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2026-11-07
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Holiday Homes in Kissimmee

Seas The Day Cottage Near Disney With Margaritaville Resort & Island H2O Access - 8001Ff

8001 Flip Flop Way, Kissimmee, United States Show map

Nestled about 7 km from Walt Disney World Resort, the 3-bedroom Seas The Day Cottage Near Disney With Margaritaville Resort & Island H2O Access - 8001Ff Kissimmee is boasting an aqua park, a terrace,… More

From US$ 288 Book Now

Spacious 9-Bedroom Home In Kissimmee, Perfect For Large Groups Up To 25!

4565 Target Boulevard, Kissimmee, United States Show map

The 8-bedroom Spacious 9-Bedroom Home In Kissimmee, Perfect For Large Groups Up To 25! accommodates up to 25 guests and offers a convenient location around 10 minutes' drive from shopping venues such… More

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Og534D Homestead Cypress

7534 Gathering Drive, Kissimmee, United States Show map

The 4-bedroom Og534D Homestead Cypress Kissimmee villa is located fairly close to Watson Golf Course and provides guests with an aqua park and a golf course to ensure a memorable stay. Offering a… More

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Beautiful Renovated 6 Bed Pool Home Home

4464 Nirvana Parkway, Kissimmee, United States Show map

Offering a Jacuzzi for a relaxing experience, Beautiful Renovated 6 Bed Pool Home Home Kissimmee is located a 25-minute walk from Medieval Times Dinner & Tournament. Providing guests with Wi-Fi and… More

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Casa 4Q C/ Piscina E Temas Mickey & Harry Potter

3153 3153 Pequod Place, Kissimmee, United States Show map

The 4-bedroom Casa 4Q C/ Piscina E Temas Mickey & Harry Potter Villa Kissimmee entices active guests with access to a fitness suite and is located nearly a 10-minute ride from Museum of Military… More

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6 Bd 5 Ba Paradise Palms 2964 Bp

2964 Buccaneer Palm Rd, Kissimmee, United States Show map

The 6-bedroom 6 Bd 5 Ba Paradise Palms 2964 Bp Kissimmee villa boasts a location merely a 5-minute stroll from Paradise Palms Boulevard and offers guests to enjoy a games room. Located 3.2 km from… More

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Comfortable Home At Berkley Resort Near Disney 3Br Pool And Parking

1145 Park Ridge Circle, Kissimmee, United States Show map

Featuring an outdoor swimming pool, Comfortable Home At Berkley Resort Near Disney 3Br Pool And Parking Kissimmee is suitable for up to 6 people and is located a 17-minute walk from the nonprofit… More

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Pp2904 - 6Br House Sleeps 15 Near Paradise Palms

2904 Banana Palm Drive, Kissimmee, United States Show map

The welcoming Pp2904 - 6Br House Sleeps 15 Near Paradise Palms Kissimmee villa is located 6 km from Pandora and provides a swimming pool, ensuring a relaxing stay. Guests of this holiday home… More

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Patriots Isle

7768 Linkside Loop, Kissimmee, United States Show map

Offering a Jacuzzi for a relaxing experience, Patriots Isle Villa Kissimmee is located 10 minutes' drive from Indian Ridge. Providing guests with Wi-Fi and private parking, the 4-bedroom villa is 3.5… More

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Disney House At Resort 4Bd 3Ba Private Pool And Barbecue

8978 California Palm Road, Kissimmee, United States Show map

Situated only a 5-minute stroll from Paradise Palms Boulevard, Disney House At Resort 4Bd 3Ba Private Pool And Barbecue Kissimmee villa offers quick access to numerous city landmarks nearby. More

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Go22 Paddington Way

2908 Paddington Way, Kissimmee, United States Show map

Situated 2.9 km from Northeast Regional City Park, the 3-bedroom Go22 Paddington Way Villa Kissimmee is suitable for 10 guests and provides a heated pool for additional relaxation. Featuring a… More

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6 Bd 6 Ba Bella Vida 4564 Cl

4564 Cabello Loop, Kissimmee, United States Show map

The 3-bedroom 6 Bd 6 Ba Bella Vida 4564 Cl Villa Kissimmee is located 2.9 km from the family-friendly Kissimmee Go-Karts and provides table tennis for active guests. This holiday home accommodates 15… More

