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2026-11-06
2026-11-07
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Holiday Homes in Kissimmee

Flash 20 Off Amazing New Townhome With Pvt Pool And Access To Clubhouse Close To Disney

8862 Geneve Court, Kissimmee, United States Show map

The 5-bedroom Flash 20 Off Amazing New Townhome With Pvt Pool And Access To Clubhouse Close To Disney Kissimmee villa offers proximity to nearby tourist spots, such as The Legends Golf Course… More

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2633 Trafalgar Village

2633 Old Kent Circle, Kissimmee, United States Show map

Situated within a 3-km distance of The Green Barn on the Lake, the 1-bedroom 2633 Trafalgar Village Kissimmee villa includes a heated pool, as well as a hot tub to relax in. More

From US$ 432 Book Now

Palm Tree In Paradise - 10Ppl

4772 Vero Beach Place, Kissimmee, United States Show map

Situated 2.4 km from the nonprofit Give Kids The World Village Resort, the 4-bedroom Palm Tree In Paradise - 10Ppl Kissimmee villa offers guests to enjoy an aqua park and a patio. Located around 10… More

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Scenic Water Views

2612 Spring Hill Dr, Kissimmee, United States Show map

Featuring a year-round outdoor swimming pool, Scenic Water Views Villa Kissimmee is suitable for up to 8 people and is located about 7 km from Osceola County Stadium. Providing guests with Wi-Fi and… More

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Super Boho - Lake Toho Fishing Civic Center

304 Lakeshore Boulevard, Kissimmee, United States Show map

The 2-bedroom Super Boho - Lake Toho Fishing Civic Center Kissimmee villa offers quick access to such city attractions as Kissimmee Civic Center, located merely a 5-minute walk away. Providing guests… More

From US$ 78 Book Now

Cozy Townhouse 4Bd Near Disney

1076 Leader Street, Kissimmee, United States Show map

During the stay at the 1-bedroom Cozy Townhouse 4Bd Near Disney Kissimmee villa, guests can indulge in a Jacuzzi or visit Tuscan Hills Boulevard, located 4.7 km away. Located around 10 minutes by car… More

From US$ 400 Book Now

Cozy 3Bd Townhouse Near Disney Encantada Resort

8579 Bay Lilly Loop, Kissimmee, United States Show map

Nestled in the West Kissimmee district of Kissimmee, Cozy 3Bd Townhouse Near Disney Encantada Resort Kissimmee villa is approximately 10 minutes' drive from A World of Orchids and offers a hot tub. More

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Casa 3Q West Lucaya Com Clubhouse

8990 Silver Place, Kissimmee, United States Show map

Featuring a heated pool, Casa 3Q West Lucaya Com Clubhouse Villa Kissimmee is suitable for up to 8 people and is located about 6 km from Avatar Flight of Passage Tourist Information Center. Providing… More

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8882 Menton

8882 Menton Loop, Kissimmee, United States Show map

Situated 4.9 km from Ship Wreck Island Water Park, the 8-bedroom 8882 Menton Villa Kissimmee offers a Jacuzzi for additional relaxation. Offering a convenient location in the West Kissimmee district… More

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Themed 9Br Retreat Pool & Soccer Fun

2869 Bookmark Drive, Kissimmee, United States Show map

During the stay at the welcoming Themed 9Br Retreat Pool & Soccer Fun Villa Kissimmee, guests can indulge in a Jacuzzi or visit Shingle Creek Regional Park, located 3.4 km away. Located 10 minutes by… More

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Be-Our-Guest Home! 15 Mins To Disney!

8550 La Isla Drive, Kissimmee, United States Show map

Ensuring a relaxing stay with a Jacuzzi, the 7-bedroom Be-Our-Guest Home! 15 Mins To Disney! Kissimmee is situated around 6 km from Disney's Blizzard Beach Water Park and can accommodate 16 guests. More

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Family 6Br Home Pool & Game Room

8914 Zurich Lane, Kissimmee, United States Show map

Situated approximately 25 minutes' walk from Northeast Regional City Park, the welcoming Family 6Br Home Pool & Game Room Kissimmee offers a Jacuzzi for additional relaxation. Providing guests with… More

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Ecr7676 Bright Villa @Encore Close From Disney

7676 Fairfax Dr, Kissimmee, United States Show map

The 5-bedroom Ecr7676 Bright Villa @Encore Close From Disney Kissimmee is located approximately 6 km from Corpus Christi Catholic Church and provides a Jacuzzi. Offering a convenient location in the… More

