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2026-06-08
2026-06-09
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Kissimmee holiday rentals

Grand 15-Bedroom Villa -Magical Themes Pool & Game Loft Lakeview

4041 Sonoma Boulevard, Kissimmee, United States View map

### Welcome to the Grand 15-Bedroom Villa - Magical Themes Pool & Game Loft Lakeview Beyond the villa's serene surroundings, the prime location allows for effortless access to amusement parks and… More

From US$ 2014 Book Now

Storey Lake Resort Vacation Townhome - Includes Resort Clubhouse 0753

4801 Brier Rose Lane, Kissimmee, United States View map

**Discover the Charm of Storey Lake Resort Vacation Townhome** Conveniently located close to major transportation routes, getting to and from Storey Lake Resort is a breeze. More

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Luxury 6 Bedroom 5 Bath Pool Home 202

690 Sticks Street, Kissimmee, United States View map

In the charming town of Kissimmee, the Luxury 6 Bedroom 5 Bath Pool Home 202 promises an unforgettable getaway that combines comfort and elegance. Just a short 50-minute drive from downtown… More

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2421-14-Rd- Sports Themed Home With Bowling Alley

2421 Rama Drive, Kissimmee, United States View map

The 2421-14-Rd- Sports Themed Home With Bowling Alley is an exquisite destination that combines comfort and entertainment under one roof. Located just a short 10-minute drive from the vibrant heart… More

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Orlando Villa 6432: Enjoy Resort Amenities Relaxation

1712 Lima Ave, Kissimmee, United States View map

Situated just 32 km from the vibrant heart of Kissimmee, Orlando Villa 6432: Enjoy Resort Amenities Relaxation is the perfect destination for travelers seeking a harmonious blend of comfort and… More

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Seven Eagles Vista

1343 Seven Eagles Court, Kissimmee, United States View map

Nestled just 22 km from the vibrant heart of Kissimmee, Seven Eagles Vista stands as a premier destination for travelers seeking luxury and comfort. This stunning villa community offers a picturesque… More

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Charming 3Br Resort Townhome With Private Pool Near Disney

4557 Corsa Lane, Kissimmee, United States View map

Located merely 1.2 km from lake berkley, the 3-bedroom Charming 3Br Resort Townhome With Private Pool Near Disney Kissimmee villa provides access to various tourist attractions in the vicinity. More

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Ideal For Couples Or Families Looking For A Vacation Home With Private Pool And Yard

4669 Cheyenne Point Trail, Kissimmee, United States View map

Welcome to the charming Ideal For Couples Or Families Looking For A Vacation Home With Private Pool And Yard, a delightful retreat nestled just 9 km from the vibrant city of Kissimmee. This… More

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3 Bedrooms 3 Bathrooms Reunion 7509 Se

7509 Seven Eagles Way, Kissimmee, United States View map

3 Bedrooms 3 Bathrooms Reunion 7509 Se Kissimmee villa provides easy access to various city attractions, such as Arnold Palmer Golf Course, situated around 5 minutes' walk away. More

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Moana Adventure Suite Near Disney

5245 West Irlo Bronson Memorial Highway, Kissimmee, United States View map

Located approximately 10 minutes' drive from the Mortem Manor Haunted Attraction, Moana Adventure Suite Near Disney Kissimmee villa provides access to various tourist attractions in the vicinity. More

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New 9Bedrooms W Led Pool At Solara Resort

9163 Breeze Mist Ter, Kissimmee, Fl 34747, Usa, Kissimmee, United States View map

During the stay at New 9Bedrooms W Led Pool At Solara Resort Kissimmee villa, guests can indulge in an indoor pool or visit the Indian Ridge, located 4.7 km away. The holiday home features… More

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W460 - Surf Shack With Games Room At Reunion

7524 Excitement Drive, Kissimmee, United States View map

**Welcome to the Surf Shack, a splendid retreat nestled in the heart of Reunion. Just 24 km from the vibrant streets of Kissimmee and a short drive of 50 km from Orlando International Airport, this… More

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Legends Overlook

304 Muirfield Loop, Kissimmee, United States View map

Welcome to Legends Overlook, a serene retreat nestled just 27 km from the charming town of Kissimmee. This luxurious oasis seamlessly blends comfort and elegance, making it the perfect destination… More

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Kissimmee Condo W/ Resort-Style Amenities!

