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!

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  • 6br Luxury Pool Villa 2

    Kissimmee: Windsor Hills: Villa
    6 BDR • 4 BA • Sleeps 14 • #243429
    379 to 799 USD/night
    * Only one neighbor beside - Super Privacy! * Steps to Club house/resort water park. ThiS 6 bedroom 3.5 bathroom 2800 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 6 bedroom villa has 3 KING ROOM/2 FULL&TWIN ROOM/1 QUEEN 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 highland lot. 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! - Safety & Security: Gated community with 24 hour security guard - 65' Smart 4K LED TV, HDTV in every room - Games room with pool table, Foosball - Private heated pool and SPA in screened lanai - Pool heating is an optional fee - 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
  • 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.
  • 9br Pool Villa, Steps to

    Solara Resort: House in a gated community
    9 BDR • 1 Loft • 6 BA • Sleeps 22 • #248922
    519 to 869 USD/night
    Luxury Vacation Rental Solara Resort - House in a gated community - 4200 sq ft / 390 sq m - Ground level Spacious 4500sqft 9 bedroom 6.5 bathroom, decorated by professional designer. Solara Resort, one of newest and best upscale vacation home resort. It’s only 7 miles to Disney Theme Park and close to everywhere. GREAT LOCATION. The space 9BR/6.5BA home in Solara. Absolutely perfect for multi-family groups, this property features all the comforts of home and more. Features: - 9 Luxurious Bedrooms (5 King, 2 Full/Full, 1 Twin/Full Room, 1 Twin/Full Bunk Bed) , 1 Crib, sleep for 24 people - 6 Full Bathrooms and half pool bathroom - 2 Bedrooms With Private En-Suite Bath - Loft with Big Screen TV, Pool Table, Foosball table - Gourmet Kitchen - Spacious Sitting and Dining Area - Private Pool and Spa - 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 gaming console - Friendly customer support from a dedicated manager throughout your stay - Gated community with 24 hour security guard - Garage parking Guest access Solara is a newly built high-end resort of 8 acres with 13,000 sq.Ft clubhouse located in Kissimmee/Orlando. It is one of the newest, best upscale, and most convenient resorts for commuting, shopping, and dining with only 7 miles of Disney Theme parks. You will be able to enjoy the following features at the resort and club house: •Flowrider Surf Simulator** •Heated Grand Pool •Fitness Center and Fitness Lawn •24/7 Manned Gated Entrance •Sand Volleyball •Soccer Field •Basketball Court •Valet Trash Services •Easy Access to Theme Parks •Restaurant •Coffee Bar •Café & Lounge 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. Three burners Grill is $85/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 Home Comforts

    Kissimmee: Windsor Palms: Condo in a complex
    3 BDR • 2 BA • Sleeps 6 • #41979
    115 to 150 USD/night
    Why stay in a hotel when you can stay in a luxury condo with all the benefits of 3 bedrooms, two bathrooms, kitchen, dining area and balcony with the resort benefits of an Olympic size pool, children's pool, spa, gym, cinema, business centre, games room, tennis courts, children's play area and more?
  • Themed Rooms,Pool/Spa,near

    Kissimmee: Windsor At Westside: House in a gated community
    5 BDR • 1 Loft • 4 BA • Sleeps 12 • #250684
    348 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. Three burners Grill is $85/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
  • Stunning South Facing Pool

    Kissimmee: Windsor At Westside: House in a gated community
    9 BDR • 1 Loft • 6 BA • Sleeps 23 • #248929
    519 to 869 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 9BR/6BA home in Windsor At WestSide! - 9 Luxurious Bedrooms (4 King, 1 Queen/Queen, 2 Twin/Full Room, 1 Twin/Twin, 1 Twin/Full Bunk Bed) , 1 Crib, sleep for 23 people - 6 Full Bathrooms - 3 Bedrooms With Private En-Suite Bath - Loft with Big Screen TV, Pool Table, and Foosball table - Gourmet Kitchen - Spacious Sitting and Dining Area - Private Pool and Spa - 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
  • Luxury Villa with South

    Kissimmee: Windsor Hills: House in a gated community
    6 BDR • 4 BA • Sleeps 14 • #247647
    379 to 799 USD/night
    This is a truly luxurious vacation home at a GREAT VALUE!! Our Luxurious Villa features: • 6 bedroom 4 bath villa with private pool • South Facing Pool with Child Safety Pool Fence • Pool heating is an optional fee • 3 King Master bedrooms, 1 Queen bedroom, 2 Twin/Full bedrooms • All bedrooms have HD TVs • FREE Baby Crib, high chair • Fully equipped kitchen with all major appliances • Wireless Internet Service • Full size washer and dryer • Full Dining room, Living Room and Great Room • Professionally decorated and furnished • Games Room with Pool Table, and Gaming TV • Very short walk to the Clubhouse Our property manager is one of the best in the Disney area. They care about delivering excellent service as much as we do. A perfect match. This home will bring the excitement of Disney to you and have everyone talking about your trip for months to come. In addition to this beautiful home, you as our guest will have full access to the Windsor Hills clubhouse, sundry shop, resort-style pool, game room, exercise room, theater, and all other amenities at no extra cost. You are also just minutes away from shopping and restaurants.
  • Family Friendly 4bd

    Kissimmee: Townhouse in a complex
    4 BDR • 3 BA • Sleeps 10 • #265558
    171 to 185 USD/night
    Our 4 bedroom, 3 bath family owned Orlando vacation spot is conveniently located four miles from Walt Disney World in the West Lucaya Village Resort in Kissimmee, Florida. There is fun for the whole family to enjoy. You’re only a short drive from all the Disney theme parks including Magic Kingdom, Epcot, Hollywood Studios, Animal Kingdom, Blizzard Beach and Typhoon Lagoon. Other nearby attractions include: Universal Studios, The Wizarding World of Harry Potter, Sea World, Island of Adventures, Gator Land and Wet-n-Wild. Guests may also enjoy shopping and dining at the multitude of restaurants and shopping malls in the surrounding area or get out and relax on the links. The Orlando / Kissimmee area is home to several championship golf courses, such as Champions Gate, Orange Lake, Celebrations and the Disney Resort courses. Within two miles of the property, you’ll find the convenience of a Publix Grocery, Walgreens, Super WalMart, Target and more... This Disney World Vacation townhome makes all your wishes come true in this beautiful fully furnished Florida vacation rental home only 10 minutes from Disney World. Relax in the resort Pool after a day at Disney. Sea World, Universal Studios & Water parks are also close by. This beautifully decorated vacation home includes large flat screen TV's in all bedrooms. Relax while you watch the children splash in the pool. You may not ever want to leave to go to the parks. Golf, Shopping & Restaurants are all nearby. Margaritaville is only 5 minutes 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
  • Solara Resort 9br Luxury

