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2026-11-07
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Holiday Homes in Kissimmee

House Of Fun At Windsor Westside With Pool

2427 Dubai St, Kissimmee, United States Show map

Situated nearly 25 minutes' walk from Northeast Regional City Park, the 5-bedroom House Of Fun At Windsor Westside With Pool Villa Kissimmee is suitable for 12 guests and provides an outdoor swimming… More

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4220Aa Townhouse 4 Beds & 3 Baths With Private Pool

4220 Paragraph Dr, Kissimmee, United States Show map

Nestled about 4 km from Museum of Military History, the 4-bedroom 4220Aa Townhouse 4 Beds & 3 Baths With Private Pool Villa Kissimmee is boasting an aqua park and barbecue for guests' enjoyment. This… More

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Stylish 4-Bedroom Townhouse In Kissimmee

1628 Tropical Palms Circle, Kissimmee, United States Show map

Located nearly a 25-minute walk from Tuscan Hills Boulevard, the 4-bedroom Stylish 4-Bedroom Townhouse In Kissimmee villa has a swimming pool and is ideal for up to 10 guests. Offering a car park as… More

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3Br Home In Lake Berkley Minutes To Disney

925 Park Terrace Cir, Kissimmee, United States Show map

3Br Home In Lake Berkley Minutes To Disney Kissimmee, located only a few steps from lake berkley, can host up to 6 guests. More

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Sky Blue Cottage Near Disney With Margaritaville Resort & Island H2O Access - 8012Ff

8012 Flip Flop Way, Kissimmee, United States Show map

With a maximum capacity of 8 guests, the 3-bedroom Sky Blue Cottage Near Disney With Margaritaville Resort & Island H2O Access - 8012Ff Kissimmee provides them with an outdoor swimming pool and… More

From US$ 359 Book Now

Pet-Friendly Paradise Palms | Private Pool | Near Attractions | Sleeps 9

8971 Candy Palm Road,, Kissimmee, United States Show map

Located in the West Kissimmee district of Kissimmee, only 5 minutes' stroll from Paradise Palms Boulevard, the 4-bedroom Pet-Friendly Paradise Palms | Private Pool | Near Attractions | Sleeps 9… More

From US$ 187 Book Now

4243 Pa - Storey Lake Escape 4Br Pool Home Near Disney

4243 Paragraph Drive, Kissimmee, United States Show map

Nestled 3.5 km from the nonprofit Give Kids The World Village Resort, the 3-bedroom 4243 Pa - Storey Lake Escape 4Br Pool Home Near Disney Kissimmee is boasting an aqua park and spa therapy for… More

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Amazing 3Bdr House Near Disney 16106

Lucayan Harbour Circle, Kissimmee, United States Show map

Ensuring a relaxing stay with a Jacuzzi, the 3-bedroom Amazing 3Bdr House Near Disney 16106 Kissimmee villa is situated 7 km from the film-centric theme park "Disney's Hollywood Studios" and can… More

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2501 Archfeld

2501 Archfeld Blvd, Kissimmee, United States Show map

The 6-bedroom 2501 Archfeld Villa Kissimmee is situated right near Mystic Dunes Golf Course and offers guests to relax with a Jacuzzi. The Kissimmee villa boasts a location in the Celebration… More

From US$ 324 Book Now

Private Pool Prime Location Beautiful Home

Brier Rose Lane 4807, Kissimmee, United States Show map

Ensuring a relaxing stay with a Jacuzzi, Private Pool Prime Location Beautiful Home Kissimmee is situated 4 km from Local amusement Theme Park and can accommodate 10 guests. Located a 10-minute ride… More

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4916 - 5Br W Pool 10Min Disney 2 Water Parks

4916 Windermere Avenue, Kissimmee, United States Show map

Featuring a swimming pool, 4916 - 5Br W Pool 10Min Disney 2 Water Parks Kissimmee villa is suitable for up to 14 people and is located a 10-minute drive from Local amusement Theme Park. Providing… More

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8950 Paradise Palms 5Br Home With Pool, Game Room & Themed Rooms

8950 Sugar Palm Road, Kissimmee, United States Show map

Situated approximately 5 minutes' walk from Paradise Palms Boulevard, the 5-bedroom 8950 Paradise Palms 5Br Home With Pool, Game Room & Themed Rooms Kissimmee offers quick access to numerous city… More

From US$ 534 Book Now

Happiest Home On Earth - Custom Pirate & Nature Bunks 8 King Suites Theater & Pool

