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2026-11-07
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Holiday Homes in Kissimmee

Homestead Hawthorn

1205 Radiant St, Kissimmee, United States Show map

Situated approximately a 15-minute drive from Corpus Christi Catholic Church, the 4-bedroom Homestead Hawthorn Kissimmee villa includes an outdoor swimming pool, as well as a Jacuzzi to relax in. More

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Pool & Great Location Relaxing 4Bd 6Mi Disney

8206 Fan Palm Way, Kissimmee, United States Show map

Located about a 10-minute ride from A World of Orchids, Pool & Great Location Relaxing 4Bd 6Mi Disney Kissimmee villa provides access to various tourist attractions in the vicinity. More

From US$ 251 Book Now

Disney Townhome | Waterfront Patio, Splash Pool, Waterpark, Bbq, Fast Wifi

4831 Romeo Circle, Kissimmee, United States Show map

Situated around a 10-minute drive from Local amusement Theme Park, the 4-bedroom Disney Townhome | Waterfront Patio, Splash Pool, Waterpark, Bbq, Fast Wifi Kissimmee villa is suitable for 12 guests… More

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Cozy Family Getaway With Pool, Hot Tub, Patio, King Bed

4512 Dakota Point Court, Kissimmee, United States Show map

Nestled a 25-minute walk from the miniature Pirates Island Adventure Golf, Cozy Family Getaway With Pool, Hot Tub, Patio, King Bed Villa Kissimmee entices guests to explore various tourist… More

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Wonderfull Home Near Disney & Free Waterpark 2421

2421 Reading Trail, Kissimmee, United States Show map

During the stay at Wonderfull Home Near Disney & Free Waterpark 2421 Kissimmee, guests can indulge in a Jacuzzi or visit Old Town Shopping Mall, located 6 km away. Located 10 minutes' drive from the… More

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Luna Villa- Private Pool/Spa And 24/7 Support

8918 Zurich Lane, Kissimmee, United States Show map

The 5-bedroom Luna Villa- Private Pool/Spa And 24/7 Support Kissimmee is located approximately 3 km from Highlands Reserve Boulevard and provides a Jacuzzi. Offering a convenient location in the West… More

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Grh14419 - Champions Gate Resort - 4 Bed 3 Baths Townhome

1160 Challenge Dr, Kissimmee, United States Show map

Nestled 3.5 km from Highlands Reserve Boulevard, the 4-bedroom Grh14419 - Champions Gate Resort - 4 Bed 3 Baths Townhome Kissimmee villa is boasting a patio, a shared lounge, and a golf course for… More

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Spacious 5Br Home With Private Pool In Kissimmee

1909 Nice Court, Kissimmee, United States Show map

Staying at Spacious 5Br Home With Private Pool In Kissimmee, guests can easily reach Northeast Regional City Park, located approximately 3 km away. More

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4 Bedroom Pool Home Minutes From Disney!

2617 Santosh Cove, Kissimmee, United States Show map

Located 2.5 km from Shingle Creek Regional Park, the 1-bedroom 4 Bedroom Pool Home Minutes From Disney! Kissimmee has a year-round outdoor swimming pool and is ideal for up to 14 guests. Featuring… More

From US$ 147 Book Now

Villa 5Bd Paradise Retreat Champions Gate With Xbox & Vr

780 Sticks Street, Kissimmee, United States Show map

Featuring an outdoor swimming pool, Villa 5Bd Paradise Retreat Champions Gate With Xbox & Vr Kissimmee is suitable for up to 15 people and is located 4.4 km from Rum Run. More

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Resort Acess Gatted Community 2608

2608 Lodi Circle 2-106, Kissimmee, United States Show map

Resort Acess Gatted Community 2608 Kissimmee villa is situated about a 5-minute walk from Sam's Club, featuring such comforts as Wi-Fi and parking. This accommodation features a swimming pool and is… More

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Unlimited Fun 1 Y 3Br Pool Parking

1000 Park Club Drive, Kissimmee, United States Show map

Featuring an outdoor swimming pool, the 3-bedroom Unlimited Fun 1 Y 3Br Pool Parking Villa Kissimmee is suitable for up to 6 people and is located 4.3 km from Museum of Military History. Providing… More

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Welcome To Magic Village: Luxury Townhouse