    Solara Resort: House in a gated community
    9 BDR • 1 Loft • 7 BA • Sleeps 22 • #248919
    519 to 869 USD/night
    Solara Resort, one of THE best upscale vacation home resort. It’s only 7 miles to Disney Theme Park and close to everywhere. GREAT LOCATION. The space 9BR/6.5BA home in Solara. Absolutely perfect for multi-family groups, this property features all the comforts of home and more. Features: - 9 Luxurious Bedrooms (5 King, 2 Full/Full, 1 Twin/Full Room, 1 Twin/Full Bunk Bed) , 1 Crib, sleep for 24 people - 6 Full Bathrooms and half pool bathroom - 2 Bedrooms With Private En-Suite Bath - Loft with Big Screen TV, Pool Table, Foosball table - Gourmet Kitchen - Spacious Sitting and Dining Area - Private Pool and Spa - 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 gaming console - Friendly customer support from a dedicated manager throughout your stay - Gated community with 24 hour security guard - Garage parking Guest access Solara is a newly built high-end resort of 8 acres with 13,000 sq.Ft clubhouse located in Kissimmee/Orlando. It is one of the newest, best upscale, and most convenient resorts for commuting, shopping, and dining with only 7 miles of Disney Theme parks. You will be able to enjoy the following features at the resort and club house: •Flowrider Surf Simulator** •Heated Grand Pool •Fitness Center and Fitness Lawn •24/7 Manned Gated Entrance •Sand Volleyball •Soccer Field •Basketball Court •Valet Trash Services •Easy Access to Theme Parks •Restaurant •Coffee Bar •Café & Lounge 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. Three burners Grill is $85/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
  • Monthly and Long-Term

    Kissimmee: The Villages At Mango Key: Home
    2 BDR • 2 BA • Sleeps 4 • #239819
    118 to 118 USD/night
    Lovely 2 bedroom, 2 bath, fully furnished in excellent condition. Perfectly located in the village of Fernandina, you'll be only a short golf cart (included!) drive away from the Bradenton Village Center, the Gilchrist and Manatee Recreational Centers, and the Bonifay Country Club, among others. Property comes with everything you need including wi-fi, a gas golf cart, and a propane grill. Villages activities include golf, pickle ball, tennis, pool , yoga ,tai chi, archery, billiards, etc etc etc. This home just became available but won't be available for long. Note: You may see the last day of each month as being "unavailable." This day is set aside for house cleaning. If your plans involve renting for two or more consecutive months, please contact me and I will make the cleaning day "available." Gas golf cart available for $5 per day. If use of the cart is desired, rental for entire length of stay is required. In this listing, please select "vehicle (provided by owner) rental" under "Options."
  • 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 .
  • Beautiful South Facing

    Kissimmee: Sunset Lakes: Villa in a gated community
    6 BDR • 4 BA • Sleeps 12 • #254735
    332 to 401 USD/night
    Villa Overview: This lovely villa with the lake view is 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 . 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
  • *Best* 6 Br Luxury Villa

    Kissimmee: Windsor Hills: Villa
    6 BDR • 4 BA • Sleeps 14 • #243124
    379 to 799 USD/night
    * Only One Neighbour beside, Super Privacy! * Night view of Disney Firework. This 6 bedroom 4 bathroom 3500 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 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 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 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
  • 3br 2ba Pool Villa Private

    Kissimmee: Indian Point: Villa
    3 BDR • 2 BA • Sleeps 8 • #250585
    149 to 249 USD/night
    Great 3 Bed, 2 Bath Villa with private Pool, fenced backyard, Games Area & Wi-Fi Internet Access. Sleeps 8, Close to Disney World and all the Major Theme Parks Orlando Florida Pool Area NEW - fenced backyard for your privacy. Sit back and relax around our pool with patio table and chairs & soak up the Florida sunshine. The patio door has an alarm fitted for the safety of our younger guests. Games Area Fun for all the family, our home comes with the added bonus of a fully equipped games area. Living Area The family room is furnished with a corner Sleeper Sofa, a TV and Hi-speed Internet Access is provided. Dining Area The open plan lounge leads onto the dining area, with glass topped table & 6 chairs. This makes a perfect setting for a relaxing dinner at home. Kitchen The separate kitchen with breakfast table is fully equipped with cooker, microwave, coffee maker, fridge/freezer with ice-maker, toaster, dishwasher & all kitchen utensils. Plastic-ware is provided for use around the pool. Master Bedroom and En-Suite The Master Bedroom with wooden floor has a king size bed, large walk in wardrobe, TV and ceiling fan. The en-suite has vanity unit with lights above, walk-in shower & toilet. 2nd Bedroom The 2nd bedroom with wooden floors has a queen size bed, built in wardrobes, chest of drawers, ceiling fan and TV 3rd Bedroom The 3rd bedroom with wooden floors has twin beds. Main Bathroom The Main Bathroom between the 2nd and 3rd Bedrooms has a vanity unit, toilet, bath with overhead shower. The villa also has a washing machine and tumble dryer. FREE WiFi Internet. AIR CONDITIONING/Heating throughout. *Swimming pool & deck area complete with patio furniture *Privacy Fence *HD Cable TV *Games Area with pool table, electronic darts, table football, *Kids Mickey & Minnie themed bedroom *2 sets of golf clubs *Linens & Towels supplied (Pool Heat (electric) is available at an extra cost. Please inquire with us before booking)
  • 5 Min. To Disney with

    Kissimmee: Emerald Island: House
    4 BDR • 3 BA • Sleeps 10 • #64471
    165 to 195 USD/night
    Our single family home with a private pool has 4 bedrooms, 3 full baths, and sleeps up to 10 people. There are full-sized kitchen and laundry appliances. You'll find newer mattresses and a convection and standard oven. The resort, prestigious Emerald Island, is a gated community only 6.5 miles from Disney World. The resort also has a clubhouse pool, sauna, hot tub, exercise room, lounge, game room, computer room, child's play scape and nature trail. House in Emerald Island Resort
  • 7br Pool Villa with Game

    Kissimmee: Windsor At Westside: House in a gated community
    7 BDR • 1 Loft • 5 BA • Sleeps 18 • #248924
    399 to 819 USD/night
    Spacious 7 Bedroom Villa At Windsor at Westside Resort Free WiFi, Crib, Highchair, Liens - Private Pool with Child Safety Fence - 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: 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. 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, and tennis courts, fully equipped exercise room, on site cinema, arcade games, and family restaurant. *Features* - 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 - 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
  • Clean. Themed Rooms

