would like to reserve
  • 3 Minutes from Disney

    Kissimmee: Formosa Gardens: Executive style house
    4 BDR • 3 BA • Sleeps 8 • #54490
    175 to 175 USD/night
    Beautiful home on private lot with custom decorating and upgrades. Our home is not your average vacation rental. It is truly a must see home. Including High Speed Internet If you need anything our management company is available 24/7 for you (welcome baskets, directions, decorating for special occasion,etc) When you arrive you will be greeted by Disney characters, all hand painted by the Owners. Enjoy the sights and then relax in our large private pool and spa. You can even see Disney fireworks from the patio. Our Game room will keep you entertained for hours. There is a private pool and spa with covered patio dining area. The property is just five minutes from Walt Disney World and 20 minutes to Sea World and Universal Orlando. It is located in the Oak Island Harbour subdivision of Formosa Gardens.
  • Windsor Hills 6-Bed Pool

    Kissimmee: Windsor Hills: House
    6 BDR • 4 BA • Sleeps 15 • #231083
    268 to 378 USD/night
    **COVID-19 updates: we are taking extra precautions and following CDC’s cleaning guidelines before and after each rental to ensure your safe stay. Spread out and enjoy your very own sunny 6-bedroom, 4-bath pool home in the prestigious guard gated resort community of Windsor Hills just 2 miles from Disney. Newly upgraded in 2020, this charming, fun villa is loaded with 4 king beds, 1 queen bed, 2 twin beds, and 1 twin over full bunk bed, and can easily accommodate 15 people in spacious comfort. It is ideal for sharing with your extended family and friends. There is one king bedroom with its adjacent bathroom on the 1st floor. Others are on the 2nd floor. The open plan, fully equipped kitchen with breakfast area and formal dining area is perfect for sharing meals together. The private screened sparkling pool and bubbling hot spa, the shaded lanai and pool side loungers let you experience some Florida lifestyle. You and your family can have hours of fun outside and take home hundreds of happy memories under the sun. This villa features: (1) 6 bedrooms each with premium furniture, top end bedding, ceiling fan, and flat screen TV. Linens provided. (2) 4 bathrooms with hair dryers and plenty of towels. (3) Spacious family room with entertainment center, Sony Playstation II, Stereo, DVD player. (4) Formal living room. (5) Fully-equipped kitchen with all appliances and plenty of cookware. Refrigerator with water/ice maker, smooth top range, oven, microwave, dishwasher, coffee maker, toaster. (6) Breakfast table next to kitchen and breakfast bar. (7) Separate elegant dining room with 8-seat dining table. (8) Washer and dryer, vacuum cleaner, iron provided (9) Free WiFi, free phone calls to US and Canada (10) Game room completed with a pool table, a ping-pong table, football table, etc. (11) Large private screened pool and hot spa, with covered lanai, extended decking. (12) Optional BBQ grill. Optional pool / spa heating. This villa includes free access to all the resort-style amenities that Windsor Hills resort offers. Windsor Hills is a gated resort with 24 hour security. It is filled with family fun, including a luxurious water park pool with fountains and water-slides, toddler pool, a huge Olympic-size pool with tropical lagoon style, big hot spa and sundecks. The clubhouse has a video game arcade, pool table and other game tables, fitness center, a movie theatre, huge comfortable lounges, and a sundry shop. The resort has 2 tennis courts, a volleyball court, basketball court, also features a putting green and a the castle-themed kids’ playground too. Nothing in this area has what Windsor Hills has to offer. Windsor Hills resort is located in the heart of Orlando Disney area. Many restaurants and shops, groceries, medical clinics, pharmacies are all within minutes. - 30 Mins - Orlando International Airport - 2 Mins - Highway 192 (Tourist Corridor) - 2 Mins - Many restaurants and shops - 3 Mins – Supermarket, Target, Publix, Walmart, pharmacy - 5 Mins - Golf Courses - 8 Mins - Walt Disney World - 10 Mins - Cypress Gardens Adventure Park - 16 Mins - Sea World - 20 Mins - Universal Studios and Islands of Adventure - 25 mins - Florida Mall - 55 Mins - Busch Gardens - 1 hour - Gulf Coast Beaches (west & east) - 1 hour - Kennedy Space Center - 1 hour - Atlantic Beaches For golfers, there are many championship golf courses in the immediate area: Greg Norman’s development, Champions Gate, Legends course at Orange Lake, the fabulous PGA teaching courses at Orange County National. Mystic Dune is right next door to Windsor Hills!
  • Villa Close to Disney

    Kissimmee: Lindfields: Villa
    4 BDR • 3 BA • Sleeps 8 • #227340
    99 to 139 USD/night
    This beautiful single storey villa is in the established Lindfields development of Kissimmee, located close to Disney. The property is deceptively large and has a living area over 2,200 sq ft, not including the garage and pool area. The property has 4 large bedrooms and 2 large sitting rooms, a dining area and separate breakfast area with an en-suite master bathroom and 2 further bathrooms. There is a kitchen and laundry room, both equipped to the highest standard. Outside there is a large heated South West facing swimming pool, backing onto a woodland conservation area, with pool chairs and sun loungers. Ideal for the lazy days or to relax after a day at a theme park or shopping. The pool itself is approx 30ft long and is 6 ft deep at the deep end. Phone calls: We offer free phone calls to US and Canada landlines and mobiles and to UK landlines. We also have free wireless internet access.
  • Peaceful and Serene

    Kissimmee: Lindfields: House
    5 BDR • 2 BA • Sleeps 12 • #7884
    165 to 220 USD/night
    Our home is situated on a small lake with a natural preserve behind that. We have a over sized pool which I have not seen any close to its size down here. The back of the house will have you wanting to spend all your time there and you may decide to skip the parks entirely. We also offer a Large Plasma TV in the family room and a LCD TV in each of the bedrooms. A computer with Internet access and free phone calls to the USA and Canada give you all the amenities of your own home. The size of the home is ideal for 2 or 3 families (sleeps 12) and has vaulted ceilings throughout for added spaciousness. The family room has a 27 inch TV, VCR and cable. The adjoining kitchen is modern and fully equipped. There are TVs in 2 of the other bedrooms. You can enter the pool area from the master suite, family room and full bath. The pool has a Jacuzzi which cascades into an oversized and illuminated pool which is 18 x 38 feet. A gas BBQ grill is located off of the lanai. There is a security alarm for the patio doors to the pool.
  • Luxury 6br Windsor Hills

    Kissimmee: Windsor Hills: House
    6 BDR • 4 BA • Sleeps 12 • #244184
    269 to 799 USD/night
    Welcome to this 6 Bedrooms Home At Windsor Hills Resort With Private Pool, Game Room COMFORT & LUXURY ! You will definitely love this house. We have furnished the home to highest standard and choose only high-quality furniture and appliances - Because we understand how important for you to have all those comforts of home after a long day at Disney. You don't want to screw up your vacation by a cheap mattress or broken furniture. BEST LOCATION and AMENITIES Only a few minutes away from Disney, the most popular "Windsor Hills Resort" is simply the BEST combination of location and facilities. A huge Resort-Style Pool, Water Slides, Hot tub, Game Room, Tennis Court, Spa, Fitness Center, Theater Room, Basketball Court, etc. All of this is INCLUDED when you stay with us and is only a few minutes’ walk. And lots of extra services, such as discounted Disney tickets, shuttle to park, available at resort welcome center. WE PROVIDE EVERYTHING YOU NEED ! - East Facing Heated Pool and SPA in screened lanai, Our villa is one of the largest highland corner lots, far from neighborhood - Pool heating is an optional fee - 6 luxurious bedrooms with 3 KING/1 QUEEN/2 FULL/2 TWIN - Gated community with 24 hour security guard - Games Room with pool table, Foosball and Air Hockey - Large HD TV in every room - FREE high speed WiFi internet - FREE full size crib, high chair - Fresh towels and linens included - Fully equipped dine-in kitchen with stainless appliances - Laundry Room with full size washer and dryer, iron table - For Senior Guests: Bedroom on first floor with super comfortable mattress - Easy check in with secure key-less entry 5 STAR SERVICES. Our vacation home is professionally managed by the top Property Management Company in Windsor Hills Resort. We spend more money to get you the BEST service. Because you are our guests, we care about your vacation and we want you to be 100% satisfied with our vacation home. SAFETY & SATISFACTION GUARANTEED ! As full-time vacation home owners, we have been in this business for many years with hundreds of happy guests and 100% positive reviews. We know what you need and we care about what you think. Book from us, your satisfaction is guaranteed!
  • Lake View New Luxury Pool

