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2026-11-07
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Holiday Homes in Kissimmee

9106 Sommerset Hills

9106 Sommerset Hills Dr, Kissimmee, United States Show map

Situated 4.9 km from Tuscan Hills Boulevard, the 8-bedroom 9106 Sommerset Hills Kissimmee villa offers guests to enjoy an aqua park, a sunbathing terrace, and a golf course. This accommodation offers… More

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Minnie'S Emerald - 4 Bed Home Close To Disney

2779 Lido Key Drive, Kissimmee, United States Show map

Staying at Minnie'S Emerald - 4 Bed Home Close To Disney Kissimmee, guests can visit Wild Africa Trek, which is approximately a 10-minute ride away. More

From US$ 329 Book Now

Laguna Bay Bright Family Escape

5013 Laguna Bay Circle, Kissimmee, United States Show map

Along with access to such natural sites as Local amusement Theme Park, 3.7 km away, the 3-bedroom Laguna Bay Bright Family Escape Kissimmee villa offers a swimming pool. More

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Elegante 4Q No Reunion | Ps5 + Sala De Jogos

1390 Greenfield Loop, Kissimmee, United States Show map

During the stay at the 4-bedroom Elegante 4Q No Reunion | Ps5 + Sala De Jogos Villa Kissimmee, guests can indulge in a Jacuzzi or visit Orlando Tree Trek Adventure Amusement Park Zip Line, located 3. More

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2779 Oxymoron Way

2779 Oxymoron Way, Kissimmee, United States Show map

Nestled a 10-minute drive from the open-air mall "Lake Buena Vista Factory Stores", 2779 Oxymoron Way Villa Kissimmee entices guests to explore various tourist destinations nearby. More

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Family Villa Near Disney I 2 Pools I Mickey Room

8962 Majesty Palm Road, Kissimmee, United States Show map

Family Villa Near Disney I 2 Pools I Mickey Room Kissimmee offers swift access to various city sites, such as Paradise Palms Boulevard, situated nearly 5 minutes' walk away. More

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15Br Home With Pool Table Near Disney Area

2395 Rama Drive, Kissimmee, United States Show map

The 15-bedroom 15Br Home With Pool Table Near Disney Area Kissimmee is located approximately 25 minutes' walk from Medieval Times Dinner & Tournament, giving access to various tourist spots nearby. More

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Encantada Resort Private Pool 3Br Near Disney

8566 Bay Lilly Loop, Kissimmee, United States Show map

Encantada Resort Private Pool 3Br Near Disney Kissimmee villa entices active guests with access to a fitness suite and is located approximately a 15-minute ride from Orange Lake Legends. More

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Casa Moderna Com Piscina Privativa Perto Da Disney

2957 Penelope Loop, Kissimmee, United States Show map

Featuring an outdoor swimming pool, Casa Moderna Com Piscina Privativa Perto Da Disney Kissimmee is suitable for up to 12 people and is located 10 minutes' drive from the air mall "Lake Buena Vista… More

From US$ 311 Book Now

Family Retreat With Theater, Pool & Hot Tub

8907 Caroline Bay Court, Kissimmee, United States Show map

Staying at Family Retreat With Theater, Pool & Hot Tub Villa Kissimmee, guests can visit Tuscan Hills Boulevard, which is nearly a 25-minute walk away. Offering a private parking lot as well as Wi-Fi… More

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Pool Themed Rooms & Game Room 9Br Home Near Wdw

2961 Fable Street, Kissimmee, United States Show map

Staying at Pool Themed Rooms & Game Room 9Br Home Near Wdw Kissimmee, guests can easily reach Disney's Typhoon Lagoon Water Park, located approximately 7 km away. More

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Island Vibes

9004 Sunshine Ridge Loop, Kissimmee, United States Show map

Featuring a swimming pool, the 5-bedroom Island Vibes Villa Kissimmee is suitable for up to 12 people and is located approximately 4 km from Emerald Island Boulevard. The presence of a Jacuzzi… More

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Upscale 9Br Stay With Pool And Themed Rooms

1604 Nassau Point Trail, Kissimmee, United States Show map

Located around 3 km from Highgate Park Boulevard, Upscale 9Br Stay With Pool And Themed Rooms Kissimmee villa has an outdoor swimming pool and is ideal for up to 21 guests. Featuring fitness classes,… More