7859 Palmilla Court, Kissimmee, United States Show map

Located about 7 km from Corpus Christi Catholic Church, Happiest Home On Earth - Custom Pirate & Nature Bunks 8 King Suites Theater & Pool Kissimmee offers a casino for guests' leisure. This 10… More

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Fully Themed 6Bed Fantasy Escape Near Disney

8952 Takeaway Wy, Kissimmee, United States Show map

The 6-bedroom Fully Themed 6Bed Fantasy Escape Near Disney Kissimmee villa entices active guests with access to a fitness centre and is located nearly a 10-minute ride from Rum Run. The welcoming… More

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Slice Of Sunshine At Caribe Cove

3060 Pirates Retreat Court, Kissimmee, United States Show map

Featuring an outdoor swimming pool, the 3-bedroom Slice Of Sunshine At Caribe Cove Villa Kissimmee is suitable for up to 8 people and is located within 6 km of Pandora. This Kissimmee holiday home… More

From US$ 111 Book Now

Rr7604Cc - Accessible Condo - Reunion

7604 Cabana Ct #103, Kissimmee, United States Show map

The 1-bedroom Rr7604Cc - Accessible Condo - Reunion Kissimmee villa is located around 25 minutes' walk from Oak Hill Baptist Church, giving access to various tourist spots nearby. More

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Luxury 5-Bedroom Villa With Pool Spa By Disney

8807 Crayson Ct, Kissimmee, Fl 34747, Usa, Kissimmee, United States Show map

Offering a Jacuzzi for a relaxing experience, Luxury 5-Bedroom Villa With Pool Spa By Disney Kissimmee is located 5 km from Avatar Flight of Passage Tourist Information Center. Providing guests with… More

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Luxury 4Bdr House Close To Parks

2941 Lucayan Harbour Cir, Kissimmee, Fl 34746, Usa, Kissimmee, United States Show map

Located in the Celebration district of Kissimmee, the 4-bedroom Luxury 4Bdr House Close To Parks Kissimmee villa provides active guests with access to a fitness area. Offering an outdoor swimming… More

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Grand Getaway At Bahama Bay - Penthouse Life

616 Lucaya Loop #616, Kissimmee, United States Show map

Grand Getaway At Bahama Bay - Penthouse Life Villa Kissimmee is situated merely a 7-minute walk from Rum Run and provides a Jacuzzi for additional comfort. This 3-bedroom holiday home features… More

From US$ 177 Book Now

4983Bs - Bawtry Estate

Kissimmee, United States Show map

Located 10 minutes' drive from Forgotten Citrus Center Monument #2, 4983Bs - Bawtry Estate Villa Kissimmee has an outdoor swimming pool and is ideal for up to 8 guests. The 4-bedroom villa offers… More

From US$ 218 Book Now

5 Bedroom Themed Rooms I Private Pool & Spa, By Disney

8536 Palm Harbor Drive, Kissimmee, United States Show map

Located 3.1 km from Mighty Jungle Golf, the 5-bedroom 5 Bedroom Themed Rooms I Private Pool & Spa, By Disney Kissimmee villa entices guests to relax in a Jacuzzi and an indoor pool. This… More

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Price Drop! Oct-Nov - 4Br Championsgate - Pool - Themed Rooms!

1138 Kingsbarn Street, Kissimmee, United States Show map

Situated approximately 10 minutes by car from Publix Super Market at Berry Town Center, the 4-bedroom Price Drop! Oct-Nov - 4Br Championsgate - Pool - Themed Rooms! Kissimmee villa provides fitness… More

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Relaxing Getaway Near Disney With Pool & Themed Rooms

4291 Paragraph Drive, Kissimmee, United States Show map

The 4-bedroom Relaxing Getaway Near Disney With Pool & Themed Rooms Kissimmee villa, located approximately 25 minutes' walk from the mile-long Kissimmee Go-Karts, invites guests to relax in a Jacuzzi… More

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Sunset Chic At Paradise Palms

8955 Bismarck Palm Rd, Kissimmee, United States Show map

Sunset Chic At Paradise Palms Kissimmee villa provides an opportunity to stay within 200 metres of Paradise Palms Boulevard and offers a sauna, perfect for decompressing. Offering a car park as well… More

From US$ 138 Book Now

3 Bedroom 2 Bathroom Villas At Sevendwarfs 27-106

4560 Yellowgold Road East 27-106, Kissimmee Fl, 34746, Kissimmee, United States Show map

The 3-bedroom 3 Bedroom 2 Bathroom Villas At Sevendwarfs 27-106 Kissimmee provides easy access to various city attractions, such as Sam's Club, situated just 6 minutes' walk away. The holiday home… More