    Kissimmee: Windsor Hills: Villa in a gated community
    5 BDR • 5 BA • Sleeps 12 • #243427
    319 to 789 USD/night
    This 5 bedroom 5 bathroom (All En-suites!!) 3000 sqft luxury home is located in famous Windsor Hill Resort, one of best upscale vacation home resort. It’s only 2.5 miles to Disney Theme Park and close to everywhere. It’s the BEST LOCATION. This 5 bedroom villa has 3 KING ROOM/1 FULL&TWIN ROOM/1 TWIN&TWIN BEDROOM and 1 Crib. All bedrooms include large LED TVs and are beautifully themed in stylish neutral tones, making them perfect for guests of all ages. We use high quality, ultra comfortable mattresses which you can only find it in 5 stars hotel. Our home is at one of the few premium location in Windsor Hills with beautiful green view, no rear neighbors. Private east-facing heated pool and SPA in screened lanai. Windsor Hills resort offers a lagoon style pool with a large water-slide, hot tub, air conditioned/heated game room, fitness center, movie theater, convenience shop, basketball courts, sand volleyball court, 3 themed playgrounds, putting green and tennis courts. It also offers discount tickets to theme parks and a shuttle service. This really is a home for guests sharing a perfect vacation in Orlando with family and friends, all at a fraction of the cost of staying in a typical hotel! - 5 luxurious bedrooms(en-suite) and a game room (3 king rooms, 1 twin/twin room, 1 twin/full room) - Safety & Security: Gated community with 24 hour security guard - 65' Smart 4K LED TV, HDTV in every room, XBox One Game Console - Games room with pool table, Foosball - Private heated pool and SPA in screened lanai - Pool heating is an optional fee - FREE long distance phone calls to USA, Canada - FREE 75MB high speed WiFi internet access - FREE baby gear included (full size crib, high chair, stroller) - FREE on site parking - Fresh towels and linens included - Fully equipped dine-in kitchen with stainless appliances - Large size washer and dryer included in unit - No check in required / secure key-less entry to unit - Our vacation home is managed by top property management company in Florida. To make your vacation as smooth as possible, below are some additional services to help provide both necessities and some luxury items that you may enjoy: Concierge, Hire Equipment, Grocery Delivery, Party Planning, Weddings, Private Chef, babysitting, Transportation
  • Great Villa on a Gated

    Kissimmee: Crystal Cove: Villa in a gated community
    4 BDR • 3 BA • Sleeps 8 • #207543
    165 to 295 USD/night
    This villa has everything you need for a memorable vacation. Decorated to a high standard, each bedroom has a flat screen TV and there is also WiFi and a DVD player. Large kitchen is fully equipped and the villa has a washer and a dryer for your laundry needs. The Master bedroom has a king size bed and the large en suite bathroom is very impressive. The walk in closet has lots of space for your convenience. The second bedroom has a queen bed and an en suite bathroom, the third bedroom has a queen bed and a shared bathroom with the fourth bedroom which has twin beds. There are 2 dining areas, the nook table can seat 4 and the dining table can seat 6 and there is also 2 breakfast bar stools. There is plenty of seating in the screened in pool area with 4 loungers and a patio table with 6 chairs. The pool and spa are a great treat after a long day and they can be heated in the cooler months for a fee.. Guests can also enjoy a large clubhouse which is directly across the road from the villa, featuring resort-style pool, fitness center, kitchen and game room. We supply a card key for the clubhouse entrance. Located on a gated resort, Disney is only a 15 minute ride and Universal and Seaworld is approximately 30 minutes and only 5 minutes to highway 192 where you will find lots of restaurants and stores.
  • Disney Minecraft Villa

    Kissimmee: Lindfields: House
    4 BDR • 2 BA • Sleeps 10 • #250362
    215 to 399 USD/night
    Home in the Lindfields area of Kissimmee, Florida is a wonderful and well appointed 4 bedroom vacation villa, in a quiet community, just 4½ miles west of Disney World. Lindfields has some of Kissimmee's finest and most expensive homes. This sprawling, 3 neighborhood estate remains as a very desirable location to rent. This is a premium quality villa, offering great value for money, combined with a luxury and practicality for your family to enjoy . Bedroom 1: 1 King Bed (Private Bathroom)-TV Bedroom 2: 1 Queen Bed -TV Bedroom 3: 2 Full Beds -TV Bedroom 4: 2 Twin Beds-TV DETAILS • 2,129 Sq. Ft. • Central AIR CONDITIONING • Free Parking (2 cars) • Covered Lanai • Free Cable and WiFi • TV's in all bedrooms • Fresh Towels/Linens • Granite Countertops • Fully Equipped Kitchen • Private Screened-in Pool • Washer/Dryer (In House) • Hair Dryers Iron and Ironing Board • Family Room With Flat Screen TV 70" Smart • Hair Dryers, Iron and Ironing Board • Pool Heat (by stay) (Optional) • Private Door Code for Each Guest Stay • Outdoor Patio Furniture w/Sun Loungers *Gameroom with Pool table, air hockey, ping ping (NO AIR CONDITIONING) • Please stop by the nearest Supermarket to gather any additional items you may need for the duration of your stay. (Walmart - 1.5 Miles)
  • Luxury 6br Windsor Hills

    Kissimmee: Windsor Hills: House
    6 BDR • 4 BA • Sleeps 14 • #234418
    269 to 799 USD/night
    Welcome to this 6 Bedrooms Home At Windsor Hills Resort With Private Pool, Game Room LUXURY & COMFORT You will definitely love this house. We have furnished the home to the highest standard and chose only high-quality furniture and appliances - Because we understand how important it is for you to have all the comforts of home after a long day at Disney. BEST LOCATION and AMENITIES Only a few minutes away from Disney, the most popular "Windsor Hills Resort" is simply the BEST combination of location and facilities. A huge Resort-Style Pool, Water Slides, Hot tub, Game Room, Tennis Court, Spa, Fitness Center, Theater Room, Basketball Court, etc. All of this is INCLUDED when you stay with us and is only a few minutes’ walk. And lots of extra services, such as discounted Disney tickets, shuttle to park, available at resort welcome center. WE PROVIDE EVERYTHING YOU NEED ! - East Facing Heated Pool and SPA in screened lanai, Our villa is one of the largest highland corner lots, far from neighborhood - 6 luxurious bedrooms with 3 KING/1 QUEEN/2 FULL/2 TWIN - Gated community with 24 hour security guard - Games Room with pool table and Foosball - Large HD TV in every room - FREE high speed WiFi internet - FREE full size crib, high chair - Fresh towels and linens included - Fully equipped dine-in kitchen with stainless appliances - Laundry Room with full size washer and dryer, iron table - For Senior Guests: Bedroom on first floor with super comfortable mattress - Easy check in with secure key-less entry - Pool heating is an optional fee 5 STAR SERVICES. Our vacation home is professionally managed by the top Property Management Company in Windsor Hills Resort. We spend more money to get you the BEST service. Because you are our guests, we care about your vacation and we want you to be 100% satisfied with our vacation home. SAFETY & SATISFACTION GUARANTEED ! As full-time vacation home owners, we have been in this business for many years with hundreds of happy guests and 100% positive reviews. We know what you need and we care about what you think. Book from us, your satisfaction is guaranteed!
  • 8br Windsor at Westside

    Kissimmee: Windsor At Westside: House in a gated community
    8 BDR • 1 Loft • 6 BA • Sleeps 21 • #248926
    450 to 849 USD/night
    Absolutely perfect for multi-family groups, or golf groups, this property features all the comforts of home and more. Book your vacation now at this beautiful home with pool and spa located in the gorgeous Windsor at Westside Gate Resort. Plus as our guest you get to enjoy all the amenities of the resort such as the lazy river, splash pool for the kids, 2 other large pools, tennis courts, fully equipped exercise room, on site cinema, arcade games, and family restaurant The space 8BR/6BA home in Windsor At WestSide! - 8 Luxurious Bedrooms (2 King, 1 Queen, 1 Queen/Queen, 2 Twin/Full Room, 1 Twin/Full Bunk Bed) , 1 Crib, sleep for 21 people - 6 Full Bathrooms - 3 Bedrooms With Private En-Suite Bath - Loft with Big Screen TV, game console, Pool Table, and Foosball table - Gourmet Kitchen - Spacious Sitting and Dining Area - Private Pool and Spa, Child safety fence installed - Free long distance phone calls to USA, Canada, and Mexico - Complementary high speed WiFi internet access in unit - Digital Cable TV included - Baby gear included (crib, high chair) - Fresh towels and linens included - Fully equipped dine-in kitchen with stainless appliances - Full sized washer and dryer included in unit - Hair dryer, ironing board & iron included - LCD TV with DVD player and Nintendo gaming console - Friendly customer support from a dedicated manager throughout your stay - Gated community with 24 hour security guard Guest access Plus as our guest you get to enjoy all the amenities of the resort such as splash pool for the kids, 2 other large pools, tennis courts, fully equipped exercise room, on site cinema, arcade games, and family restaurant. Other things to note POOL HEATER: Optional Pool/Spa Heat Fee: $35 per day (tax included) Please note the pool heater works thru HEAT EXCHANGE and might not function with weather near freezing temperatures. The pool heater must be turned on for the full duration of your stay. BBQ Grill We rent grill from equipment rental company. It's delivered to home with full propane. Two burners Grill is $80/week (tax included) and $15 for each additional day. Four burners Grill is $105/week (tax included) and $15 for each additional day. Please let us know which type of grill you would like to reserve
  • Awesome Gated Club Cortile

