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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  • Minutes to Disney &

    Kissimmee: The Villas at Seven Dwarfs Lane: Townhouse
    3 BDR • 2 BA • Sleeps 6 • #247254
    105 to 150 USD/night
    Beautiful 3 bedrooms 2 bathrooms Townhouse just off of 192 in Kissimmee Florida. Minutes To Walt Disney World Parks, Universal Studios, Sea World, Outlet Shopping. You can walk to great restaurants and shopping. The Townhouse has 3 bedrooms and 2 bathrooms. The living room/dining area has a sofa and sofa sleeper suitable for 2 kids, cable TV, DVD player, free wireless internet, The dining area has a beautiful table with 4 chairs, and a breakfast bar with 2 stools. Fully equipped kitchen, washer and dryer. Towels are linens are provided. The master bedroom suite is located on the 1st floor with a King size bed, cable TV, a large walk in closet, a large bathroom with a jetted tub for 2 and shower. The 2nd floor has 2 bedrooms with 2 twin beds in each room, cable TV’s, full bathroom is in the hallway. There is an additional sink and vanity in the hallway. There is a crib, high chair, stroller in the master bedroom’s closet. We are only one building from all the amenities and Clubhouse and Pool. Prime location, but quiet. The huge Clubhouse has a Gym, Pool Tables, Game Rooms, Ping Pong, Library, Sitting Areas, Vending Machines. Huge beautiful outdoor heated Pool and Jacuzzi. New Children’s Splash Park with Lounge Area. Tikki Bar that serves food and drinks overlooking the Pool. Bocce Ball, Tennis, Basketball, Volleyball, BBQ Area, Paddle Boats, Catch and Throw back Fishing in the lovely Lake. This is a First Class Resort. The Resort is Gated and Guarded 24 hrs. A day.
  • Fantastic Villa on an

    Kissimmee: Formosa Gardens: Villa in a gated community
    5 BDR • 3 BA • Sleeps 10 • #248179
    150 to 250 USD/night
    Lots of space in this lovely villa, it is located on a popular gated resort called Formosa Gardens only 5 to 10 minutes to Disney and close to stores and restaurants. The new Margaritaville resort is 2 minutes away where there is a water park, stores and restaurants. The villa has 5 bedrooms, the spacious Master bedroom has a king size bed and en suite bathroom and patio doors leading to the pool area. . One of the twin bedrooms is Mickey Mouse themed and one is Star Wars themed.There are 3 bathrooms, one which leads direct to the pool and a large outside deck with overlooking the large private pool which can be heated for a charge in the cooler months, usually October to May.The pool faces South East so lots of sunshine throughout the day. There is a fully equipped kitchen and also a laundry room with washer and dryer. Great villa on a popular resort.
  • Lovely Home with Two

    Kissimmee: Cumbrian Lakes: Villa in a gated community
    4 BDR • 4 BA • Sleeps 10 • #243254
    130 to 160 USD/night
    This is a two story home featuring one master suite downstairs and a second upstairs accompanied by two twin bedrooms and additional bathroom. Downstairs there is a fully equipped kitchen with two living areas and a dining room. Upstairs there is a lovely loft area with a Wii for some fun. For some more fun there is a games room for the whole family that includes a pool table, air hockey table, and Foosball table. If you'd like to enjoy some Florida sunshine there is a private South Facing Pool and Spa backed up against a lovley conservation area where deer have been known to frolic but it is still screened in and has a patio for some shade if need be.
  • Superb 3 Bedroom Townhouse

    Kissimmee: The Villages At Mango Key: Townhouse
    3 BDR • 2 BA • Sleeps 6 • #77875
    77 to 86 USD/night
    Our lovely Vacation villa is set in the tranquil gardens of a gated community, 10 minutes from Disney and 25 minutes from Seaworld and Universal Studios and less than 5 minutes to all the Restaurants and Designer shopping outlets on highway 192. Consisting of 3 bedrooms including a master en-suite bedroom,a large through lounge diner and fully equipped kitchen. We have installed high speed wireless throughout our home which is also fully air conditioned and there are ceiling fans in all rooms. Our home is furnished with linens and towels together with a starter supply of toilet paper and bathroom soap. Replenishment of these supplies and provision of other supplies including, but not limited to, dishwasher soap, paper towels ,washing powder, trash bags etc is the responsibility of the guest Our phone provides free calls throughout the USA, Canada and Puerta Rico A fully screened Lanai with sun Loungers, table and chairs at the rear, perfect for those quiet moments in the morning or a nice relaxing drink in the evening. There is a beautiful heated swimming pool, hot tub and large sun deck for sunbathing. The master en-suite bedroom consists of a queen bed, New 32" flat screen HD TV and walk in closet and a floor safe. Upstairs are two twin bedrooms with new Flat screeen HD TV's and walk in closets, The second full bathroom is also upstairs. The Lounge has a new Sofa and love seat,tables and lamps together with a new 32" flat screen HD TV, a DVD player and a CD/Radio. There are parking bays are at the front of our home for your vehicles. From the lounge window you can see the real Florida with a vast area of forestry and wildlife. We have seen a wide variety of birds and a giant turtle ourselves. We have a large number of guests returning year after year to enjoy the peace and tranquility we offer together with our easy access to all theme parks,attractions and many golf courses. Our top tip = Consider taking a break during your day at the parks by returning to our resort for a quick swim or a dip in the pool, a relaxing hour or two on the pool deck will help ensure you have the energy for a late night at the parks
  • 2 Miles from Disney World

    Kissimmee: Windsor Hills: Villa in a gated community
    5 BDR • 5 BA • Sleeps 12 • #248106
    180 to 325 USD/night
    We invite you to experience the Magic of Disney in our beautiful 5 Bedroom, 5 Bath Villa. Located in Windsor Hills, one of the Orlando's most popular communities and minutes from Disney World, our villa is perfect for large groups traveling together. Whether you plan on visiting the parks all day or relaxing at the resort, Finding the Magic Villa is a perfect place to call home. Our 5 Bedroom, 5 Bath Villa is 2,966 sq. Feet and sleeps up to 12 guest in style. Our Villa includes 2 King Bedrooms, 1 Queen Bedroom and 2 Bedrooms with Full/Twin Bunk Beds, so there is more than enough space for everyone to spread out and relax after a long day at the parks. The Villa has its own private pool/spa, private theater and game room, so the kiddos always have something to do. Each room includes a flat screen tv, for the moments you want to be alone. The Villa has a fully-equipped kitchen, open dining room, plenty of space and includes all of the comforts of home. Windsor Hills is a gated community located about 2 miles from Disney World Resort. It offers a 140,000 gallon lagoon style pool, water slides and splash pad. For those wishing to remain active, the resort has a fitness center, tennis courts, basketball courts, putting green and even a beach volleyball court. The resort also offers a private movie theater, game room, ATM and DVD rentals. A stay at our Villa will have your family and friends talking about their Magical vacation for years. Find the Magic today!
  • Spacious 4br 2.5ba Villa

    Kissimmee: Bass Lake Estates: House
    4 BDR • 3 BA • Sleeps 10 • #232676
    119 to 199 USD/night
    This villa is a spacious 4 bedroom, 2 1/2 bathroom home with private pool and spa. The villa is a short distance from all the major attractions including; Disney World, Universal Studios, Sea World and Premium Shopping Outlets. We are located in the Bass Lakes Estates Community just off of Route 192 and within walking distance from a 24 hour Wal-Mart. After a full day at the parks, relax and enjoy your own private pool and spa. (Pool and Spa Heat is available at an extra cost. Please inquire with us before booking). The interior of the villa is tastefully decorated and spacious. The open concept floor plan on the main level ensures no one is left out. The second level provides the following Bedroom Configuration - 1 King master suite with private bath (shower/tub combo), NEW LED TV - 1 King bedroom with private entrance to shared bath - 1 QUEEN bedroom - bedroom with 2 TWIN beds and 1 BUNK bed (Single Upper bed, Full Lower bed) with Mickey theme. 1 shared bathroom (shower/tub combo) The kitchen provides all the amenities. It includes an oven, refrigerator, dishwasher, microwave, electric kettle, coffee maker, toaster, pots and pans, cooking utensils, dishware, flatware and glasses. Everything you could possible need to make you feel at home. You'll also find a washer, dryer, iron and an ironing board on the first level for your convenience. The first level bathroom gives you direct access to the pool/spa area. The living room has a 50"LED TV and DVD player. All linens and towels are provided for our guests. Wifi is included at no additional charge. For the comfort of all, no smoking or pets are allowed. Please note that No Overnight Parking on Street is allowed. NO RV's, Boats, Trailers, Buses etc.
  • 8 Bedrooms, 2-Suites