    Kissimmee: Rolling Hills: House
    7 BDR • 5 BA • Sleeps 17 • #256730
    275 to 425 USD/night
    This home has it all * All bedrooms have themes *3 Miles To Disney * WiFi (high-speed internet) * Pool and above ground spa with lots of jets * Huge outdoor patio area * GAMEROOM (slate pool table, air hockey, big screen tv, sectional, Wii with many games * PRIVATE BACKYARD with beautiful Lake view with fountain * backyard is artificial turf with lounge chairs and Adirondack chairs so you can relax under the palm tree and view the beautiful lake * FREE use of BBQ grill * USB ports throughout the house (no need to dig behind furniture to find an outlet) * Several Bluetooth speakers: back patio, inside the kitchen, the fan in the upstairs bathroom * spacious with plenty of room to spread out * bedrooms have 32-inch tv's or larger * very comfortable beds * DOWNSTAIRS: (2 bathrooms downstairs) Bedroom 1 - King master (Moana) Bedroom 2 - King master (Lilo and Stitch) Bedroom 3 - Queen (Disney princess) Bedroom 4 - 1 twin bed, 1 full bed (Harry Potter) UPSTAIRS: (3 bathrooms upstairs) Bedroom 5 - King master (Aladdin) Bedroom 6 - King master (Toy Story) Bedroom 7 - 2 queen beds (Little Mermaid and Finding Nemo) KITCHEN: Fully equipped kitchen with top of the line appliances Huge french door refrigerator with icemaker (don't under-estimate a large refrigerator!) Regular coffee make and Keurig Large pantry for storage Pots and pans, Glassware, Silverware, Knife set Storage containers, Plates, Bowls, Coffee mugs eat-in kitchen nook overlooks the pool LIVING ROOM: 65 Inch TV Karaoke with some great songs Comfy leather sofa, loveseat and chair FAMILY ROOM: overlooks the pool area 70 inch TV Comfy seating POOL AND SPA AREA: Pool (can be heated in winter months for an additional nightly fee) Spa - above ground (new in Feb 2020) has lots of jets Covered patio Outdoor pool table on patio (there is also a pool table in the game room) Private backyard with a lovely lake view Comfortable patio furniture 55 inch TV on back patio. Kids Little Tikes playground in your backyard Child safety alarm on door leading to the pool Child safety fence across patio (removable) Pool floats provided AIR CONDITIONED GAME ROOM: Carpeted Beautiful Slate Pool table Full-Size Air hockey table Wii with many games Relax and watch TV on the comfy sectional 60 inch TV CHILDREN'S NEEDS: Pack n Play portable crib, High Chair, two Strollers. Kids Little Tikes Playground in the backyard LAUNDRY ROOM: Heavy-duty washer and dryer Broom and dustpan, Swiffer Iron & Ironing board Pool towels, Plunger Professionally decorated All linens and towels are provided Cable TV with all the popular stations Kitchen is fully stocked No smoking allowed WiFi Close to: Walt Disney World (just 3 miles) Sea World Universal Studios Within 5-10 minutes: GOLF COURSES lots within 5 - 20 minutes FAST FOOD: McDonald's, Chick-Fil-A, Panda Express, Wendy's, Burger King, Taco Bell... RESTAURANTS: Cracker Barrel, Outback, TGI Friday's, Carrabas, Cheddars, Chevys Mexican, Olive Garden, Longhorn Steakhouse, Joe's Crab Shack, Texas Roadhouse, Applebee's, Bahama Breeze, Millers Ale House Sports Bar, Jersey Mikes subs, Panera, Chipoltle, BurgerFi, Fords Garage, Subway, and so many more ... GROCERY STORES: Publix, Target, Walmart SHOPPING: Target, Walmart, Ross, TJ Macks, Sunset Walk at Margaritaville MINI GOLF: 2 mini-golf courses within 3-5 minutes ICE CREAM SHOPS GAS STATIONS: WaWa, 7-11, Racetrac DRUG STORES: Walgreens, CVS, walk-in clinic and hospital GIFT SHOPS and much more ALL WITHIN 5-10 MINUTES!!!! I am a local owner and I take great pride in providing an exceptional experience for my guests. Please let me know if you would like pool heating added (Winter months).
  • Luxury Condo at Windsor

    Kissimmee: Windsor Hills: Condo in a complex
    3 BDR • 2 BA • Sleeps 6 • #256710
    169 to 241 USD/night
    The best and most luxurious pool view condo in Windsor Hills. Stunning fully remodeled 3/2 condo in the beautiful and closest Disney vacation rental community in Windsor Hills, located in the closest building to the clubhouse, with a beautiful pool and pond view from the balcony, this second floor condo is sure to delight you. The stainless steel appliances, granite countertops, updated fixtures, open floor plan and bathroom layout will make your family vacation the lovable and magical one. The exclusive community of Windsor Hills boasts many additional facilities for the use of guests, including a large lagoon style pool, two water slides, children's splash area, cinema, gym, extensive childrens' playground, well stocked convenience shop, video arcade, games room, putting green, and courts for basketball, tennis and volleyball all on a site in Kissimmee protected by 24 hour security. Facilities include: * Large communal pool with zero entry * Jacuzzi * Two Water Slides * Children's Splash Area * Free cinema playing films selected by guests * Free gym * Multiple children's playgrounds * On-site convenience shop * 24 hour security * Video arcade * Games room * Free putting green * Free basketball court * Free tennis court * Free volleyball court
  • Stunning Lake Views, only

    Kissimmee: Oak Island Harbor: Villa
    4 BDR • 3 BA • Sleeps 8 • #202871
    200 to 200 USD/night
    Welcome to the house by the lake, a beautiful newly renovated villa, fully air conditioned, overlooking a magnificent lake offering executive living at affordable prices. If it's relaxed living and plush surroundings that you are looking for, then this villa has it all and only 2 miles from Disney! You too can enjoy our comfortable home whilst enjoying your Disney World, Sea World, Universal Orlando and Busch Gardens vacation. The home is equipped with just about everything to make your vacation experience a memorable and enjoyable one. Close enough to everything but in a tranquil neighbourhood perfect for your relaxation.
  • Air-Conditioned Game-Room

    Kissimmee: Emerald Island: Villa in a gated community
    7 BDR • 5 BA • Sleeps 16 • #201533
    275 to 600 USD/night
    3 Miles from Disney in exclusive Emerald Island gated resort community * Air-conditioned game room with pool table, air hockey, foosball and large screen TV * 7 bedrooms, 4.5 bathrooms * 2 Master suites with King size beds, 2 Queen Bedrooms 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 (9 total) * Wii 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
  • Indian Creek 3.5 Miles