    Kissimmee: Club Cortile: Condo
    4 BDR • 3 BA • Sleeps 10 • #202092
    120 to 120 USD/night
    Minutes and walking distance to restaurants and shopping areas Minutes to all Disney area attractions Condo amenities include a heated pool with a jacuzzi, tennis and basketball courts, a modern gym, a movie theater and a children's play area.
  • 9br Luxury Pool Villa/Pool

    Kissimmee: Windsor At Westside: House
    9 BDR • 1 Loft • 6 BA • Sleeps 22 • #247639
    329 to 869 USD/night
    Remarkable Home with 9 BR Pool/SPA/Game, Nearby Disney 9BR/6BA home in Windsor At WestSide. Absolutely perfect for multi-family groups, or golf groups, this property features all the comforts of home and more. Book your vacation now at this beautiful home with pool and spa located in the gorgeous Windsor at Wesside Resort. Key Features Include: - 9 luxurious bedrooms (4 king rooms-1 with crib, 1 queen/queen room, 3 twin/full rooms, 1 twin/twin room) - Jump to Safety and Security: Gated community with 24 hour security guard, plus in-house alarm system connected to security company - 120" HD Projector in Loft and Living Room with 65 inch Smart LED TV - Games room with pool table, Foosball - Private heated pool (extended size) and SPA in screened lanai - FREE long distance phone calls to USA, Canada - FREE high speed WiFi internet access in unit - FREE baby gear included (full-size crib, high chair) - FREE on site parking - Fresh towels and linens included - Fully equipped dine-in kitchen with stainless appliances - Full sized washer and dryer included in unit - No check in required / secure key-less entry to unit POOL HEATER: Optional Pool/Spa Heat Fee: $35 per day (tax included) Please note the pool heater works thru HEAT EXCHANGE and might not function with weather near freezing temperatures. The pool heater must be turned on for the full duration of your stay. BBQ Grill We rent grill from equipment rental company. It's delivered to home with full propane. Two burners Grill is $80/week (tax included) and $15 for each additional day. Four burners Grill is $105/week (tax included) and $15 for each additional day. Please let us know which type of grill you would like to reserve
  • 7br Luxury Pool Home with

    Kissimmee: Windsor At Westside: House
    7 BDR • 1 Loft • 5 BA • Sleeps 18 • #247643
    199 to 819 USD/night
    Remarkable Home with 7 BR Pool/SPA/Game, Nearby Disney 7BR/5BA home in Windsor At WestSide. Absolutely perfect for multi-family groups, or golf groups, this property features all the comforts of home and more. Book your vacation now at this beautiful home with pool and spa located in the gorgeous Windsor at Wesside Resort. Key Features Include: - 7 luxurious bedrooms (2 king rooms-1 with crib, 2 queen rooms, 1 twin/full room, 1 full/full room, 1 two twins/ full room) - South Facing Private Pool and SPA in screened lanai, with Child Safety Fence - Jump to Safety and Security: Gated community with 24 hour security guard, plus in-house alarm system connected to security company - 120" HD Projector in Loft and Living Room with 65 inch Smart LED TV - Games room with pool table, Foosball - FREE long distance phone calls to USA, Canada - FREE high speed WiFi internet access in unit - FREE baby gear included (full-size crib, high chair) - FREE on site parking - Fresh towels and linens included - Fully equipped dine-in kitchen with stainless appliances - Full sized washer and dryer included in unit - No check in required / secure key-less entry to unit POOL HEATER: Optional Pool/Spa Heat Fee: $35 per day (tax included) Please note the pool heater works thru HEAT EXCHANGE and might not function with weather near freezing temperatures. The pool heater must be turned on for the full duration of your stay. BBQ Grill We rent grill from equipment rental company. It's delivered to home with full propane. Two burners Grill is $80/week (tax included) and $15 for each additional day. Four burners Grill is $105/week (tax included) and $15 for each additional day. Please let us know which type of grill you would like to reserve *** Early check-in/ late check-out will subject to a fee of $45/hr
  • Spacious Lake Front Pool

    Kissimmee: Windsor At Westside: House in a gated community
    8 BDR • 1 Loft • 6 BA • Sleeps 18 • #250687
    450 to 849 USD/night
    - Lake front, Steps to Club House! - PRIVATE pool and spa!, No rear neighbor - Close to Disney - Free access to resort amenities Relax in this perfectly furnished 8 bedroom 3500 sqft home with a PRIVATE pool and spa. This property is located within Windsor at Westside Resort, one of the most popular resort near Disney. The space Managed and maintained by a professional managing company with assistance JUST a message away to cater to all your family’s needs, this home away from home features: - A PRIVATE pool and spa - Disney themed rooms - Flat screen TV with cable installed in every single bedroom - Washer, dryer and fully equipped kitchen - FREE long distance phone calls to USA, Canada - FREE high speed WiFi internet access - FREE baby gear included (full size crib, high chair) - FREE on site parking - Fresh towels and linens included Main Living Area: - Spacious seating area with leather sofas - Gathering room with stylish leather sofas, a pool and a foosball table - Dining table seats 16 people Laundry room is located downstairs ----------------------------------------------------------------------------- Kitchen: - 4 countertop seats - Refrigerator/freezer, oven, microwave, dishwasher, coffee maker, toaster, blender - All utensils, cookware, dinnerware, glassware ----------------------------------------------------------------------------- Entertainment: - Each bedroom is furnished with a flat screen TV and access to complimentary Wifi - Main living area and gathering room have large flat screen TVs - Gathering room has a pool and foosball table ----------------------------------------------------------------------------- Outdoor Living Space: - Screened in private swimming pool and spillover spa (optional heating) - 4x sun loungers, 8 seat patio table POOL HEATER: Optional Pool/Spa Heat Fee: $35 per day (tax included) Please note the pool heater works thru HEAT EXCHANGE and might not function with weather near freezing temperatures. The pool heater must be turned on for the full duration of your stay. BBQ Grill We rent grill from equipment rental company. It's delivered to home with full propane. Two burners Grill is $80/week (tax included) and $15 for each additional day. Four burners Grill is $105/week (tax included) and $15 for each additional day. Please let us know which type of grill you would like to reserve
  • Modern Townhouse, Great

    Kissimmee: Compass Bay: Townhouse
    3 BDR • 3 BA • Sleeps 6 • #151287
    145 to 195 USD/night
    This great town home is located on a gated resort and has a family room with a flat screen TV a dining area which seats 6 people. The modern kitchen is fully equipped with an ice making machine in the fridge. There is a state of the art washer and dryer in the laundry room and the home has internet access and a telephone. There is a small deck area outside the patio doors with chairs overlooking a lake. The gated resort is ideally located, only 5 minutes to Disney and close to an abundance of shops and restaurants. The resort has a community pool within walking distance of the home. There are 3 bedrooms, the Master bedroom has a king size bed and en suite bathroom, the second bedroom has a queen bed and the third room has twin beds. The kitchen is fully equipped, including a microwave and there is a laundry room with a washer and dryer. The family room and bedrooms have flat screen TV's and the villa has internet access. The villa overlooks a lake to the back and it is in a great location, only 5 minutes to Disney and 2 minutes to shops and restaurants. The community has a community pool, cabana, gazebo, children’s playground, walking trails and picnic areas.
  • Kissimmee Windsor at

