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Vacation Homes for Sale in Kissimmee, FL

472 homes
Price drop
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$460,000
4 bd
|
2 ba
|
2,242 sq ft
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House

918 San Paulo Way, Kissimmee, FL 34758

Florida living at its finest! Welcome to 918 San Paulo Way. Centrally located right on the outside skirts of Kissimmee leading into Davenport. The owner also owns the adjacent additional parcel of la...
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$468,000
5 bd
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4.5 ba
|
2,263 sq ft
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Townhouse

8940 Sydney Ave, Kissimmee, FL 34747

Attention Investors! THIS VACATION POOL HOME IS A MUST-SEE!!! Beautiful FULLY FURNISHED! VERY CHARMING AND ELEGANT! this TurnKey Luxurious Townhouse features 5 bedrooms - 4 full bathrooms and an addi...
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$898,950
9 bd
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5 ba
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4,289 sq ft
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House

2711 Bookmark Dr, Kissimmee, FL 34746

This luxurious, fully furnished 9-bedroom home is in the prestigious Storey Lake Resort. It was built in 2019 and boasts over 4,200 square feet of living space. The moment you walk through the doors,...
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$470,000
4 bd
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3 ba
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1,542 sq ft
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House

206 Hideaway Beach Ln, Kissimmee, FL 34746

This 4 Bedroom 3 Bath Pool home is fully furnished and ready for the next owner. The home has a new roof (2023) pool refinished, new flooring, kitchen redux and other furnishing as well as exterior p...
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$369,000
2 bd
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2.5 ba
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1,126 sq ft
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Townhouse

3171 Paradox Cir Unit 305, Kissimmee, FL 34746

Discover this stunning condo in Kissimmee! Every bedroom comes with its own full bath, guaranteeing ultimate privacy and comfort. The sleek, fully equipped kitchen boasts state-of-the-art appliances,...
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$260,000
3 bd
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2.5 ba
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1,291 sq ft
|
Townhouse

8516 Crystal Cove Loop, Kissimmee, FL 34747

Welcome to 8516 Crystal Cove Loop, a stunning townhouse located in Emerald Island Resort, Kissimmee. This beautifully furnished 3-bedroom, 2.5-bathroom home offers an open floor plan with elegant cer...
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$379,000
4 bd
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3.5 ba
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1,782 sq ft
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Townhouse

5100 Adelaide Dr, Kissimmee, FL 34746

Beautiful corner lot Townhome is perfect for your Dream Disney Vacation, Featuring FULLY FURNISHED 4 bedrooms & 3.5 bathrooms + one car garage. Home features granite countertops in Kitchen & Bathroom...
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$599,950
4 bd
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3 ba
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1,410 sq ft
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House

2918 Salted Rim Rd, Kissimmee, FL 34747

Escape to paradise in this beautifully furnished (Included with the property) 4-bedroom, 3-bathroom Margaritaville Resort Orlando home. The open-concept floor plan seamlessly blends contemporary fur...
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$635,000
6 bd
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5 ba
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3,291 sq ft
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House

1053 Leader St, Kissimmee, FL 34747

This amazing single-family home, selling fully furnished with luxury furniture. Turnkey property for the new owner to enjoy the summer vacation with family and friends, or start generating the summer...
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$785,000
6 bd
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5 ba
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3,343 sq ft
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House

2795 Punctuation Pl, Kissimmee, FL 34746

This fully furnished successful vacation rental is turnkey and ready to turn rental income. The property is located in the very popular Storey Lake Resort community close to all of the major theme pa...
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$1,299,000
11 bd
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11.5 ba
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5,496 sq ft
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House

251 Falls Dr, Kissimmee, FL 34747

Stunning 11-bedroom, 10.5-bathroom residence situated in the Encore at Reunion community, boasting a picturesque view of the Water Park and convenient proximity to amenities such as tennis courts, cl...
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$680,000
8 bd
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6 ba
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4,041 sq ft
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House

1586 Lima Ave, Kissimmee, FL 34747

Experience luxury living in this beautiful 8-bedroom, 6-bathroom vacation home located in the resort-style community of Windsor at Westside. The spacious living area allows guests to relax and unwind...
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$539,000
6 bd
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3.5 ba
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2,368 sq ft
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House

8125 Sun Palm Dr, Kissimmee, FL 34747

15,000 price drop today 11/5/2023. Come take a look. This exquisite home is fully furnished and boasts a west-facing pool. Its private open lot provides an ideal setting to appreciate breathtaking su...
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$589,000
5 bd
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4.5 ba
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2,294 sq ft
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Townhouse

2178 Cooper Bell Pl, Kissimmee, FL 34747

Modern decor plus incredible amenities. This New Modern 5 Bedrooms, 4.5 Bathrooms Plus Game Room Townhouse, beautifully decorated Offers Luxury and comfort for an unforgettable vacation! It's located...
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$314,900
4 bd
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3 ba
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1,470 sq ft
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Townhouse

2201 San Christabolo Dr Unit 101, Kissimmee, FL 34741

CORNER UNIT. AMAZING FULLY FURNISHED investment or vacation home, futures 4 bedrooms, 3 full bathrooms, and an open floor plan that's perfect for both short and long-term rentals. The main master be...
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$839,900
9 bd
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6.5 ba
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4,363 sq ft
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House

8928 Coconut Breeze Dr, Kissimmee, FL 34747

PRICED TO SELL! TURNKEY INCOME PRODUCING SHORT-TERM RENTAL HOME! This property generated approximately $80k in gross rental income so far in 2024 with more future bookings, presenting a lucrative opp...
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$494,900
5 bd
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4.5 ba
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2,263 sq ft
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Townhouse

8827 Geneve Ct, Kissimmee, FL 34747

***RECENTLY RENOVATED*** Don't miss the opportunity to acquire this magnificent vacation home located at Windsor at WestSide Resort. This community offers wonderful resort style amenities, such as ...
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$359,900
3 bd
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2 ba
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1,556 sq ft
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House

3612 Valleyview Dr, Kissimmee, FL 34746

New Price! Located in one of the premier communities in Kissimmee, Bellalago will not disappoint. The home is situated within a beautiful area of the community, with a maximum pond view in back. Lovi...
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