    Kissimmee: Indian Creek: Home
    4 BDR • 2 BA • Sleeps 8 • #238114
    196 to 332 USD/night
    Beautiful four bedroom villa with extended south facing pool deck. Exquisitely furnished, a glorious villa for up to eight or a palace just for two. A spacious lounge opens onto a covered patio, heated pool and jacuzzi. The master bedroom, with King Size bed, plus magnificent en suite, also opens to the pool. Fully equipped kitchen and separate laundry room. Plentiful towels are provided for the pool area, both bathrooms, and all bedrooms plus convertible Queen settee. Located at Indian Creek, five minutes from Disney World. 1½ south of Highway 192. The Villa’s private pool area is fully screened with relaxing patio furniture. The Villa and pool are cleaned and maintained to the highest standards. A 24 hour supermarket plus numerous restaurants (TGI, Outback, Red Lobster, Cracker Barrel and more) are close-by. Universal, Sea World, Wet’n Wild are all within 20 minutes, 75 minutes from the Kennedy Space Centre and Cocoa Beach. Indian Creek has its own tennis court, putting and children’s play area. Indian Creek really is one of the most convenient communities for the Magic Kingdom, Epcot, the Animal Kingdom and the rest of Disney World. Our Villa is located in a golfing paradise. Just 15 minutes from Disney’s magnificent courses, Celebration, Highland Reserve, Falcons Fire and many more. The Villa is cleaned throughout before your arrival, to a very high standard. Your starter provisions, included in the basic rental, include, toilet rolls and cleaning powders The Villa is fully air conditioned. The great room, lobby and kitchen have 'Floridian style' ceramic tiles. The Master suite and Dining area have wood flooring and the Queen double and Twin bedrooms are carpeted. High speed wireless internet access is available free of charge. There are 4 TV’s with Cable, 3 DVD player plus a DVD library, books games and toys. High Chair, Crib and Stroller are all available on request. · Telephone for accepting incoming calls, local calls are free, other calls need a calling card · Washer & Dryer · Fully equipped Kitchen including Microwave, Oven, Dishwasher, Fridge/Freezer · Air Conditioning · Iron & Ironing Board, Vacuum Cleaner etc · Linens and Towels will be provided and all electricity, gas etc is included in the rental price (except pool heating costs). · A local management company will be available to offer any assistance *Supermarket, shops and restaurants - 1 mile *Walt Disney World - 10 minutes *Sea World - 15 minutes *Universal Studios - 20 minutes *Belz Shopping Outlet - 20 minutes *Kennedy Space Centre - approx. 1 hour *Busch Gardens - just over an hour *Celebration Town Center at Market Street - 20 minutes *Downtown Disney Pleasure Island - 20 minutes *Downtown Disney West Side - 20 minutes *Old Town shopping-dining-rides - 20 minutes *Orlando Premium Outlets shopping and Universal City Walk - 20 minutes *Atlantic coast beaches - 45 minutes *Gulf coast beaches - 60 minutes * ** Additional discount available for longer stay ***
  • We Would Love to Welcome

    Kissimmee: Lake Berkley: Villa
    4 BDR • 3 BA • Sleeps 10 • #83579
    155 to 160 USD/night  
    Our villa has all the features you would expect to find at the high end of the market. It has an oversized, private pool area overlooking the main lake (with new loungers and patio furniture). We have a beautiful view directly on the lake and we are not overlooked (no fences, houses or neighbors behind you !). Fish from your backyard – equipment provided. The villa has two living and dining areas, four bedrooms, including a king and queen bedroom with new furniture and ensuites, a twin and Disney kids bedroom (with games consule and games), and an additional queen sleeper in one of the sitting rooms. Our villa has a panoramic view across the lake of the conservation woodland. You will see many types of birds, and many other types of wildlife. The lake is well stocked with fish. On the opposite side of the lake there is a lakeside beach, volleyball and basketball courts, barbecue/picnic area and children’s play area, gazebo and fishing pier. There is a nature trail around the lake. The clubhouse facilities include a fitness centre, tennis court, cafe, Internet access, electronic games, pool tables, communal swimming pool and Jacuzzi.
  • Watch the Sunset. Highland

    Kissimmee: Windsor Hills: House in a gated community
    6 BDR • 1 Loft • 4 BA • Sleeps 12 • #250685
    379 to 799 USD/night
    * Fabulous HIGHLAND Greenview * PRIVATE maintained West Facing Heated Pool/Spa * 2 miles to Disney Only 2 miles from Disney world and minutes away from other attractions, this perfectly furnished and decorated 6 bedroom with a highland greenview and west-facing pool and spa is all you need. It is located in the upscale Windsor Hills Resort. By booking with us you enjoy management from a professional company, AND the resort's many INCLUSIVE facilities. The space WHY BOOK THIS PROPERTY. It is located in the 5 star gated Windsor Hills resort—OFFICIALLY the closest resort to Disney World. Disney is accessible by local roads so you can say goodbye to traffic going to and from the attractions. WHY BOOK WITH US. Because booking with us you also get complimentary access to ALL of the facilities this vacation resort has to offer—ADDED waterpark with dueling slides, tennis court, basketball court, volleyball court, Ping Pong table, toddler’s area and park. Plus, our home is one located on the highland greenview, so you can enjoy great view and privacy while swimming and enjoying the sun by the patio! ------------------------------------------------------------- Bedrooms and bathrooms: - Upstairs bedroom 1: King sized Master and pack n play with en-suite shower and tub - Upstairs bedroom 2: King sized bedroom with en-suite shower - Upstairs bedroom 3: Star Wars theme with 2 twin beds - Upstairs bedroom 4: 2 twin beds - Upstairs bedroom 5: King sized bedroom - Upstairs bathroom: Family bathroom (shower/bath combo, twin vanities) - Bedroom 6: 1 Queen sized bedroom (Ground Floor) - Downstairs bathroom with shower(Ground Floor) ------------------------------------------------------------- Main Living Area: Cozy and comfortable seating area with a leather sectional and accent chairs Laundry room is located downstairs ------------------------------------------------------------- Kitchen: Fully equipped with a 2 seat breakfast bar Refrigerator/freezer, oven, microwave, dishwasher, coffee maker, toaster, blender All utensils, cookware, dinnerware, glassware ------------------------------------------------------------- Dining: 3 Table seats 12 people 4 seat breakfast nook ------------------------------------------------------------- Entertainment: Movie Theater (110" Screen and Incredible 7.1 Surround Sound-Watch Cable Television-Movies-Play PS4-Reclining Lighted Theater Seating) - Adult Area has Large Flat Screen TV and Bumper Pool/Poker/Dining Combo Table -Dining/Activity Area has 60" TV With PS3 In-Flat Screen TVs In Every Bedroom ------------------------------------------------------------- Outdoor Living Space: West Exposure (Beautiful Sunsets) Screened in private swimming pool and spillover spa (extra charge for heating) Covered Lanai With Outdoor Dining Table Kid's safety pool fence ------------------------------------------------------------- Other Home Highlights: Ceiling Fans In Every Bedroom And On Lanai Baby Gear: High Chair and Pack N Play Guest access - EVERYTHING. Free access to ALL resort amenities - Key-less entry with secure door code for easy check in - 24/7 Local management support --------------------------------------------------------------------------------- ***Inclusive Resort Amenities*** - Huge Lagoon-Style Pool Complete with Water Slide and Hot Tub - Children's Playground - State-of-the-Art Fitness Center - Sand Volleyball - Basketball Courts - Tennis Courts - 40-seat Movie Theatre - Video Arcade - Billiards Other things to note - Optional Pool+Spa Heat is $25.00 plus tax per day. - Early check-in/ late check-out (depends on availability) is $45/hr - **Due to safety and cleanliness reasons, we do not supply BBQ grill at the house. Optional grill rental with full propane tank starting from $65 per week is available upon request 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.
  • Luxury 6br Windsor Hills