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Davenport Disney Home Private Pool

2599 Santorini Drive, Kissimmee, United States Show map

Nestled 10 minutes' drive from Emerald Island Boulevard, Davenport Disney Home Private Pool Kissimmee entices guests to explore various tourist destinations nearby. Offering a convenient location in… More

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Mickeys Postcard At Bahama Bay

307 Rum Run, Kissimmee, United States Show map

Located 0.6 km from Rum Run, Mickeys Postcard At Bahama Bay Villa Kissimmee features an outdoor swimming pool and can accommodate up to 6 guests. Offering a sauna, this 3-bedroom villa is 10 minutes'… More

From US$ 123 Book Now

Amazing 8Br Villa Pool Game Room Resort Access

1848 Nice Ct, Kissimmee, Fl 34747, Usa, Kissimmee, United States Show map

The 8-bedroom Amazing 8Br Villa Pool Game Room Resort Access Kissimmee is located 3.2 km from Highlands Reserve Boulevard and provides ping pong for active guests. Nestled in the West Kissimmee… More

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3 Bd 3 Ba The Hub At Westside Reserve 3265 Sw

3265 Sustainable Way, Kissimmee, United States Show map

Located 3.2 km from Rum Run, 3 Bd 3 Ba The Hub At Westside Reserve 3265 Sw Kissimmee villa gives access to various tourist sites in the vicinity. The 1-bedroom holiday home hosts up to 7 guests and… More

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Pina Cabana Cottage Near Disney With Margaritaville Resort & Island H2O Access - 3070Kl

3070 Key Lime Loop, Kissimmee, United States Show map

Featuring an outdoor swimming pool, the 3-bedroom Pina Cabana Cottage Near Disney With Margaritaville Resort & Island H2O Access - 3070Kl Kissimmee is suitable for up to 8 people and is located about… More

From US$ 444 Book Now

4 Bedrooms 3 Bathrooms Storey Lake 4821Ds

4821 Dedication Street, Kissimmee, United States Show map

Along with access to such natural sites as Disney's Typhoon Lagoon Water Park, around 7 km away, the 3-bedroom 4 Bedrooms 3 Bathrooms Storey Lake 4821Ds Kissimmee villa offers a heated pool. This… More

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Disney Near 6Br Home W Pool & Theme Rooms

1888 Tropical Palms Circle, Kissimmee, United States Show map

Offering a location a 25-minute stroll from Publix Super Market at Berry Town Center, Disney Near 6Br Home W Pool & Theme Rooms Kissimmee gives access to various tourist spots in the area. More

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Retiro Em Champions Gate

729 Ocean Course Ave, Kissimmee, United States Show map

Retiro Em Champions Gate Villa Kissimmee entices active guests with access to a fitness studio and is located nearly a 10-minute ride from Highlands Reserve Boulevard. More

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Resort Condo W/ Shared Pool And Hot Tub, Close To Disney & Other Theme Parks

5006 Laguna Bay Circle, Kissimmee, United States Show map

Accommodating up to 4 guests, the 2-bedroom Resort Condo W/ Shared Pool And Hot Tub, Close To Disney & Other Theme Parks Kissimmee villa is situated within 25 minutes' walk of renowned cultural sites… More

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1371 Tuscan #3103

1371 Tuscan Terrace, Kissimmee, United States Show map

Located 2.4 km from ChampionsGate Golf Club, the 2-bedroom 1371 Tuscan #3103 Kissimmee villa has an outdoor swimming pool and is ideal for up to 6 guests. More

From US$ 113 Book Now

Storey Lake 2Br Condo, Water Slides, Near Disney

4751 Clock Tower Dr Unit 302, Kissimmee, United States Show map

The 2-bedroom Storey Lake 2Br Condo, Water Slides, Near Disney Kissimmee villa is located approximately 3 km from the open-air mall "Lake Buena Vista Factory Stores" and provides a Jacuzzi. The… More

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Enchanting 6Br, Themed Rooms, Game Room And Resort

172 Hideaway Beach Lane, Kissimmee, United States Show map

Offering a hot tub for a relaxing experience, Enchanting 6Br, Themed Rooms, Game Room And Resort Kissimmee villa is located a 15-minute drive from Museum of Military History. Providing guests with Wi… More

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7Br Solara Resort Home With Private Pool Games