    Kissimmee: Windsor At Westside: Villa in a gated community
    7 BDR • 6 BA • Sleeps 16 • #233281
    310 to 400 USD/night
    **Save. Pool heat is included and there's no service/booking/resort/credit card/ or WiFi fees, insurance/damage deposit.* Kissimmee's Windsor At Westside vacation rental 7 bedroom home. Disney nearby. We've been asked to name our dream home and we choose "the second star to the right" after Peter Pan's Neverland a place where you never grow up. Windsor at Westside is a new spectacular gated resort community. The amazing world class 10,000 sf clubhouse is only a few steps away. The clubhouse features a bar, serving food/drinks, lazy river, huge zero entry resort pool, aquapark, lake/pier, cabanas, sundries shop, sports courts, gym, playground, arcade, and activities and special events for more fun in the sun. Our home is designated as a Grand Collection villa. Professionally decorated and furnished, exceptionally beautiful home has 7 bedrooms 4 kings, 5 1/2 baths, 2 large living rooms one upstairs and the other downstairs, fully applianced open kitchen with island seating and dining area, pantry, W/D 1st floor, ceiling fans, heated lit pool/ spa in the screened lanai withTV table/chairs/lounges, PlayStation4, poker table-chips, board games, linens, blow dryers and iron/board. The luxurious Master king bedroom ensuite on the first floor is a must for those who have trouble with stairs. The access from there to and from the pool area and bath is brilliant. The additional 1/2 bath downstairs helps to get everybody out. There are 11 smart wall mounted TVs 2 are 60" and one TV is outside. We loved stepping outside, the kids in the pool, having our morning coffee-tea in the sun and watching the morning news. Bubble away in the hot spa after a long day in the parks, looking for that second star to the right. Then there is the full sized game room. The game room features a stage, karaoke machine, cordless/corded microphones, karaoke CD/Gs collection, TV, and a PA Bluetooth speaker system. The TV can display lyrics, so that you can all sing along, if you dare.YouTube to find tunes/lyrics. There's a Megatouch game system bar table-chairs DJ lighting pool and air hockey. The Megatouch touchscreen has over 100 games, 1-4 players, and has always been a hit for young and old. For the children there's 2 porta cribs, a stroller and highchair, stair gate, and child pool safety fence. Our home is minutes away from Disney World, and Universal, Sea World, water parks, and Old Town are all close by. Great golf, shopping, outlets, fine dinning are as well. Championsgate golf voted #1 in Orlando nearby. Groceries, pharmacies, liquor, ice cream, coffee, pizza and McDonalds are very convenient. Tampa Hardrock Casino an hour away if your feeling lucky. No pets. No smoking in the home/game room, permitted in the lanai. Cleaning fee is $200.13.5% tax on all costs. 49-5* REVIEWS. LOVE LOVE LOVE THIS HOUSE! ... Absolutely beautiful planning to stay next year..... FANTASTIC HOME FOR A LARGE FAMILY GROUP. Definitely stay again LOVED IT ...5 couples had a ball. OMG!!!!..This house is AMAZING!!.. INSERT ANY AND ALL CLICHE DESCRIPTIONS of AMAZING. DOESN'T GET BETTER THAN THIS. Stayed on some very lovely homes.... But this home was by far the best. Why us. Reviews,outsideTV,WOW gameroom,very close to worldclass clubhouse,free pool/spa heat,and beautiful... Close to Disney/golf/multiple attractions. Our family has vacationed in Kissimmee as renters for years and renting a dream home has come to be a better way to spend quality time together on vacation. We hope you consider renting from us during your next trip and sincerely wish you and your family the very best experience possible.
  • Windsor Hills Resort

    Kissimmee: Windsor Hills: Villa in a gated community
    5 BDR • 5 BA • Sleeps 12 • #248518
    335 to 515 USD/night
    Our Disney vacation villa is furnished to the highest standard and offers your family the luxury of a Five star hotel combined with the relaxed atmosphere of a family vacation home. Soak up the Florida sun on our extended deck where you can relax in the pool and spa, or simply enjoy the shade of the lanai sipping a drink while dinner cooks on the BBQ. Our beautiful home benefits from 3 designer Master Suites with Four Poster Beds and Walk-in-Closets that exude opulence and comfort – perfect for accommodating three sets of couples.Our home also has two twin themed bedrooms where visitors of all ages will enjoy their stay in either of the highly appointed "Star Wars" bedroom suite or the "Lion King/Jungle" bedroom suite. All bedrooms/rooms have 4K HD Smart televisions with cable and DVD. The Family and Dining Rooms are perfect places for unwinding after a busy day at the parks. Sink yourself into a comfortable leather sofa while you watch our 4k HD Television with Premium Cable package, DVD, High Speed MESH WIFI and On Demand Movie Channels. The whole family will enjoy the "Super Hero" Games Room featuring a 16 foot Spider-man Wall Mural, 65 Inch Widescreen HD TV, Theater Style Seating, PlayStation 4 and Games, Pool Table, Foosball, Air Hockey and Dartboard. The kitchen is a cooks dream and has everything you will need to cook breakfast, lunch or dinner, plus standards such as dishwasher, microwave, fridge freezer with ice maker, waste disposal, toaster, coffee maker, waffler maker, blender and much more. Once you set foot in our lovely home you will want to stay forever. Contact us now to experience an amazing Disney World and Universal Orlando vacation.
  • 4br/3ba, Renovated

    Kissimmee: Cumbrian Lakes: Villa in a gated community
    4 BDR • 4 BA • Sleeps 8 • #207113
    119 to 160 USD/night
    Located in the quiet gated community of Cumbrian Lakes. Exclusive 4 bedrooms and 3 full bathrooms, including en-suite in the master bedroom. Can accommodate groups sleeping 8 guests. The master bedroom features a luxurious King size bed with private bath and shower, his and hers walk in closet. The second bedroom has also a beautiful King bed that has its own full bathroom. The third bedroom has an elegant Queen bed that shares a Jack and Jill washroom with the fourth bedroom that has two twin beds decorated with Mickey. You have a formal dining room and sitting area with kitchen and living area open space concept, leading to the patio pool area and your covered lanai. There are flat screen TV`s in all the bedrooms and family room. In your home there is lots of amenities offered. The full size kitchen offers modern appliances, dishwasher, microwave coffee maker, etc ... There is a full washer and dryer. You have cable TV, DVD, blueray, stereo music system, ps2 playstation, multiple choice of movies and board games. That`s not all... Professional pool table, air hockey and foosball in the game room. Free high speed internet and long distance calls to the USA, Canada and Mexico as well. This 4 bedroom Florida vacation home is located just a few miles from Walt Disney World Resort, Universal Studio, Worlds of Discovery Sea World, Aquatica and Discovery Cove. A 45 minutes drive to Daytona Beach. I also have a 7bd/7ba home listed on Owner direct with listing #210103.
  • Windsor Hills Resort

    Kissimmee: Windsor Hills: House in a gated community
    6 BDR • 4 BA • Sleeps 12 • #251205
    335 to 515 USD/night
    We are proud to offer this truly magnificent vacation home in Windsor Hills Reserve, the premier resort of Orlando that is 'Closest to the Magic'! This spacious home has 2800 sq ft of air-conditioned living space plus a games room with air hockey, basketball and PlayStation 4, located in a luxury 5-star gated community of Windsor Hills. Luxurious professionally decorated 6-bedroom, 4 bathroom home with 2 King en-suites less than 2 miles from the entrance of Disney. Want to relax after a long day in the parks. Take a dip in the spectacular private pool and jet spa which overlooks a beautiful conservation area. We have several homes close by, perfect for family reunions and large groups. You will enjoy your home away from home while you vacation in the Disney area. FEATURES INCLUDE: * Superhero-themed game room with PS4, pool table, air hockey and Foosball * Star Wars themed bedroom with AT AT bunk bed * Frozen themed bedroom with Frozen Castle bunk bed * Harry Potter themed bedroom with twin beds * South-west Facing Private Pool * Premium location - 3-4 minutes walking distance to the Clubhouse * TVs: Smart 4K HDTV in the family room and all bedrooms * FREE and UNLIMITED long distance phone calls to USA and Canada * FREE and UNLIMITED high speed WiFi Internet access * FREE baby gear included (crib, high chair, stroller) * FREE gas BBQ grill * FREE on site parking * Private pool, hot tub in screened lanai. Safety fence for kids * Fully equipped laundry room with washer/dryer and ironing facilities * Resort clubhouse with pool, hot tub, games room, movie theater, tennis, volleyball, basketball, gymnasium and sundry shop * Professionally managed, inspected and cleaned * Gated community with 24 hour security guard manned entry gates * Guest Welcome Center with guest services staff available 24 hours
  • Luxury 4 Bedroom, 3

    Kissimmee: Encantada: Townhouse in a gated community
    4 BDR • 3 BA • Sleeps 10 • #248054
    129 to 229 USD/night
    Luxury 4 Bedroom, 3 Bathroom Townhome Sleeps 10 Only 3 Mile To Walt Disney World. Townhome has its very own full size private pool and is located in the fully gated, beautiful, lush tropical gardens of Encantada. The resorts clubhouse has 2 large heated pools, a spa, business center, restaurant, fitness center, large conference room, fishing lake, playground, kids center and gaming arcade!
  • Beautiful Villa 4 Br/3 Ba

    Kissimmee: Lake Berkley: Villa in a gated community
    4 BDR • 3 BA • Sleeps 9 • #202509
    199 to 289 USD/night
    Beautiful and Family friendly 4 BR/3 BA pool Villa located in the popular vacation resort of "Lake Berkley" and only 10 minutes to DISNEY. Spacious light villa with 2 living and 2 dining areas, space for the whole family. BEDROOM CONFIGURATION: - 1 KING Master. Flatscreen TV, with private bath room featuring separate walk in shower and soaker tub, - 1 QUEEN Master, Flatscreen TV, with private bath (shower/tub combo) - 2 TWIN rooms with two twin beds each and a shared bath ((shower/tub combo) It also has a fully equipped kitchen and washer and dryer for your convenience. Highchair, Crib and Stroller are provided for your use. DVD collection and Library. Make sure you get time to use the community facilities which boast a Fitness Center. There is also tennis, basket ball, volleyball, table tennis and even a stocked Lake with Fishing Pier and nature walks ..... Equipment rental at the Hapimag Clubhouse. Located only 10 minutes away from Disney this is a great place to vacation!
  • Luxury & Cozy 6br