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Little Mouse House

848 Savanna Dr, Kissimmee, United States Show map

During the stay at Little Mouse House Villa Kissimmee, guests can indulge in mini golf or visit the mile-long Kissimmee Go-Karts, located 25 minutes' walk away. Located 2.2 km from Falcon's Fire Golf… More

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6Br Villa W Private Pool At Champions Gate

9127 Sommerset Hills Dr, Kissimmee, United States Show map

The 6-bedroom 6Br Villa W Private Pool At Champions Gate Kissimmee is located 3.5 km from Highlands Reserve Boulevard and provides billiard for active guests. Located within a 10-minute drive of… More

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6 Bedroom 5 Bathroom Champions Gate 530Ss

530 Sticks Street, Kissimmee, United States Show map

Featuring a heated pool, the 1-bedroom 6 Bedroom 5 Bathroom Champions Gate 530Ss Kissimmee villa is suitable for up to 18 people and is located 4.1 km from Rum Run. More

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Family Condo 2Bd Close To Disney At Storey Lake Resort

4731 Clock Tower Drive, Kissimmee, United States Show map

Along with access to such natural sites as Disney's Typhoon Lagoon Water Park, approximately 6 km away, the 2-bedroom Family Condo 2Bd Close To Disney At Storey Lake Resort Kissimmee villa offers an… More

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6 Bedroom 6 Bathroom Storey Lake 2972 Pl

2972 Penelope Loop, Kissimmee, United States Show map

Featuring a swimming pool for guests' relaxation, the 6-bedroom 6 Bedroom 6 Bathroom Storey Lake 2972 Pl Kissimmee villa is located within a 6-km distance of Falcon's Fire Golf Course. More

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Storey Lake 6Bed Villa Near Disney - Water Park

4703 Sleepy Hollow Drive, Kissimmee, United States Show map

Located within a 2-km distance of Fantasy Surf, the 6-bedroom Storey Lake 6Bed Villa Near Disney - Water Park Kissimmee boasts an outdoor swimming pool with a Jacuzzi. More

From US$ 275 Book Now

Lakefront Retreat 4Br-3Ba Pool Home Near Disney

3105 Yellow Lantana Lane, Kissimmee, United States Show map

Along with access to such natural sites as Disney's Blizzard Beach Water Park, around 6 km away, the 4-bedroom Lakefront Retreat 4Br-3Ba Pool Home Near Disney Kissimmee offers a heated pool. Situated… More

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Bsv2174 - Stunning 8 Bedroom 6 Bathroom Luxury Villa At Windsor At Westside

2174 Tripoli Ct, Kissimmee, United States Show map

Located approximately a 10-minute ride from Highgate Park Boulevard, the 8-bedroom Bsv2174 - Stunning 8 Bedroom 6 Bathroom Luxury Villa At Windsor At Westside Kissimmee provides body wraps, pedicure,… More

From US$ 537 Book Now

6 Mi To Disney: Kissimmee Resort Vacation Rental!

2305 Butterfly Palm Way Unit 303, Kissimmee, United States Show map

Featuring an outdoor swimming pool, the 3-bedroom 6 Mi To Disney: Kissimmee Resort Vacation Rental! villa is suitable for up to 8 people and is located around 7 km from the film-centric theme park… More

From US$ 106 Book Now

Charming Home Ideal Location Spacious Game Room

Narrative Lane 4555, Kissimmee, United States Show map

Situated 4.9 km from Local amusement Theme Park, the 9-bedroom Charming Home Ideal Location Spacious Game Room Kissimmee is suitable for 27 guests and provides an outdoor swimming pool for additional… More

From US$ 497 Book Now

4808 Ll Magical 4Br Disney Townhome Pool

4808 Lullaby Ln, Kissimmee, United States Show map

The 4-bedroom 4808 Ll Magical 4Br Disney Townhome Pool Kissimmee villa is located around 4 km from the family-friendly Kissimmee Go-Karts and provides a Jacuzzi. This property features an outdoor… More

From US$ 522 Book Now

Resort Condo Near Disney Free Waterpark 4721

4721 Clock Tower Drive, Kissimmee, United States Show map

The 3-bedroom Resort Condo Near Disney Free Waterpark 4721 Kissimmee villa provides easy access to various city attractions, such as Lennar at Storey Lake, situated approximately a 5-minute walk away… More