5533 Torino Rd, Kissimmee, United States Show map

Offering an indoor pool for a relaxing experience, Welcome To Magic Village: Luxury Townhouse Kissimmee villa is located a 15-minute ride from the film-centric theme park "Disney's Hollywood Studios"… More

From US$ 315 Book Now

Beautiful 5 Bedroom Town Home With Splash Pool Home

1648 Tropical Palms Circle, Kissimmee, United States Show map

Featuring an outdoor swimming pool, Beautiful 5 Bedroom Town Home With Splash Pool Home Kissimmee is suitable for up to 6 people and is located 25 minutes on foot from Highlands Reserve Boulevard. More

From US$ 312 Book Now

Pool, Parks & Fun! Family Resort Stay Near Disney

8834 Dunes Ct Unit 13103, Kissimmee, United States Show map

Situated in the West Kissimmee district of Kissimmee, within 5 km of Mystic Dunes Golf Club at Mystic Dunes Resort, the 3-bedroom Pool, Parks & Fun! Family Resort Stay Near Disney Kissimmee villa… More

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Modern 9Br Home W Game & Themed Rooms Near Disney

2911 Fable Street, Kissimmee, United States Show map

Located nearly 25 minutes' walk from the open-air mall "Lake Buena Vista Factory Stores", Modern 9Br Home W Game & Themed Rooms Near Disney Kissimmee provides access to various tourist attractions in… More

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Home Away From Home | Private Pool

9167 Sommerset Hills D, Kissimmee, United States Show map

Featuring an outdoor swimming pool, the 6-bedroom Home Away From Home | Private Pool Kissimmee is suitable for up to 15 people and is located within a 10-minute drive of Tuscan Hills Boulevard. More

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Disney Retreat W Pool Arcade Games Grill

8923 Cabot Cliffs Drive, Kissimmee, United States Show map

Disney Retreat W Pool Arcade Games Grill Kissimmee villa offers proximity to nearby tourist spots, such as Mystic Dunes Golf Club, situated nearly 10 minutes away by car. More

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Modern 3Br Championsgate Townhome With Pool Access

1171 Challenge Dr, Kissimmee, United States Show map

Located 12 minutes' walk from ChampionsGate Country Club Golf, Modern 3Br Championsgate Townhome With Pool Access Kissimmee villa gives access to various tourist sites in the vicinity. More

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Cozy 4Bdvillarelaxfamiliesnear Disneyresort

2602 Lodii Circle # 6-108, Kissimmee, United States Show map

The 4-bedroom Cozy 4Bdvillarelaxfamiliesnear Disneyresort Kissimmee villa is situated about a 5-minute walk from Sam's Club, featuring such comforts as Wi-Fi and parking. Offering a Jacuzzi, this… More

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Casa 5Q C/ Piscina E Temas Da Disney

4350 Rhyme Street, Kissimmee, United States Show map

The 5-bedroom Casa 5Q C/ Piscina E Temas Da Disney Kissimmee is located 3.1 km from Fantasy Surf and provides an outdoor swimming pool, ensuring a relaxing stay. With a maximum capacity of 14 guests,… More

From US$ 466 Book Now

Resort Lazy River Game Room Sleeps 20 Guests

Nice Court, Kissimmee, United States Show map

Along with access to such natural sites as Ship Wreck Island Water Park, 4.7 km away, Resort Lazy River Game Room Sleeps 20 Guests Kissimmee villa offers an outdoor swimming pool. More

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Aconchegante 2Q No Storey Lake - 10 Min Da Disney!

3121 Paradox Circle, Kissimmee, United States Show map

Located around a 25-minute walk from Museum of Military History, the 2-bedroom Aconchegante 2Q No Storey Lake - 10 Min Da Disney! Kissimmee villa gives access to various tourist sites in the vicinity… More

From US$ 356 Book Now

Stylish Home Near Disney Free Waterpark 4407

4407 Scene Lane, Kissimmee, United States Show map

Offering a Jacuzzi for a relaxing experience, Stylish Home Near Disney Free Waterpark 4407 Kissimmee is located 10 minutes' drive from Museum of Military History. Providing guests with Wi-Fi and a… More

From US$ 144 Book Now

Spacious Paradise Palms Townhome, Private Pool, Resort Amenities, Near Disney

8967 Coco Palm Road, Kissimmee, United States Show map

The 5-bedroom Spacious Paradise Palms Townhome, Private Pool, Resort Amenities, Near Disney Kissimmee villa offers quick access to such tourist spots as Paradise Palms Boulevard, situated only a 5… More