    Kissimmee: Windsor Hills: House in a gated community
    6 BDR • 1 Loft • 4 BA • Sleeps 12 • #248917
    269 to 799 USD/night
    Property Description: - Has 6 beautiful bedrooms, each one has their own flat screen TV with cable - Disney and Avengers themed room for kids - Private pool and jacuzzi with child safety fence  - Game room with pool table - Fully equipped kitchen - Washer and dryer - Secure key-less entry to unit - Located in the Windsor Hills - All inclusive Club House nearby (you will have full access to everything there!) - 2.5 miles to Disney (only a 7 min drive!), 15 miles to Universal Studios (24 min drive) - Managed and maintained by a professional managing company with assistance JUST a message away to cater to all your family’s needs Managed and maintained by a professional managing company with assistance JUST a message away to cater to all your family’s needs, this NEWLY RENOVATED home away from home features: -    A PRIVATE pool and spa with child safety fence -    Disney/Universal themed kids’ rooms -    Game room with pool and air hockey table -    Flat screen TV with cable installed in every single bedroom -    Washer, dryer and fully equipped kitchen -    FREE long distance phone calls to USA, Canada -    FREE high speed WiFi internet access -    FREE baby gear included (full size crib, high chair) -    FREE on site parking -    Fresh towels and linens included --------------------------------------------------------------------------------- Bedrooms and bathrooms: -    Upstairs bedroom 1: King sized Master and crib with en-suite shower and tub -    Upstairs bedroom 2: King sized bedroom with en-suite shower -    Upstairs bedroom 3: with 2 twin beds -    Upstairs bedroom 4: with 2 twin beds -    Upstairs bedroom 5: King sized bedroom -    Upstairs bathroom: Family bathroom (shower/bath combo, twin vanities)  -    Bedroom 6: Queen sized bedroom (Ground Floor) -    Downstairs bathroom with shower(Ground Floor) --------------------------------------------------------------------------------- Main Living Area: -    Spacious seating area with plush sofas -    Family room with stylish sofas and chairs -    Dining table seats 8 people Laundry room is located downstairs --------------------------------------------------------------------------------- Kitchen: -    4 seat breakfast nook -    Refrigerator/freezer, oven, microwave, dishwasher, coffee maker, toaster, blender -    All utensils, cookware, dinnerware, glassware --------------------------------------------------------------------------------- Entertainment: -    Each bedroom is furnished with a flat screen TV and access to complimentary Wifi -    Main living area has a large flat screen TV -    Games room has a pool and air-hockey table  --------------------------------------------------------------------------------- Outdoor Living Space: -    Screened in private swimming pool and spillover spa (optional heating) -    Kid safety fence -    Patio table set, outdoor sofa set and sun loungers -    Pool heating and BBQ Grill available upon request Optional Pool + Spa Heat $35 per day (tax included) Optional BBQ Grill Two burners Grill is $80/week (tax included) and $15 for each additional day. Four burners Grill is $105/week (tax included) and $15 for each additional day. Please let us know which type of grill you would like to reserve. - Early check-in/late check-out (depends on availability) is $45/hr Note: A starter of complimentary toilet rolls, paper towel, hand soap, dishwasher tabs, trash bags, body wash, shampoo and conditioner are provided for your initial convenience, as well as selection of current brochures and a welcome letter. Renters are then responsible for purchasing all further supplies required for the duration of their stay.
  • Venetian Bay Villages

    Kissimmee: Venetian Bay Villages: Townhouse in a gated community
    3 BDR • 2 BA • Sleeps 7 • #243532
    119 to 199 USD/night
    This MODERN 3BR 2BA Townhome is located within the gated Vacation Resort "Venetian Bay Villages" just minutes to Shopping and Dining (THE LOOP MALL with Movie Theater - only 5min drive) and close to all Major Attractions When entering your home you will find an open living, dining area and open, fully equipped kitchen for your use. For your entertainment there is FREE WIFI Internet (HighSpeed) and a Smart TV, so you can watch all your favorite shows including NETFLIX & HULU The MASTER SUITE with private bath including a SOAKER TUB is conveniently located on the GROUNDFLOOR. The other 2 bedrooms are located upstairs together with a shared bath with a shower/tub combo. For your convenience there is a separate sink vanity right outside the bathroom as well Bedroom Configuration: - Master QUEEN Bed Room, private bath with Jetted Tub - Downstairs!, ceiling Fan - QUEEN bed room, ceiling Fan - BUNK BED - Single Upper and Full Lower + SINGLE BED, ceiling fan SLEEPER Sofa (DOUBLE) in Living room. AIR CONDITIONING (Air Conditioning / Heating) and Free Wifi Internet throughout the house. VENETIAN BAY VILLAGE offer lots of amenities for our guests: *Gated, Security Guard *Clubhouse *Multiple Pools *24h Fitness Center *Tennis, Basket Ball *Playgrounds PARKING: NO RV's, Trailers, Boats, Commercial Vehicles or similar are allowed at the Resort.
  • 3 Bedroom, 3 Bathroom

    Kissimmee: Windsor Palms: Townhouse in a gated community
    3 BDR • 3 BA • Sleeps 6 • #239359
    120 to 120 USD/night
    This is a 3 bedroom, 3 bathroom townhouse that sleeps six. It also has its own private south facing pool and is located in the clean and safe gated community of Windsor Palms, which is 4 miles south of Disney World. You are also close to all shopping and restaurants. This townhouse includes cable TV, free local calls and WiFi. The large main living area opens into a private south facing lanai with pool and patio furniture. Beyond the lanai is an open grassed common area where kids can run and let off steam. You’ll like being able to sit by the pool, enjoying a cocktail while the kids splash around in the pool or play in this open space. The main living area includes the dining room with its table for four and a nearby breakfast bar that can easily seat another two. The fully equipped kitchen has everything you need to prepare anything from snacks to a full course meal for your family. You’ll love the kitchen’s open design and looking out on the main living area and lanai. The upstairs master bedroom is a restful retreat in deep blues that offers a king-sized bed, cable TV and en-suite bathroom. The accompanying en suite bathroom has a shower/tub combination and large vanity. The downstairs bedroom includes a queen-sized bed, cable TV and large window to let in the Florida sunshine. The bedroom offers a door straight into the hall bathroom, which offers a shower/tub combination. This bedroom is perfect for grandparents who prefer to be on the ground level. The Finding Nemo kids bedroom is a child’s dream room with ocean themed wall paintings, matching Nemo bedspreads on the two twin beds and a wall-mounted TV so kids can watch their TV favorites. This bedroom offers a private bathroom with a shower/tub combination and ocean themed décor. Bedding: • Bedroom 1: King Master • Bedroom 2: Queen (downstairs) • Bedroom 3: 2 Twin Master “Nemo” Parking along with unloading/loading luggage is a breeze as you will have your own private driveway and numerous visitor stalls right across the street in case you have company or are utilizing more than one vehicle. The Windsor Palms Resort includes numerous amenities that as a guest are free for you to use. There’s an Olympic-sized swimming pool with a pool side Tiki bar, a hot tub, a splash park and playground. In the clubhouse you'll find a well stocked Sundry Shop, a games room, fitness room as well as a 50 seat movie theatre where you can watch free movies. You are also invited to enjoy the basketball, tennis and volleyball courts (basketballs, volleyballs etc are provided from the clubhouse for a security deposit). There are even bike rentals. For your peace of mind, whether you want to go for a stroll at night or just let your kids utilize the amenities around the the clubhouse, it is nice to know that, there is 24 hour security manning the gate. This is the ideal vacation getaway in Orlando. Take a moment to book your reservation today!
  • 5br/5ba Luxury Pool Villa

