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2026-11-07
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Holiday Homes in Kissimmee

Outstanding 5Bdr Disney Vacation

4365 Quote Street, Kissimmee, United States Show map

With a maximum capacity of 12 guests, the 5-bedroom Outstanding 5Bdr Disney Vacation Kissimmee villa provides them with a swimming pool and access to such wellness attractions as Give Kids The World… More

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9025Sp - The Sunset Paradise Resort

9025 Sunset Palms Terrace, Kissimmee, United States Show map

Located in the West Kissimmee district of Kissimmee and about a 10-minute drive from Northeast Regional City Park, the 9-bedroom 9025Sp - The Sunset Paradise Resort Kissimmee villa provides guests… More

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Championsgate Resort Vacation Townhome

1160 Challenge Dr, Kissimmee, United States Show map

Located around a 10-minute ride from Highlands Reserve Boulevard, the 4-bedroom Championsgate Resort Vacation Townhome Kissimmee villa has an outdoor swimming pool and is ideal for up to 8 guests. More

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Bj0301 Villas South Whispering Pine

7650 Whisper Way J-301, Kissimmee, United States Show map

The 2-bedroom Bj0301 Villas South Whispering Pine Kissimmee is located within 5 minutes' walk of Arnold Palmer Golf Course and provides guests with an aqua park and a golf course to ensure a… More

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Paradise Home In Kissimmee With Private Pool

4622 Eaglet Lane, Kissimmee, United States Show map

The 4-bedroom Paradise Home In Kissimmee With Private Pool is located approximately 7 km from Old Town Shopping Mall and provides table tennis and billiard for active guests. Providing guests with Wi… More

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8150 Fan Palm

8150 Fan Palm Way, Kissimmee, United States Show map

The 4-bedroom 8150 Fan Palm Villa Kissimmee is located 4.7 km from Pandora and provides ping-pong for active guests. Featuring a Jacuzzi, this 3-bathroom villa is suitable for 8 people. More

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3 Bd 2 Ba Lucaya Village 2-107

2958 Lucayan Habour Circle, Kissimmee, United States Show map

Located a 16-minute walk from Falcon's Fire Golf Course, 3 Bd 2 Ba Lucaya Village 2-107 Kissimmee villa gives access to various tourist sites in the vicinity. Offering a convenient location in the… More

From US$ 358 Book Now

Resort Pool, Lanai! Family Retreat Near Disney

2398 Caravelle Circle, Kissimmee, United States Show map

Nestled 2.5 km from the adventure-themed Congo River Golf, Resort Pool, Lanai! Family Retreat Near Disney Kissimmee villa entices guests to explore various tourist destinations nearby. More

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Og438C Homestead Sycamore

7438 Gathering Court, Kissimmee, United States Show map

Nestled 6 km from Corpus Christi Catholic Church, Og438C Homestead Sycamore Kissimmee villa entices guests to explore various tourist destinations nearby. The 5-bedroom holiday home hosts up to 10… More

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Seven Dwarfs Family Retreat Near Disney

4565 Yellowgold Rd E, Kissimmee, Fl 34746, Kissimmee, United States Show map

At Seven Dwarfs Family Retreat Near Disney Kissimmee villa, guests can enjoy surfing and boating as well as a location merely 10 minutes' walk from the miniature Congo River Golf. More

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Retreat & Relax Screened In Pool Home Kid Rooms Townhouse

4987 Windermere Avenue, Kissimmee, United States Show map

The 4-bedroom Retreat & Relax Screened In Pool Home Kid Rooms Townhouse Kissimmee hosts up to 8 guests and is nestled within a 7-km distance of natural sites such as Disney's Typhoon Lagoon Water… More

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Fairway Hearth

953 Desert Mountain Court, Kissimmee, United States Show map

Located within 6 km of Reunion Resort Water Park, the 3-bedroom Fairway Hearth Villa Kissimmee boasts an outdoor swimming pool with a Jacuzzi. More

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Condo 3Q Luxo C/ Quarto Mickey & Lazer Completo!

