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

3 Bedrooms 2 Bathrooms Lake Berkley Home

1076 Lake Berkley Drive, Kissimmee, United States Show map

Featuring an outdoor swimming pool, the 3-bedroom 3 Bedrooms 2 Bathrooms Lake Berkley Home Kissimmee is suitable for up to 6 people and is located 2.3 km from Shingle Creek Regional Park. Providing… More

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Beautiful Paradise Palms Retreat Townhouse

4927 Windermere Avenue, Kissimmee, United States Show map

The 4-bedroom Beautiful Paradise Palms Retreat Townhouse Kissimmee villa hosts up to 10 guests and is nestled within 6 km of natural sites such as Disney's Typhoon Lagoon Water Park. Located around a… More

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Woodland Home, Private Escape Close To Disney Home

4754 Windwood Drive, Kissimmee, United States Show map

Featuring an outdoor swimming pool, the 3-bedroom Woodland Home, Private Escape Close To Disney Home Kissimmee is suitable for up to 6 people and is located approximately a 25-minute walk from… More

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9Br House With Game Room Near Disney

9043 Sunshine Ridge Loop, Kissimmee, United States Show map

The 9-bedroom 9Br House With Game Room Near Disney Kissimmee villa is located about 3 km from Highgate Park Boulevard and provides billiard for active guests. Nestled in the West Kissimmee district… More

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Orlando Villa 6441: Spacious 6Br Pool Home Near Disney

346 Riggs Circle, Kissimmee, United States Show map

The 1-bedroom Orlando Villa 6441: Spacious 6Br Pool Home Near Disney Kissimmee offers proximity to nearby tourist spots, such as Rum Run, situated approximately a 20-minute walk away. Providing… More

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Go05 - Champions Gate

1070 Splash Shot Pl, Reunion, Fl 34747, Usa, Kissimmee, United States Show map

Featuring a swimming pool, the 5-bedroom Go05 - Champions Gate Villa Kissimmee is suitable for up to 10 people and is located 4.7 km from Tuscan Hills Boulevard. Providing guests with Wi-Fi and a car… More

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Villa Crayson Home

8800 Crayson Court, Kissimmee, United States Show map

Located nearly a 10-minute drive from Polo Park Golf Course, the 3-bedroom Villa Crayson Home Kissimmee boasts a heated pool with a Jacuzzi. Offering a convenient location in the West Kissimmee… More

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Windsor Palms Resort

8114 Princess Palm Lane, Kissimmee, United States Show map

Featuring a swimming pool for guests' relaxation, Windsor Palms Resort Kissimmee villa is located approximately a 10-minute ride from Reunion Resort Water Park. Offering a convenient location in the… More

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Minutes To Disney Resort Villa W Private Pool

8915 Zurich Lane, Kissimmee, United States Show map

Minutes To Disney Resort Villa W Private Pool Kissimmee entices active guests with access to a fitness suite and is located nearly a 10-minute drive from Mystic Dunes Golf Club. The Kissimmee holiday… More

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Comfortable Beds - Fully Equipped Kitchen Pool Spa

760 Sticks Street, Kissimmee, United States Show map

Located about 10 minutes by car from Rum Run, the 5-bedroom Comfortable Beds - Fully Equipped Kitchen Pool Spa Kissimmee villa offers fitness classes, as well as a fitness room for active guests. More

From US$ 420 Book Now

1301 Flamingo Cove At Tuscana

1301 Tuscan Terrace, Kissimmee, United States Show map

Located nearly 20 minutes' walk from Champions Gate Downtown Shopping Center, the 3-bedroom 1301 Flamingo Cove At Tuscana Kissimmee villa boasts a heated pool with a Jacuzzi. More

From US$ 170 Book Now

Pet-Friendly 8Br Near Disney - Private Pool & Hot Tub

186 Marcello Boulevard, Kissimmee, United States Show map

Situated a 10-minute ride from Xtreme Paintball Xperience, Pet-Friendly 8Br Near Disney - Private Pool & Hot Tub Kissimmee villa entices guests to explore various tourist attractions in the area. More

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5 Star Villa With Pool & Spa And Game Room

741 Drop Shot Drive, Kissimmee, United States Show map

The 5-bedroom 5 Star Villa With Pool & Spa And Game Room Kissimmee entices active guests with access to a fitness centre and is located approximately a 10-minute drive from Rum Run. Offering a… More

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25% Off Modern Disney Home. Resort Access

9087 Sunshine Ridge Loop, Kissimmee, United States Show map

The 7-bedroom 25% Off Modern Disney Home. Resort Access Kissimmee hosts up to 23 guests and is nestled nearly a 5-minute drive from natural sites such as Northeast Regional City Park. More

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7Br Getaway W/ Pool In Emerald Island Resort!