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Fantastic Home 7Br5Ba With Private Pool Storey Lake Resort Sl2648

2648 Scrapbook St, Kissimmee, Fl 34746, Usa, Kissimmee, United States Show map

Offering a location nearly a 25-minute walk from the miniature Pirates Island Adventure Golf, the 7-bedroom Fantastic Home 7Br5Ba With Private Pool Storey Lake Resort Sl2648 Kissimmee gives access to… More

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4Br Townhome W Pool & Resort Amenities Near Disney

1182 Kingsbarn Street, Kissimmee, United States Show map

The 4-bedroom 4Br Townhome W Pool & Resort Amenities Near Disney Kissimmee villa offers easy access to such tourist spots as ChampionsGate Country Club Golf, located just a 5-minute walk away. The… More

From US$ 225 Book Now

Beautiful Townhome W Hot Tub Near Disney

3062 White Orchid Road, Kissimmee, United States Show map

Situated 4.1 km from the zoological Disney's Animal Kingdom Theme Park, the 1-bedroom Beautiful Townhome W Hot Tub Near Disney Kissimmee villa is suitable for 6 guests and provides a swimming pool… More

From US$ 251 Book Now

Luxury Storey Lake Retreat - Spacious Disney-Near

Kings Castle Circle 4789, Kissimmee, United States Show map

Featuring an outdoor swimming pool, Luxury Storey Lake Retreat - Spacious Disney-Near Kissimmee villa is suitable for up to 12 people and is located about 25 minutes' walk from the adventure-themed… More

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Modern 4Bedprivatepool Resort Style 8959

8959 Cabot Cliffs Drive, Kissimmee, United States Show map

Featuring a heated pool, the 4-bedroom Modern 4Bedprivatepool Resort Style 8959 Kissimmee villa is suitable for up to 12 people and is located within 4 km of Tuscan Hills Boulevard. Providing guests… More

From US$ 91 Book Now

Stunning Storey Lake Villa Prime Location

Brier Rose Lane 4822, Kissimmee, United States Show map

Featuring an outdoor swimming pool, the 5-bedroom Stunning Storey Lake Villa Prime Location Kissimmee is suitable for up to 10 people and is located 2.6 km from the adventure-themed Congo River Golf.… More

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Mansao 9 Quartos Storey Lake Orlando

4517 Target Blvd, Kissimmee, United States Show map

With a maximum capacity of 20 guests, the 9-bedroom Mansao 9 Quartos Storey Lake Orlando Kissimmee villa provides them with an outdoor swimming pool and access to such wellness attractions as the… More

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Sunny Haven At Caribe Cove

3060 Pirates Retreat, Kissimmee, United States Show map

Nestled about 6 km from Pandora, the 3-bedroom Sunny Haven At Caribe Cove Villa Kissimmee is boasting an aqua park and a golf course for guests' enjoyment. Offering parking as well as Wi-Fi, this 2… More

From US$ 110 Book Now

5 Bd 45 Ba Windsor At Westside 8928 Sa

8928 Sydney Avenue, Kissimmee, United States Show map

Located approximately 7 km from Orange Lake Legends, the 5-bedroom 5 Bd 45 Ba Windsor At Westside 8928 Sa Villa Kissimmee has a swimming pool and is ideal for up to 15 guests. Situated in the West… More

From US$ 276 Book Now

Poolside Retreat At Reunion Resort Steps From The Water & Minutes To Disney

7925 Putting Green Way, Kissimmee, United States Show map

Offering an aqua park and a golf course for guests' leisure, the 3-bedroom Poolside Retreat At Reunion Resort Steps From The Water & Minutes To Disney Kissimmee villa is situated 4.4 km from Windsor… More

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Free Heated Pool 9 Minutes To Mco 15 Minutes To Disney Sleeps 8

606 Moss Park Court, Kissimmee, United States Show map

During the stay at Free Heated Pool 9 Minutes To Mco 15 Minutes To Disney Sleeps 8 Kissimmee villa, guests can indulge in a Jacuzzi or visit Archie Gordon Memorial Park, located 2.8 km away. The 3… More

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Chic 4Br Disney Retreat With Pool Mickey Rooms

4224 Paragraph Drive, Kissimmee, United States Show map

Located within 7 km of Old Town Shopping Mall, Chic 4Br Disney Retreat With Pool Mickey Rooms Kissimmee villa boasts an outdoor swimming pool with a Jacuzzi. More

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In The Heart Of Kissimmee Storey Lake Resort 4Bd 3Ba Pool Townhome 4Sl4857