    Kissimmee: Terra Verde: Villa
    8 BDR • 5 BA • Sleeps 16 • #239264
    200 to 290 USD/night
    This spacious, 8 bedroom, 4 1/2 bathroom, vacation home with private pool and spa is located on a conservation lot in the exclusive Terra Verde Resort. Terra Verde is a guard gated resort community, located 10-15 minutes from Walt Disney World. The community has a spectacular clubhouse with concierge desk, exercise room, cyber café, meeting rooms, and games room/arcade. The community also features a gorgeous heated pool and spa, tiki hut beverage service by the pool, sauna, hammocks, children’s playground, stocked fishing pond, and even a community beach with a volleyball court. With 2 king master suites, 1 king bedroom, 2 bedrooms with 4 twin beds, and 2 bedrooms with 2 double beds; there’s plenty of sleeping space and privacy for your family.
  • 4br Home with Private Pool

    Kissimmee: Crystal Cove: Villa in a gated community
    4 BDR • 2 BA • Sleeps 10 • #250245
    110 to 209 USD/night
    GREAT 4BR HOME WITH PRIVATE POOL, LOCATED IN GATED "CRYSTAL COVE", it is just a short drive to Walt Disney World, Universal Studios, SeaWorld, and Old Town Kissimmee. Enjoy your Vacation at this great Vacation Home with an open, fully equipped kitchen, Living and Dining Area. BED ROOM CONFIGURATION: 1 Master KING bed room, TV, Master Bath with double sinks and tub 1 QUEEN Bedroom, TV 1 TWIN Bedroom, TV 1 TWIN Bedroom, TV shared bath with Shower/Tub combo Sleeper Sofa in Living Room Meal preparation is simple with a fully-equipped kitchen, in which all pots and pans, dishes, glassware, and eating utensils are included. A kitchen-side breakfast nook is the perfect place for morning coffee and tea. The open floor plan of this condo makes it easy to entertain family and friends. Movies are displayed wonderfully in the living room on the 50" plasma TV. The whole family will enjoy the private swimming pool, especially after adventurous days at the nearby Theme Parks. A screened patio makes the evenings even more comfortable and provides the perfect setting for a pool-side picnic. AIR CONDITIONING entire house (Air Conditioning and Heating Pump) MAX 2 Cars on Driveway! **No Parties are allowed at this home, please respect your neighbors
  • Encantada - 3br 2.5ba

    Kissimmee: Encantada: Townhouse in a gated community
    3 BDR • 3 BA • Sleeps 7 • #235296
    89 to 169 USD/night
    Great 3BR 2.5BA Town Home with your own small private pool located in sought after "ENCANTADA RESORT" This spacious town home boasts a tastefully decorated queen master bed room with a private en suite bath room and two other bed rooms with a shared bath upstairs. Completing this home is the lounge, dining room, fully equipped kitchen, guest bath room, utility room with washer & dryer, all on the ground floor. BED CONFIGURATION: 1 Master QUEEN with ensuite bathroom 2 TWIN Bed Rooms with a shared bath room 1 DOUBLE SLEEPER SOFA in living room This gated vacation resort features a great clubhouse with fitness center, cyber cafe and games room. Relax and Enjoy the two large heated Community pools & spas. Go to UNIVERSAL Studios about 25 minutes away or DISNEY only 10 minutes away or Stay in the Resort to relax - you can't loose Shops and Restaurants are close by. The Cross Road is SR192 and Secret Lakes Blvd.
  • Lovely 8bd Pool Home W/Gm

    Kissimmee: Windsor At Westside: Home
    8 BDR • 6 BA • Sleeps 16 • #252099
    328 to 643 USD/night
    Windsor at Westside - Kissimmee, Florida is an upscale gated community located just 10 minutes from Walt Disney World. This luxury home sits nestled just outside of Orlando, Florida and has quickly become one of the most desired locations in the Orlando area. During your stay, you will enjoy this well-appointed home that has been designed and decorated to provide you and your family an abundance of luxury amenities and leaves you well equipped to vacation with all the usual items you would expect to find at home. Windsor at Westside is only a 30-minute drive from the Orlando International Airport and is situated central to all of Orlando’s famous attractions. This spacious 8 bedroom holiday villa can comfortably accommodate a larger family or group of up to 16 people. Home Features: 8 Bedrooms 6 Baths Fully Equipped Kitchen with Granite Countertops and Stainless Steel Appliances Pool and Patio with Outdoor Furniture and Spacious Deck Spa-This is not a hot tub, this is only heated to the same temperature as the pool if pool heat is added Upstairs Loft with Flat Screen Cable TV, Pool Table, and Foosball Full-Size Washer/Dryer Dishwasher Central Air DVD Player Towels and Bed Linens Wireless Internet Telephone with FREE Local Calls 65" Flat Screen Cable TV in Living Room Flat Screen Cable TVs in Loft and All Bedrooms 4034 Square Feet Pool Direction South Bedroom Configuration: 1-King (Ensuite, Downstairs, Owners Suite) 1-King (Ensuite, Upstairs, Suite 2) 1-King (Ensuite, Upstairs, Suite 3) 1-King (Upstairs, Bedroom 4) 1-Queen (Downstairs, Bedroom 2) 1-Queen (Upstairs, Bedroom 6) 2-Twins (Upstairs, Bedroom 5) 2-Twins (Upstairs, Bedroom 7) Come to stay in this wonderfully designed resort where you’ll enjoy luxury living at its finest. Whether you want to escape for peace and quiet, or would rather explore for a bit of adventure, Windsor at Westside can fulfill all of your desires. This resort community was developed with the discerning vacationer in mind offering privacy and peace, all just minutes away from Orlando’s famed attractions. Windsor at Westside was developed to ensure that it was close enough to access all that Orlando has to offer as well as to make certain there was plenty to do right within its gates. The neighborhood caters to groups, both family and business-oriented, and continues to be one of the best and most sought-after accommodations in the Orlando, Florida area. Clubhouse Amenities Resort Style Pool w/ Lazy River Outdoor Spa<br>Children's Water Playground Tiki Bar Sand Volleyball Fitness center Game Room Sundry shop Beach Access - Florida's renowned coastal regions are a short drive from Central Florida. Within an hour and 15-minute drive, you can be sunbathing in the sunshine state's fabulous Atlantic Coast or enjoying the amazing waters of the Gulf Coast.
  • Lovely 5br 4.5ba Townhome

