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Vacation Homes for Sale in Kissimmee, FL

473 homes
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687 Irvine Ranch Rd, Kissimmee, FL 34759

ANOTHER HUGE PRICE DECREASE!!!!!!!! Amazing CAMBRIA model featuring 3beds 2 1/2 baths situated on an oversized lot in the desirable Alta Vista neighborhood of Solivita. This exceptional home is loade...
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2918 Sunset Vista Blvd, Kissimmee, FL 34747

All Upgraded ! Great Location ! Vacation Home Option ! South facing pool for sun all day, no rear neighbors, and quiet gated community, these are just a few of the standout features that make this b...
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2412 Caravelle Cir, Kissimmee, FL 34746

Exquisite fully furnished turnkey four-bedroom, three-bathroom townhome in the popular gated community of Coral Cay Resort. Located a short distance from Disney and other major attractions, this prop...
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4498 Philadelphia Cir, Kissimmee, FL 34746

Welcome home! Check out this beautifully remodeled 3 bedroom 2 bathroom home located on a spacious lot in Liberty Village Community. As soon as you walk in you'll be greeted with the open family and ...
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3145 Britannia Blvd Unit D, Kissimmee, FL 34747

Super well-maintained condo 3 Bedrooms and 2 bathrooms, fully furnished. Gated community. Short Term Rental Allowed. don't miss this opportunity to own a property in the Sunshine Estate 15 minutes aw...
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2747 N Poinciana Blvd Unit 10, Kissimmee, FL 34746

Welcome to your dream condo in the heart of Kissimmee, Florida, where the magic of Disney is practically at your doorstep! This beautifully remodeled 3-bedroom, 2-bathroom condominium is a rare find,...
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8829 Corcovado Dr, Kissimmee, FL 34747

Experience the ultimate vacation retreat at Windsor at Westside Resort with this exquisite water view 9-bedroom, 6-bathroom pool home, perfectly situated on one of the community's prime lots. Enjoy c...
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7671 Comrow St Unit 201, Kissimmee, FL 34747

Windsor Hills is a renowned resort in the heart 34747. Know for both it's phenomenal location and facilities this immaculately kept resort offers something for everyone. The fantastic splash park, ga...
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1050 Waterside Dr Unit 1050, Kissimmee, FL 34747

Welcome to 1050 Waterside Dr, fondly referred to as "The Treehouse" by the current owners. This fully renovated (2024), move-in-ready 3-story townhome is located in the highly sought-after Siena at C...
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2326 ZABALLINA PLACE, KISSIMMEE, FL 34747

Washer, Dryer, & Refrigerator Now Included! Own a part of the magic in Central Florida's resort-style community. Upon entering the townhome, guests are greeted by a grand foyer that opens up to a hom...
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4964 Windermere Ave, Kissimmee, FL 34746

GREAT POOL TOWNHOUSE. There are 4 bedrooms, 3 bathrooms, with 1 bedroom downstairs.This beautiful home is located in Storey Lake, where Central Florida's major attractions are just minutes away. Walt...
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7432 Marker Ave, Kissimmee, FL 34747

Exceptional Opportunity in Kissimmee! Welcome to 7432 Marker Ave, a stunning property perfectly situated in the heart of Kissimmee’s sought-after neighborhood. This beautiful home offers 5 bedroom...
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4980 W CASTLE STREET W, KISSIMMEE, FL 34758

DONT MISS THIS RARE OPPORTUNITY TO OWN A LARGE HOUSE ON A GUARD GATED RESORT AT A GREAT PRICE. This home is back on the market due to buyer home sale contingency. Gorgeous, large 6-bedroom pool home ...
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2853 Middleton Cir, Kissimmee, FL 34743

Move-in ready, one story home conveniently located in the community of Pebble Pointe. This very spacious home offers 4 bedrms., 2 baths, 2 car garage. There is a formal living and dining area. The fu...
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2204 Antilles Club Dr, Kissimmee, FL 34747

Highly Desired, Wide-open Golf Course Fairway View and Frontage! World Class K HOVINANIAN-Built 24 Hour Guard-Gated Community! Newer Built True Single Family Home (not Villa), wonderfully maintained ...
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2531 Old Kent Cir, Kissimmee, FL 34758

STOP THE CAR!, this beautifully maintained 4-bedroom, 3-bathroom townhome located in the heart of Kissimmee, FL. This turn-key property is perfect for first-time home buyers, savvy investors, or anyo...
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487 Marcello Blvd, Kissimmee, FL 34746

MARVELOUS POND VIEW!! Welcome to One of a kind community of BELLA VIDA RESORT. The thoughtfully designed 5 bedrooms, 5 bathrooms, 4 of them are ensuite bathrooms , office/Game room and 2 cars garage...
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7689 Heritage Crossing Way Unit 201, Reunion, FL 34747

Updated Kitchen and New Motorized Sun Screens on both patios. Condo is overlooking out over the Arnold Palmer golf course, pool. Swimming pool is downstairs. This adorable second-floor condominium h...