837 Ocean Course Ave, Kissimmee, United States Show map

The 3-bedroom Condo 3Q Luxo C/ Quarto Mickey & Lazer Completo! Kissimmee villa entices active guests with access to a fitness area and is located about 10 minutes' drive from Tuscan Hills Boulevard. More

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7660 Comrow #203

7660 Comrow Street Apt 203, Kissimmee, United States Show map

Located a mere 6 minutes on foot from Mystic Dunes Golf Course, 7660 Comrow #203 Villa Kissimmee gives easy access to various tourist attractions in the area. More

From US$ 209 Book Now

9Br House With Game Room Near Disney Area

8828 Cruden Bay Ct, Kissimmee, United States Show map

Featuring a heated pool, the 9-bedroom 9Br House With Game Room Near Disney Area Kissimmee villa is suitable for up to 23 people and is located approximately 10 minutes' drive from Tuscan Hills… More

From US$ 616 Book Now

Encantada Resort 8576 Townhouse

8576 Bay Lilly Loop, Kissimmee, United States Show map

Staying at Encantada Resort 8576 Townhouse Kissimmee villa, guests can easily reach Mystic Dunes Golf Club at Mystic Dunes Resort, located approximately a 10-minute drive away. More

From US$ 109 Book Now

Disney Dream At Veranda Palms Resort

2616 Tranquility, Kissimmee, United States Show map

Situated about 15 minutes' drive from Old Town Shopping Mall, the 6-bedroom Disney Dream At Veranda Palms Resort Kissimmee villa offers guests to enjoy an aqua park, spa therapy, and a golf course. More

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Spectacular, New Professional Decor, Near Dis, No Steps, Pool, Patio, Low Rates!

8720 Rockingham Terrace A, Kissimmee, United States Show map

Situated 4.8 km from the zoological Disney's Animal Kingdom Theme Park, the 3-bedroom Spectacular, New Professional Decor, Near Dis, No Steps, Pool, Patio, Low Rates! Kissimmee villa offers guests to… More

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Casa De Luxo C/ Piscina - 15 Min Da Disney!

2470 Santorini Drive, Kissimmee, United States Show map

Located in the West Kissimmee district of Kissimmee and approximately 25 minutes' walk from Rum Run, the 5-bedroom Casa De Luxo C/ Piscina - 15 Min Da Disney! Kissimmee provides guests with a Jacuzzi… More

From US$ 266 Book Now

6 Bedrooms 5 Bathroom Champions Gate 9107 Sh

9107 Sommerset Hills Drive, Kissimmee, United States Show map

Located approximately a 10-minute drive from Tuscan Hills Boulevard, the 6-bedroom 6 Bedrooms 5 Bathroom Champions Gate 9107 Sh Kissimmee villa has a swimming pool and is ideal for up to 22 guests. More

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Stylish Getaway Pool Game Room Near Disney

2605 Yountville Avenue, Kissimmee, United States Show map

Located 2.3 km from Osceola County Welcome Center and History Museum, Stylish Getaway Pool Game Room Near Disney Kissimmee villa gives access to various tourist sites in the vicinity. More

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8 Bd 6 Ba Windsor At Westside 8904 Bc

8904 Bengal Court, Kissimmee, United States Show map

Situated approximately 10 minutes by car from Northeast Regional City Park, the 8-bedroom 8 Bd 6 Ba Windsor At Westside 8904 Bc Villa Kissimmee is suitable for 22 guests and provides a swimming pool… More

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Orlando Oasis: Themed Rooms, Pool & Surf Simulator

9105 Coastal Reef Way, Kissimmee, United States Show map

The 9-bedroom Orlando Oasis: Themed Rooms, Pool & Surf Simulator Kissimmee villa is located 2.6 km from Highgate Park Boulevard and provides a Jacuzzi. This accommodation hosts up to 26 guests and… More

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Lake View 2-Masters Near Disney & Theme Parks

4636 Cumbrian Lakes Drive, Kissimmee, United States Show map

Located around a 10-minute drive from Kissimmee Golf Club, the 5-bedroom Lake View 2-Masters Near Disney & Theme Parks Kissimmee villa has an outdoor swimming pool and is ideal for up to 10 guests. More

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Champions Gate 8Br Villa • Pool, Spa, Theater

303 Ocean Course Ave, Kissimmee, United States Show map

The 8-bedroom Champions Gate 8Br Villa • Pool, Spa, Theater Kissimmee is located approximately 10 minutes by car from Indian Ridge, giving access to various tourist spots nearby. More

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Magical Getaway With Private Pool Top Location