    Kissimmee: Windsor At Westside: Townhouse in a gated community
    5 BDR • 5 BA • Sleeps 12 • #248949
    154 to 380 USD/night
    Windsor at Westside - Kissimmee, Florida is an upscale gated community located just 10 minutes from Walt Disney World. This luxury townhome is nestled just outside of Orlando, Florida and has quickly become one of the most desired locations in the Orlando area. During your stay, you will enjoy this well-appointed home that has been designed and decorated to provide you and your family an abundance of luxury amenities and leaves you well equipped to vacation with all the usual items you would expect to find at home. Windsor at Westside is only a 30-minute drive from the Orlando International Airport and is situated central to all of Orlando’s famous attractions. This spacious 5 bedroom holiday villa can comfortably accommodate a larger family or group of up to 10 people (12 with sofa pullout). Home Features: 5 Bedrooms 4 Full Baths, 1 Half bath Fully Equipped Kitchen with Granite Countertops and Stainless Steel Appliances Wireless Internet Patio with Outdoor Furniture and Spacious Deck Private Splash Pool Full-Size Washer/Dryer Dishwasher Central Air Xbox with 2 controllers DVD Player Towels and Bed Linens Telephone with FREE Local Calls 50" Flat Screen Cable TV in Loft 50" Flat Screen Cable TV in Living Room Flat Screen Cable T.V.'s. In All Bedrooms 2265 Square Feet Pool Direction North Bedroom Configuration 1-King 1-Queen 1-Queen 2-Twins 2-Twins Come stay in this wonderfully designed resort where you’ll enjoy luxury living at its finest. Whether you want to escape for peace and quiet, or would rather explore for a bit of adventure, Windsor at Westside can fulfill all of your desires. This resort community was developed with the discerning vacationer in mind offering privacy and peace, all just minutes away from Orlando’s famed attractions. Windsor at Westside was developed to ensure that it was close enough to access all that Orlando has to offer as well as to make certain there was plenty to do right within its gates. The neighborhood caters to groups, both family, and business oriented, and continues to be one of the best and most sought-after accommodations in the Orlando, Florida area. Clubhouse Amenities Resort Style Pool w/ Lazy River Outdoor Spa Children's Water Playground Tiki Bar Sand Volleyball Fitness center Game Room Sundry shop Beach Access Florida's renowned coastal regions are a short drive from Central Florida. Within an hour and 15-minute drive, you can be sunbathing in the sunshine state's fabulous Atlantic Coast or enjoying the amazing waters of the Gulf Coast.
  • Any Closer to Disney &

    Kissimmee: Emerald Island: House
    6 BDR • 4 BA • Sleeps 14 • #11772
    185 to 228 USD/night
    Just 2 short side-roads to Disney, you get to the parks or back in less than 10 minutes regardless of traffic! South-facing pool with a wooded conservation area, not another house, behind you. Child-friendly with games, toys, and interactive Disney furnishings. Clubhouse privileges with high-speed internet PC's, arcade games room, wireless internet, tennis courts, volleyball court, sauna and exercise room. Built by experienced Disney area owners, the house is well-maintained and carefully managed. Enjoy your Disney vacation! Sauna, exercise room and spa 200 yards away in the Clubhouse. South facing private pool with wooded backyard; no back-to-back houses. Gated community, with club-house with a community pool, spa, sauna, exercise room, internet connected computers, and lounge area. Within the complex are volleyball courts, barbeque areas and a children's 'tot-lot' for safe play in the sunshine. Emerald Island also has lots of refreshing walks and nature paths with abundant local foliage.
  • Top Encore Resort Home

    Encore Club: House
    6 BDR • 6 BA • Sleeps 13 • #234420
    280 to 550 USD/night
    OVERVIEW Brand New house. Be one of the first to use this luxurious home. Decorated and inaugurated in May / 17. This 6 bedroom home is located at the Encore Club, a perfect Orlando location, less than 8 minutes to the happiest place on Earth. The Encore Club also offers exclusive on property amenities including a waterpark and fabulous clubhouse with a restaurant and bar. Sleeping up to 13 guests, there are bedrooms across both floors with 3 king sized bedrooms. A poker table, air hockey and foosball table as well as a PS4 video game console with provide hours of entertainment for the whole family. The outdoor patio is the best place to soak up some Florida rays with your very own private swimming pool and spillover spa. DOWNSTAIRS BEDROOM: King sized bedroom Family bathroom (shower) Laundry room is located downstairs UPSTAIRS BEDROOMS: King sized Master with en suite (shower, tub, twin vanities), 2x accent chairs, and a walk in closet King sized bedroom with en suite (shower/bath combo) A bedroom with bunk beds (Twin and Full sized bed), an en suite (shower), and a foosball table Queen sized bedroom A bedroom with 2x Twin sized beds Family bathroom (shower/bath combo, twin vanities) MAIN LIVING AREA: Spacious comfortable seating area with 2x leather sofas and 2x accent chairs Additional living area has a leather sectional, 5x seat card table, and an air hockey table KITCHEN: Fully equipped with a granite 4 seat breakfast bar Refrigerator/freezer, oven, microwave, dishwasher, coffee maker, toaster, blender All utensils, cookware, dinnerware, glassware DINING: Table seats 7 people ENTERTAINMENT: Each bedroom is furnished with a flat screen TV and access to complimentary Wifi Both main living areas have a large flat screen TV, one has a PS4 video game console OUTDOOR LIVING SPACE: Private swimming pool and spillover spa (optional heating) 4x sun loungers, 6 seat patio table, 2x patio chairs Pool bathroom ENCORE CLUB The Encore Club at Reunion Resort offers a whole new way of enjoying a luxury Orlando vacation home. Designed with the modern traveler in mid, the upscale gated community is perfect for family and friends vacations. With affordable, larger scales homes, with amazing amenities and a tropical clubhouse setting, guests are less than 8 minutes drive away from Walt Disney World. Peaceful, stunning amenities are all within easy reach of the theme parks, airports and major routes of Central Florida. Perfect for guests that prefer to arrive within their own private vacation home and let the complimentary shuttle service take care of the entire vacation’s transportation. FEATURES 8 minutes from Disney Upscale gated community with luxury amenities Vacation rental homes with pools Unlimited access to Encore’s amazing water park Tennis, Volleyball and play area Kid’s splash zone Pool bar Family friendly restaurant Fitness center Complimentary shuttle service to the parks
  • Spacious 5br, 3.5ba Villa

    Kissimmee: Cumbrian Lakes: Villa
    5 BDR • 4 BA • Sleeps 10 • #247520
    129 to 129 GBP/night
    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 and built-in spa right in your backyard, you won’t have to go far to soak up the Florida sunshine whilst taking in the stunning lakeside views of the central lake within the gated community of Cumbrian Lakes. When you’re ready to venture out and explore, our location puts you right in the center of the action. Drive just 15 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. Head downtown to discover Orlando’s outlet shopping, eclectic dining, and vibrant nightlife—just a half hour away. Or escape to the Gulf and Atlantic Coasts for a day trip to exotic white sand beaches.
  • 3 Bedroom Windsor Hills

    Kissimmee: Windsor Hills: Condo
    3 BDR • 2 BA • Sleeps 6 • #226558
    99 to 289 USD/night
    Our 3 bed/2 bath (1 king, 1 queen, 2 twins) corner luxury condo in the popular Windsor Hills complex is less then 2 miles from Disney - off of Route 192 west of I4. Nicely decorated with all amenities and all new furnishings, new kitchen appliances, in unit washer and dryer, dishwasher, cable TV along with WIFI internet, TV in master bedroom and also in second bedroom, telephone. We also have a pack-n-play, high chair, and a stroller for your use and convenience. Private screened lanai.
  • Disney Contemporary-Pool

    Kissimmee: Lindfields: House
    3 BDR • 2 BA • Sleeps 12 • #224112
    99 to 199 USD/night
    This 3 bed/2 bath fully furnished 1742 sq ft now under AIR CONDITIONING Home is 4 miles from Disney. 1.Master with en-suite shower and kING Custom Designed Bed. 2nd Bedroom with Custom Wingback Queen Bed 3rd Bedroom with 4 twin Bunk beds with shared bath. Also, All custom made furniture with (2) sleeper sofa beds. 4 room (GAME ROOM ) has two more additional sleeping areas that is fully AIR CONDITIONING with arcade unit Private south facing screened pool (non heated) ***24 hours advance notice of pool heating to meet satisfactory heating preferences separate 3 person hot tub Fenced in "L" Shaped yard area There are plenty of Extras Please just ask ...We will do OUR best to get you what you DESIRE.
  • 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."
  • 5 Min. To Disney with

    Kissimmee: Emerald Island: House
    4 BDR • 3 BA • Sleeps 10 • #64471
    110 to 160 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
  • Luxury Windsor Hills 6br