Clock Tower Drive 4857, Kissimmee, United States Show map

Featuring a swimming pool, In The Heart Of Kissimmee Storey Lake Resort 4Bd 3Ba Pool Townhome 4Sl4857 villa is suitable for up to 8 people and is located a 10-minute ride from Give Kids The World… More

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Cypress Palms Resort 2Br Villa

5324 Fairfield Lake Drive, Kissimmee, United States Show map

Located nearly 25 minutes' walk from Local amusement Theme Park, the 2-bedroom Cypress Palms Resort 2Br Villa Kissimmee features a swimming pool, a Jacuzzi, ensuring a relaxing stay. Offering a… More

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Bsv_Villa2016

2016 Fleming Mist Pl, Kissimmee, United States Show map

Along with access to such natural sites as Northeast Regional City Park, approximately 3 km away, the 7-bedroom Bsv_Villa2016 Kissimmee villa offers a heated pool. This Kissimmee holiday home is… More

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Wheelchair Accessible Lakeview 4Br House With Pool Spa Themed Rooms Game Room

Oneida Loop 2689, Kissimmee, United States Show map

The 4-bedroom Wheelchair Accessible Lakeview 4Br House With Pool Spa Themed Rooms Game Room Kissimmee villa is located about 6 km from Disney's Blizzard Beach Water Park and provides a hot tub. More

From US$ 424 Book Now

Windsor At Westside Home With Private Pool!!

1995 Majorca Drive, Kissimmee, United States Show map

Featuring an outdoor swimming pool, Windsor At Westside Home With Private Pool!! Kissimmee is suitable for up to 10 people and is located 10 minutes by car from Highgate Park Boulevard. Providing… More

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Restpool Vibes, Nest Tree-Ish Retreat- Nxtdisney 8900

8900 Legacy Court, Kissimmee, United States Show map

Located approximately 7 km from Disney's Blizzard Beach Water Park, the 1-bedroom Restpool Vibes, Nest Tree-Ish Retreat- Nxtdisney Kissimmee villa has a swimming pool and is ideal for up to 2 guests.… More

From US$ 156 Book Now

3Br Near Disney - Pool - Sleeps 8

2729 Club Cortile Circle, Kissimmee, United States Show map

Featuring a year-round outdoor pool, the 1-bedroom 3Br Near Disney - Pool - Sleeps 8 Kissimmee villa is suitable for up to 8 people and is located approximately a 25-minute walk from Medieval Times… More

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10 Mi To Disney: Venetian Bay Villages Retreat

2211 San Vittorino Cir Unit 103, Kissimmee, United States Show map

During the stay at 10 Mi To Disney: Venetian Bay Villages Retreat Kissimmee villa, guests can indulge in a hot tub or visit Osceola County Welcome Center and History Museum, located 2.5 km away. More

From US$ 127 Book Now

5Br Themed Bedrooms At Storey Lake Sl4702

4702 Sleepy Hollow Dr, Kissimmee, United States Show map

Located approximately a 10-minute drive from Falcon's Fire Golf Course, the 5-bedroom 5Br Themed Bedrooms At Storey Lake Sl4702 Kissimmee villa features an outdoor swimming pool, a Jacuzzi, ensuring… More

From US$ 281 Book Now

3 Bedrooms 2 Bathrooms Encantada 3160 Yl

3160 Yellow Lantana Lane, Kissimmee, United States Show map

Hosting up to 6 guests, the 3-bedroom 3 Bedrooms 2 Bathrooms Encantada 3160 Yl Kissimmee villa offers a convenient location within a 3-km distance of sports attractions such as Mighty Jungle Golf. More

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Gorgeous Home With Golf Course View Championsgate

731 Pebble Beach Drive, Kissimmee, United States Show map

Offering an aqua park, water slides, and a golf course for guests' leisure, the 8-bedroom Gorgeous Home With Golf Course View Championsgate Kissimmee is situated 4.3 km from Rum Run. Featuring a… More

From US$ 343 Book Now

Family Mickey & Star Wars - Free Heated Pool

2448 Reading Trail, Kissimmee, United States Show map

Featuring an outdoor swimming pool, the 4-bedroom Family Mickey & Star Wars - Free Heated Pool Villa Kissimmee is suitable for up to 9 people and is located 4.2 km from the miniature Congo River Golf… More

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Casa 5Q Storey Lake, Piscina Aquecida

2401 Reading Trail, Kissimmee, United States Show map

Overlooking the garden, Casa 5Q Storey Lake, Piscina Aquecida Kissimmee enjoys a convenient setting a 7-minute walk from Pioneer Village at Shingle Creek. Located 3.1 km from Fantasy Surf, the 5… More

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