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Magical Family Getaway Close To Disney

3211 Energy Dr, Kissimmee, United States Show map

Featuring a swimming pool, Magical Family Getaway Close To Disney Kissimmee villa is suitable for up to 8 people and is located 10 minutes by car from Pandora. Providing guests with Wi-Fi and a car… More

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2585La Townhouse 4 Beds & 3 Baths With Private Pool

2585 Reading Trail, Kissimmee, United States Show map

Located about 25 minutes' walk from Osceola County Welcome Center and History Museum, the 4-bedroom 2585La Townhouse 4 Beds & 3 Baths With Private Pool Villa Kissimmee has a heated pool and is ideal… More

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5 Bedrooms 45 Baths Veranda Palms 2669Sc

2669 Santosh Cove, Kissimmee, United States Show map

Located approximately a 25-minute walk from Medieval Times Dinner & Tournament, the 5-bedroom 5 Bedrooms 45 Baths Veranda Palms 2669Sc Kissimmee villa gives access to various tourist sites in the… More

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Sl4895 - 5Br House With Pool Near Disney Area

4895 Romeo Cir, Kissimmee, United States Show map

Hosting up to 14 guests, Sl4895 - 5Br House With Pool Near Disney Area Kissimmee villa offers a convenient location 2.6 km from sports attractions such as Falcon's Fire Golf Club. Providing guests… More

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Lovely 5Br Townhouse At Windsor At Westside Townhouse

651 W Pacific Avenue # 105, Kissimmee, United States Show map

Located approximately a 25-minute walk from Publix Super Market at Berry Town Center, the 5-bedroom Lovely 5Br Townhouse At Windsor At Westside Townhouse Kissimmee villa gives access to various… More

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New Epic Escape Theater Pool & Golf Views

815 Golden Bear Drive, Kissimmee, United States Show map

Located only 6 minutes' walk from Reunion Resort Water Park, the 5-bedroom New Epic Escape Theater Pool & Golf Views Villa Kissimmee offers an outdoor swimming pool for guests to relax by. This… More

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Le610X Liberty Wonder

7610 Excitement Drive, Kissimmee, United States Show map

Featuring a swimming pool for guests' relaxation, the 6-bedroom Le610X Liberty Wonder Villa Kissimmee is located nearly a 25-minute stroll from Watson Golf Course. More

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New Reunion Resort-Custom Bunks- Private Theater

7468 Gathering Drive, Kissimmee, United States Show map

The 6-bedroom New Reunion Resort-Custom Bunks- Private Theater Kissimmee villa entices active guests with access to a fitness club and is located only 1.4 km from Watson Golf Course. Offering an… More

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Spacious 5-Bedroom Home In Kissimmee, Perfect For Family Getaways!

8948 Zurich Lane, Kissimmee, United States Show map

Staying at the 5-bedroom Spacious 5-Bedroom Home In Kissimmee, Perfect For Family Getaways!, guests can visit Rum Run, which is only 1.9 km away. Offering a car park as well as Wi-Fi, the Kissimmee… More

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Sunset Fantasy Retreat

7819 Palmilla Court, Kissimmee, United States Show map

Located 7 km from The Legends Golf Course, Sunset Fantasy Retreat Villa Kissimmee gives access to various tourist sites in the vicinity. The 6-bedroom holiday home hosts up to 14 guests and provides… More

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4 Bedrooms 3 Bathrooms Champions Gate 408 Oc

408 Ocean Course Avenue, Kissimmee, United States Show map

The 4-bedroom 4 Bedrooms 3 Bathrooms Champions Gate 408 Oc Kissimmee villa offers proximity to nearby tourist spots, such as Rum Run, situated approximately 10 minutes' drive away. With a maximum… More

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Tropical Fountains Condo

8211 Roseville Blvd Fountains At Champions Gate, Kissimmee, United States Show map

The 3-bedroom Tropical Fountains Condo Kissimmee villa is located within a 7-km distance of Reunion Resort Water Park and provides a Jacuzzi. This Kissimmee holiday home is suitable for up to 6… More

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Central Florida Family Escape / Free Parking

1075 Park Ridge Circle, Kissimmee, United States Show map

The 3-bedroom Central Florida Family Escape / Free Parking Kissimmee villa is located approximately 25 minutes' walk from 192 Outlet, giving access to various tourist spots nearby. With a maximum… More

