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Vacation Homes for Sale in Kissimmee, FL
465 homes
New
4751 Clock Tower Dr Unit 204, Kissimmee, FL 34746
Welcome to your dream getaway Short term Rental, where luxury meets leisure in a fully furnished 2-bed, 2-bath condo resort that transcends the ordinary. Nestled in the heart of a gated community, th...
New
8973 Cat Palm Rd, Kissimmee, FL 34747
Step into the bright and airy open-concept living space, where the modern design creates a warm and welcoming atmosphere. The spacious living room flows seamlessly into the dining area and fully equi...
New
1280 S Beach Cir, Kissimmee, FL 34746
MOVE-IN READY!
Beautifully furnished and move-in ready! This 3-bedroom, 2.5-bathroom townhome in the gated community of Fiesta Key offers an ideal blend of comfort and convenience. The two-story hom...
New
2946 Banana Palm Dr, Kissimmee, FL 34747
Don't miss this must-see, fully furnished vacation home! Enjoy ultimate privacy with no rear neighbors and a serene conservation view. The property features a private pool and spa, 6 bedrooms, and 5 ...
New
2856 Oakwater Dr Unit 2856, Kissimmee, FL 34747
Welcome to Oakwater, a gated resort community that perfectly blends luxury, convenience, and versatility. Whether you’re seeking a primary residence, a vacation home, or a short-term rental investmen...
New
3063 Pirate Way, Kissimmee, FL 34747
Welcome to your slice of paradise at 3063 Pirate Way in the sought-after Margaritaville community. This turnkey furniture included 2-bedroom, 2.5-bathroom home offers 1,300 square feet of thoughtfull...
New
4819 Memories Ln, Kissimmee, FL 34746
Amazing Short-Term-Rental opportunity. This 4/3 pool townhome features a private pool and plenty of space for all the family, friends or guests! The Townhouse has a open floorplan with a large quartz...
New
4727 Sleepy Hollow Dr, Kissimmee, FL 34746
Welcome to your dream vacation home! This amazing property boasts 5 spacious bedrooms and 5 luxurious bathrooms, making it the perfect retreat for families of all sizes. Perfect rental with long hist...
New
2858 Club Cortile Cir Unit A, Kissimmee, FL 34746
Welcome to your dream home in a beautiful, gated community! This spacious first-floor condominium offers 3 bedrooms and 2 bathrooms, perfect for families or hosting guests. Step out onto your private...
New
8881 Qin Loop, Kissimmee, FL 34747
This Beautiful home is located in Windsor at Westside Resort one of the newest and most desirable resort communities in the Orlando - Kissimmee area. With easy access to world-famous theme parks, din...
New
2466 Sweetwater Club Cir Unit 1, Kissimmee, FL 34746
Charming 3-Bedroom, 2-Bath FULLY FURNISHED AND TURNKEY READY for primary use or Short-Term Rental Near Disney Parks!
This inviting unit is the perfect home base for your next Orlando getaway! Locate...
New
3050 Pirates Retreat Ct Unit 402, Kissimmee, FL 34747
Welcome to Florida!! Location, Location, Location with this corner unit condo in resort style community. Great area close to Disney, mins from food and fun off 192 and easy commute to Orlando and Tam...
New
4007 Venetian Bay Dr Unit 107, Kissimmee, FL 34741
Location, location, location!!! Venetian Bay Village is a resort located in the heart of Kissimmee, close to all major theme parks, shopping, dining, and entertainment.This beautiful, bright, and FUL...
Price drop
6 Willow Ln, Kissimmee, FL 34759
Look no further!!! Welcome to your new home sweet home! Well maintained, this lovely 4 bedroom, 2 bathroom house has so many great features. The house provides ceramic tile floors throughout, an open...
New
8020 Shaker St, Kissimmee, FL 34747
SPECTACTULAR WATERFRONT Cottage with POOL and SPA at Margaritaville Resort Orlando in Premium Phase 1 Resort Location! Just Steps from the Main Resort Amenity Area, This Beauty is Features 5 Bedrooms...
New
2968 On the Rocks Pt, Kissimmee, FL 34747
Able to close FAST!!!! Be in your own Florida oasis before the holidays! Welcome home to Paradise living in this stunning 3-bedroom/3 bath villa situated in the heart of the Margaritaville Resort ne...
New
2338 Silver Palm Dr, Kissimmee, FL 34747
Welcome Home the highly sought after WINDSOR PALMS RESORT!!
Short term rental, long term rental or just call this beautiful community home!!
This well-appointed, smartly laid out and well-loved t...
New
902 Mendoza Ln, Kissimmee, FL 34758
Welcome to your dream home just 30 minutes from the magic of Orlando's theme parks! Conveniently located in Kissimmee's established community of Poinciana Village, this spacious four-bedroom, two-bat...
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