From US$ 218 Book Now

Charming Mickey-Themed Home Prime Location

Paragraph Drive 4218, Kissimmee, United States Show map

The 4-bedroom Charming Mickey-Themed Home Prime Location Kissimmee is located about 4 km from Museum of Military History and provides a Jacuzzi. This 3-bathroom villa features an outdoor swimming… More

From US$ 259 Book Now

Storey Lake House 2713

Bookmark Drive 2713, Kissimmee, United States Show map

Situated 3.3 km from Shingle Creek Regional Park, the 6-bedroom Storey Lake House 2713 Kissimmee villa is suitable for 13 guests and provides an outdoor swimming pool for additional relaxation. More

From US$ 534 Book Now

6 Bedrooms 6 Bathrooms Encore 7767 Wd

7767 Westland Drive, Kissimmee, United States Show map

Featuring a heated pool, 6 Bedrooms 6 Bathrooms Encore 7767 Wd Kissimmee villa is suitable for up to 14 people and is located a 10-minute ride from Windsor Hills. Guests of the 6-bedroom holiday home… More

From US$ 409 Book Now

Solara Resort Townhome, 15 Minutes From Disney

1570 Carey Palm Circle, Kissimmee, United States Show map

Located in the West Kissimmee district, Solara Resort Townhome, 15 Minutes From Disney Kissimmee villa is 25 minutes' walk from Highlands Reserve GC and offers an indoor pool. Suitable for up to 10… More

From US$ 552 Book Now

Super Boho - At Lake Toho Fishing Vintage Vibes

308 Lakeshore Boulevard, Kissimmee, United States Show map

Super Boho - At Lake Toho Fishing Vintage Vibes Kissimmee villa is nestled a 6-minute walk from Monument of States and can accommodate up to 4 guests. Located 4.3 km from the working Kissimmee Air… More

From US$ 92 Book Now

Luxury 3Br Home At The Hub Near Disney

3244 Sustainable Wy, Kissimmee, United States Show map

Situated nearly a 10-minute ride from Wild Africa Trek, the 3-bedroom Luxury 3Br Home At The Hub Near Disney Kissimmee includes a heated pool, as well as an indoor pool to relax in. More

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Price Drop! Oct-Nov - Dreamy 4Br - Pool & Bbq - Bella Vida Resort

4556 Baleno Lane, Kissimmee, United States Show map

Along with proximity to Give Kids The World Village Resort, located only 0.7 km away, the 4-bedroom Price Drop! Oct-Nov - Dreamy 4Br - Pool & Bbq - Bella Vida Resort Kissimmee villa provides access… More

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Santee Villa

8078 Santee Drive, Kissimmee, United States Show map

The 4-bedroom Santee Villa Kissimmee is located nearly 25 minutes' walk from Lake Wilson and allows guests to enjoy billiard. Offering a convenient location in the Windsor Palms district of Kissimmee… More

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Family Getaway By Disney!

2505 Hybrid Court, Kissimmee, United States Show map

Family Getaway By Disney! Kissimmee villa enjoys a convenient location, a 10-minute drive from The Green Barn on the Lake, and offers guests to unwind in a Jacuzzi. The 3-bedroom holiday home… More

From US$ 356 Book Now

Upstay Championsgate Home W Pool Bbq & Game Room

1065 Leader Street, Kissimmee, United States Show map

The 6-bedroom Upstay Championsgate Home W Pool Bbq & Game Room Kissimmee entices active guests with access to a sports complex and is located approximately a 10-minute ride from Tuscan Hills… More

From US$ 524 Book Now

Cozy Condo Near Disney At Champions Gate Resort

Ocean Course Avenue, Kissimmee, United States Show map

The 3-bedroom Cozy Condo Near Disney At Champions Gate Resort Kissimmee villa is located around 10 minutes' drive from Highlands Reserve Boulevard and provides a Jacuzzi. This Kissimmee holiday home… More

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Luxe Lakeview Private Pool Spa 10 Min Disney

4739 Kings Castle Cir, Kissimmee, United States Show map

The 6-bedroom Luxe Lakeview Private Pool Spa 10 Min Disney Kissimmee villa is located around 4 km from Medieval Times Dinner & Tournament and provides a hot tub. Suitable for 12 guests, this property… More

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Vacation 4Br Pool Great Location

4828 Memories Ln, Kissimmee, United States Show map

Featuring a swimming pool, Vacation 4Br Pool Great Location Villa Kissimmee is suitable for up to 11 people and is located a 10-minute drive from the adventure-themed Congo River Golf. Providing… More

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Castle On Hillcrest- 9 Miles To Disney!