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Awesome Four Bedrooms Townhouse With Pool At Champions Gate Resort 0432

432 Ocean Course Avenue, Kissimmee, United States Show map

Awesome Four Bedrooms Townhouse With Pool At Champions Gate Resort 0432 Kissimmee villa offers proximity to nearby tourist spots, such as Tuscan Hills Boulevard, situated approximately 10 minutes… More

From US$ 198 Book Now

Windsor Palms Condo - Resort Pool Hot Tub- Near Disney

8107 Coconut Place, Kissimmee, United States Show map

Staying at the 2-bedroom Windsor Palms Condo - Resort Pool Hot Tub- Near Disney Kissimmee villa, guests can visit Windsor Hills, which is nearly a 25-minute walk away. The Kissimmee holiday home… More

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Casa 6Q Tematica Disney C/ Piscina

8952 8952 Takeaway Way, Kissimmee, United States Show map

Offering a location 4.2 km from Tuscan Hills Boulevard, the 6-bedroom Casa 6Q Tematica Disney C/ Piscina Kissimmee gives access to various tourist spots in the area. Situated about 10 minutes' drive… More

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4 Bedrooms 3 Bathrooms Paradise Palms 2955 Bp

2955 Banana Palm Drive, Kissimmee, United States Show map

The 4-bedroom 4 Bedrooms 3 Bathrooms Paradise Palms 2955 Bp Kissimmee villa hosts up to 10 guests and is nestled 2.7 km from natural sites such as Northeast Regional City Park. Located within 10… More

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8966Ccd-The Retreat At Championsgate Home

8966 Cabot Cliffs Dr, Kissimmee, United States Show map

Staying at the 6-bedroom 8966Ccd-The Retreat At Championsgate Home Kissimmee, guests can visit Highlands Reserve GC, which is approximately a 10-minute ride away. The Kissimmee holiday home is… More

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Cane Island Resort 2Br Condo, Close To Attractions

5255 Cane Island Lp #101, Kissimmee, United States Show map

Situated only 6 minutes' walk from Museum of Military History, the 2-bedroom Cane Island Resort 2Br Condo, Close To Attractions Kissimmee villa is ideal for up to 6 guests. Offering a sauna, the… More

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Luxury Resort Home With Private Pool

1852 Nice Ct, Kissimmee, Fl 34747, Usa, Kissimmee, United States Show map

Located in the West Kissimmee district of Kissimmee and about a 10-minute ride from Highgate Park Boulevard, the 8-bedroom Luxury Resort Home With Private Pool Kissimmee provides guests with a… More

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Spacious 4Br3Ba Home Near Disney

2561 Montego Bay Blvd, Kissimmee, United States Show map

Offering a location nearly a 25-minute walk from Museum of Military History, the 4-bedroom Spacious 4Br3Ba Home Near Disney Kissimmee gives access to various tourist spots in the area. The holiday… More

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Spacious 5Br 4Ba Pool & Spa Villa In Emerald Island Resort

8598 Sunrise Key Drive, Kissimmee, United States Show map

Located 3.2 km from Lake Wilson, the 5-bedroom Spacious 5Br 4Ba Pool & Spa Villa In Emerald Island Resort Kissimmee offers fitness classes, as well as a fitness room for active guests. Offering a… More

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Luxury Family Retreat Close To Disney La Patrona

8919 Takeaway Way, Kissimmee, United States Show map

Offering a location 4.3 km from Rum Run, Luxury Family Retreat Close To Disney La Patrona Kissimmee villa gives access to various tourist spots in the area. More

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Wyndham Reunion 3Br Apartment With Resort Access

Gathering Drive 7593, Kissimmee, United States Show map

The 3-bedroom Wyndham Reunion 3Br Apartment With Resort Access Kissimmee villa entices active guests with access to a fitness centre and is located a mere 6 minutes' stroll from Watson Golf Course. More

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Liberty Shine

7603 Excitement Drive, Kissimmee, United States Show map

Featuring an outdoor swimming pool, the 4-bedroom Liberty Shine Villa Kissimmee is suitable for up to 10 people and is located within 10 minutes' drive of Indian Ridge. This Kissimmee villa boasts an… More

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10 Minutes To All Disney Parks With Pool And Wifi