Kissimmee, Fl, 34746, Kissimmee, United States View map

Situated 4.2 km from local amusement parks, Kissimmee Condo With Resort-Style Amenities! villa offers a Jacuzzi for additional relaxation. Providing guests with Wi-Fi and free private parking, this… More

From US$ 173 Book Now

Modern 8Br Villa Private Pool Disney Delight

2151 Tripoli Court, Kissimmee, United States View map

**Welcome to Modern 8Br Villa Private Pool Disney Delight**! Perfectly nestled just a 60-minute drive from the bustling atmosphere of Kissimmee, this luxurious villa offers an oasis of tranquility… More

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Home 08 Bedrooms At Bella Vida

4488 Monado Dr, Kissimmee, Fl 34746, Usa, Kissimmee, United States View map

Situated around 6 km from the Kissimmee Civic Center, Home 08 Bedrooms At Bella Vida Kissimmee provides access to numerous tourist attractions in the area. More

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Spacious 8Br Luxury Home, Private Pool, By Disney

2191 Tripoli Ct, Kissimmee, Fl 34747, Usa, Kissimmee, United States View map

Spacious 8Br Luxury Home, Private Pool, By Disney Kissimmee is located around a 10-minute drive from the Northeast Regional Park and provides a hot tub. The Kissimmee villa features opportunities for… More

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4 Bd 3 Ba Lucaya Village 13-105

5350 Diplomat Court - 13-105, Kissimmee, United States View map

**Discover Your Retreat at Lucaya Village** Just a short drive from world-renowned theme parks, including Walt Disney World, this haven represents a central location for exploration. More

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5Br 10 Minutes From Disney Springs Sl4800

4800 Crusoe St, Kissimmee, United States View map

**Welcome to 5Br 10 Minutes From Disney Springs SL4800** Easily accessible from Orlando International Airport, located just 35 km away, guests will find traveling to and from their destination… More

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581 Epic Family Villa Near Disney With Private Pool & Game Room

581 Drop Shot Drive, Kissimmee, United States View map

Offering a location 4.7 km from the Rum Run, 581 Epic Family Villa Near Disney With Private Pool & Game Room Kissimmee gives access to various tourist spots in the area. More

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Updated Retreat With Pool Access, W/D, Ac, & Patio - Close To Disney Parks

4979 Town Terrace South, Kissimmee, United States View map

Located within 7 km of Indigo Lakes Golf Club, Updated Retreat With Pool Access, W/D, Ac, & Patio - Close To Disney Parks Kissimmee villa provides access to various tourist attractions in the… More

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Emerald Island Disney Villa With Pool & Spa

8538 Palm Harbor Dr, Kissimmee, Fl 34747, Kissimmee, United States View map

Nestled in the West Kissimmee district, Emerald Island Disney Villa With Pool & Spa Kissimmee is around a 10-minute drive from Mighty Jungle Golf and offers a Jacuzzi. Guests can enjoy golf and… More

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Disney Luxury Townhouse With Private Pool Themed Bedrooms. Book Now Dp68

2470 Santorini Dr, Kissimmee, United States View map

Situated in the West Kissimmee district, within 10 minutes' drive of Highgate Park Boulevard, Disney Luxury Townhouse With Private Pool Themed Bedrooms. Book Now Dp68 Kissimmee villa comes with an… More

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Windsor Greenview Home Pool Spa No Rear Neighbor!