8491 Oasis Key Cove, Kissimmee, United States Show map

Staying at 7Br Getaway W/ Pool In Emerald Island Resort! Kissimmee villa, guests can visit the 145 - foot Tree of Life Sculpture, which is nearly a 10-minute drive away. More

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Spacious 8Br Luxury Home, Pool, Spa By Disney

2191 Tripoli Ct, Kissimmee, Fl 34747, Usa, Kissimmee, United States Show map

Ensuring a relaxing stay with a Jacuzzi, the 8-bedroom Spacious 8Br Luxury Home, Pool, Spa By Disney Kissimmee is situated 4.6 km from Ship Wreck Island Water Park and can accommodate 16 guests. The… More

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Suncrest Haven

7664 Somersworth Drive, Kissimmee, United States Show map

Located 7 km from Reunion Resort Water Park, Suncrest Haven Villa Kissimmee gives access to various tourist sites in the vicinity. More

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4720 Sleepy Hollow

4720 Sleepy Hollow Drive, Kissimmee, United States Show map

Located around 20 minutes' walk from Marshalls Department Store, the 6-bedroom 4720 Sleepy Hollow Kissimmee villa has an outdoor swimming pool and is ideal for up to 13 guests. Guests can enjoy… More

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Themed Cozy Home - 4297

4297 Paragraph Drive, Kissimmee, United States Show map

Situated 3.3 km from the miniature Pirates Island Adventure Golf, Themed Cozy Home - 4297 Kissimmee provides access to numerous tourist attractions in the area. With a maximum capacity of 10 guests… More

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Dream Vacation 5 Star 8 Miles From Disney Area8877

8877 Bengal Court, Kissimmee, United States Show map

Staying at the 5-bedroom Dream Vacation 5 Star 8 Miles From Disney Area8877 Kissimmee villa, guests can visit Orlando Tree Trek Adventure Amusement Park Zip Line, which is around 10 minutes away by… More

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Eva Kingdom Back To Forest Home Close To Disney

2757 Lido Key Drive, Kissimmee, United States Show map

Nestled a 10-minute drive from Pandora, Eva Kingdom Back To Forest Home Close To Disney Kissimmee entices guests to explore various tourist destinations nearby. More

From US$ 239 Book Now

Themed Kids' Rooms, Pool & Game Loft Near Disney

4001 Sonoma Blvd, Kissimmee, Fl 34741, Usa, Kissimmee, United States Show map

Located around a 10-minute ride from the miniature Congo River Golf, the 15-bedroom Themed Kids' Rooms, Pool & Game Loft Near Disney Kissimmee villa features a heated pool, a Turkish steam bath… More

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Spiderman Studio Near Disney & Universal

5245 West Irlo Bronson Memorial Highway, Kissimmee, United States Show map

Located nearly a 25-minute walk from Fun Spot America Kissimmee Amusement Park, Spiderman Studio Near Disney & Universal Kissimmee villa gives access to various tourist sites in the vicinity. This… More

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6 Bd / 3,5 Ba / Sleeps 22 / Reunion Village

7860 Somersworth Drive, Kissimmee, United States Show map

Situated 4.5 km from Mystic Dunes Golf Club, the 6-bedroom 6 Bd / 3,5 Ba / Sleeps 22 / Reunion Village Kissimmee villa entices guests to explore various tourist attractions in the area. More

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Dream Vacay Home Just 9 Miles From Disney 1065

1065 Park Ridge Cir, Kissimmee, United States Show map

Situated about a 25-minute walk from 192 Outlet, the 3-bedroom Dream Vacay Home Just 9 Miles From Disney 1065 Kissimmee entices guests to explore various tourist attractions in the area. More

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Family Townhome Near Disney! Patio W/Pvt Splash Pool, Modern Decor,Free Wifi, Resort W/Waterpark!