    Kissimmee: Windsor Hills: Villa
    5 BDR • 5 BA • Sleeps 12 • #243125
    319 to 789 USD/night
    This 5 bedroom 5 bathroom (All En-suites!!) 3000 sqft luxury home is located in famous Windsor Hill Resort, one of best upscale vacation home resort. It’s only 2.5 miles to Disney Theme Park and close to everywhere. It’s the BEST LOCATION. This 5 bedroom villa has 3 KING ROOM/1 FULL&TWIN ROOM/1 TWIN&TWIN BEDROOM and 1 Crib. All bedrooms include large LED TVs and are beautifully themed in stylish neutral tones, making them perfect for guests of all ages. We use high quality, ultra comfortable mattresses which you can only find it in 5 stars hotel. Our home is at one of the few premium location in Windsor Hills with beautiful green view, no rear neighbors. Private east-facing heated pool and SPA in screened lanai. Windsor Hills resort offers a lagoon style pool with a large water-slide, hot tub, air conditioned/heated game room, fitness center, movie theater, convenience shop, basketball courts, sand volleyball court, 3 themed playgrounds, putting green and tennis courts. It also offers discount tickets to theme parks and a shuttle service. This really is a dream home for guests sharing a perfect vacation in Orlando with family and friends, all at a fraction of the cost of staying in a typical hotel! - 5 luxurious bedrooms(en-suite) and a game room (3 king rooms, 1 twin/twin room, 1 twin/full room) - Safety & Security: Gated community with 24 hour security guard - 65' Smart 4K LED TV, HDTV in every room, XBox One Game Console - Games room with pool table, Foosball - Private heated pool and SPA in screened lanai - Pool heating is an optional fee - FREE long distance phone calls to USA, Canada - FREE high speed WiFi internet access - FREE baby gear included (full size crib, high chair, stroller) - FREE on site parking - Fresh towels and linens included - Fully equipped dine-in kitchen with stainless appliances - Large size washer and dryer included in unit - No check in required / secure key-less entry to unit - Our vacation home is managed by top property management company in Florida. To make your vacation as smooth as possible, below are some additional services to help provide both necessities and some luxury items that you may enjoy: Concierge, Hire Equipment, Grocery Delivery, Party Planning, Weddings, Private Chef, babysitting, Transportation
  • Beautiful Condo 3 miles

    Kissimmee: Windsor Palms: Condo in a gated community
    3 BDR • 2 BA • Sleeps 6 • #203752
    79 to 110 USD/night
    Our condo is just 3.5 miles from Disney World. This gorgeous 3 bedroom, 2 bathroom, 1480 sq ft condo is in the beautiful Windsor Palms Resort. Twin bedded room is Disney themed, which your kids will love. Also showcases a south facing balcony and Includes full laundry facilities in the condo. 24hr gated security, 3rd floor unit with screened lanai and lots of room. The Windsor Palms resort features a clubhouse with fitness center, business center, 58 seat movie theater, games room and grocery store, huge heated pool, tennis, basket ball courts and beach volley ball court. Why stay in a cramped hotel room when, for a similar price, you can have your own home from home!
  • Sunny South Facing Private

    Kissimmee: Windsor Hills: House
    6 BDR • 4 BA • Sleeps 14 • #241446
    210 to 600 USD/night
    Situated in the Windsor Hills resort community about 2 miles from Disney, this 6-bedroom, 4-bath vacation rental home specializes in providing fantastic Florida vacations. With 2,812 square feet and accommodations for 14, guests can enjoy not only the private pool and spa in the enclosed lanai but also the unbeatable community amenities, including a lagoon pool, water slides, arcade and more. With an ideal location and fun for the whole family, all the magic of Disney is yours to discover. THE PROPERTY Master Bedroom 1: King Bed | Master Bedroom 2: King Bed | Bedroom 3 (Adventure Room): 2 Twin Beds | Bedroom 4 (Paris Room): 2 Twin Beds | Bedroom 5 (Sea Explore Room): 2 Twin Beds | Bedroom 6: Queen Bed | Additional Sleeping: 2 Folding Beds The Windsor Hills gated community features manicured lawns, a community pool with zero entry, a spa, as well as a snack bar, game room and exercise facilities. Between the cushioned lounge chairs, water slides and fountain water jets, there is something to keep everyone comfortable and entertained during your stay. This private home includes a private backyard with a south-facing pool and Jacuzzi spa within an enclosed lanai. Enjoy a soak in the hot tub or a dip in the pool, and when you're finished, step through the luxury French doors to enjoy all the comforts of home. Inside you'll find fabulous upgrades, from fresh paint and brand new light fixtures to new fans, furniture, and accessories. Additional amenities include wireless internet access, 7 flat-screen cable TVs and a washer and dryer. Prepare home-cooked meals with ease in the fully equipped kitchen, featuring quartz countertops, wood cabinetry, and stainless steel appliances. Dine at the kitchen 4-person table, the dining room 6-person table, or outside at the 6-person outdoor dining table. After dinner, head out to the game room in the garage where you'll find a pool table with a ping pong table-top, foosball and dartboard. For rest, 6 spacious bedrooms host new mattresses and box springs to sleep 12, while 2 separate folding beds sleep 2 additional guests. Two pristine full bathrooms showcase spa-like tiled showers, quality wood cabinetry and quartz countertops. <b>There is 1 bedroom on the first floor with an adjacent full bathroom.</b> THE LOCATION From this Kissimmee home, you're just minutes away from the magic of Disney as well as local shops, quality restaurants, beaches, walking trails and more. Hit all the Disney parks about a ten-minute drive away or less, including Animal Kingdom theme park, Magic Kingdom Park and Hollywood Studios. For more thrills, head to Universal's Island of Adventure and board the Jurassic Park River Adventure. When you tire of the parks, enjoy a quiet afternoon on the ChampionsGate Golf Course or get out on the water on a chartered fishing trip. Nearby you can spend the day shopping at the outlets, and in the evening, experience fine dining and first-class service at Bull and Bear Steakhouse at Waldorf Astoria Orlando.
  • Encantada - 3br 2.5ba

    Kissimmee: Encantada: Townhouse in a gated community
    3 BDR • 3 BA • Sleeps 8 • #235296
    149 to 249 USD/night
    Great 3BR 2.5BA Town Home with your own private plunge pool located in sought after "ENCANTADA RESORT" This spacious town home has everything for your family vacation. Enjoy your private screened in Pool and Patio Area or head to the Resort Pools and Clubhouse for more activities. Enter into your open living area with SMART TV, dining room and fully equipped kitchen. Completing the downstairs space is a guest bath room, utility room with washer & dryer. The Upstairs hosts all 3 bedrooms and 2 Full Bathrooms BED CONFIGURATION - all Bedrooms are located upstairs * 1 Master KING Bedroom, SMART TV, ceiling fan and ensuite bathroom with Walk-In Shower * QUEEN Bedroom, SMART TV, ceiling fan * BUNK Bed (Single upper, Double Lower and Single Pull Out Trunkle), SMART TV * shared bath room with shower/tub combo FREE FAST FIBER WiFi Internet. AIR CONDITIONING/Heating throughout. For the "Little Ones" there is a Pack'n Play, High Chair and a Pool safety fence. Pool Heat (electric) is available OCT-MAY at an addtl charge, please inquire with us ENCANTADA RESORT - This awarding-winning resort is equipped with services that have earned it it's record for excellence. Here, guests can relax and enjoy a full range of amenities: * heated swimming pools * peaceful private lake complete with quiet walking or jogging trails * bar * game room * and much more... Enjoy plenty of activities organized by the Resort for Kids and Adults. Add free parking into the mix and you have all the key ingredients for the start of a great experience. Go to UNIVERSAL Studios about 25 minutes away or DISNEY only 10 minutes away or Stay in the Resort to relax - you can't looseShops and Restaurants are close by.The Cross Road is SR192 and Secret Lakes Blvd. *ENCANTADA RESORT does NOT ALLOW RV's, Campers, Buses, Boats or Trailers to be parked on the property. Semi-trucks are not permitted along with any truck in excess of 24 feet **No Parties are allowed at this home, please respect your neighbors and Resorts QUIET TIMES
  • 4 Bed 3.5 Bath Lake View

    Kissimmee: Cumbrian Lakes: Villa
    4 BDR • 3 BA • Sleeps 8 • #248471
    129 to 129 GBP/night
    This four-bedroom, three-bath villa with pool and games room comfortably accommodates 8 guests all on one level. Enjoy easy access to Disney theme parks, world-class golf, and downtown Orlando hotspots. Prepare family meals in a fully-equipped kitchen. The breakfast bar, kitchen table, and indoor and outdoor dining areas offer ample seating for the whole group to dine together. Then, relax on the sectional sofa to watch your favourite shows on a flat-screen TV. Retreat to four bedrooms with private TVs, including a queen bedroom with shared bath and a king-size master with its own en-suite with standing shower and soaking tub. The third and fourth bedrooms each offer two twin beds and share an adjoining bathroom with a tub/shower combination. With high-speed WiFi throughout you can be sure to stay connected to the world and post sub kissed pictures to make your friends envious. This home has a games room in the garage with air hockey, table tennis and foosball. WHY OUR VILLA. With a screened-in heated pool and a private games room, you could spend your whole vacation right at home if you wanted to. This home is located in a peaceful, gated community with four fishing lakes and a central playground for the kids to run around. Pay a visit to the Most Magical Place on Earth, stroll through downtown Orlando, or tee off at premier golf courses – all just a short drive from home. ABOUT CUMBRIAN LAKES Our Cumbrian Lakes villa is set back from the road on a beautifully manicured lawn, offering a feeling of quiet seclusion. With a swimming pool right in your screened-in backyard, you won’t have to go far to soak up the sunshine. When you’re ready to get out and explore, our location puts you right in the centre of the action. Drive just 20 minutes to experience a Disney dream come true. Play a round at one of the area’s many premier golf clubs—there's 10 courses and clubs within 20 minutes. Then, head downtown to discover Orlando’s outlet shopping, eclectic dining, and vibrant nightlife—just a half hour away.
  • 5 Bed Rental by Emerald