1885 Nice Court, Kissimmee, United States View map

Offering a Jacuzzi for a relaxing experience, Windsor Greenview Home Pool Spa No Rear Neighbor! Kissimmee is located 10 minutes' drive from Tuscan Hills Boulevard. The 4-bedroom villa features… More

From US$ 897 Book Now

Disney Getaway Private Pool Themed Bedrooms. Book Now Dw14

2470 Santorini Dr, Kissimmee, United States View map

Disney Getaway Private Pool Themed Bedrooms. Book Now Dw14 Kissimmee villa is located only 1.9 km from the Rum Run and provides guests with an indoor pool for a more relaxing stay. Featuring beauty… More

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Free Water Park Walking Distance! Chg108

1069 Splash Shot Place, Kissimmee, United States View map

Offering a location 10 minutes by car from the Rum Run, Free Water Park Walking Distance! Chg108 Villa Kissimmee gives access to various tourist spots in the area. More

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Lovely Green Cottage Near Disney With Margaritaville Resort & Island H20 Waterpark Access - 2982Sr

2982 Salted Rim Road, Orlando, United States View map

During the stay at Lovely Green Cottage Near Disney With Margaritaville Resort & Island H20 Waterpark Access - 2982Sr Kissimmee, guests can indulge in cycling or visit the Pandora, located 2.5 km… More

From US$ 1026 Book Now

Brilliant Cottage With Private Pool Near Disney With Margaritaville Island H2O Access - 8033St

8000 Fins Up Circle, Orlando, United States View map

Offering a location 3.3 km from the Pandora, the 2-bedroom Brilliant Cottage With Private Pool Near Disney With Margaritaville Island H2O Access - 8033St Kissimmee gives access to various tourist… More

From US$ 539 Book Now

Beautiful Home, Private Pool, Resort Amenities

8975 California Palm Rd, Kissimmee, United States View map

Beautiful Home, Private Pool, Resort Amenities Kissimmee is located within 6 km of the Pandora and provides a hot tub and a sauna. This Kissimmee holiday home features opportunities for yoga in the… More

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Go14 - Champions Gate

1173 Drop Lane, Reunion, Fl 34747, Kissimmee, United States View map

Discover a serene retreat at Go14 - Champions Gate, a remarkable destination just 28 km from the vibrant heart of Kissimmee. Nestled within the idyllic Champions Gate community, this villa experience… More

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2739Skp New Emerald Island 4 Bedroom Townhouse

1529 Hidden Circle, Kissimmee, United States View map

**Welcome to 2739Skp New Emerald Island 4 Bedroom Townhouse**, a picturesque retreat nestled in the heart of Kissimmee, where comfort meets convenience. This stunning residence is just a 60-minute… More

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Enchanted Hideaway

209 Hideaway Beach Lane, Kissimmee, United States View map

Nestled in the heart of Florida, the Enchanted Hideaway Kissimmee offers a serene retreat just 9 km from the vibrant attractions of Kissimmee and 40 km from the bustling Orlando International Airport… More

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Luxury 6 Bedroom 5 Bath Pool Home 174

8925 Cabot Cliffs Drive, Kissimmee, United States View map

Nestled just 29 km from the vibrant heart of Kissimmee, the Luxury 6 Bedroom 5 Bath Pool Home 174 invites guests to experience an exquisite blend of comfort and sophistication. This stunning property… More

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3 Bedrooms 2 Bathrooms Champions Gate 1143 Cd

1143 Challenge Drive, Kissimmee, United States View map

Welcome to Champions Gate, an idyllic oasis situated just 29 kilometers from the vibrant heart of Kissimmee and a convenient 50 kilometers from Orlando International Airport. This elegant retreat… More

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Centre Court Cay

1368 Centre Court Ridge #104, Kissimmee, United States View map

**Welcome to Centre Court Cay**, a premier escape nestled just 40 minutes from the vibrant attractions of Kissimmee, Florida. This luxurious oasis invites guests to unwind amidst lush landscapes and… More

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Windsor At Westside: 9Br Near Disney W/ Pool & Game Room

1678 Lima Ave, Kissimmee, United States View map

**Experience the Ultimate Retreat at Windsor At Westside** Location is unbeatable, with quick and easy access to major highways, allowing guests to explore nearby attractions and the vast array of… More

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4 Bd 3 Ba Lucaya Village 9-104

2950 Lucayan Harbour Circle, Kissimmee, United States View map

Nestled 10 minutes' drive from the Old Town, 4 Bedrooms 3 Bathrooms Lucaya Village 9-104 Kissimmee villa entices guests to explore various tourist destinations nearby. More