4888 Romeo Circle, Kissimmee, United States Show map

Staying at the 4-bedroom Family Townhome Near Disney! Patio W/Pvt Splash Pool, Modern Decor,Free Wifi, Resort W/Waterpark! Kissimmee villa, guests can visit the mile-long Kissimmee Go-Karts, which is… More

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Windsor At Westside 8Br + Water Slide, Near Disney

Gobi Drive, Kissimmee, United States Show map

Windsor At Westside 8Br + Water Slide, Near Disney Kissimmee villa accommodates guests in the West Kissimmee district, about 7 km from Orange Lake Legends, and offers a private garden for guests to… More

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3017 Storey Lake 11 Guests Pool Bbq 15 Min Disney

3017 Penelope Loop, Kissimmee, United States Show map

Offering a Jacuzzi, a sauna, and an indoor pool for a relaxing experience, 3017 Storey Lake 11 Guests Pool Bbq 15 Min Disney Kissimmee villa is located a 10-minute drive from Eagle Park Orlando. The… More

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5129 Compass Bay Gate Community Beautiful House

5129 Killarney Way, Kissimmee, United States Show map

With the capacity to host 8 guests, the 4-bedroom 5129 Compass Bay Gate Community Beautiful House Villa Kissimmee is located around 2 km from such significant cultural landmarks as Museum of Military… More

From US$ 164 Book Now

4 Bedrooms3 Bathrooms Storey Lake 4900 Wa

4900 Windermere Av, Kissimmee, United States Show map

With a maximum capacity of 12 guests, the 4-bedroom 4 Bedrooms3 Bathrooms Storey Lake 4900 Wa Kissimmee villa provides them with a swimming pool and access to such wellness attractions as Give Kids… More

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Dazzling 5Br Villa In Storey Lake With Pool & Spa 1528

2758 Bookmark Drive, Kissimmee, United States Show map

Nestled 2.7 km from Medieval Times Dinner & Tournament, the 5-bedroom Dazzling 5Br Villa In Storey Lake With Pool & Spa 1528 Kissimmee is boasting an aqua park and a golf course for guests' enjoyment… More

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Pxc3151-102

3151 Paradox Circle, Kissimmee, United States Show map

Accommodating up to 4 guests, the 2-bedroom Pxc3151-102 Villa Kissimmee is situated nearly 25 minutes' walk from renowned cultural sites such as Museum of Military History. Providing guests with Wi… More

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Imagination At Bear'S Den

1062 Jack Nicklaus Court, Kissimmee, United States Show map

Reunion Resort the palmer course is just 5 minutes' walk from the 8-bedroom Imagination At Bear'S Den Villa Kissimmee, offering a hot tub for guests' relaxation. This villa features opportunities for… More

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W458 - Time Travelers Hideaway With Gaming Theater At Reunion

Kissimmee, United States Show map

W458 - Time Travelers Hideaway With Gaming Theater At Reunion Villa Kissimmee offers proximity to nearby tourist spots, such as Publix Super Market at Champions Gate Village, situated around 10… More

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Coral Waves Cottage With Private Pool Near Disney With Margaritaville Resort & Island H2O Access - 8040Sh

8040 Shaker Street, Kissimmee, United States Show map

Staying at the 4-bedroom Coral Waves Cottage With Private Pool Near Disney With Margaritaville Resort & Island H2O Access - 8040Sh Kissimmee, guests can easily reach Lake Wilson, located merely 1.6… More

From US$ 504 Book Now

Fun In The Sun

1562 Moon Valley Drive, Kissimmee, United States Show map

Featuring a swimming pool, the 4-bedroom Fun In The Sun Villa Kissimmee is suitable for up to 8 people and is located 3.5 km from Indian Ridge. Providing guests with Wi-Fi and a car park, this 3… More

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9 Bed Pool Home Storey Lake Resort! Home

9900 South Thomas Drive, Kissimmee, United States Show map

Offering a hot tub for a relaxing experience, 9 Bed Pool Home Storey Lake Resort! Home Kissimmee is located a 5-minute ride from the adventure-themed Congo River Golf. The 9-bedroom villa features… More

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8 Bd 6 Ba Veranda Palms - 2555 Sd

