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2026-11-07
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Holiday Homes in Kissimmee

Bismarck Palms Home

8966 Bismarck Palm Rd Paradise Palms Resort, Kissimmee, United States Show map

Bismarck Palms Home Kissimmee, located just around the corner from Paradise Palms Boulevard, can host up to 10 guests. This 5-bedroom villa features opportunities for billiard in the area, about 6 km… More

From US$ 298 Book Now

Luxurious Cottage Near Disney With Margaritaville Resort & Island H2O Access - 8000Dr

8000 Dreamsicle Dr, Kissimmee, United States Show map

The 4-bedroom Luxurious Cottage Near Disney With Margaritaville Resort & Island H2O Access - 8000Dr Kissimmee is located within 5 minutes' walk of Splendid China and provides guests with an aqua park… More

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Stunning 7 Bd Close To Disney W/ Pool @ Sonoma 2639

2639 Calistoga Avenue, Kissimmee, United States Show map

Located within 5 km of Gatorland Wildlife Park, Stunning 7 Bd Close To Disney W/ Pool @ Sonoma 2639 Kissimmee villa provides access to various tourist attractions in the vicinity. More

From US$ 357 Book Now

5 Bedroom Close To Disney With Lakeview

8870 Geneve Court, Kissimmee, United States Show map

5 Bedroom Close To Disney With Lakeview Kissimmee villa is located in the West Kissimmee district, 4.8 km from Windsor Hills and features a swimming pool as well as views of the lake. More

From US$ 291 Book Now

The Sensational Sanctuary-Tt207

7840 Palmilla Ct., Kissimmee, United States Show map

Located just 1.1 km from Orlando Tree Trek Adventure Amusement Park Zip Line, the 8-bedroom The Sensational Sanctuary-Tt207 Villa Kissimmee provides access to various tourist attractions in the… More

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Villa Icaro- Champions Gate

396 Ocean Course Avenue, Kissimmee, United States Show map

Featuring a swimming pool, Villa Icaro- Champions Gate Kissimmee is suitable for up to 10 people and is located a 10-minute drive from Rum Run. Providing guests with Wi-Fi and private parking, the 4… More

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8939Ad Amazing Solara

8939 Amelia Downs Trail, Kissimmee, United States Show map

During the stay at 8939Ad Amazing Solara Villa Kissimmee, guests can indulge in a hot tub or visit Emerald Island Boulevard, located 3.7 km away. Located a 10-minute ride from Rum Run, this 7-bedroom… More

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Luxury Pool Villa 15 Min Disney Championsgate

1041 Splash Shot Place, Kissimmee, United States Show map

Offering an aqua park and a golf course for guests' leisure, Luxury Pool Villa 15 Min Disney Championsgate Kissimmee is situated a 10-minute ride from Tuscan Hills Boulevard. Located 3.3 km from… More

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West Lucaya Holiday Home

3241 Wish Avenue 11-32, Kissimmee, United States Show map

West Lucaya Holiday Home Kissimmee is located within 6 km of Pandora, giving access to various tourist spots nearby. More

From US$ 139 Book Now

Luxury 5 Bedroom Townhouse With Pool Near Disney

8981 Candy Palm Road, Kissimmee, United States Show map

Located within 5 minutes' walk of Paradise Palms Boulevard, the 5-bedroom Luxury 5 Bedroom Townhouse With Pool Near Disney Kissimmee villa gives easy access to various tourist attractions in the area… More

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Private Pool And Spa Villa Championsgate

658 Whistling Straits Blvd, Kissimmee, Fl 34747, Kissimmee, United States Show map

Located nearly 25 minutes' walk from ChampionsGate Golf Club, Private Pool And Spa Villa Championsgate Kissimmee provides access to various tourist attractions in the vicinity. More

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Casa 3Q Com Piscina No Condominio- Disney

Lucayan Harbour Circle, Kissimmee, United States Show map

Casa 3Q Com Piscina No Condominio- Disney Kissimmee enjoys a convenient location, a 16-minute walk from Falcon's Fire Golf Course, and offers guests to unwind in a Jacuzzi. Offering a car park as… More

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Chateau At Bear'S Den

948 Jack Nicklaus Ct, Kissimmee, United States Show map

Featuring an aqua park, a patio, and a golf course for a delightful experience, Chateau At Bear'S Den Kissimmee villa offers a prime location just a 5-minute walk from Arnold Palmer Golf Course. More