    Kissimmee: Emerald Island: Villa in a gated community
    5 BDR • 4 BA • Sleeps 12 • #226563
    199 to 315 USD/night
    This tastefully-decorated 5 bedroom/3 bath vacation rental is in a great location: 3 miles or 5 minutes from Disney World, close to the famous Formosa Gardens Shopping area and will surely create many memories on your next vacation. Villa in Emerald Island Resort - Villa Features •3 Miles to Disney in Emerald Island Resort •5 bedrooms, 4 bathrooms •Accommodates 12 guests •Large private pool and spa that can be heated optionally •TVs in multiple rooms •Towels and linens provided •Fully air-conditioned •Fully equipped kitchen •Full size washer and dryer •Free WIFI, just bring your laptop •Full size clothes washer and dryer •Pack 'n play/High chair
  • *Best Deal* 8br/6ba

    Kissimmee: Windsor At Westside: House in a gated community
    8 BDR • 1 Loft • 6 BA • Sleeps 18 • #248915
    450 to 849 USD/night
    ** ONLY A FEW STEPS TO RESORT CLUBHOUSE!! **** 8BR/6BA home in Windsor At WestSide. Steps to resort Club House. Absolutely perfect for multi-family groups, or golf groups, this property features all the comforts of home and more. Book your vacation now at this beautiful home with pool and spa located in the gorgeous Windsor at Wesside Gate Resort. Key Features Include: 8BR/6BA home in Windsor At WestSide! - 8 Luxurious Bedrooms (3 King, 1 Queen, 1 Double Queen, 2 Twins Room, 1 Full Bunk Bed) - 6 Full Bathrooms - 3 Bedrooms With Private En-Suite Bath - Loft with Big Screen TV, Game Console, and Pool Table - Gourmet Kitchen - Spacious Sitting and Dining Area - Private Pool and Spa - Free long distance phone calls to USA, Canada, and Mexico - Complementary high speed WiFi internet access in unit - Digital Cable TV included - Baby gear included (baby gate, crib, high chair, stroller) - Fresh towels and linens included - Fully equipped dine-in kitchen with stainless appliances - Full sized washer and dryer included in unit - Hair dryer, ironing board & iron included - LCD TV with DVD player and Nintendo Wii gaming console - Friendly customer support from a dedicated manager throughout your stay - Gated community with 24 hour security guard - Free on site parking for up to 5 vehicles **Steps to resort Club House. Plus as our guest you get to enjoy all the amenities of the resort such as the lazy river, splash pool for the kids, 2 other large pools, tennis courts, fully equipped exercise room, on site cinema, arcade games, and family restaurant.** POOL HEATER: Optional Pool/Spa Heat Fee: $35 per day (tax included) Please note the pool heater works thru HEAT EXCHANGE and might not function with weather near freezing temperatures. The pool heater must be turned on for the full duration of your stay. BBQ Grill We rent grill from equipment rental company. It's delivered to home with full propane. Two burners Grill is $80/week (tax included) and $15 for each additional day. Four burners Grill is $105/week (tax included) and $15 for each additional day. Please let us know which type of grill you would like to reserve
  • Themed Rooms,Pool/Spa,near

    Kissimmee: Windsor At Westside: House in a gated community
    5 BDR • 1 Loft • 4 BA • Sleeps 12 • #250684
    319 to 789 USD/night
    5 BR 4 bathroom 3000 sqft luxury home is located in Windsor at Westside Resort, one of best upscale vacation home resort. It’s only 9 miles to Disney Theme Park and close to everywhere. No Rear neighbor walk to Club House 9 miles to Disney Brand New inside from Top to Bottom All new Furniture and Appliances * Private Pool (Optional Heated $25+tax/day) * Optional BBQ The space * Downstairs Bedrooms: Queen sized bedroom with en suite (shower/bath combo) * Upstairs Bedrooms: King sized Master with Crib/en suite (shower, tub, twin vanities) King sized bedroom with en suite (shower) 2x children's themed bedrooms: (Star War with Full/Twin sized beds; Frozen Room with Full/Twin sized beds) Family bathroom (shower/bath combo, vanity) Laundry room is located upstairs * Main Living Area: Spacious comfortable seating area with a leather sectional and accent chair *Kitchen: Fully equipped with a 4 seats breakfast bar Refrigerator/freezer, oven, microwave, dishwasher, coffee maker, toaster, blender All utensils, cookware, dinnerware, glassware *Dining: Table seats 10 people 4 seats breakfast bar *Entertainment: Each bedroom is furnished with a flat screen TV and access to complimentary Wifi Main living area has a large flat screen TV Games room has a pool, and foosball table as well as 2 seat high top table *Outdoor Living Space: Screened in private swimming pool and spillover spa (optional heating) 2x sun loungers with umbrella, 6 seat patio table Kid's safety pool fence POOL HEATER: Optional Pool/Spa Heat Fee: $35 per day (tax included) Please note the pool heater works thru HEAT EXCHANGE and might not function with weather near freezing temperatures. The pool heater must be turned on for the full duration of your stay. BBQ Grill We rent grill from equipment rental company. It's delivered to home with full propane. Two burners Grill is $80/week (tax included) and $15 for each additional day. Four burners Grill is $105/week (tax included) and $15 for each additional day. Please let us know which type of grill you would like to reserve
  • Luxury 6br Windsor Hills

    Kissimmee: Windsor Hills: Villa
    6 BDR • 4 BA • Sleeps 14 • #243121
    269 to 799 USD/night
    * STEP to Club House/Water Park * 6 bedroom 4 bathroom 3500 sqft luxury home, located in famous Windsor Hill Resort, one of best upscale vacation home resort. It’s only 2.5 miles to Disney Theme Park and close to everywhere. It’s the BEST LOCATION! * This 6 bedroom villa has 3 KING/1 QUEEN/2 FULL/2 TWIN BED and 1 Crib. All bedrooms include large LED TVs and are beautifully themed in stylish neutral tones, making them perfect for guests of all ages. We use high quality, ultra comfortable mattresses which you can only find it in 5 stars hotel. * BEST SERVICE - this home is managed by top management company at Florida. Security and satisfaction guaranteed!! * Windsor Hills resort offers a lagoon style pool with a large water-slide, hot tub, air conditioned/heated game room, fitness center, movie theater, convenience shop, basketball courts, sand volleyball court, 3 themed playgrounds, putting green and tennis courts. It also offers discount tickets to theme parks and a shuttle service. This really is a dream home for guests sharing a perfect vacation in Orlando with family and friends, all at a fraction of the cost of staying in a typical hotel! - 6 luxurious bedrooms and a game room (3 king rooms, 1 queen room, 2 twins/full rooms) - Jump to Safety & Security: Gated community with 24 hour security guard - 65' 4K Smart LED TV in living room, 42" to 46" TV in each bedroom - Games room with pool table, Foosball and Ping-pong table - Private pool and SPA in screened lanai, with child Safety Fence. - Pool heating is an optional fee - FREE long distance phone calls to USA, Canada - FREE 75MB high speed WiFi internet access - FREE baby gear included (full size crib, high chair, stroller) - FREE on site parking - towels and linens included - Fully equipped dine-in kitchen with stainless appliances - Large size washer and dryer included in unit - No check in required / secure key-less entry to unit
  • Luxury 7 Bed Villa with

    Kissimmee: Emerald Island: Villa in a gated community
    7 BDR • 5 BA • Sleeps 16 • #208171
    275 to 500 USD/night
    A fabulous Orlando Florida vacation rental located 5 minutes (3 miles) from Disney World in tranquil and tropical surroundings of Emerald Island Resort Orlando. It offers a spacious and open south facing pool and spa with a fully air-conditioned games-room and multiple master suites. This luxurious Orlando Florida home offers 7 bedrooms, 4.5 bathrooms, a fully air-conditioned games rooms and a private south facing pool and spa. The kitchen is fully equipped for groups of all sizes and offers the highest standard amenities and desirable features. Whether you are seeking a relaxing retreat or a family gathering in the sunny Orlando Florida, this home has it all. 3 Miles to Disney in Emerald Island Resort * 7 bedrooms, 4.5 bathrooms Accommodates 16 guests * Large private south-facing pool/spa TVs in all bedrooms, living room and games-room * Towels and linens are provided Fully air-conditioned including the game-room Fully equipped kitchen * Full Size Washer and Dryer DVD Players, CD Player * Fully Air-conditioned Games Room Free WIFI, just bring your laptop * Extended pool deck
  • Stunning Disney Vacation