From US$ 327 Book Now

4Br Home -Private Pool - Solara Resort - Near Disney

9009 Flamingo Key Way, Kissimmee, United States View map

**Discover the Charm of Solara Resort Near Disney** Nestled in the heart of Kissimmee, the 4Br Home - Private Pool - Solara Resort - Near Disney offers a serene retreat just 32 km from the enchanting… More

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4835Mch Townhouse 4 Bedrooms & 3 Bathrooms + Pool

Kissimmee, United States View map

**Experience the Charm of 4835Mch Townhouse 4 Bedrooms & 3 Bathrooms + Pool** Nestled just 13 km from the vibrant attractions of Kissimmee, the 4835Mch Townhouse offers a delightful retreat for… More

From US$ 266 Book Now

3 Bedrooms 2 Bathroom Champions Gate 1187 Dl

1187 Drop Lane, Kissimmee, United States View map

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From US$ 238 Book Now

Kissimmee Townhome With Balcony, 7 Miles To Disney!

Kissimmee, United States View map

The 3-bedroom Townhome With Balcony And Grill, 7 Miles To Disney! is just a 5-minute stroll from lake berkley, while the working Kissimmee Air Museum is a 25-minute stroll away. The Kissimmee villa… More

From US$ 76 Book Now

Tropical Paradise Cottage Near Disney With Private Hot Tub & Margaritaville Resort & Island H20 Waterpark Access - 2987La

2987 Latitude Ln, Kissimmee, United States View map

Situated 2.7 km from the Wild Africa Trek, the 3-bedroom Tropical Paradise Cottage Near Disney With Private Hot Tub & Margaritaville Resort & Island H20 Waterpark Access - 2987La Kissimmee invites… More

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Wp2217 Windsor Palms Resort 4 Bedroom Private Pool

2217 Wyndham Palms Way, Kissimmee, United States View map

Positioned just 28 kilometers from the vibrant heart of Kissimmee, the Wp2217 Windsor Palms Resort 4 Bedroom Private Pool offers an idyllic retreat for families and groups alike. This charming… More

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Summer In Style - 4 Bedroom Townhome With Private Pool

4976 Windermere Avenue, Kissimmee, United States View map

### Summer In Style - 4 Bedroom Townhome With Private Pool Beyond the comforts of Summer In Style, the location is unbeatable. More

From US$ 259 Book Now

The Hub Beautiful Townhome Near Parks

3309 Tranquil Trail, Kissimmee, United States View map

The Hub Beautiful Townhome Near Parks Kissimmee villa entices active guests with access to a fitness centre and is located 3.8 km from Orange Lake Legends. Featuring a patio, the property is situated… More

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W476 - The Villa Tranquility

7808 Loxahatchee Court, Kissimmee, United States View map

**Experience the Serenity at W476 - The Villa Tranquility** Nestled just 23 kilometers from the enchanting city of Kissimmee, W476 - The Villa Tranquility offers an oasis of relaxation and comfort. More

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Modern Storey Lake Resort Disney Orlando 3171-206

3171 Paradox Circle Apt 206, Kissimmee, United States View map

**Welcome to Modern Storey Lake Resort Disney Orlando 3171-206**, your ideal sanctuary nestled just a short distance from the vibrant attractions of Kissimmee and Orlando. This exquisite retreat… More

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9 Bedrooms 7 Bathrooms Veranda Palms 2537 Sd

2537 Shanti Drive, Kissimmee, United States View map

Featuring a private swimming pool for guests' relaxation, the 7-bedroom 9 Bedrooms 7 Bathrooms Veranda Palms 2537 Sd Kissimmee villa is located around a 10-minute drive from the miniature Congo River… More

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Pet Friendly! Townhome W/ Pool In Championsgate

380 Ocean Course Ave, Kissimmee, United States View map

Pet Friendly! Townhome With Pool In Championsgate Kissimmee villa is located about 10 minutes by car from Highlands Reserve Boulevard, giving access to various tourist spots nearby. More

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Casa 5Q C/ Piscina, Game Room - Perto Da Disney

8934 8934 Cabot Cliffs Drive, Kissimmee, United States View map

Casa 5Q C/ Piscina, Game Room - Perto Da Disney Kissimmee is located nearly a 10-minute ride from the Indian Ridge and provides guests with a hot tub for a more relaxing stay. More

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