From US$ 1033 Book Now

Premium Pool Villa Centrally Located Near Disney

5365 Warrior Lane, Kissimmee, United States Show map

Accommodating up to 6 guests, the 3-bedroom Premium Pool Villa Centrally Located Near Disney Kissimmee is situated within 25 minutes' walk of renowned cultural sites such as Museum of Military… More

From US$ 204 Book Now

Lux Sonoma Retreat | Private Pool & Outdoor Bbq

2612 Yountville Avenue, Kissimmee, United States Show map

Located around 25 minutes' walk from Fun 'n Wheels Family Fun Parks, the 14-bedroom Lux Sonoma Retreat | Private Pool & Outdoor Bbq Villa Kissimmee features a heated pool, a Jacuzzi, ensuring a… More

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Luxury Resort Home Near Disney & Universal!

2967 Fable St, Kissimmee, United States Show map

Located a 10-minute drive from Old Town Shopping Mall, Luxury Resort Home Near Disney & Universal! Kissimmee offers a games room for guests' leisure. Featuring a Jacuzzi, the 9-bedroom villa is… More

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Luxury 5 Bedroom 4 Bath Private Pool Home 227

1236 Challenge Drive, Kissimmee, United States Show map

Staying at Luxury 5 Bedroom 4 Bath Private Pool Home 227 Kissimmee, guests can visit Tuscan Hills Boulevard, which is about a 10-minute drive away. More

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Ideal Location - Pool Spa Movie Theater Near Disney

740 Sticks Street, Kissimmee, United States Show map

Staying at the 1-bedroom Ideal Location - Pool Spa Movie Theater Near Disney Kissimmee villa, guests can easily reach Highlands Reserve GC, located approximately a 10-minute ride away. More

From US$ 234 Book Now

Waterfront Cottage With Private Pool Near Disney And Margaritaville Resort & Island H20 Access - 7985Su

7985 Surf Street, Kissimmee, United States Show map

Offering an aqua park, a terrace, and a patio for guests' leisure, the 4-bedroom Waterfront Cottage With Private Pool Near Disney And Margaritaville Resort & Island H20 Access - 7985Su Kissimmee is… More

From US$ 649 Book Now

Lake-View 5Br/4.5Ba Townhome, Private Pool, Sleeps 13, Windsor At Westside, 15 Min To Disney

8862 Geneve Ct Kissimmee, Fl 34747, Kissimmee, United States Show map

The 5-bedroom Lake-View 5Br/4.5Ba Townhome, Private Pool, Sleeps 13, Windsor At Westside, 15 Min To Disney Kissimmee villa can host up to 13 guests and is situated within a 5-km distance of family… More

From US$ 243 Book Now

Brand New Home At Reunion Resort - Near Disney

7757 Somersworth Drive, Kissimmee, United States Show map

Staying at the 4-bedroom Brand New Home At Reunion Resort - Near Disney Kissimmee, guests can visit ChampionsGate Golf Club, which is about a 10-minute ride away. This Kissimmee holiday home is… More

From US$ 100 Book Now

Apex Executive Apartments - Storey Lake Villa Florida

2705 Bookmark Drive, Kissimmee, United States Show map

Staying at the 10-room Apex Executive Apartments - Storey Lake Villa Florida Kissimmee, guests can visit the themed Give Kids The World Village Resort, which is approximately a 10-minute drive away. More

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Amazing Mickey Mouse-Themed 2Br Near Disney

3180 Paradox Circle, Kissimmee, United States Show map

Situated 10 minutes by car from Old Town Shopping Mall, Amazing Mickey Mouse-Themed 2Br Near Disney Kissimmee villa provides access to numerous tourist attractions in the area. More

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Townhouse W Patio & Game Room Near Magic Kingdom

875 Assembly Court, Kissimmee, United States Show map

The 3-bedroom Townhouse W Patio & Game Room Near Magic Kingdom Kissimmee villa can host up to 8 guests and is situated around 25 minutes' walk from family venues such as Orlando Tree Trek Adventure… More

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Private Pool Bbq Game Room Near Theme Parks

2539 Dharma Circle, Kissimmee, United States Show map

Nestled 10 minutes' drive from Dare 2 Escape, Private Pool Bbq Game Room Near Theme Parks Kissimmee villa entices guests to explore various tourist destinations nearby. More

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6Bd - Pool, Bbq & Movie Theater - 10 Mins To Disney