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Near Disney Amazing Home Pool Gaming Room

2108 Fleming Mist Place, Kissimmee, United States Show map

Featuring a swimming pool, the 1-bedroom Near Disney Amazing Home Pool Gaming Room Kissimmee is suitable for up to 14 people and is located 2.6 km from Highlands Reserve Boulevard. The presence of a… More

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Storey Lake 4Br Private Pool 10 Min Disney

4861 Clock Tower Dr, Kissimmee, United States Show map

The 4-bedroom Storey Lake 4Br Private Pool 10 Min Disney Kissimmee villa can host up to 10 guests, boasting a convenient location nearly a 10-minute ride from iconic cultural attractions such as… More

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Stylish Family Retreat In Kissimmee

4952 Thames Street East, Kissimmee, United States Show map

Located 2.8 km from The Green Barn on the Lake, the 4-bedroom Stylish Family Retreat In Kissimmee Villa has a swimming pool and is ideal for up to 12 guests. More

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Family Fun Kissimmee Retreat

2707 Lido Key Drive, Kissimmee, United States Show map

Boasting a Jacuzzi, the 8-bedroom Family Fun Kissimmee Retreat Villa is located about a 5-minute walk from Emerald Island Boulevard and can accommodate 15 guests. The holiday home features… More

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Encantada Resort: Pool, Gym, Clubhouse, Near Disney

8574 Bay Lilly Loop, Kissimmee, Fl 34747, Kissimmee, United States Show map

Nestled 4.3 km from the 145 - foot Tree of Life Sculpture, the 3-bedroom Encantada Resort: Pool, Gym, Clubhouse, Near Disney Kissimmee villa is boasting an aqua park and a golf course for guests'… More

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Seaweed Paradise Cottage Near Disney With Margaritaville Resort & Island H2O Access - 8057Kd

8057 Knee Deep Road, Kissimmee, United States Show map

Boasting an aqua park, a terrace, and a patio for guests' enjoyment, Seaweed Paradise Cottage Near Disney With Margaritaville Resort & Island H2O Access - 8057Kd Kissimmee is located just near… More

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Paradise Haven

4988 Bond St W, Kissimmee, United States Show map

Located about 7 km from Kissimmee Oaks Golf Course, Paradise Haven Kissimmee villa features an outdoor swimming pool, a sauna, ensuring a relaxing stay. More

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Vacation Home In Orlando Florida Close To Disney

900 North Roma Way, Kissimmee, United States Show map

Offering an indoor pool for a relaxing experience, Vacation Home In Orlando Florida Close To Disney Kissimmee is located 10 minutes' drive from the family-friendly Kissimmee Go-Karts. Providing… More

From US$ 412 Book Now

Lovely Home With A Private Pool, Grill, Washer/Dryer, & Ac - Snowbird Friendly

8818 Kensington Ct, Kissimmee, United States Show map

Featuring an outdoor swimming pool, the 4-bedroom Lovely Home With A Private Pool, Grill, Washer/Dryer, & Ac - Snowbird Friendly Kissimmee is suitable for up to 8 people and is located around 7 km… More

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Sunny 4Br Escape At Davenport Lakes

502 Allison Ave, Kissimmee, United States Show map

Featuring a swimming pool for guests' relaxation, Sunny 4Br Escape At Davenport Lakes Kissimmee villa is located about a 20-minute stroll from Polo Park Golf Course. More

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Themed Disney Getaway Pool & Amazing Location

1188 Challenge Drive, Kissimmee, United States Show map

Themed Disney Getaway Pool & Amazing Location Kissimmee villa is located 3.6 km from Highlands Reserve GC and provides an outdoor swimming pool, ensuring a relaxing stay. More

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Disney Themed Getaway 15 Min To Parks 4Br

3231 Cupid Place 3231, Kissimmee, United States Show map

During the stay at Disney Themed Getaway 15 Min To Parks 4Br Kissimmee villa, guests can indulge in a Jacuzzi or visit Disney's Blizzard Beach Water Park, located 7 km away. Offering a car park as… More

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Exquisite, Spacious And Close To Disney 6 Bd Home #6Ws483