1094 Splash Shot Place, Kissimmee, United States Show map

Featuring a year-round outdoor swimming pool, the welcoming Magical Getaway With Private Pool Top Location Kissimmee villa is located in an entertainment part of Kissimmee, 10 minutes by car from… More

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Family-Friendly Luxury Home Near Disney & More

294 Marcello Blvd, Kissimmee, United States Show map

Family-Friendly Luxury Home Near Disney & More Kissimmee enjoys a convenient location, a 25-minute walk from Shingle Creek Regional Park, and offers guests to unwind in a Jacuzzi. The 12-bedroom… More

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3115 - 5Br W Pool 10Min Disney 2 Water Parks

3115 Pequod Place, Kissimmee, United States Show map

Featuring a swimming pool, 3115 - 5Br W Pool 10Min Disney 2 Water Parks Kissimmee villa is suitable for up to 13 people and is located 2.1 km from the family-friendly Kissimmee Go-Karts. Providing… More

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Exclusive Mansion At Reunion

7814 Palmilla Court, Kissimmee, United States Show map

During the stay at Exclusive Mansion At Reunion Kissimmee villa, guests can indulge in a Jacuzzi or visit Orlando Tree Trek Adventure Amusement Park Zip Line, located 13 minutes' walk away. Located 2… More

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8936 New Listing Stunning New House Windsor Westside

8936 Sydney Ave, Celebration, Kissimmee, United States Show map

Situated 2.4 km from Northeast Regional City Park, the 5-bedroom 8936 New Listing Stunning New House Windsor Westside Villa Kissimmee is suitable for 12 guests and provides an outdoor swimming pool… More

From US$ 219 Book Now

W477 - The Blue Suede Townhome

7886 Spectrum Dr, Kissimmee, United States Show map

The 3-bedroom W477 - The Blue Suede Townhome Kissimmee villa can host up to 8 guests and is situated nearly a 10-minute ride from family venues such as Orlando Tree Trek Adventure Amusement Park Zip… More

From US$ 147 Book Now

4 Bd 3 Ba Storey Lake 4833 Ll

4833 Lullaby Ln, Kissimmee, United States Show map

Featuring a swimming pool, 4 Bd 3 Ba Storey Lake 4833 Ll Kissimmee villa is suitable for up to 10 people and is located 3.9 km from Old Town Shopping Mall. More

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Luxo Moderno | 5Q | Piscina | Perto Da Disney

4831 Kings Castle Circle, Kissimmee, United States Show map

Located nearly a 25-minute walk from Museum of Military History, the 5-bedroom Luxo Moderno | 5Q | Piscina | Perto Da Disney Kissimmee villa provides access to various tourist attractions in the… More

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3Br Townhome Themed Room Pool Gated

3405 Tranquil Trail, Kissimmee, United States Show map

Situated approximately 6 km from the 145 - foot Tree of Life Sculpture, 3Br Townhome Themed Room Pool Gated Kissimmee villa provides access to numerous tourist attractions in the area. More

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Bed 5Bath 4Sleeps 12 - Storey Lake 4970Wa

4970 Windermere Ave, Kissimmee, United States Show map

Nestled a 15-minute drive from Disney's Typhoon Lagoon Water Park, Bed 5Bath 4Sleeps 12 - Storey Lake 4970Wa Kissimmee villa entices guests to explore various tourist destinations nearby. More

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Fantastic Large Pool In Sonoma Resort Near Disney

2620 Calistoga Avenue, Kissimmee, United States Show map

Featuring a heated pool, Fantastic Large Pool In Sonoma Resort Near Disney Kissimmee villa is suitable for up to 20 people and is located 25 minutes' walk from Fun 'n Wheels Family Fun Parks. More

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Awesome 5 Bedroom Townhome With Pool By Disney

1264 Challenge Drive, Kissimmee, United States Show map

Located merely 6 minutes' walk from ChampionsGate Country Club Golf, the 5-bedroom Awesome 5 Bedroom Townhome With Pool By Disney Kissimmee villa has a swimming pool and is ideal for up to 11 guests. More

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Bf2302-203 Windsor Palms Resort 3 Bedroom

2302 Butterfly Palm Way, Kissimmee, United States Show map

Nestled 15 minutes' drive from Star Wars Launch Bay, Bf2302-203 Windsor Palms Resort 3 Bedroom Kissimmee villa entices guests to explore various tourist destinations nearby. Offering parking as well… More