    Kissimmee: Windsor Hills: Villa in a gated community
    6 BDR • 4 BA • Sleeps 14 • #243119
    379 to 799 USD/night
    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/1 FULL/3 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 and playstation game console - Air-Conditioned Games room with pool table, Foosball and Air Hockey - Private pool and SPA in screened lanai, with child Safety Fence. - Pool heating is an optional fee - 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
  • *New*13 Bed 9br

    Encore Club: Villa in a gated community
    9 BDR • 9 BA • Sleeps 20 • #265277
    857 to 1,500 USD/night
    Location Great location in the prestigious Encore/Reunion resort private community Walk to Encores famous waterpark.. IMPORTANT THIS HOME INCLUDES FULL ACCESS TO THE RESORT WATERPARK , CLUBHOUSE, AND FIRST CLASS FITNESS CENTER like an owner. This listing is new & offers special limited time pricing. Comparable listing over $1,200.00 per night As soon as you arrive, you'll be welcomed by this brand new beautiful modern home with stunning curb appeal featuring a back patio with a private pool Jacuzzi & BBQ grill. Perfect for relaxing after a day at the theme parks. The pool area is fully enclosed and private with an outdoor dining table and lounge area. Making it a great place to spend time with your family and friends. Enjoy the Florida sunshine on your private sun deck . Inside, the home is spacious and beautifully appointed, with 9 bedrooms there is plenty of space for everyone to spread out and relax. The open floor plan of the main living area includes a large kitchen, dining room, and living room. The kitchen includes a large island with a breakfast bar . Two refrigerators, two dishwashers, ice makers, all kitchen utensils, silverware pots, pans, plates, cups, coffee makers/machines, everything you need for an amazing stay. Each of the 9 bedrooms has been decorated with comfort and style in mind, and all feature comfortable beds and plenty of storage space. The home also has 9 bathrooms, ensuring that everyone has plenty of space to get ready in the morning. Other amenities of this vacation home include a fully equipped kitchen, washer and dryer, and high-speed internet. The home is also equipped with all of the linens and towels you'll need for your stay. Upon your arrival, you will find starter pack of the following items • 1 kitchen roll (paper towel roll) • 3 black garbage bags • 1 white kitchen trash bag • 3 dishwasher tabs • Small bottle of dish soap • 1 Tide single load/ laundry detergent • Coffee/ tea bags and accompaniments • Each bathroom features travel-sized luxury soap, shampoo, conditioner, body wash, as well as a toilet paper roll You'll love the convenience of staying in the Encore resort, which offers a range of amenities including a large community pool, clubhouse, fitness center, game room, basketball court, tennis Court Volleyball court, Soccer Field, and more. You will need to check-in at the resort clubhouse to receive your water park and amenity passes. You will have access to Encore Resort’s amenities. These include: • Water Park • Kids’ Club • Community Pool • Dining • Concierge • Activities Aquapark Waterpark: On-site waterpark that features huge drop slides, twisting and turning raft rides, a swimming pool, a children’s splash area, and private cabanas. When staying at the Encore/Reunion resort, you will also be in very close proximity to various dining options as well as a marketplace for last-minute items. Our home is just a short drive from all of the attractions that Central Florida has to offer, including Disney, Universal Studios, and SeaWorld. Transportation: Encore provides a complimentary shuttle service to the major theme parks. An additional cost to local shopping, restaurants, airport. General Information Free Parking, shopping 7 minutes Restaurants 5 Minutes Golf Course 2 minutes Airport 35 Minutes Groceries 2 Minutes Epcot & Animal Kingdom 10-15 minutes Universal Studios 20 minutes See what really makes the Encore/Reunion Resort experience different from other Orlando vacation experiences. Bring your family to this first-class Mansion and enjoy full access like an owner would to all that Encore Resort has to offer..
  • Luxury 6br Windsor Hills

    Kissimmee: Windsor Hills: House
    6 BDR • 4 BA • Sleeps 14 • #234426
    379 to 799 USD/night
    Welcome to this 6 Bedrooms Home At Windsor Hills Resort With Private Pool, Game Room LAST MINUTE DEAL AVAILABLE!! 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 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 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!
  • Fully Furnished 3 Bedroom

    Kissimmee: Emerald Island: Townhouse in a gated community
    3 BDR • 3 BA • Sleeps 6 • #241471
    89 to 99 USD/night
    This spacious townhome with 3 bedrooms, 2.5 bathrooms is located in Kissimmee in a safe and secured Gated Resort Community, off Route 192. The house is minutes away (2 miles) from Disney's Hollywood Studios, Magic Kingdom, Animal Kingdom and Epcot. It is 20 minutes from Sea World and Universal Studios. Super Target, Wal-Mart and Orlando Premium Outlets are within 10 minutes. Several golf, fishing and boating facilities are also nearby. When at home, stay connected with Internet with free WiFi, or enjoy movies on the DVD Player/Cable TV. Kitchen is fully equipped for cooking and baking. Leave refreshed, relaxed and recharged. The home comes with a King size bed, a Queen bed, a pair of twin beds. Sofa can be used as a bed too to let 6-7 vacationers sleep comfortably. There are flat screen TVs in all bedrooms and in the living room with 250+ cable channels. Community offers Club House, multiple community pools, Tennis courts, Game Room, Gym and miles of scenic walkways,
  • *Best Deal* 8br/6ba

    Kissimmee: Windsor At Westside: House in a gated community
    8 BDR • 1 Loft • 6 BA • Sleeps 18 • #248915
    478 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 - 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. Three burners Grill is $85/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
  • Close to Everything you