Dubai Street, Kissimmee, United States Show map

The 1-bedroom Exquisite, Spacious And Close To Disney 6 Bd Home #6Ws483 Kissimmee is located nearly 25 minutes' walk from Northeast Regional City Park and provides a hot tub. With a maximum capacity… More

From US$ 290 Book Now

Gated Resort Home W Private Pool, Near Disney

8904 Prague Way, Kissimmee, United States Show map

Located 25 minutes' walk from Tuscan Hills Boulevard, Gated Resort Home W Private Pool, Near Disney Kissimmee offers a games room for guests' leisure. The 5-bedroom holiday home features… More

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Welcome To The Ultimate Vacation Wonderland

2957 Protagonist Street Kissimmee, Fl, 34746, Us, Kissimmee, United States Show map

Hosting up to 20 guests, the 9-bedroom Welcome To The Ultimate Vacation Wonderland Kissimmee villa offers a prime location within 6 km of sports attractions such as Falcon's Fire Golf Course. More

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9Br House With Game Room Near Disney

4568 Target Blvd, Kissimmee, United States Show map

Featuring a swimming pool for guests' relaxation, 9Br House With Game Room Near Disney Kissimmee villa is located around a 10-minute ride from Local amusement Theme Park. More

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4Br House With Game Room Near Disney Area

4891 Clock Tower Dr, Kissimmee, United States Show map

Situated about 25 minutes' walk from the mile-long Kissimmee Go-Karts, the 4-bedroom 4Br House With Game Room Near Disney Area Kissimmee villa provides access to numerous tourist attractions in the… More

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2 Bedrooms 2 Bathrooms Storey Lake 4731-304 Ct

4731 Clock Tower Drive, Kissimmee, United States Show map

Accommodating up to 6 guests, the 2-bedroom 2 Bedrooms 2 Bathrooms Storey Lake 4731-304 Ct Kissimmee villa is situated 4.8 km from renowned cultural sites such as Osceola County Welcome Center and… More

From US$ 240 Book Now

Sl4924 - 4Br House Sleeps 12 With Private Pool

4924 Windermere Avenue, Kissimmee, United States Show map

Staying at Sl4924 - 4Br House Sleeps 12 With Private Pool Kissimmee villa, guests can visit Local amusement Theme Park, which is about 10 minutes' drive away. More

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4 Bd 3 Ba West Lucaya 3234Cp

3234 Cupid Place, Kissimmee, United States Show map

Featuring private car parking, the 1-bedroom 4 Bd 3 Ba West Lucaya 3234Cp Villa Kissimmee is located in the West Kissimmee district of Kissimmee and within 15 minutes' drive of such cultural tourist… More

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Sv2925 - 4Br House Sleeps 8 In Sunset Vistas

2925 Sunset Vista Boulevard, Kissimmee, United States Show map

Featuring a swimming pool for guests' relaxation, the welcoming Sv2925 - 4Br House Sleeps 8 In Sunset Vistas Kissimmee villa is located within 10 minutes' drive of Windsor Hills. More

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Perfect 9 Bed 5 Bath Home Games Room Private Pool

2754 Oxymoron Way, Kissimmee, United States Show map

Situated 3.7 km from Museum of Military History, the 9-bedroom Perfect 9 Bed 5 Bath Home Games Room Private Pool Kissimmee provides access to numerous tourist attractions in the area. More

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Sonoma Resort 6 Beds Lakeview Private Pool 2687

2687 Calistoga Avenue, Kissimmee, United States Show map

Located nearly 25 minutes' walk from Osceola County Welcome Center and History Museum, the 6-bedroom Sonoma Resort 6 Beds Lakeview Private Pool 2687 Kissimmee villa boasts a swimming pool with a… More

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Elegant Escape At Reunion Near Disney W Pool

7407 Excitement Drive, Kissimmee, United States Show map

Situated 2.9 km from Champions Gate Downtown Shopping Center, the 4-bedroom Elegant Escape At Reunion Near Disney W Pool Kissimmee villa entices guests to explore various tourist attractions in the… More

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1159 Drop Lane

1159 Drop Lane, Kissimmee, United States Show map

1159 Drop Lane Villa Kissimmee is located merely a 5-minute walk from ChampionsGate Country Club Golf and invites guests to join billiard. This 2-bathroom villa hosts up to 6 guests and provides them… More

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