9004 Flamingo Key Way, Kissimmee, United States Show map

The 7-bedroom 7Br Solara Resort Home With Private Pool Games Kissimmee is located approximately a 25-minute walk from Tuscan Hills Boulevard and provides billiard for active guests. This holiday home… More

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Beautiful Emerald Island Resort Retreat With Private Pool And Spa Close To Disney

8541 Palm Harbour Drive, Kissimmee, United States Show map

The 4-bedroom Beautiful Emerald Island Resort Retreat With Private Pool And Spa Close To Disney Kissimmee villa entices active guests with access to a free fitness centre and is located approximately… More

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3 Bd 3 Ba The Hub At Westside Reserve 3227 Sw

3227 Sustainable Way, Kissimmee, United States Show map

Situated 3.4 km from Northeast Regional City Park, the 2-bedroom 3 Bd 3 Ba The Hub At Westside Reserve 3227 Sw Kissimmee villa is suitable for 10 guests and provides a swimming pool for additional… More

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Magical 15Br Villa W Pool Cinema & Themed Fun

2397 Shanti Drive, Kissimmee, United States Show map

Featuring an outdoor swimming pool, Magical 15Br Villa W Pool Cinema & Themed Fun Kissimmee is suitable for up to 30 people and is located a 25-minute walk from Shingle Creek Regional Park. Providing… More

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5Bd Paradise Palms Resort Villa Near Parks - Pp 2946

2946 Buccaneer Palm Road, Kissimmee, United States Show map

5Bd Paradise Palms Resort Villa Near Parks - Pp 2946 Kissimmee offers easy access to such tourist spots as Paradise Palms Boulevard, located about a 5-minute walk away. More

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Le518X Liberty Luxor

7518 Excitement Drive, Kissimmee, United States Show map

The 6-bedroom Le518X Liberty Luxor Villa Kissimmee entices active guests with access to a fitness club and is located nearly a 10-minute drive from ChampionsGate Golf Club. Offering a swimming pool… More

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Disney Adventure Resort Style Free Waterpark2633

2633 Reading Trail, Kissimmee, United States Show map

Accommodating up to 12 guests, the 4-bedroom Disney Adventure Resort Style Free Waterpark2633 Kissimmee villa is situated approximately 25 minutes' walk from renowned cultural sites such as Osceola… More

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4293 Qs - Storey Lake Grandeur

4293 Quote St Kissimmee, Kissimmee, United States Show map

The 2-bedroom 4293 Qs - Storey Lake Grandeur Kissimmee villa entices active guests with access to a fitness suite and is located approximately a 10-minute drive from Medieval Times Dinner &… More

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Shvww2- Windsor At Westside Resort - 8 Bed 6 Baths Villa

2155 Tripoli Court, Kissimmee, United States Show map

During the stay at the 8-bedroom Shvww2- Windsor At Westside Resort - 8 Bed 6 Baths Villa Kissimmee, guests can indulge in a Jacuzzi or visit Indian Ridge, located 4.6 km away. This 1-bathroom villa… More

From US$ 313 Book Now

Blue Haven Retreat-Tb028

7924 Jacks Club Drive, Kissimmee, United States Show map

Located only 6 minutes' walk from Reunion Resort Water Park, the 4-bedroom Blue Haven Retreat-Tb028 Villa Kissimmee offers a swimming pool for guests to relax by. This accommodation boasts an aqua… More

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8 Bd 65 Ba Solara Resort 8939 Cb

8939 Coconut Breeze Drive, Kissimmee, United States Show map

Featuring a swimming pool, the 8-bedroom 8 Bd 65 Ba Solara Resort 8939 Cb Kissimmee villa is suitable for up to 18 people and is located around a 25-minute walk from Rum Run. Nestled in the West… More

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Dream Vacation Home With Lake View, Pool, More, And Walking Distance To Resort

2884 Simile St, Kissimmee, United States Show map

Staying at the 9-bedroom Dream Vacation Home With Lake View, Pool, More, And Walking Distance To Resort Kissimmee, guests can easily reach the nonprofit Give Kids The World Village Resort, located… More

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Spacious Family Retreat W/ Pool & Lazy River Resort Amenities

8889 8889 Qin Loop, Kissimmee, United States Show map

Spacious Family Retreat W/ Pool & Lazy River Resort Amenities Kissimmee villa offers proximity to nearby tourist spots, such as Rum Run, situated 25 minutes' walk away. More