    Kissimmee: Rolling Hills: Villa
    8 BDR • 1 Loft • 6 BA • Sleeps 20 • #256522
    350 to 495 USD/night
    Close to EVERYTHING Private backyard on all sides, super large patio, WiFi, Free BBQ grill, playground, ALL rooms have themes. 3 master bedrooms with king beds ALL BEDROOMS HAVE TVs and CEILING FANS ALL BATHROOMS HAVE HAIR DRYERS Plenty of towels, hand towels and wash cloths as well as pool towels BACK PATIO, POOL AND SPA Private back patio with HUGE pool & SPA Pool is one of the largest you’ll find Play a game of ping-pong on the outdoor pool table The expansive back patio is very private, not overlooked by adjacent properties Sitting area under the covered patio has a 40-inch TV and also a Bluetooth speaker 2 large dining tables on the screen enclosed patio Lounge chairs on screen-enclosed patio and also out under the palm trees for catching some sun Pool floats provided Pool and spa have internal lighting and there’s also additional exterior lighting on the back patio The backyard is completely private on all sides The yard next to the screen enclosure has a Little Tikes Playground for the little ones and is artificial turf (no bugs, no weeds) Child safety alarm on door leading to the pool Child safety fence across patio (removable) A wonderful relaxing outdoor experience BBQ grill (under a grillzebo) on the side of the house for your use at no charge LOCATION This house is as close to Disney as it gets. It’s on over a ¼ acre in Rolling Hills Estates on a QUIET cul-de-sac. This premium lot size is in stark contrast to other crowded vacation homes. Rolling Hills is the second closest community to Disney LIVING ROOM: Super big 70 Inch TV Comfy leather sectional FAMILY ROOM: overlooks the pool area 65 inch TV Karaoke with some great songs Comfy seating AIR CONDITIONED GAME ROOM: Carpeted Beautiful Slate Pool table Full-Size Air hockey table Wii with many games other games to choose from Relax and watch TV on the comfy sectional 50 inch TV KITCHEN: Fully equipped kitchen with top of the line appliances Huge french door refrigerator with icemaker (don't under-estimate a large refrigerator!) Regular coffee make and Keurig Large pantry for storage Pots and pans, Glassware, Silverware, Knife set Storage containers, Plates, Bowls, Coffee mugs eat-in kitchen nook overlooks the pool LAUNDRY ROOM: Heavy-duty washer and dryer Broom and dustpan, Swiffer Iron & Ironing board Pool towels, Plunger CHILDREN'S NEEDS: Full size crib in upstairs king master bedroom, Pack n Play portable crib, High Chair, two Strollers Kids Little Tikes Playground in your own yard EXTRA BENEFITS I am a local owner and take great pride in providing an exceptional experience for my guests. Front door has an electronic lock so you don’t need a key High speed internet USB ports all around the house so there’s no need to dig behind furniture and beds to find a plug Directions explaining how to use things (don’t spend your vacation trying to learn how things work) Extras provided that you won’t see at other homes (trash bags, salt/pepper, foil, plastic wrap, baggies, cleaning supplies, starter washing machine detergent, dryer sheets, dishwasher detergent, dishwashing liquid, ….) Several Bluetooth speakers: back patio, inside the kitchen, the fan in the upstairs bathroom Spacious with plenty of room to spread out Very comfortable beds 12 TVs No smoking or pets allowed No events, sports teams, groups of teens or college age Pool heating is $175 per week (optional during winter months) Cleaning fee is $150 per stay Tax is 13.5% $300 refundable damage deposit Please carefully read the Rental Agreement which needs to be signed and returned
  • Spacious Lake Front Pool

    Kissimmee: Windsor At Westside: House in a gated community
    8 BDR • 1 Loft • 6 BA • Sleeps 18 • #250687
    478 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 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. Three burners Grill is $85/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
  • Orlando Sunshine Getaway

    Kissimmee: Windsor Hills: Villa in a gated community
    5 BDR • 5 BA • Sleeps 11 • #243536
    300 to 500 USD/night
    Welcome to our luxury villa at Windsor Hills, featuring a south facing pool and hot tub with no real neighbors. One of the most important features of our home is that we offer a south facing pool so you can enjoy the sun any time of year and has no rear neighbors. Most south facing homes back right up to another property and are about 10 feet away from each other. Not my idea of relaxing. Most of the other homes with no rear neighbors face north, east, or west limiting the amount of beautiful sun the pool our pool area will receive. We have one the premier lots in the neighborhood. The pie shape backyard orientation is simply one of the best and offers an enormous backyard bigger than most. This provides a fair amount of space and privacy for our pool. Another great addition to the area is we have a large green space with a park directly across the street from our house which is a great feature. The home is center located and walking distance to the club house, three playgrounds, tennis courts and basketball courts. Windsor hills is less than 2 miles away from the Disney main gates. Our home offers five bedrooms and five bathrooms. Unlike some homes, we offer three bedrooms on the first floor, making our home the perfect choice for those travelers who prefer first floor living Each bedroom in our home has a flat panel tv We offer a great cable tv package, free long distance calling to the entire US and Canada. The family room includes new furniture, as well as a 60” HD tv. Your children will enjoy the new Mickey and Star Wars theme room and also the PS 4 and new gaming chairs in the garage. The house has been redecorated May 2018. Windsor Hills is a Premier Vacation neighborhood in the Disney area. It’s location is 2 miles from Disney, and close to all of the major theme parks .amenities keeps this neighborhood at the top of the list for the Disney area vacationers. This upscale gated community boast 24 hr. Security, a community pool, new waterslides and kid’s splash zone, games area, tennis courts, movie theater and convenience store. Centrally located in Florida, and close to the major highways, this Windsor Hills luxury home allows visitors to easily visit beaches on either side the Atlantic Ocean side ( Cocoa Beach ) 50m ) or on the Gulf of Mexico side ( St Pete Beach 70m ) in an easy day visit. Other attractions within an easy drive include Cape Canaveral (1 hour), Daytona Beach and Speedway (1.5 hrs.). Nearby Professional sports teams include the Orlando Magic, Tampa Buccaneers, Tampa Bay rays, and Tampa Bay Lightning. Don’t forget in March the Grapefruit League baseball spring training is in full swing throughout Florida!
  • Close to Disney, Universal

    Kissimmee: Windsor Palms: Condo
    2 BDR • 2 BA • Sleeps 4 • #245632
    140 to 140 USD/night
    The first reason that you may want to trust us with your family vacation's lodging is our reputation. In business for 20 years , we have served travelers to the Theme Park region meticulously , earning countless 5-Star reviews across many booking sites. This is our full time job. We live here, we are not absentee owners like most other villas . We are easy to communicate with before , during , and after your visit to our villas. We are available in person, by e-mail, phone and text. Both of us are theme park workers, and we are happy to answer any questions that you may have . Our paramount goal is to make our villas as clean as possible . We update our mattresses and bedding and cookware regularly. Our location, less than three miles from Walt Disney World's Animal Kingdom , is the second reason that you may consider us for lodging . There are very few privately owned condo/town home resorts , with human gate attendants , this close to the theme parks . Most of the others are timeshares . We are not a timeshare . There are no strings , and no hidden costs when you book with us . Book with us and you deal directly with us. We are the cleaners, and we are licenced to clean. No one else, other than you and us , has access to the villa while you are staying with us . When you book with a large company, with absentee owners , you may not know who is servicing your villa and who has access to the villa . We look forward to serving your lodging needs here in Central Florida !
  • 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.
  • Beautiful Villa 4 Br/3 Ba