    Kissimmee: Windsor Hills: Villa
    6 BDR • 4 BA • Sleeps 14 • #243122
    189 to 459 USD/night
    This house has been fully redecorated and furnished recently , to serve our esteemed customers with comfort, safety and cleanliness. Adults will be pampered with our extravagant furnishings, all the bedrooms are luxuriously appointed with top-of-the line mattresses and bedding, HDTV. You will be able to find everything you could possibly need to made a big feast for the loved ones from our fully equipped grand kitchen. Other than the spacious Mediterranean style dinning area, a casual dining can also be accommodated at the comfortably seated breakfast nook and the breakfast bar. Outside of the kitchen is a covered lanai with screened swimming pool and tub with great privacy and enough sunshine. Loungers, together with table and chairs give you extra room to enjoy a beautiful day or a peaceful private time, or you may just jump into the crispy clean water and welcome each golden sunrise. Tired of the outdoor excitement. No problem, come in and have a beer in the fun Superhero game room. You will find everything new includes 8ft slate pool table, air hockey, football, bar table, stools and a 48" TV with Sony Playstation 3 Game Console. ?Key features: Bedrooms: - 6 bedrooms, 4 full bath rooms, comfortably sleeps up to 13 people and 1 baby - Two en-suites with private bath room. - Queen Suite bedroom on the 1st floor, easy access for seniors - Two Disney theme bedrooms for kids, with 2 twin beds in the Starwars room, 1 full and 1 twin bed in the Frozen room Entertainment: - HDTV in family room, LCD TV in every bedroom, DVD players, Free Wi-Fi , free North American and Mexico phone call - Superb games room: PS4 game console/games, pool table, air-hockey, foosball, LCD TV Kitchen and Dining Area: - Fully Equipped Full Size Grand Kitchen - Granite Counter-top - Stainless steel refrigerator, electric range, dish washer and microwave oven. - Dining table extendable to seat 8-10. - Breakfast nook: a table seating 4-6. Private pool/SPA: - Higher view and distanced from other villas in the back. - Child Safety Pool Fence. - Optional Pool/SPA heater available - Pool heating is an optional fee General: - Custom-made window treatments throughout the entire house - Ceiling Fans throughout the entire house - Dual temperature control for upstairs and downstairs - Jump to Safety & Security: Gated community with 24 hour security guard * FREE baby gear included (full size crib, high chair, stroller, Pack'n Play) * FREE long distance phone calls to USA, Canada * FREE 100MB high speed WiFi internet access * FREE on site parking * Fresh towels and linens included * Large size washer and dryer included in unit * No check in required / secure key-less entry to unit * Our vacation home is managed by Florida Top professional property management company. 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 * Short 5 minute drive to the major shops and restaurants located on Highway 192 -Irlo Bronson Memorial Highway. 2 minute to Walmart.
  • Beautiful Sunrise Villa in

    Kissimmee: Lindfields: Home
    3 BDR • 3 BA • Sleeps 8 • #238349
    131 to 153 USD/night
    Sunrise Villa is a luxurious getaway close to all major attractions in a quiet, private & gated community in the town of Kissimmee. We provide an amazing retreat for a great deal. We are only 25 minutes from the airport & a stones throw away from Walt Disney World Orlando. Sunrise Villa has the capacity to sleep 6 – 8 people, a private swimming pool with jacuzzi & much more. Located inside the small community of Lindfields Reseve you will feel far away from the hustle and bustle of Kissimmee while only being minutes away from all the prime areas.
  • 4 bedrooms Townhouse Close

    Kissimmee: Fiesta Key: Townhouse
    4 BDR • 4 BA • Sleeps 8 • #143905
    120 to 130 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.
  • Kissimmee Windsor at

    Kissimmee: Windsor At Westside: Villa in a gated community
    7 BDR • 6 BA • Sleeps 16 • #233281
    230 to 400 USD/night
    **Save. Pool heat is included and there's no service/booking/resort/credit card/ or WiFi fees, insurance/damage deposit.* Kissimmee's Windsor At Westside vacation rental 7 bedroom home. Disney nearby. We've been asked to name our dream home and we choose "the second star to the right" after Peter Pan's Neverland a place where you never grow up. Windsor at Westside is a new spectacular gated resort community. The amazing world class 10,000 sf clubhouse is only a few steps away. The clubhouse features a bar, serving food/drinks, lazy river, huge zero entry resort pool, aquapark, lake/pier, cabanas, sundries shop, sports courts, gym, playground, arcade, and activities and special events for more fun in the sun. Our home is designated as a Grand Collection villa. Professionally decorated and furnished, exceptionally beautiful home has 7 bedrooms 4 kings, 5 1/2 baths, 2 large living rooms one upstairs and the other downstairs, fully applianced open kitchen with island seating and dining area, pantry, W/D 1st floor, ceiling fans, heated lit pool/ spa in the screened lanai withTV table/chairs/lounges, PlayStation4, poker table-chips, board games, linens, blow dryers and iron/board. The luxurious Master king bedroom ensuite on the first floor is a must for those who have trouble with stairs. The access from there to and from the pool area and bath is brilliant. The additional 1/2 bath downstairs helps to get everybody out. There are 11 smart wall mounted TVs 2 are 60" and one TV is outside. We loved stepping outside, the kids in the pool, having our morning coffee-tea in the sun and watching the morning news. Bubble away in the hot spa after a long day in the parks, looking for that second star to the right. Then there is the full sized game room. The game room features a stage, karaoke machine, cordless/corded microphones, karaoke CD/Gs collection, TV, and a PA Bluetooth speaker system. The TV can display lyrics, so that you can all sing along, if you dare.YouTube to find tunes/lyrics. There's a Megatouch game system bar table-chairs DJ lighting pool and air hockey. The Megatouch touchscreen has over 100 games, 1-4 players, and has always been a hit for young and old. For the children there's 2 porta cribs, a stroller and highchair, stair gate, and child pool safety fence. Our home is minutes away from Disney World, and Universal, Sea World, water parks, and Old Town are all close by. Great golf, shopping, outlets, fine dinning are as well. Championsgate golf voted #1 in Orlando nearby. Groceries, pharmacies, liquor, ice cream, coffee, pizza and McDonalds are very convenient. Tampa Hardrock Casino an hour away if your feeling lucky. No pets. No smoking in the home/game room, permitted in the lanai. Cleaning fee is $200.13.5% tax on all costs. 49-5* REVIEWS. LOVE LOVE LOVE THIS HOUSE! ... Absolutely beautiful planning to stay next year..... FANTASTIC HOME FOR A LARGE FAMILY GROUP. Definitely stay again LOVED IT ...5 couples had a ball. OMG!!!!..This house is AMAZING!!.. INSERT ANY AND ALL CLICHE DESCRIPTIONS of AMAZING. DOESN'T GET BETTER THAN THIS. Stayed on some very lovely homes.... But this home was by far the best. Why us. Reviews,outsideTV,WOW gameroom,very close to worldclass clubhouse,free pool/spa heat,and beautiful... Close to Disney/golf/multiple attractions. Our family has vacationed in Kissimmee as renters for years and renting a dream home has come to be a better way to spend quality time together on vacation. We hope you consider renting from us during your next trip and sincerely wish you and your family the very best experience possible.
  • New 9br Pool Villa, Steps

    Solara Resort: House in a gated community
    9 BDR • 1 Loft • 6 BA • Sleeps 22 • #248922
    219 to 789 USD/night
    Luxury Vacation Rental Solara Resort - House in a gated community - 4200 sq ft / 390 sq m - Ground level *** BRAND NEW 9BR VILLA**** BRAND NEW 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! ** Solara is a new resort, you maybe see some constructions at the area. The space Brand new luxury 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 - Free long distance phone calls to USA, Canada, and Mexico - Complementary high speed WiFi internet access in unit - Digital Cable TV included - Fresh towels and linens included - Fully equipped dine-in kitchen with stainless appliances - Full sized washer and dryer included in unit - Hair dryer, ironing board & iron included - LCD TV with DVD player and Nintendo 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 - Optional Pool Heat is $30.00 plus tax per day. - Optional BBQ Gas Grill with full Propane tank starting from $65 plus tax for one week. - Early check-in/ late check-out will subject to a fee of $45/hr
  • Large 5 Bed Villa with