2747 North Poinciana Boulevard, Kissimmee, United States Show map

10 Minutes To All Disney Parks With Pool And Wifi Kissimmee villa offers proximity to nearby tourist spots, such as Falcon's Fire Golf Course, situated approximately 25 minutes' walk away. Suiable… More

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Stunning Delux Villa 4 Bedroom - Hot Tub

5512 Torino Road, Kissimmee, United States Show map

The 4-bedroom Stunning Delux Villa 4 Bedroom - Hot Tub Kissimmee is located 3.6 km from Local amusement Theme Park and provides a Jacuzzi. With a maximum capacity of 8 guests, this villa offers a car… More

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Solara Resort 5Br Home With Private Pool

1802 Tropical Palms Cir, Kissimmee, United States Show map

Located about a 25-minute walk from Rum Run, Solara Resort 5Br Home With Private Pool Kissimmee gives access to various tourist sites in the vicinity. More

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Paraiso Proximo A Disney

8944 Bismarck Palm Rd, Kissimmee, United States Show map

Paraiso Proximo A Disney Kissimmee villa provides easy access to various city attractions, such as Paradise Palms Boulevard, situated a 5-minute walk away. More

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8 Bd 45 Ba Solara Resort 2331 Cs

2331 Calm Shore Way, Kissimmee, United States Show map

Situated around 25 minutes' walk from Northeast Regional City Park, the 8-bedroom 8 Bd 45 Ba Solara Resort 2331 Cs Kissimmee villa is suitable for 19 guests and provides a heated pool for additional… More

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Family Fun - Resort And Private Pool

8940 Cabot Cliffs Drive, Kissimmee, United States Show map

The 6-bedroom Family Fun - Resort And Private Pool Kissimmee villa entices active guests with access to a fitness area and is located around a 10-minute drive from Tuscan Hills Boulevard. Offering a… More

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8Br House With Game Room Near Disney Area

4736 Blue Diamond, Kissimmee, United States Show map

Along with a swimming pool, the 8-bedroom 8Br House With Game Room Near Disney Area Kissimmee villa boasts a convenient location only 1.4 km from Give Kids The World Village Resort, where guests can… More

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Ef1333 Seven Eagles Seychelles

1333 Seven Eagles Court, Kissimmee, United States Show map

The 1-bedroom Ef1333 Seven Eagles Seychelles Villa Kissimmee, located approximately a 5-minute walk from Reunion Resort the palmer course, can host up to 6 guests. The holiday home boasts an aqua… More

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6 Bd 5 Ba Paradise Palms 8852 Cp

8852 Candy Palm Road, Kissimmee, United States Show map

Situated 7 km from Disney's Blizzard Beach Water Park, 6 Bd 5 Ba Paradise Palms 8852 Cp Kissimmee villa is suitable for 12 guests and provides a swimming pool for additional relaxation. Offering… More

From US$ 1313 Book Now

Luxury Cottage Near Disney With Private Pool & Margaritaville Resort And Island H20 Waterpark Access - 3088Ph

3088 Parrot Head Place, Kissimmee, United States Show map

Situated around 25 minutes' walk from Avatar Flight of Passage Tourist Information Center, the 8-bedroom Luxury Cottage Near Disney With Private Pool & Margaritaville Resort And Island H20 Waterpark… More

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Cozy Family House Near Disney 8108

Lucayan Harbour Circle, Kissimmee, United States Show map

Featuring an outdoor swimming pool, the 4-bedroom Cozy Family House Near Disney 8108 Kissimmee villa is suitable for up to 8 people and is located approximately a 25-minute walk from the outlet mall… More

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Avatar Theme 7 Bedroom Luxury Decor At Solara Sr8912

8912 Caroline Bay Ct,, Kissimmee, United States Show map

Situated in the West Kissimmee district of Kissimmee, around 10 minutes' drive from Northeast Regional City Park, the 7-bedroom Avatar Theme 7 Bedroom Luxury Decor At Solara Sr8912 Kissimmee villa… More

From US$ 375 Book Now

Family-Friendly Home With Pool & Movie Theater

8878 Cabot Cliffs Dr, Kissimmee, United States Show map

Featuring a swimming pool, the 9-bedroom Family-Friendly Home With Pool & Movie Theater Kissimmee is suitable for up to 27 people and is located around 10 minutes by car from Reunion Resort Water… More

From US$ 1131 Book Now