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Inviting Cottage With Private Hot Tub Near Disney With Margaritaville Resort & Island H2O Access - 8072Dr

8072 Dreamsicle Drive, Kissimmee, United States Show map

Situated just 6 minutes' walk from Splendid China, the 2-bedroom Inviting Cottage With Private Hot Tub Near Disney With Margaritaville Resort & Island H2O Access - 8072Dr Kissimmee offers easy access… More

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Lakeview Disney Resort 5Br Townhome W Pool

8830 Geneve Ct, Kissimmee, Fl 34747, Usa, Kissimmee, United States Show map

Featuring a swimming pool, the 5-bedroom Lakeview Disney Resort 5Br Townhome W Pool Kissimmee villa is suitable for up to 11 people and is located 3.9 km from Highgate Park Boulevard. Providing… More

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4Br Luxury Home With Pool And Resort Access Near Disney

986 Splash Shot Place, Kissimmee, United States Show map

Featuring a swimming pool, the 4-bedroom 4Br Luxury Home With Pool And Resort Access Near Disney Kissimmee is suitable for up to 12 people and is located within 10 minutes' drive of Tuscan Hills… More

From US$ 167 Book Now

Upstay - Waterside Home With Pool And Hot Tub

Siesta View Drive 2961, Kissimmee, United States Show map

Located within 7 km of the fantastic bistro Nona Adventure Park, Upstay - Waterside Home With Pool And Hot Tub Kissimmee provides access to various tourist attractions in the vicinity. More

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1871 Sawyer Palm

1871 Sawyer Palm Place, Kissimmee, United States Show map

Offering an aqua park and a terrace for guests' leisure, 1871 Sawyer Palm Villa Kissimmee is situated 4.1 km from Emerald Island Boulevard. Nestled in the West Kissimmee district, this 5-bedroom… More

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Lake Toho Getaway Boho And Fishing Location

308 E Lakeshore Blvd, Kissimmee, Fl 34744, Kissimmee, United States Show map

Offering a location 10 minutes' drive from Osceola Flea and Farmers Market, Lake Toho Getaway Boho And Fishing Location Kissimmee villa gives access to various tourist spots in the area. More

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Luxury Disney Villa Private Pool Lakefront 8 Min

3157 Tamarind Circle, Kissimmee, United States Show map

Offering a Jacuzzi for a relaxing experience, Luxury Disney Villa Private Pool Lakefront 8 Min Kissimmee is located a 10-minute drive from the zoological Disney's Animal Kingdom Theme Park. Providing… More

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Sunlit Serenity Oasis | House In Kissimmee With Private Pool, Pool Table, Tennis

2515 Aster Cove Ln, Kissimmee, United States Show map

Situated around 10 minutes by car from The Green Barn on the Lake, the 4-bedroom Sunlit Serenity Oasis | House In Kissimmee With Private Pool, Pool Table, Tennis villa provides access to numerous… More

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Terra Verde Townhouse With Patio

127 Pompano Beach Drive, Kissimmee, United States Show map

Staying at Terra Verde Townhouse With Patio Kissimmee villa, guests can easily reach Medieval Times Dinner & Tournament, located approximately 3 km away. More

From US$ 131 Book Now

Casa 4Q Lucaya Village Para Grupos

2941 Lucayan Harbour Circle, Kissimmee, United States Show map

The 4-bedroom Casa 4Q Lucaya Village Para Grupos Kissimmee is located approximately 25 minutes' walk from the outlet mall "Lake Buena Vista Factory Stores" and provides a Jacuzzi. The property hosts… More

From US$ 218 Book Now

8579 La Isla Dr

8579 La Isla Dr, Kissimmee, United States Show map

Featuring an outdoor swimming pool, the 7-bedroom 8579 La Isla Dr Villa Kissimmee is suitable for up to 16 people and is located about 6 km from the 145 - foot Tree of Life Sculpture. Providing… More

From US$ 344 Book Now

Relax & Play: Townhome Near Disney & More!

843 Assembly Ct, Kissimmee, United States Show map

Relax & Play: Townhome Near Disney & More! Kissimmee villa is located nearly 25 minutes' walk from Orlando Tree Trek Adventure Amusement Park Zip Line and provides a Jacuzzi. Providing guests with Wi… More

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