    Kissimmee: Lake Berkley: Villa in a gated community
    3 BDR • 3 BA • Sleeps 9 • #202509
    169 to 259 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!
  • 8br Windsor at Westside

    Kissimmee: Windsor At Westside: House in a gated community
    8 BDR • 1 Loft • 6 BA • Sleeps 21 • #248926
    478 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 - 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. Three burners Grill is $85/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
  • 5 Bedroom Emerald Island

    Kissimmee: Emerald Island: Villa in a gated community
    5 BDR • 4 BA • Sleeps 10 • #238728
    159 to 299 USD/night
    The rear facing pool means you'll always have sunshine and warmth no matter what season of the year. You'll love spending time at the pool area featuring an over-sized deck, large swimming pool with underwater lighting, and an in-ground spa. There are plenty of tables, chairs and loungers for everyone to relax and enjoy themselves outside. If you need a break from the sun there's a covered lanai to provide shade as well as a ceiling fan to cool you off. Also in the pool area is a gas grille that's available for guests to use for no additional charge. Inside you'll find a very spacious villa that can comfortably accommodate 10 guests. It's a 2 story villa with 2 master bedrooms with en suites, 1 on each floor. The downstairs master bedroom is huge with a king-size bed and a large flat-screen TV. The downstairs master bathroom is also big with double-vanity marble sinks, a corner Jacuzzi bathtub and an enclosed shower. The downstairs master bedroom has a big walk-in closet to store all of your belongings with a safe for your valuables. The upstairs master bedroom has a queen-size bed with a flat screen TV. Connected to this bedroom is an en suite bathroom with a marble vanity sink, bathtub and shower. Of the 3 remaining bedrooms, there's 1 downstairs with twin bedrooms, 1 upstairs with a queen-size bed and 1 upstairs with twin beds. All bedrooms are equipped with flat-screen TV's, charging stations and Google Home Mini's. The well-appointed kitchen has everything you need, such as a refrigerator, stove, microwave, dishwasher, 2 coffee makers (Keurig & automatic drip), toaster, Instant Pot pressure cooker and a variety of cookware. The kitchen is fully equipped with plates and silverware for your dining pleasure. In the kitchen nook you have a table that seats 4 and just off the kitchen is the formal dining room that seats 6 guests. The main living area has a large sectional sofa and love seat to accommodate all guests. There's a 70-inch Vizio smart HDTV with a nice selection of videos to choose from as well as cable TV. You can also stream movies if you have accounts with Netflix, Hulu, Amazon Prime or any other streaming app. The Vizio soundbar with subwoofer and satellite speakers will create a movie theater affect while you're watching TV. The villa comes with free WIFI and phone service for local calls. There is a game room with a full-size pool table, foosball, and air hockey table. In addition, there is a X Box One S and a Nintendo Wii connected to a 50-inch flat-screen TV to keep the kids occupied. There is a large selection of videos and games to choose from. Also, there is a laundry room with a washer, dryer, iron and ironing board. The villa is maintained to a high standard and the Property Management Company ensures the villa is in immaculate condition prior to your arrival. The housekeeping staff has been trained on how to properly disinfect the villa based on CDC guidelines. All housekeepers are required to wear masks and gloves inside the villa and have been instructed to stay home if they have any COVID-19 symptoms. One of the benefits of staying at a vacation rental home instead of a hotel is that you're not surrounded by people you don't know that could be infected by the coronavirus. It's much safer to stay at my villa with your family and friends where it's been properly disinfected before your arrival.
  • Disney Themed Home

    Kissimmee: Windsor At Westside: House
    7 BDR • 1 Loft • 5 BA • Sleeps 16 • #250683
    399 to 819 USD/night
    This beautiful 7 bedroom villa in Windsor At WestSide has enough space to sleep up to 16 guests in luxury. Inside features an open-plan living and dining area, a fully equipped kitchen and spacious bedrooms, including themed kids rooms. This family-friendly home also benefits from a game room and an additional living area upstairs. Outside you will find a private pool with SPA, sun-loungers and a covered lanai with an alfresco dining area. The space This impressive home is located in the popular Windsor at Westside resort, just a short drive from Disney World. With a vast selection of on-site shops, restaurants and non-stop entertainment, this vacation destination is perfect for the whole family to enjoy. The resort features an Olympic-size swimming pool with a lazy river, a children’s play area, multiple sports courts and a modern fitness suite. Guests will also have full access to a movie theater, the resort clubhouse and the popular Tiki Bar - perfect for relaxing after a busy day at the parks. *Features* - 7 Luxurious Bedrooms (2 King, 1 Queen, 2 Full/Twin room, 2 Twin/Twin Room, 1 crib) -Sleeps 16 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) - 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 - 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 - Access to many resort facilities within the community **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.
  • Fully Renovated Luxury

    Kissimmee: Windsor Hills: Condo
    2 BDR • 2 BA • Sleeps 6 • #265552
    150 to 165 USD/night
    Totally Renovated, you'll have plenty of space to spread out after a fun filled day in the theme parks. Sit back & relax on the big comfy sofas while watching the 65" HDTV w/Cable. The Kid's Retreat has 2 Queen beds with a flat screen TV. Plus an bath with DOUBLE sinks to make getting ready a breeze. Free Amenities & No Resort Fees. Cleaned & Sanitized using CDC guidelines. * Fully Stocked Kitchen * Brand New Appliances * New Microwave * Keurig & Coffee Pot * New Washer & Dryer in the Condo * All new bedding, pillows & mattresses w/encasements * Free WIFI w/Fiber Optic 400MB/S Internet access For your convenience, you will be provided with an initial supply of necessities, including starter soap, toilet paper, paper towels and trash bags. Once these items have been used, you will need to replenish them for your own use during your stay. All dishwashing and laundry soaps are the responsibility of the guest. The Resort Windsor Hills Resort is a 24-hour secured gated community located less than 2 miles from the Main Gates of Walt Disney World. It offers safe and peaceful, luxurious accommodations with all the amenities you would expect from a five star resort, but without the resort fees. The Clubhouse Complex offers a large lagoon style heated swimming pool, a multi-million dollar water park featuring dueling water slides and large splash zones, hot tub, 48 seat movie theater, fitness center, Foosball, air hockey, table tennis, pool tables, video arcade, sundry shop (convenience store) and video rentals. The outdoor activities include basketball, tennis, volleyball, a putting green, castle themed playground and even RV parking. ?Resort amenities like the pool, waterpark, sports courts, movie theatre, and gym are all included when you stay with us. WINDSOR HILLS The perfect rental stay for your relaxing getaway. At Windsor Hills, we pride ourselves on our distinctive vacation rental home community dedicated to provide a safe, comfortable & enjoyable environment for families visiting top attractions including Disney World, Universal Studios Florida, Sea World, Gatorland, and more. Our community has individually-owned properties for your family to enjoy their short-term rental stay while visiting Florida. We are proud to say that our associates' services & attention to detail go above expectations.
  • Beautiful 3 Bed Villa, Own