2508 Oneida Loop, Kissimmee, United States Show map

Located within 7 km of the film-centric theme park "Disney's Hollywood Studios", the 6-bedroom 6Bd - Pool, Bbq & Movie Theater - 10 Mins To Disney Kissimmee villa provides an outdoor swimming pool… More

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Ev2826 - Magical Horizon Villa

2826 Storey Cove Ave, Kissimmee, United States Show map

Ev2826 - Magical Horizon Villa Kissimmee offers proximity to such city sites as Lennar at Storey Lake, located approximately a 5-minute walk away. The holiday home features opportunities for billiard… More

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Key Lime Cabana Cottage Near Disney With Margaritaville Resort & Island H2O Access - 3062Kl

3062 Key Lime Loop, Kissimmee, United States Show map

Located 15 minutes' drive from the film-centric theme park "Disney's Hollywood Studios", Key Lime Cabana Cottage Near Disney With Margaritaville Resort & Island H2O Access - 3062Kl Kissimmee offers… More

From US$ 391 Book Now

3 Bd 2 Ba Villas At Seven Dwarfs Lane 14-104

2620 Lodi Circle Building 14 - Unit 104, Kissimmee, United States Show map

Featuring a swimming pool, 3 Bd 2 Ba Villas At Seven Dwarfs Lane 14-104 Kissimmee is located a 6-minute walk from Sam's Club and is suitable for up to 8 guests. The 1-bedroom holiday home features… More

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4361 Quote

4361 Quote St, Kissimmee, United States Show map

The 4-bedroom 4361 Quote Villa Kissimmee is located within 6 km of Old Town Shopping Mall and provides a Jacuzzi. This Kissimmee villa hosts up to 13 guests and provides them with parking. More

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Blue Oasis Cottage With Private Pool Near Disney And Margaritaville Resort & Island H20 Access - 7968Sh

7968 Shaker Street, Kissimmee, United States Show map

Located approximately 7 km from the educational Epcot Disney Theme Park, the 4-bedroom Blue Oasis Cottage With Private Pool Near Disney And Margaritaville Resort & Island H20 Access - 7968Sh… More

From US$ 828 Book Now

Villas South Meadow

7601 Cabana Court #103, Kissimmee, United States Show map

Situated approximately 7 km from Corpus Christi Catholic Church, the 3-bedroom Villas South Meadow Kissimmee entices guests to explore various tourist attractions in the area. Featuring a Jacuzzi… More

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Stunning 3Bd Close To Disney At Fiesta Key 4764

Coral Castle Drive 4764, Kissimmee, United States Show map

Up to 9 guests can stay at Stunning 3Bd Close To Disney At Fiesta Key 4764 Kissimmee villa and enjoy Eagle Pointe South, located 6 minutes' walk away. More

From US$ 181 Book Now

Happy Ours Cottage Near Disney With Private Hot Tub And Margaritaville Resort & Island H20 Waterpark Access - 3086Kl

3086 Key Lime Loop, Kissimmee, United States Show map

During the stay at Happy Ours Cottage Near Disney With Private Hot Tub And Margaritaville Resort & Island H20 Waterpark Access - 3086Kl Kissimmee, guests can indulge in spa treatments, such as a… More

From US$ 351 Book Now

Pool Home In Famous Windsor Palms Resort 4 Miles To Disney, Free Resort Amenities

8136 Fan Palm Way, Kissimmee, United States Show map

Located about a 10-minute drive from Lake Wilson, Pool Home In Famous Windsor Palms Resort 4 Miles To Disney, Free Resort Amenities Kissimmee provides access to various tourist attractions in the… More

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Big Family Home! Game Room | Sleeps 26!

610 Marcello Blvd, Kissimmee, United States Show map

Nestled nearly a 20-minute walk from Shingle Creek Regional Park, the 12-bedroom Big Family Home! Game Room | Sleeps 26! Kissimmee is boasting billiards and a golf course for guests' enjoyment. More

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Disney Vacation Rental With Private Pool & Theatre

8936 Rhodes Street, Kissimmee, United States Show map

Nestled 10 minutes' drive from Tuscan Hills Boulevard, Disney Vacation Rental With Private Pool & Theatre Kissimmee villa entices guests to explore various tourist destinations nearby. More