    Kissimmee: Emerald Island: Villa in a gated community
    5 BDR • 4 BA • Sleeps 12 • #226565
    180 to 315 USD/night
    Pamper yourself in this luxury Emerald Island Resort villa located 3 miles to Disney World. Offering outstanding amenities at affordable prices, this luxury villa with private west-facing pool and spa accommodates 12 guests in sheer comfort and luxury in 5 bedrooms consisting of 2 queen master suites and 3 kids bedrooms. Features •Privately owned spacious family villa only 5 minutes to Disney World - only 3 miles to Disney •2800 sqft of luxurious fully air conditioned living space •Sleeps up to 12 adults/children, ideal for 2-3 families. •5 bedrooms & 3 bathrooms including: • 2 x master en-suites with queen sized beds 1 x bedroom with a full size bed 2 x twin bedrooms with 2 twins each - A sleeper sofa in living room •Large family room leading onto large pool deck •Flat screen TV's, DVD players in master bedrooms, family room and living area •Quiet Living Room to front aspect with 2 large sofas •Fully equipped luxury kitchen with refrigerator & ice maker •Breakfast Nook with table & chairs for 8-10 •Dining Area off Living Room with seating for 8 •Covered lanai with infant pool safety fence •Swimming pool & spa with Sun Loungers •Utility room with washer, dryer, iron & ironing board •Free local calls •All linens and towels supplied •Pack 'n play for babies •Infant High Chair and stroller •Locally managed and maintained - 24 hour emergency service Resort Amenities: With its impressive entrance and manned gatehouse, you enter to find a delightful sub tropical landscape surrounding the Emerald Island resort. The clubhouse offers an array of complimentary amenities available to all guests staying at our home. You can stay in shape in the state-of-the-art fitness room; go for a walk in community nature walk areas; have a barbecue; stay in touch using the community IT Center; meet your clients in resort meeting rooms or enjoy a game of volley ball. Kids will have hours of enjoyment in the Children's playground as well. On those evenings when you don't feel like cooking, you can visit the many near-by restaurants. Location: •Disney World - 3 miles •Celebration Golf Club - 5 miles •Sea World - 14.5 miles •Universal Studios - 17 miles •Orlando International Airport - 24 miles •Kennedy Space Center Visitor's Center -50 miles •Cocoa Beach - 55 miles
  • Near all the Orlando

    Kissimmee: Legacy Dunes: Condo in a gated community
    4 BDR • 2 BA • Sleeps 10 • #208540
    93 to 129 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 .
  • 4BR 3BA Pool Home, Free

    Kissimmee: Oak Island Cove: Villa
    4 BDR • 3 BA • Sleeps 8 • #245916
    125 to 209 USD/night
    NEW. Be the First to REVIEW. Great 4BR 3BA Single Family Home with 2 Master Suites, Air-conditioned Games Room and private Pool and FREE Hot Tub  Come and Stay at this Ultimate Vacation Home with 2 Master Suites, Air-conditioned Games Room, private Pool and a Hot Tub (Hot Tub included in Rent) Enjoy the spacious open layout of the kitchen - dining - living room area. Bedroom Configuration: 1 Master KING bedroom, TV, ensuite Bath with walk-in shower 1 Master KING bedroom, TV, ensuite Bath with walk-in shower 2 TWIN bedrooms, TV's with a shared bathroom The private Games Room comes with a Billiard and Foosball Table. For the "Little" ones there is a High Chair and Pack'n Play and a Stroller for your use. *Parking Restrictions: No RV's, Campers, Trailers, Boats, Commercial Vehicles, no garage **No Parties are allowed at this home, please respect your neighbors ***Pool Heat can be added at an additional charge, HOT TUB included
  • Family Deluxe 3bd Condo

    Kissimmee: Villas at Island Club: Apartment in a complex
    3 BDR • 3 BA • Sleeps 6 • #248461
    89 to 180 USD/night
    This is a fabulous 3 bedroom 3 bath condo apartment located in a gated community of Villas Of Island Club. This condo comes fully furnished, high ceilings, spacious living and dining area, galley kitchen with breakfast bar, large walk in closets in each room, large master bedroom has private bathroom and patio that leads out to the rear of the property. It's located on second floor very spacious lots of light with community pool, tennis courts, grill, gym, etc. The space You will love this second floor condo close to all Disney theme parks, restaurants, shops and supermarkets. Suitable for business people, families, couples and friends, this is a superb location to enjoy all the activities Orlando has to offer. PETS ARE ALLOWED ON REQUEST. THERE WILL BE ONE TIME PET FEE OF $120. THIS IS A NON SMOKING PROPERTY.
  • Stunning Lake View Orlando

    Kissimmee: Crescent Lakes: House
    5 BDR • 3 BA • Sleeps 10 • #54733
    195 to 240 USD/night
    CALLA LILY VILLA Stunning Lake View vacation rental home in an exceptional location with more privacy and seclusion than most homes in the Orlando area which means that my guests can relax and unwind in a unique and tranquil setting whilst still being close to all the area's main attractions. Wonderful Lake View Florida Vacation Rental Home near Disney. Our lovely Orlando Disney area rental pool home in Kissimmee has a wonderful lake front pool terrace, spa, lanai. Games Room with 8ft pool table etc; Wireless HI-Speed Internet, Large Screen TV, TV all rooms, 2 lounges & luxurious furnishings. Calla Lily is extremely spacious & built on natural wooded conservation areas in the tranquil development of Crescent Lakes in Kissimmee. Calla Lily is a beautifully furnished home, very luxurious, spacious & comfortable and it’s set in an enviable location with fabulous lake views from the pool terrace. It is excellently maintained & regularly updated and our wonderful management company will be available to look after you during your stay. Our home is really popular as guests just love the house and the idyllic surroundings and I have received excellent reviews from my previous guests. The unique setting and the spacious homes on large lots was the reason we decided to buy a home on Crescent Lakes. It's the ideal environment to spend time relaxing and enjoying your vacation time. The pool terrace has a large covered lanai area and a large pool & spa. Calla Lily is a very open & spacious house and the Family room has a 55" HDTV with streaming channels including Netflix subscription, DVD with a large selection of movies plus there are flat screen TVs in all bedrooms and living areas. There is a fully equipped kitchen with breakfast nook, 2 Living rooms, a Dining room, a large relaxing den area upstairs, a laundry room with washer & dryer etc; and a Games Room with Pool table, Air Hockey and Foosball. Electronic entry system so no keys required. Our beautiful Kissimmee Vacation Rental Home is a high quality, luxuriously furnished home with lots of space plus it is built on an over sized lot with no other houses immediately on top of you which is quite unusual for the majority of homes in the Orlando Disney area and offers the maximum privacy & seclusion. The private pool backs onto a lake so it's nice & private for when you just want to relax & enjoy the Florida sunshine. Our home has Complimentary National & International calls, a Games Room, Wireless Internet, Baby Equipment, a Gas BBQ Grill, an Alarm system, it's fully Licensed plus Crescent Lakes has security patrols and video surveillance for your added peace of mind. Communal facilities include children's' play areas, basketball, volley ball and tennis courts and a BBQ area.
  • 4 Bed 3.5 Bath Lake View

    Kissimmee: Cumbrian Lakes: Villa
    4 BDR • 3 BA • Sleeps 8 • #248471
    109 to 109 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. 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.
  • New!! 5br/5ba Luxury Pool