    Kissimmee: Emerald Island: Villa in a gated community
    4 BDR • 3 BA • Sleeps 8 • #202884
    147 to 238 USD/night
    Our beautiful Disney Vacation Villa rental, a fabulous holiday rental home with private pool, is set in Emerald Island Resort. Minutes from the Theme Parks the luxury accommodation of our holiday home at Emerald Island is the ideal place from which to explore and enjoy all the Orlando attractions and other entertainment Florida has to offer. The 2 story executive style Villa with 4 bedrooms 3 bathrooms,has been thoughtfully furnished by it's owners to the highest standards creating a vacation home with a stylish contemporary feel and ensuring plenty of individual living space. The entire vacation home is air-conditioned and tastefully decorated with cable TV's throughout, with a family room-sitting room- formal dining area - breakfast nook fitted kitchen and games room. The private villa overlooks a conservation woodland nature reserve and the private pool area is not overlooked by other properties from the rear. *4 Bedrooms; * King * Queen * Double *Twin *3 Bathroom, *Private Pool (S/e aspect) * extended Sundeck * Free standing SPA *Games room * Pool * Foosball * AirHockey * Basketball * Darts * PS2 * Xbox 360 * Games * Books *Family Room * 42'' lcd hd TV * Free access to Hundreds of Movies * Free Phone * Free Wi -Fi *Dining Room * Living room * Breakfast nook * Covered lanai * Baby High Chair * Two baby Cots * Baby Monitor*All Linens * Towels * Pool towels The Villa delivers the 'WoW' factor. Pool heat is an optional extra, Final clean and airconditioning is included in the price.
  • Stunning Views with 8br

    Kissimmee: Windsor At Westside: Villa
    8 BDR • 6 BA • Sleeps 20 • #245308
    450 to 849 USD/night
    8BR/6BA home in Windsor At Westside. Steps to resort Club House. Absolutely perfect for multi-family groups, or golf groups, this property features all the comforts of home and more. Book your vacation now at this beautiful home with pool and spa located in the gorgeous Windsor at Westside Gate Resort. - 8 Luxurious Bedrooms (3 King, 1 Queen, 1 Double Queen, 2 Twins Room, 1 Full Bunk Bed) - 6 Full Bathrooms - 8 Luxurious Bedrooms (3 King, 1 Queen, 1 Double Queen, 2 Twins Room, 1 Full Bunk Bed) - 6 Full Bathrooms - 3 Bedrooms With Private En-Suite Bath - Loft with Big Screen TV, Game Console, and Pool Table - Gourmet Kitchen - Spacious Sitting and Dining Area - Private Pool and Spa - Free long distance phone calls to USA, Canada, and Mexico - Complementary high speed WiFi internet access in unit - Digital Cable TV included - Fresh towels and linens included - Fully equipped dine-in kitchen with stainless appliances - Full sized washer and dryer included in unit - Hair dryer, ironing board & iron included - LCD TV with DVD player and Nintendo Wii gaming console - Friendly customer support from a dedicated manager throughout your stay - Gated community with 24 hour security guard - Free on site parking for up to 5 vehicles Other things to note POOL HEATER: Optional Pool/Spa Heat Fee: $35 per day (tax included) Please note the pool heater works thru HEAT EXCHANGE and might not function with weather near freezing temperatures. The pool heater must be turned on for the full duration of your stay. BBQ Grill We rent grill from equipment rental company. It's delivered to home with full propane. Two burners Grill is $80/week (tax included) and $15 for each additional day. Four burners Grill is $105/week (tax included) and $15 for each additional day. Please let us know which type of grill you would like to reserve
  • Near all the Orlando

    Kissimmee: Legacy Dunes: Condo in a gated community
    4 BDR • 2 BA • Sleeps 8 • #208540
    93 to 199 USD/night
    Newly remodeled 4 bedroom condo 4 miles from Disney World. Literally 10 minutes from everywhere. Disney , Epcot , Animal Kingdom , Hollywood Studios , Celebration , Sea World , Universal Studios . Busch Gardens at Tampa is one hour drive . Gated community with free parking . Resort style swimming pool with fountains , tennis courts , fitness center , clubhouse, and children's playground. There is a cafe which serves a variety of fast foods and snacks . The condo has a screened balcony with a children's playground, lake and fountain view. It is fully furnished and fully equipped . Near enough the theme parks to come back for lunch and return to the theme parks later for the fireworks . Special rates for monthly and long term lets apply . Swim, play tennis, volleyball or basketball at Legacy Dunes itself or use the golf driving practice net . Walk and relax by the lake. Go to the gym or the clubhouse and games rooms . Orlando Kissimmee is a great location for a family holiday, with easy access to Florida's big attractions - Disney World , Busch Gardens ,Hollywood Studios , Islands of Adventure and Universal Studios . The amazing and awe-inspiring Typhoon Lagoon, and Blizzard Beach water parks are nearby . There are also rides through the Florida Everglades and plenty of children-friendly activities to keep everyone happy . The area has some excellent beaches , among them the white sandy beaches of Clearwater Beach on the Gulf coast and Cocoa Beach and Daytona Beach on the east coast. If it's nightlife you are looking for then there are plenty of attractions such as Downtown Disney , Universal Studios , City Walk , and Kissimmee main street along with the night clubs and restaurants on International Drive . Most people come for the theme parks . Visit Discovery Cove and swim with the dolphins . You could play golf nearby. There is a wide choice of golf courses , including a Nick Faldo course or visit nature reserves . Another must is to visit Busch Gardens at Tampa Bay - an hour drive .

Kissimmee News and Events

Visit Kissimmee.com: Start your Florida vacation in Kissimmee and the possibilities are endless. Just a quick drive south of Orlando puts you right in the middle of all the activities and attractions that turn family vacations into non-stop fun and lasting memories.
Putting you near all the best theme park destinations in the Orlando area, Walt Disney World® Resort, Universal Orlando® Resort and SeaWorld® Orlando are just a short drive from Kissimmee.
Go flying across the water on a thrilling airboat ride and discover a world alive with tropical birds, turtles and legendary alligators. Travel to Old Town or tour the brick-lined streets of Celebration, where colorful restaurants offer a variety of dining options and unique shopping possibilities. If golf is your game, Kissimmee is a vacation dream come true. Our year-round warm weather and variety of golf courses are ideal for tourism and welcome everyone from beginners to touring pros.
Whether you’re planning a family vacation, meeting, convention or just a weekend getaway with friends, we invite you to come out and play in Kissimmee…the heart of Florida.

Visit Kissimmee.com: Free events You may think you know Kissimmee. The year-round sunny weather, the theme park thrills, the exciting dinner shows, the great shopping deals, the perfect place to create lasting memories. But the locals will tell you there are even more things to do. And the best part is, some of Kissimmee’s best-kept secrets are free!
In Kissimmee, stop at the historic Courthouse, the oldest in continuous use in the State of Florida; then meander through the downtown area to see the Kissimmee Sculpture Experience. Each year artists submit their work and a dozen are selected to adorn the tree-lined streets. Then head to Lakefront Park, but be sure to check out the Monument of States along the way.
For more leisurely meandering, head to St. Cloud, dubbed "The Friendly Soldier City" for the thousands of Civil War veterans who relocated here in the early 1900s. Let the antique stores, shops, waterfront parks, and restaurants guide you along as you stroll, shop, dine, and “people watch” all at your leisure. You’ll also enjoy the neo-traditional architecture and charm of downtown Celebration, which plays host to special events on a regular basis. It also provides an inviting international dining region with a variety of restaurants all within a four-block area.
If you’re a nature lover, you’ll be interested to know that Osceola County has the largest population of nesting bald eagles in the continental U.S. It’s also one of the country's few re-introduction sites for the endangered Whooping Crane. You and your kids can spot some of these awe-inspiring birds at Lake Lizzie Nature Preserve, the Osceola County Environmental Center, and in the Wildlife Management Areas of Bull Creek, Prairie Lakes, Three Lakes, and Triple N Ranch—all Great Florida Birding Trail sites near Orlando and the Central Florida region.
Take one day of your vacation to slow down the pace and just enjoy all of the freebies that the area has to offer. You’ll discover a different side of Kissimmee … the heart of Florida.

Whether your idea of a fun night out is with food, drinks, or entertainment, you can have it all at Disney Springs’ Late Night Your Way. How about a dinner and a show? Manor Professional Wrestling Dinner Theater is perfect for tourists and locals who are fans of wrestling while enjoying the amazing meals from the Manor Kitchen. For those who want to bring home a skill after your vacation in Kissimmee, join the Cake Decorating Class every Sundays. These are just some of the happenings that you can enjoy during your stay in our Kissimmee vacation rentals.

For all events in and around Kissimmee, make sure to find out what is going on. Check the events website for the latest information ...
Experience the difference, no waiting
 
Toll Free USA, Canada
1.888.869.6377
Toll Free UK
0.800.249.4265
Toll Free Australia
1.800.150.197
International Rentals
1.250.469.9543
 
×

To install this Web App in your iPhone/iPad press and then "Add to Home Screen".