119 Hillcrest Rd, Kissimmee, United States Show map

Located only a 9-minute walk from Tuscan Hills Boulevard, the 4-bedroom Castle On Hillcrest- 9 Miles To Disney! Kissimmee villa boasts a heated pool and can accommodate up to 9. Providing guests with… More

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Spacious Condo With Themed Rooms, Foosball Table And Shared Pool

5000 Mangrove Aly, Kissimmee, United States Show map

During the stay at Spacious Condo With Themed Rooms, Foosball Table And Shared Pool Kissimmee villa, guests can indulge in diving, canyoning, and mini golf or visit Medieval Times Dinner & Tournament… More

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Magic Home! Great Spot - 15Min Disney20 Universal 5226

5226 Paradise Cay Circle, Kissimmee, United States Show map

Situated about 10 minutes' walk from Museum of Military History, the 3-bedroom Magic Home! Great Spot - 15Min Disney20 Universal Kissimmee provides access to numerous tourist attractions in the area.… More

From US$ 380 Book Now

Home Away From Home In Disney 4106

2941 Lucayan Harbour Circle, Kissimmee, United States Show map

Featuring an outdoor swimming pool, Home Away From Home In Disney 4106 Kissimmee is suitable for up to 8 people and is located about 7 km from the film-centric theme park "Disney's Hollywood Studios"… More

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Hermosa Casa De Descanso Orlando Kissimmee

8967 Bismarck Palm Road, Kissimmee, United States Show map

Hermosa Casa De Descanso Orlando Kissimmee can host up to 15 guests, boasting a convenient location within a 7-km distance of iconic cultural attractions such as the 145 - foot Tree of Life Sculpture… More

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Modern Bright Home - Pool, Parks And Disney

2554 Skyline Loop, Kissimmee, United States Show map

Situated nearly a 20-minute walk from Lake Marion Creek Wildlife Management Area, the 3-bedroom Modern Bright Home - Pool, Parks And Disney Kissimmee entices guests to explore various tourist… More

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Sun-Kissed Paradise | Private South-Facing Pool Villa

4820 Jamaica Lane, Kissimmee, United States Show map

The 4-bedroom Sun-Kissed Paradise | Private South-Facing Pool Villa Kissimmee is located around 4 km from Local amusement Theme Park and provides windsurfing, snorkelling, and bowling for active… More

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Luxury 6 Bedroom 5 Bath Poolhome 285

9171 Sommerset Hills, Kissimmee, United States Show map

Featuring a heated pool, the 6-bedroom Luxury 6 Bedroom 5 Bath Poolhome 285 Kissimmee villa is suitable for up to 18 people and is located about 10 minutes by car from Tuscan Hills Boulevard. More

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South-Facing Pool 5Br Storey Lake Lazy River 2437

2437 Reading Trail, Kissimmee, United States Show map

The 5-bedroom South-Facing Pool 5Br Storey Lake Lazy River 2437 Kissimmee villa entices active guests with access to a fitness centre and is located around a 25-minute stroll from Medieval Times… More

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Pool Access! Venetian Bay Villages Extended Escape

2203 San Vittorino Cir Unit 102, Kissimmee, United States Show map

Featuring an outdoor swimming pool, the 3-bedroom Pool Access! Venetian Bay Villages Extended Escape Kissimmee villa is suitable for up to 6 people and is located around 25 minutes' walk from… More

From US$ 86 Book Now

Perfect Vacation Spot Near Disney 7105

Lucayan Harbour Cir, Florida 34746, Usa, Kissimmee, United States Show map

Offering a Jacuzzi for a relaxing experience, Perfect Vacation Spot Near Disney 7105 Kissimmee villa is located a 15-minute ride from the film-centric theme park "Disney's Hollywood Studios". More

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Dluxx Home At Paradise Palms Minuts Fdisney 88

8866 Candy Palm Rd, Kissimmee, United States Show map

The 5-bedroom Dluxx Home At Paradise Palms Minuts Fdisney 88 Kissimmee is located merely a 6-minute walk from Paradise Palms Boulevard and provides a swimming pool, ensuring a relaxing stay. Offering… More

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