From US$ 701 Book Now

Storey Lake 5Br Family Townhome W Pool Near Disney

2609 Reading Trail, Kissimmee, United States Show map

The 5-bedroom Storey Lake 5Br Family Townhome W Pool Near Disney Kissimmee villa entices active guests with access to a fitness room and is located within a 6-km distance of Falcon's Fire Golf Course… More

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Hermosa Casa Vacacional Privada Con Piscina Y Jacuzzy

24 Cordona Dr, Kissimmee, United States Show map

Located around 10 minutes' drive from Savanna Club Golf Course, Hermosa Casa Vacacional Privada Con Piscina Y Jacuzzy Kissimmee boasts a swimming pool with a hot tub. More

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Championsgate 4Br Private Pool + Waterpark

1176 Challenge Drive, Kissimmee, United States Show map

Offering a location 3.5 km from Highlands Reserve Boulevard, Championsgate 4Br Private Pool + Waterpark Villa Kissimmee gives access to various tourist spots in the area. More

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5 Star Villa-Pool 6 Bed 5 Bath Game Movie Rooms Free Water Parks Sleeps 15

652 Whistling Straits Boulevard, Kissimmee, United States Show map

Featuring an outdoor swimming pool, the 6-bedroom 5 Star Villa-Pool 6 Bed 5 Bath Game Movie Rooms Free Water Parks Sleeps 15 Kissimmee is suitable for up to 15 people and is located about a 10-minute… More

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Near Disney Private Patio Family Bella Vida Resort

1220 Las Fuentes Dr, Kissimmee, Fl 34746, Kissimmee, United States Show map

Offering a location 3.8 km from Kissimmee Golf Club, Near Disney Private Patio Family Bella Vida Resort Kissimmee villa gives access to various tourist spots in the area. More

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Shvck5 - Coral Cay Resort #5 - 4 Bed 3 Baths Townhome

2340 Caravelle Cir, Kissimmee, United States Show map

Situated around 5 minutes' walk from Wat Florida Dhammaram Buddhist Monastery, the 4-bedroom Shvck5 - Coral Cay Resort #5 - 4 Bed 3 Baths Townhome Kissimmee villa offers quick access to numerous city… More

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Casa 6 Quartos Com Piscina E Game Room

8914 Zurich Lane, Kissimmee, United States Show map

Casa 6 Quartos Com Piscina E Game Room Kissimmee is located in the West Kissimmee district, 25 minutes' walk from Rum Run and features a heated pool as well as views of the pool. Boasting a Jacuzzi… More

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Huge 4Th Floor Resort Condo W/Bunk Rm Near Disney

3050 Pirates Retreat Ct 408, Kissimmee, United States Show map

Offering a location 3.2 km from The Legends Golf Course, Huge 4Th Floor Resort Condo W/Bunk Rm Near Disney Kissimmee villa gives access to various tourist spots in the area. More

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Fairway Prosperity

972 Desert Mountain, Kissimmee, United States Show map

The 6-bedroom Fairway Prosperity Villa Kissimmee is located within a 5-km distance of Windsor Hills and provides a Jacuzzi. With a maximum capacity of 14 guests, this Kissimmee holiday home offers… More

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Fabulous Thematic 2Br Condo With Kids Splash Pad

3120 Paradox Circle, Kissimmee, United States Show map

Featuring a swimming pool, the 2-bedroom Fabulous Thematic 2Br Condo With Kids Splash Pad Kissimmee villa is located fairly close to Lennar at Storey Lake and is suitable for up to 8 guests. The… More

From US$ 308 Book Now

9Br House With Pool Near Disney Area

2145 Fleming Mist Pl, Kissimmee, Fl 34747, Eua, Kissimmee, United States Show map

Offering a location within 6 km of The Legends Golf Course, the 9-bedroom 9Br House With Pool Near Disney Area Kissimmee villa gives access to various tourist spots in the area. Suitable for up to 21… More

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

1131K 1131 Kingsbarn Street, Kissimmee, United States Show map

Located 10 minutes' drive from Highlands Reserve Boulevard, Casa 5Q C/ Piscina E Game Room - Perto Da Disney Kissimmee has an outdoor swimming pool and is ideal for up to 14 guests. The 5-bedroom… More

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8955 California Palm

8955 California Palm Rd, Kissimmee, United States Show map

The 2-bedroom 8955 California Palm Villa Kissimmee is located around 10 minutes' drive from Highlands Reserve GC, giving access to various tourist spots nearby. More

From US$ 242 Book Now