2555 Shanti Drive, Kissimmee, United States Show map

Featuring a swimming pool, the 8-bedroom 8 Bd 6 Ba Veranda Palms 2555 Sd Kissimmee villa is suitable for up to 23 people and is located about 6 km from Old Town Shopping Mall. More

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9Br House With Game Room Near Disney Area Led Pool

1548 Nassau Point Trail, Kissimmee, United States Show map

Located nearly a 10-minute ride from Emerald Island Boulevard, the 9-bedroom 9Br House With Game Room Near Disney Area Led Pool Kissimmee villa offers a games room for guests' entertainment. Offering… More

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Private Pool 4Br Townhome

4834 Love Storey Ln, Kissimmee, United States Show map

Staying at Private Pool 4Br Townhome Kissimmee villa, guests can visit Disney's Typhoon Lagoon Water Park, which is about a 15-minute drive away. More

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Grh14430 - Emerald Island Resort - 3 Bed 2.5 Baths Townhome

8569 Crystal Cove Loop, Kissimmee, United States Show map

Boasting a sauna, the 2-bedroom Grh14430 - Emerald Island Resort - 3 Bed 2.5 Baths Townhome Kissimmee villa is located about a 5-minute walk from Emerald Island Boulevard and can accommodate 9 guests… More

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Luxury Stay W Secret Room Unique 21 (Adults Only)

902 Savanna Dr, Kissimmee, United States Show map

Luxury Stay W Secret Room Unique 21 Kissimmee villa can host up to 4 guests, boasting a convenient location 850 metres from iconic cultural attractions such as Museum of Military History. Located 10… More

From US$ 304 Book Now

Disney Villa With Private Pool Resort Amenities

9051 Rhodes Street, Kissimmee, United States Show map

The 5-bedroom Disney Villa With Private Pool Resort Amenities Kissimmee entices active guests with access to a fitness area and is located nearly a 10-minute ride from Northeast Regional City Park. More

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Magical Themed Villa, Game Room, Pool, Water Park

Windsor At Westside, 8873 Rhodes Street, Kissimmee, United States Show map

The 6-bedroom Magical Themed Villa, Game Room, Pool, Water Park Kissimmee hosts up to 14 guests and is nestled around a 10-minute drive from natural sites such as Ship Wreck Island Water Park. The… More

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Winterfield Championsgate 1265

1265 Challenge Drive, Kissimmee, United States Show map

Situated approximately a 5-minute walk from ChampionsGate Country Club Golf, Winterfield Championsgate 1265 Villa Kissimmee provides access to numerous tourist attractions in the area. More

From US$ 316 Book Now

15 Bd155 Ba Veranda Palms 2501 Sd

2501 Shanti Drive, Kissimmee, United States Show map

Located a 10-minute drive from the open-air mall "Lake Buena Vista Factory Stores", 15 Bd155 Ba Veranda Palms 2501 Sd Kissimmee villa offers a games room for guests' leisure. The 1-bedroom holiday… More

From US$ 3229 Book Now

Lake View Pool Home Near Disney - 5Br 4Ba

8855 Candy Palm Road, Kissimmee, United States Show map

Nestled in the West Kissimmee district of Kissimmee, the 5-bedroom Lake View Pool Home Near Disney - 5Br 4Ba Kissimmee is approximately 6 km from Pandora and offers a Jacuzzi and a sauna. Located… More

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Luxtownhouse Just Min From Disneyworld & Universal

1136 Kingsbarn Street, Kissimmee, United States Show map

Staying at Luxtownhouse Just Min From Disneyworld & Universal Kissimmee villa, guests can easily reach Tuscan Hills Boulevard, located around 10 minutes away by car. More

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Luxury Orlando Retreat Just 6 Miles From Disney

2105 Malta Terrace, Kissimmee, United States Show map

Offering an aqua park and a golf course for guests' leisure, the 5-bedroom Luxury Orlando Retreat Just 6 Miles From Disney Kissimmee villa is situated 2.6 km from Rum Run. The holiday home features… More

From US$ 272 Book Now

Stylish Home With Pool Hot Tub And Parking

7836 Marlow Place, Kissimmee, United States Show map

The 5-bedroom Stylish Home With Pool Hot Tub And Parking Kissimmee is located within a 7-km distance of Reunion Resort Water Park and provides a Jacuzzi. This Kissimmee holiday home hosts up to 16… More

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