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5Br Pool Home At Storey Lake Near Disney

2401 Reading Trail, Kissimmee, United States Show map

With a maximum capacity of 10 guests, the 5-bedroom 5Br Pool Home At Storey Lake Near Disney Kissimmee provides them with a swimming pool and access to such wellness attractions as the themed Give… More

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6Br House With Hot Tub Near Disney

4784 Kings Castle Cir, Kissimmee, United States Show map

The 6-bedroom 6Br House With Hot Tub Near Disney Kissimmee villa is located around 2 km from the air mall "Lake Buena Vista Factory Stores" and provides a Jacuzzi. This Kissimmee holiday home hosts… More

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Themed Resort Home: Private Pool And Location

8553 Bay Lilly Loop, Kissimmee, United States Show map

Along with access to such natural sites as the zoological Disney's Animal Kingdom Theme Park, 4.5 km away, Themed Resort Home: Private Pool And Location Kissimmee offers an outdoor swimming pool. More

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Liberty Sky

1504 Euston Dr., Kissimmee, United States Show map

The 5-bedroom Liberty Sky Villa Kissimmee is located around a 25-minute walk from Arnold Palmer Golf Course and provides an outdoor swimming pool, ensuring a relaxing stay. Featuring a Jacuzzi, this… More

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3 Bedrooms3 Baths Hub Westside Reserve 8792Pd

8792 Positivity Drive, Kissimmee, United States Show map

Hosting up to 7 guests, the 3-bedroom 3 Bedrooms3 Baths Hub Westside Reserve 8792Pd Kissimmee villa offers a convenient location within a 4-km distance of sports attractions such as Mighty Jungle… More

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6Br Disney Pool Home | Private Pool & Jacuzzi | Game Room | Dog Friendly

2987 Banana Palm Drive, Kissimmee, United States Show map

Featuring a swimming pool, 6Br Disney Pool Home | Private Pool & Jacuzzi | Game Room | Dog Friendly Kissimmee is located in a residential part of Kissimmee, 6 km from Avatar Flight of Passage Tourist… More

From US$ 204 Book Now

Paradise Palms Disney Retreat 5Br Pool Home

8964 Candy Palm Rd, Kissimmee, Fl 34747, Usa, Kissimmee, United States Show map

The 5-bedroom Paradise Palms Disney Retreat 5Br Pool Home Kissimmee offers easy access to such tourist spots as Paradise Palms Boulevard, located nearly a 5-minute walk away. Staying at the holiday… More

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5 Bd 45 Ba Windsor At Westside 1998 Md

1998 Majorca Drive, Kissimmee, United States Show map

Located within a 7-km distance of Orange Lake Legends, the 5-bedroom 5 Bd 45 Ba Windsor At Westside 1998 Md Villa Kissimmee offers a games room for guests' entertainment. This Kissimmee holiday home… More

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Cozy Home With Private Pool 8809

8809 Macapa Dr, Kissimmee, United States Show map

Situated in the West Kissimmee district of Kissimmee, approximately 4 km from Mystic Dunes Golf Club, the 9-bedroom Cozy Home With Private Pool 8809 Kissimmee comes with a swimming pool for guests to… More

From US$ 455 Book Now

Cozy 4 Bedroom Decorated Close To Disney W Private Pool

4815 Lullaby Ln, Kissimmee, United States Show map

With a maximum capacity of 10 guests, the 4-bedroom Cozy 4 Bedroom Decorated Close To Disney W Private Pool Kissimmee villa provides them with a swimming pool and access to such wellness attractions… More

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Spacious 6-Bedroom Home In Kissimmee, Perfect For Family Getaways!

8904 Rhodes Street, Kissimmee, United States Show map

Situated 2.8 km from Highlands Reserve Boulevard, the 6-bedroom Spacious 6-Bedroom Home In Kissimmee, Perfect For Family Getaways! provides access to numerous tourist attractions in the area. This… More

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5 Bd 45 Ba Encore At Reunion 266 Ss

266 Southfield Street, Kissimmee, United States Show map

Featuring a heated pool, 5 Bd 45 Ba Encore At Reunion 266 Ss Kissimmee villa is suitable for up to 12 people and is located 2.6 km from Indian Ridge. More

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