    Kissimmee: Liberty Village: Villa
    3 BDR • 2 BA • Sleeps 6 • #264937
    140 to 170 USD/night
    Our beautiful 3 bedroom, 2 bathroom pool home is ideally located in the quiet residential community of Liberty Village, Kissimmee. Conveniently situated close to Disney and the other major theme parks. There are several restaurants, shopping and World-Class Golf is nearby. The villa sits on a large plot with a conservation view at the rear. The Lounge and very spacious dining area are of open plan design with high vaulted feature ceilings. Fully air conditioned throughout. The Lounge has two large, comfortable settees, where you can relax and watch the new 42' LCD PANEL HD T.V. There is also a DVD player, CD/HiFi and large sliding doors leading to the pool. In addition free wireless internet and air con throughout the villa. The Kitchen is fully equipped. There is a large American Style Fridge with integral Ice maker, an Electric Range, Coffee Maker, Kettle, Toaster, Dish Washer, Microwave, Waste Disposal unit plus all the necessary crockery, cutlery, etc. That you could possibly need. The Master Bedroom is currently fitted with a 'King' sized bed. As is to be expected it has its own 'en suite' Bathroom. Bedroom two has a double bed The third bedroom has twin beds. The Pool and Deck is fully screened and has a conservation view. In the cooler months of the year the pool can be heated by our new efficient pool heater if requested (at additional cost). Strictly no smoking and no pets allowed. Villa Summary: Private Swimming Pool, Fully Equipped Kitchen, Microwave, Oven, Stove, Dishwasher, Dishware and Glassware, Fully Furnished, Towels & Linens Supplied, Iron & Board, Central Heat & Air Conditioning, Full Size Washer & Dryer, Cable Televisions, FREE Parking, FREE High-Speed Internet/WIFI, Telephone with FREE Local Calls and Children Welcome.
  • Gated Emerald Island

    Kissimmee: Emerald Island: Townhouse in a complex
    3 BDR • 3 BA • Sleeps 6 • #49171
    110 to 210 USD/night
    Gated community, overlooks pool and only 3 miles to Disney world. Free WiFi This 2-story townhome is the "prime" location in Emerald Island - simply walk out the sliding patio door to the pool and jacuzzi only a few feet away.
  • Crystal Cove - Kissimmee

    Kissimmee: Crystal Cove: Condo
    4 BDR • 3 BA • Sleeps 8 • #229792
    140 to 180 USD/night
    Looking for a dream vacation. This is the perfect vacation home for you that offers all comfort and privacy you need. Beautifully furnished and contemporary decor 4 bedrooms home is very spacious and features your own private pool. This comfortable vacation home at Crystal Cove Resort will make you feel at your home away from home. With your batteries recharged after a great night sleep on the comfortable bed, you will be ready to choose among the many things to do in Orlando just minutes away. Crystal Cove guests will enjoy its close proximity to Lake Toho, dining, shopping and entertainment. Approximate driving distances: Disney World - 15 minutes Universal Studios - 20 minutes SeaWorld - 20 minutes Orlando Premium Outlets - 30 minutes Daytona Beach - 1 hour and 30 minutes Guests can ask for Pool Heat or/and BBQ. Contact us for more information. About the Condo: Crystal Cove offers guests a large clubhouse featuring a resort-style pool, a fitness center, communal kitchen and games room.
  • 4br with Private Pool

    Kissimmee: Windsor At Westside: Townhouse in a gated community
    4 BDR • 1 Loft • 4 BA • Sleeps 12 • #248920
    249 to 599 USD/night
    4BR/3.5BA 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. The space 4BR/3.5BA home in Windsor At WestSide! - 4 Luxurious Bedrooms (2 King, 2 Twin/Full Room, 1 Sleeper Sofa in Loft) , sleep for 12 people - 3.5 Bathrooms - Private Pool with great privacy and nice green view - TV in each room. Large Screen TV in Living room and loft - Spacious Sitting and Dining Area - 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 - Friendly customer support from a dedicated manager throughout your stay - Gated community with 24 hour security guard - Free Parking Guest access 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. Other things to note 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. Three burners Grill is $85/week (tax included) and $15 for each additional day. Four burners Grill is $105/week (tax included) and $15 for each additional day.
  • 4 bedrooms Townhouse Close

    Kissimmee: Fiesta Key: Townhouse
    4 BDR • 4 BA • Sleeps 8 • #143905
    135 to 155 USD/night
    Why stay in a hotel when you can have more space and your own privacy, this home is fully equipped with all your need to complete your vacation with a home away from home accommodation. 3.5 miles away from Walt Disney World main gate, close to all attractions, restaurant, shopping and golf course.
  • Private Cul De Sac Lot

    Kissimmee: Windsor Palms: Villa
    4 BDR • 3 BA • Sleeps 8 • #201087
    196 to 271 USD/night
    This spacious and beautifully appointed villa will be ideal for your vacation. The pool is south facing and this is one of the few villas that offers a kiddy pool and a stand alone hot tub. The villa is decorated and furnished to a very high standard. Being situated on a quiet cul de sac and not overlooked to the rear, you'll enjoy great privacy during your vacation. The villa is also just a short stroll from the club house. High speed internet and all phone calls are included in the price. Child features include pool safety nets, high chair, pack n' play, stroller, PS2.
  • 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.
  • Modern Pool Villa

    Kissimmee: Encantada: Townhouse in a gated community
    4 BDR • 3 BA • Sleeps 8 • #201696
    145 to 190 USD/night
    Great villa which is tastefully decorated that will sleep 8 people. The spacious Master bedroom has a king size bed and en suite bathroom. Every bedroom has a flat screen TV as well as the family room . Telephone service with free US calls and the villa has internet access. The kitchen is fully equipped and all towels and linens are provided. The pool area has a great view of the lake and there is a pathway that leads to the clubhouse. Great view from the pool overlooking the lake which has a circular path to walk around to the clubhouse and the pool can be heated in the cooler months. Conveniently located close to shops and restaurants. The on site amenities within this secure gated resort are second to none and include the 9,000+ square foot clubhouse that features a cyber café, sundry shop, exercise facility, and a lakefront gazebo. Fishing is allowed from the dock.
  • Quiet area close to

    Kissimmee: Montego Bay: Villa
    3 BDR • 1 Loft • 1 Den • 3 BA • Sleeps 8 • #63512
    96 to 116 GBP/night
    Many shops and restaurants close by and only 15 minutes from Disney. There is also a child's play ground and Tennis court on site with free access. A community pool is also there if you want a change from your private pool.

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 ...
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