    Kissimmee: Windsor Hills: Villa
    5 BDR • 5 BA • Sleeps 12 • #243426
    179 to 449 USD/night
    This NEWLY RENOVATED 5 bedroom 5 bathroom (All En-suites!!) 3000 sqft luxury home is located in famous Windsor Hill Resort, one of best upscale vacation home resort. It’s only 2.5 miles to Disney Theme Park and close to everywhere. It’s the BEST LOCATION. BRAND NEW furniture and appliance in 2017!! This 5 bedroom villa has 3 KING ROOM/1 FULL&TWIN ROOM/1 TWIN&TWIN BEDROOM and 1 Crib. All bedrooms include large LED TVs and are beautifully themed in stylish neutral tones, making them perfect for guests of all ages. We use high quality, ultra comfortable mattresses which you can only find it in 5 stars hotel. Our home is at one of the few premium location in Windsor Hills with beautiful green view, no rear neighbors. Private east-facing heated pool and SPA in screened lanai. Windsor Hills resort offers a lagoon style pool with a large water-slide, hot tub, air conditioned/heated game room, fitness center, movie theater, convenience shop, basketball courts, sand volleyball court, 3 themed playgrounds, putting green and tennis courts. It also offers discount tickets to theme parks and a shuttle service. This really is a dream home for guests sharing a perfect vacation in Orlando with family and friends, all at a fraction of the cost of staying in a typical hotel! - 5 luxurious bedrooms(en-suite) and a game room (3 king rooms, 1 twin/twin room, 1 twin/full room) - Safety & Security: Gated community with 24 hour security guard - 65' Smart 4K LED TV, HDTV in every room, XBox One Game Console - Games room with pool table, Foosball and Air Hockey - Private heated pool and SPA in screened lanai - Pool heating is an optional fee - FREE long distance phone calls to USA, Canada - FREE 75MB high speed WiFi internet access - FREE baby gear included (full size crib, high chair, stroller) - FREE on site parking - Fresh towels and linens included - Fully equipped dine-in kitchen with stainless appliances - Large size washer and dryer included in unit - No check in required / secure key-less entry to unit - Our vacation home is managed by top property management company in Florida. To make your vacation as smooth as possible, below are some additional services to help provide both necessities and some luxury items that you may enjoy: Concierge, Hire Equipment, Grocery Delivery, Party Planning, Weddings, Private Chef, babysitting, Transportation
  • Spacious 4br, 3

    Kissimmee: Emerald Island: Townhouse in a gated community
    4 BDR • 4 BA • Sleeps 10 • #242667
    109 to 199 USD/night
    NEW. BE THE FIRST TO REVIEW. SPACIOUS 4BR 3.5BA Townhome with 2 Master Suites in gated Vacation Resort "EMERALD ISLAND RESORT", close to DISNEY This spacious town home is located close to the community pool and clubhouse in the popular gated Vacation Resort "EMERALD ISLAND RESORT". Downstairs you will find the open living area with Flat Screen TV as well as the dining area. The open kitchen is fully equipped with the essential for preparing a meal during your vacation. Enjoy your Coffee etc on your screened in Patio. The Master King Suite is also located on Groundfloor For your convenience there is a half bath and washer and dryer downstairs BED ROOMS are configured as follows: * 1 Master KING bed room with private bath located on the ground floor, TV Upstairs you will find the other bed rooms: * 1 Master QUEEN with private bath and screened in balcony overlooking the Conservation Area * 1 'PRINCESS' TWIN bed room, TV * 1 'MICKEY' TWIN bed room, TV * a shared MICKEY Themed bath with Shower/tub combo * 2 Single Rollaway beds There is also a Crib and Highchair for your use. FREE WiFi Internet. AIR CONDITIONING/Heating throughout. Located only 10 minutes away from Disney this is a great place to vacation. RESORT AMENITIES: At the clubhouse enjoy the heated Pool, Whirlpool, Sauna, Fitness Center Cyber Cafe and the Pool Side Tiki Bar. The Basket ball half-courts and Volley Ball Courts and Video Arcade. There is a Tennis Court and Equipment Loan. World Class Golfing 10 minutes away at the Orange Lake Country Club. DISNEY is only 10 minutes away and UNIVERSAL Studios only 25 minutes **Parking: EMERALD ISLAND RESORT does NOT ALLOW RV's, Campers, Buses, Boats or Trailers to be parked on the property. Semi-trucks are not permitted along with any truck in excess of 24 feet
  • Disney & Universal Studios

    Kissimmee: Windsor Palms: Townhouse in a gated community
    3 BDR • 3 BA • Sleeps 6 • #245633
    115 to 115 USD/night
    The first reason that you may want to trust Alena & I with your family vacation's lodging is our reputation. In business for 20 years , Alena & I 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 Alena and me. 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 . As theme park workers, Alena & I are put through a back round check every year, and I am also a Notary Public in the State of Florida. 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 . Alena & I look forward to serving your lodging needs here in Central Florida !
  • Beautiful Condo 3 miles

    Kissimmee: Windsor Palms: Condo in a gated community
    3 BDR • 2 BA • Sleeps 6 • #203752
    79 to 110 USD/night
    Our condo is just 3.5 miles from Disney World. This gorgeous 3 bedroom, 2 bathroom, 1480 sq ft condo is in the beautiful Windsor Palms Resort. Twin bedded room is Disney themed, which your kids will love. Also showcases a south facing balcony and Includes full laundry facilities in the condo. 24hr gated security, 3rd floor unit with screened lanai and lots of room. The Windsor Palms resort features a clubhouse with fitness center, business center, 58 seat movie theater, games room and grocery store, huge heated pool, tennis, basket ball courts and beach volley ball court. Why stay in a cramped hotel room when, for a similar price, you can have your own home from home!
  • Venetian Bay 4 Bedroom

    Kissimmee: Venetian Bay Villages: Townhouse in a gated community
    4 BDR • 3 BA • Sleeps 10 • #253904
    121 to 150 USD/night
    Our 1470 sq. Ft. Townhouse includes one main floor bedroom (handicap accessible) with a Queen size bed, and a private bath/Jacuzzi, a Living area with Wireless Internet, Cable TV, DVD & VCR. One sofa pulls out for a Full Size sleeper bed. A spacious Dining area and Kitchen (fully supplied with appliances, dishes and all eating/cooking utensils) and a free for guest use Washer and Dryer. Through the living area is a slider door that opens to the outside wrap-around covered porch. The Upper level has three bedrooms. The Main upper bedroom has a King size bed, dressers TV and includes a private bath. The two other upper bedrooms have two twin beds each, TV’s and dressers. One has the Nintendo mini gaming system with 20 games included. An additional Bathroom is located on this upper level. We have supplied, for your free use, a child's Port-a-crib in our townhouse. Why spend your hard earned money cramming your family into a motel room when you can have ample extra space for everyone in a luxurious 4 bedroom (sleeps up to10 comfortably), 3 bathroom townhouse in a gated community right in the heart of the Walt Disney World area of Kissimmee, in central Florida, USA. Venetian Bay Village is a Gated Resort Community with a Private Lake, a Recreation/Fitness Center, 4 Pools, Playgrounds, Tennis Court, Volleyball, Basketball, Picnic Areas, Game Room with pool table, air hockey, pinball and video machines and a children’s movie theater - on site, a Business Center with wireless high-speed Internet, computers and printers "for guest use" and an On-Site Car Wash facility. The townhouse is fully furnished in tasteful decorations, wood furniture, all bedding/sleeping linens, bath towels and all the kitchen cooking and dining materials you may need to eat in (to save a few dollars) or you may choose to go to the many restaurants or take-out places as we are only 1 block off the famous route 192 strip (Irlo Bronson Memorial Highway/Vine Street). The community is located only blocks away from a Super Wal-Mart Center, a Super Target Shopping Center, K-Mart, OddLots and a BJ’s store. We are Very Close to all the Walt Disney World Parks, Sea World, Aquatica Water Park and Discovery Cove, Universal Studios/Islands of Adventure Parks, LEGOLand Florida, Medieval Times Dinner Theater, Gatorland Park and many other Orlando attractions. We are Located between Osceola Parkway and Route 192 (Irlo Bronson Memorial Highway) for easy access to Route 4, Orlando International Airport and all Orlando attractions. Our 4 Bedroom Townhouse is located 8 miles from Walt Disney World. We are easy access to Route 4, Osceola Parkway, John Young Parkway, Irlo Bronson Memorial Highway/ W. Vine Street (Rt 192), The Florida Turnpike, Route 528 (Bee Line Expressway), Orlando International Airport and all Orlando and Kissimmee attractions. We are located off N Hoagland Blvd (also called N Airport Rd/W. Carroll St.) 1 block north of Route 192 (Irlo Bronson Memorial Highway).
  • Windsor Hills Resort

