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Vacation Homes for Sale in Kissimmee, FL

475 homes
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3171 Paradox Cir Unit 403, Kissimmee, FL 34746

Welcome to your new home! LOCATION, LOCATION, LOCATION! GREAT RENTAL INCOME OPPORTUNITY. This impressive & spacious floor plan with a water view features two bedrooms (no carpet), two bathrooms. Your...
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5144 Adelaide Dr, Kissimmee, FL 34746

FULLY FURNISHED! Beautiful Townhome located in the desirable gated community of Compass Bay! This ideal vacation home or permanent residence features 4 bedrooms and 3 and a half bathrooms. The ki...
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3816 Eagle Isle Cir, Kissimmee, FL 34746

Are you ready to feel like you are on vacation all the time? Welcome home to this beautiful pool home nestled within this resort-style boating community. This luxury five (5) bedroom home has four (4...
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4637 Target Blvd, Kissimmee, FL 34746

Welcome to 4637 Target Blvd, located in the beautiful resort community Storey Lake. This fully furnished, turn-key home, that can host up to 24 guests, greets you into its spacious kitchen geared wit...
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8016 Flip Flop Way, Kissimmee, FL 34747

Refined Cottage at Margaritaville Resort Orlando, positioned at a prime resort location! The listing includes the elite Ethan Allen "In Paradise" furniture and housewares set, valued originally at $...
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8074 Santee Dr, Kissimmee, FL 34747

Conveniently located west on 192 this well maintained home comes with huge corner lot. Fenced in at side and back to maintain your privacy with five bedrooms and four bathrooms all situated on one fl...
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104 Turin Way, Kissimmee, FL 34758

Welcome to the Villages of Poinciana! This newly updated home features a split floor plan with 3 bedrooms, 2 bathrooms, and sits on a 1/2 acre lot! Perfect for outdoor activities with room to add a p...
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9002 Majesty Palm Rd, Kissimmee, FL 34747

Welcome to your tropical oasis in Paradise Palms! This spacious 6-bedroom, 5-bathroom home offers over 3,200 sq ft of luxurious living space for enjoying Florida's sunshine in style. Recently updated...
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7584 Sunny Dreams Ln, Kissimmee, FL 34747

This townhouse literally has it all!!! This property can be used as short term rental, long term rental, primary residence, or vacation home. From luxury finishes to fully and elegantly decorated and...
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7761 Somersworth Dr, Kissimmee, FL 34747

Under Construction. The Crescent at Reunion Village is the perfect floor plan for residents seeking comfort and style in the place they call home! Three bedrooms, two bathrooms, great entertainment s...
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3028 Protagonist St, Kissimmee, FL 34746

PRICE REDUCED. Beautiful and stylish fully furnished 5 bedroom, 5 bath, 2996 sq. ft. house with private pool and Jacuzzi located in the exclusive Cove at Storey Lake Resort gated community. Designed ...
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3189 Yellow Lantana Ln, Kissimmee, FL 34747

Discover the ultimate blend of luxury and comfort in this stunning 3-bedroom, 2.5-bathroom townhome nestled within the prestigious guard-gated Encantada Resort community. This tastefully decorated ho...
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8933 Coconut Breeze Dr, Kissimmee, FL 34747

6 Bedrooms And 4.5 Bathrooms Luxury Vacation Home. This Turn-Key Oasis Boasts Ample Space for Your Family and Guests to Create Unforgettable Memories. Fully Equipped Kitchen with a Delightful Dining ...
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8810 Dunes Ct Unit 203, Kissimmee, FL 34747

Welcome home to your fully furnished, 2-bedroom, 2-bathroom second-floor condo with a balcony. Located in the tranquil setting of the gated community of Legacy Dunes, this condo offers everything you...
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2991 Latitude Ln, Kissimmee, FL 34747

Welcome to True Love's Kiss Cottage at Margaritaville Resort Orlando! This stunning 1848-A model home boasts 5 bedrooms and 5.5 bathrooms. The two-story layout features two bedrooms on the first floo...
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2744 Bookmark Dr, Kissimmee, FL 34746

GREAT POOL & SPA VACATION HOME. There are 5 bedrooms, 5 bathrooms, with 2 luxurious owner suites! Additional rooms include a laundry room, loft, and game room. This beautiful home is located in Store...
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1620 Columbia Arms Cir Unit 263, Kissimmee, FL 34741

Perfect Location Opportunity For an Investor!!!Second Floor, 2 bedroom with 2 bath Condominium, Upgrade kitchen Included Washer And Dryer Community Includes Club House, A Fitness Center, Tennis C...
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231 Lasso Dr, Kissimmee, FL 34747

Reunion West/ Encore Club 10 bed 10 Bath vacation house in 10 minutes to Disney in a resort. PROFESSIONALLY designed furniture to hold up to 24 guests. Furniture included! This home has all STAINLESS...