    Kissimmee: Windsor Hills: House in a gated community
    6 BDR • 4 BA • Sleeps 12 • #251205
    240 to 460 USD/night
    We are proud to offer this truly magnificent vacation home in Windsor Hills Reserve, the premier resort of Orlando that is 'Closest to the Magic'! This spacious home has 2800 sq ft of air-conditioned living space plus a games room with air hockey, basketball and PlayStation 4, located in a luxury 5-star gated community of Windsor Hills. Luxurious professionally decorated 6-bedroom, 4 bathroom home with 2 King en-suites less than 2 miles from the entrance of Disney. Want to relax after a long day in the parks. Take a dip in the spectacular private pool and jet spa which overlooks a beautiful conservation area. We have several homes close by, perfect for family reunions and large groups. You will enjoy your home away from home while you vacation in the Disney area. FEATURES INCLUDE: * Superhero-themed game room with PS4, pool table, air hockey and Foosball * Star Wars themed bedroom with AT AT bunk bed * Frozen themed bedroom with Frozen Castle bunk bed * Harry Potter themed bedroom with twin beds * South-west Facing Private Pool * Premium location - 3-4 minutes walking distance to the Clubhouse * TVs: Smart 4K HDTV in the family room and all bedrooms * FREE and UNLIMITED long distance phone calls to USA and Canada * FREE and UNLIMITED high speed WiFi Internet access * FREE baby gear included (crib, high chair, stroller) * FREE gas BBQ grill * FREE on site parking * Private pool, hot tub in screened lanai. Safety fence for kids * Fully equipped laundry room with washer/dryer and ironing facilities * Resort clubhouse with pool, hot tub, games room, movie theater, tennis, volleyball, basketball, gymnasium and sundry shop * Professionally managed, inspected and cleaned * Gated community with 24 hour security guard manned entry gates * Guest Welcome Center with guest services staff available 24 hours
  • Family Superior 3bd Condo

    Kissimmee: Grand Palms: Apartment in a complex
    3 BDR • 2 BA • Sleeps 7 • #248950
    89 to 180 USD/night
    This is a fabulous 3 bedroom 2 bath condo apartment located in a fabulous community of Grand Palms. This condo comes fully furnished, high ceilings, spacious living and dining area, galley kitchen with breakfast bar, large walk in closets in each room, large master bedroom has private bathroom and balcony that leads out to the rear of the property. It's located on second floor very spacious lots of light with community pool, tennis courts, grill, gym, etc. Pets allowed on request. There will be one time pet fee of $120. THIS IS A NON SMOKING PROPERTY.
  • Luxury 6br Windsor Hills

    Kissimmee: Windsor Hills: House
    6 BDR • 4 BA • Sleeps 12 • #244184
    189 to 459 USD/night
    Welcome to this Brand New 6 Bedrooms Home At Windsor Hills Resort With Private Pool, Game Room LAST MINUTE DEAL AVAILABLE!! BRAND NEW & LUXURY ! You will definitely love this house. We have furnished the home to highest standard and choose only high-quality furniture and appliances - Because we understand how important for you to have all those comforts of home after a long day at Disney. You don't want to screw up your vacation by a cheap mattress or broken furniture. BEST LOCATION and AMENITIES Only a few minutes away from Disney, the most popular "Windsor Hills Resort" is simply the BEST combination of location and facilities. A huge Resort-Style Pool, Water Slides, Hot tub, Game Room, Tennis Court, Spa, Fitness Center, Theater Room, Basketball Court, etc. All of this is INCLUDED when you stay with us and is only a few minutes’ walk. And lots of extra services, such as discounted Disney tickets, shuttle to park, available at resort welcome center. WE PROVIDE EVERYTHING YOU NEED ! - East Facing Heated Pool and SPA in screened lanai, Our villa is one of the largest highland corner lots, far from neighborhood - Pool heating is an optional fee - 6 luxurious bedrooms with 3 KING/1 QUEEN/2 FULL/2 TWIN - Gated community with 24 hour security guard - Games Room with pool table, Foosball and Air Hockey - Large HD TV in every room - FREE high speed WiFi internet - FREE full size crib, high chair - Fresh towels and linens included - Fully equipped dine-in kitchen with stainless appliances - Laundry Room with full size washer and dryer, iron table - For Senior Guests: Bedroom on first floor with super comfortable mattress - Easy check in with secure key-less entry 5 STAR SERVICES. Our vacation home is professionally managed by the top Property Management Company in Windsor Hills Resort. We spend more money to get you the BEST service. Because you are our guests, we care about your vacation and we want you to be 100% satisfied with our vacation home. SAFETY & SATISFACTION GUARANTEED ! As full-time vacation home owners, we have been in this business for many years with hundreds of happy guests and 100% positive reviews. We know what you need and we care about what you think. Book from us, your satisfaction is guaranteed!
  • Sunny 4 Bedroom

    Kissimmee: Buenaventura Lakes: Villa
    4 BDR • 3 BA • Sleeps 8 • #30903
    160 to 195 USD/night
    4 bedrooms including a fabulous ground floor MASTER SUITE with glass sliding doors out onto the pool deck; Stunning first floor Guest Queen with panoramic conservation woodland views; 2 Themed Twin bedrooms with dual controlled PlayStations; Living Room with 51" PLASMA HDTV and 250+ HDTV channels to watch; Lovely Dining Room with family dining table and pool view; Family Room has a Nintento Wii + 4 controllers; Well equipped Kitchen with Breakfast Bar and Breakfast Nook; Air-conditioned Games Room with Air-Hockey, Foosball; Table Tennis, Swirlball and Darts. South facing pool, extended sunbathing deck, fabulous conservation view with NO REAR NEIGHBOURS, and a safe area for the children to play. FREE calls to USA, CANADA, EUROPE AND UK; FREE digital cable TV - 250 channels to choose from; FREE high speed WiFi connection; Baby Package containing full size crib, highchair, stroller/s and baby-walker. All this AND we are walking distance from a 24 hour Wal*Mart Superstore and 2 miles from The Loop. Mickey & his Pals are just 10 miles. SeaWorld is 14 miles.
  • Premium Quality Villa

    Kissimmee: Lindfields: House
    4 BDR • 2 BA • Sleeps 10 • #250362
    129 to 399 USD/night
    Home in the Lindfields area of Kissimmee, Florida is a wonderful and well appointed 4 bedroom vacation villa, in a quiet community, just 4½ miles west of Disney World. Lindfields has some of Kissimmee's finest and most expensive homes. This sprawling, 3 neighborhood estate remains as a very desirable location to rent. This is a premium quality villa, offering great value for money, combined with a luxury and practicality for your family to enjoy .
  • 4 Bed, 3 Bath Emerald

    Kissimmee: Emerald Island: House
    4 BDR • 3 BA • Sleeps 10 • #102255
    160 to 175 USD/night
    Spacious luxury 4 bed, 3 bath pool/spa villa + games room (7ft pool table, air hockey and Foosball table + cable TV) located on exclusive Emerald Island Resort. Just 3 miles and 5 minutes from Disney, 2 minute drive from shops, supermarkets and restaurants. Guests have full use of all resort facilities including club house with concierge, lounge with WI-FI, Internet cafe, air-conditioned gym, pool with Tiki Hut Bar for poolside drinks and snacks, games arcade, tennis courts, volleyball court, 2 children's play areas. Villa has 2 beautiful family rooms and dining area + large kitchen. Portable crib, high chair and stroller available free for guest's use. Free international calling and free in- home wireless internet.
  • Spacious Lake Front Pool

    Kissimmee: Windsor At Westside: House in a gated community
    8 BDR • 1 Loft • 6 BA • Sleeps 18 • #250687
    216 to 689 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. By booking with us you enjoy management from a professional managing company, AND the resort's many INCLUSIVE, NO FEE facilities including a NEW WATERPARK and more!! The space WHY BOOK THIS PROPERTY. It is located in the luxurious 5 star gated Windsor at Westside resort— a luxury resort close to Disney and other attractions. WHY BOOK WITH US. Because by booking with us you also get complimentary access to ALL of the facilities this newly renovated luxury vacation resort has to offer! ----------------------------------------------------------------------------- Managed and maintained by a professional managing company with assistance JUST a message away to cater to all your family’s needs, this new home away from home features: - A PRIVATE pool and spa - Disney themed rooms - Flat screen TV with cable installed in every single bedroom - Washer, dryer and fully equipped kitchen - FREE long distance phone calls to USA, Canada - FREE high speed WiFi internet access - FREE baby gear included (full size crib, high chair) - FREE on site parking - Fresh towels and linens included Main Living Area: - Spacious seating area with leather sofas - Gathering room with stylish leather sofas, a pool and a foosball table - Dining table seats 16 people Laundry room is located downstairs ----------------------------------------------------------------------------- Kitchen: - 4 countertop seats - Refrigerator/freezer, oven, microwave, dishwasher, coffee maker, toaster, blender - All utensils, cookware, dinnerware, glassware ----------------------------------------------------------------------------- Entertainment: - Each bedroom is furnished with a flat screen TV and access to complimentary Wifi - Main living area and gathering room have large flat screen TVs - Gathering room has a pool and foosball table ----------------------------------------------------------------------------- Outdoor Living Space: - Screened in private swimming pool and spillover spa (optional heating) - 4x sun loungers, 8 seat patio table
  • Luxury Gated Resort

    Kissimmee: Windsor Palms: Villa in a gated community
    4 BDR • 3 BA • Sleeps 8 • #123929
    190 to 240 USD/night
    Fully amended clubhouse with 54 seat theater, Olympic pool, workout room, tennis, basketball and much more, Beautifully decorated with theme bedrooms of Nemo and Mickey. Villa is a short walk to clubhouse. Manny restaurants, golf, and shopping within just a few miles. Most prestigious resort in the area. No rear neighbors. Half block to fully amenity clubhouse. Located on high ground. 3.5 miles to Disney.
  • Lake View Pool Disney

    Kissimmee: Windsor At Westside: House in a gated community
    8 BDR • 1 Loft • 6 BA • Sleeps 21 • #250686
    216 to 689 USD/night
    ? NEWLY RENOVATED ? PRIVATE pool and spa, NO REAR NEIGHBOR WITH LAKE VIEW!! ?Close to Disney ? SUPER CLOSE to FREE resort amenities ? In-house games room. Relax in this perfect 8 bedroom home with a PRIVATE pool and spa. This property is located within Windsor at Westside Resort, the BEST upscale luxury premium resort near Disney and everywhere. By booking with us you enjoy management from a professional managing company, AND the resort's many INCLUSIVE facilities including a NEW WATERPARK. The space WHY BOOK THIS PROPERTY. It is located in the luxurious 5 star gated Windsor at Westside resort— a luxury resort close to Disney and other attractions. WHY BOOK WITH US. Because by booking with us you also get complimentary access to ALL of the facilities this newly renovated luxury vacation resort has to offer—a 10,000 sq. Ft clubhouse, an ALL-NEW JUST ADDED waterpark with dueling slides, tennis court, basketball court, volleyball court, Ping Pong table, toddler’s area and park. Our guests also get access to the clubhouse gym, sundry shop and so much more. Plus, since our home is one located close to Disney, you can make memories faster, sooner, better. Managed and maintained by a professional managing company with assistance JUST a message away to cater to all your family’s needs, this NEWLY RENOVATED home away from home features: - A PRIVATE pool and spa WITH LAKE VIEW, NO REAR NEIGHBORS - Disney themed rooms - A fully equipped game room - Flat screen tv with cable installed in every single bedroom - Washer and dryer - Kitchen with appliances Bedrooms and bathrooms: - Bedroom 1: Queen bedroom with en-suite shower (Ground Floor) - Bedroom 2: King sized bedroom and crib with en suite shower, tub, twin vanities (Ground Floor) - Upstairs Bedroom 3: 2 Queen sized beds with en suite shower, twin vanities - Upstairs Bedroom 4: King sized bedroom with en suite shower, twin vanities - Upstairs Bedroom 5: King sized bedroom with en suite shower - Upstairs Bedroom 6: Star Wars theme with 1 twin and 1 full, en-suite shower - Upstairs bedroom 7: Minions theme with 1 twin 1 full - Upstairs Bedroom 8: Harry Potter theme with 1 twin 1 full, bunk - Upstairs bathroom (shower, twin vanities) Main Living Area: - Spacious seating area with leather sofas - Gathering room with stylish plush sofas and a pool table - Dining table seats 14 people Laundry room is located downstairs Kitchen: - 5 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 - Games room has a ping pong, air-hockey and foosball table Outdoor Living Space: - Screened in private swimming pool and spillover spa (optional heating), lake view - 4x sun loungers with umbrella, 6 seat patio table - 6 Seat outdoor sofa set 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 Other things to note - Optional Pool Heat is $25.00 plus tax per day - Optional BBQ Gas Grill with full Propane tank starting at $65 per week - Early check-in/ late check-out will subject to a fee of $45/hr
  • Only 2 Miles to Disney

    Kissimmee: Windsor Hills: Villa
    6 BDR • 4 BA • Sleeps 12 • #243120
    188 to 448 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 • Pool heating is an optional fee • 3 King Master bedrooms, 1 Queen bedroom, 2 Twin bedrooms • All bedrooms have HD TVs • FREE Baby Crib, high chair • Child Safety Pool Fence • 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.
  • 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?
  • Pool View Luxury Condo at

    Kissimmee: Windsor Hills: Condo
    3 BDR • 2 BA • Sleeps 6 • #213308
    119 to 329 USD/night
    Our 3 bed/2 bath (1 king, 1 king, 2 twins) luxury pool view condo in the popular Windsor Hills complex is only 1 and a 1/2 miles from Disney on Old Lake Wilson Rd - off of Route 192 west of I4. Nicely decorated with all amenities and all new furnishings, new kitchen appliances, in unit washer and dryer, dishwasher, 48" flat screen TV along with VCR/DVD player in living room, TV with DVD in master bedroom and also in second bedroom, telephone with digital answering. We also have a pack-n-play, high chair, and a stroller for your use and convenience. Private screened lanai overlooking the pool and lake.
  • 4br 3ba Pool Home with 2

    Kissimmee: Hamilton's Reserve: House
    4 BDR • 1 Loft • 1 Den • 3 BA • Sleeps 10 • #250467
    119 to 209 USD/night
    Tastefully decorated 4BR 3BA Home with 2 Master Suites, spacious Loft Area, private pool and fenced backyard located close to Disney and all Attractions. This home welcomes you with an open kitchen, dining, living room area with access to your private, screened in Pool Deck Area. One Master Suite is also located downstairs. On the second floor you will find an open loft area with sleeper sofa and the other 3 bedrooms, of which one is a Master Suite and a shared bathroom. BEDROOM / BATHROOM CONFIGURATION Ground Floor: 1 Master QUEEN with ensuite bath featuring soaker tub and separate walk-in shower and double sinks (ground floor) Upstairs: 1 Master QUEEN with ensuite bath featuring soaker tub and separate walk-in shower and double sinks 1 QUEEN bed room, with desk area 1 TWIN bed room 1 DOUBLE Sleeper Sofa in Loft Area 1 shared bathroom, with Shower/Tub combo FREE WiFi Internet. AIR CONDITIONING/Heating throughout. Enjoy the large fenced in backyard. POOL HEAT (electric) can be added at an additional cost - please inquire with us. **No Parties are allowed at this home, please respect your neighbors and Resorts QUIET TIMES
  • Awesome Gated Club Cortile

    Kissimmee: Club Cortile: Condo
    4 BDR • 3 BA • Sleeps 10 • #202092
    99 to 109 USD/night
    Minutes and walking distance to restaurants and shopping areas Minutes to all Disney area attractions Condo amenities include a heated pool with a jacuzzi, tennis and basketball courts, a modern gym, a movie theater and a children's play area.

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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