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2026-11-07
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Holiday Homes in Kissimmee

4727 - 5Br W Pool 10Min Disney 2 Water Parks

4727 Sleepy Hollow Drive, Kissimmee, United States Show map

The 5-bedroom 4727 - 5Br W Pool 10Min Disney 2 Water Parks Kissimmee villa is nestled a few moments from Lennar at Storey Lake and entices guests with a Jacuzzi. Featuring a swimming pool, the… More

From US$ 357 Book Now

The Wizard Express

2000 Epcot Resorts Boulevard, Kissimmee, United States Show map

Located 3.1 km from Falcon's Fire Golf Course, the 5-bedroom The Wizard Express Villa Kissimmee has a heated pool and is ideal for up to 10 guests. Offering parking as well as Wi-Fi, the villa is… More

From US$ 539 Book Now

Stunning Lakeview Townhome W Private Pool

4893 Romeo Circle, Kissimmee, United States Show map

Located about a 10-minute drive from the adventure-themed Congo River Golf, the 1-bedroom Stunning Lakeview Townhome W Private Pool Kissimmee villa has an outdoor swimming pool and is ideal for up to… More

From US$ 298 Book Now

Waterpark View, Mickeytheme 3Br Near Disney 1039

1039 Splash Shot Place, Kissimmee, United States Show map

Offering a hot tub for a relaxing experience, Waterpark View, Mickeytheme 3Br Near Disney 1039 Kissimmee villa is located 10 minutes' drive from Tuscan Hills Boulevard. Providing guests with Wi-Fi… More

From US$ 440 Book Now

4781 - 5Br W Pool 10Min Disney 2 Water Parks

4781 Kings Castle Circle, Kissimmee, United States Show map

Offering a Jacuzzi for a relaxing experience, 4781 - 5Br W Pool 10Min Disney 2 Water Parks Kissimmee villa is located 10 minutes' drive from Old Town Shopping Mall. Providing guests with Wi-Fi and… More

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8937 Play Through Drive

8937 Play Through Drive, Kissimmee, United States Show map

Located 4.2 km from Tuscan Hills Boulevard, the welcoming 8937 Play Through Drive Villa Kissimmee offers a game room for guests' leisure. Located 10 minutes by car from ChampionsGate Golf Club, this… More

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Magical Townhome Private Pool In Storey Lake

3062 Gatsby Street, Kissimmee, United States Show map

Nestled a 25-minute stroll from the mile-long Kissimmee Go-Karts, Magical Townhome Private Pool In Storey Lake Kissimmee villa is boasting an aqua park and a patio for guests' enjoyment. Located 4.5… More

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3 Bedrooms 25 Bathrooms Encantada 3091 Yl

3091 Yellow Lantana Ln, Kissimmee, United States Show map

Along with access to such natural sites as Disney's Blizzard Beach Water Park, about 6 km away, the 3-bedroom 3 Bedrooms 25 Bathrooms Encantada 3091 Yl Kissimmee villa offers a heated pool. Offering… More

From US$ 231 Book Now

Game Room Heated Pool Anime Adventure

2090 Rome Dr, Kissimmee, Fl 34747, Usa, Kissimmee, United States Show map

Staying at the 5-bedroom Game Room Heated Pool Anime Adventure Kissimmee villa, guests can visit Windsor Hills, which is around 5 km away. Located in the West Kissimmee district of Kissimmee, the… More

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Wonderful Terra Verde Orlando Vacation Home

137 Madiera Beach Boulevard, Kissimmee, United States Show map

Featuring an outdoor swimming pool, Wonderful Terra Verde Orlando Vacation Home Kissimmee is suitable for up to 14 people and is located a 10-minute drive from Medieval Times Dinner & Tournament. More

From US$ 292 Book Now

161 Castaway Villa 4 Bed Pool&Spa Resort

161 Castaway Beach Way, Kissimmee, United States Show map

During the stay at 161 Castaway Villa 4 Bed Pool&Spa Resort Kissimmee, guests can indulge in a Jacuzzi or visit Medieval Times Dinner & Tournament, located 3.2 km away. Located a 10-minute ride from… More

From US$ 265 Book Now

1808Ga Townhouse 5 Bed/4.5 Ba

1808 Tropical Palms Cir, Kissimmee, United States Show map

Featuring a heated pool, 1808Ga Townhouse 5 Bed/4.5 Ba Villa Kissimmee is suitable for up to 12 people and is located a 25-minute walk from Tuscan Hills Boulevard. More

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7Br Dream Home - Cinema, Game Room, Themed Rooms & Hot Tub!

4435 Shiva Loop, Kissimmee, United States Show map

Situated approximately 25 minutes' walk from Shingle Creek Regional Park, 7Br Dream Home - Cinema, Game Room, Themed Rooms & Hot Tub! Kissimmee is suitable for 21 guests and provides an outdoor… More

From US$ 306 Book Now

Golf & Splash Vacation Homes, Close To Disney

284 Ocean Course Avenue, Kissimmee, United States Show map

The 4-bedroom Golf & Splash Vacation Homes, Close To Disney Kissimmee is located approximately 3 km from Highlands Reserve Boulevard and provides mini golf for active guests. Offering a Jacuzzi, this… More

From US$ 195 Book Now

Game Room, Resort Perks! Family Gem 4 Mi To Disney

8515 La Isla Dr, Kissimmee, United States Show map

Situated about 10 minutes by car from Northeast Regional City Park, the 7-bedroom Game Room, Resort Perks! Family Gem 4 Mi To Disney Kissimmee villa is suitable for 16 guests and provides a heated… More

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Disney Dream Resort Amenities Pool *4Bd/3Ba* Close To Parks

3212 Cupid Place, Kissimmee, United States Show map

Along with access to such natural sites as Northeast Regional City Park, around 3 km away, the 4-bedroom Disney Dream Resort Amenities Pool *4Bd/3Ba* Close To Parks Kissimmee villa offers a year… More

From US$ 335 Book Now

Near Disney & Epic Universe: Home W/ Resort Perks

8415 Blue Lagoon Drive, Kissimmee, United States Show map

The 3-bedroom Near Disney & Epic Universe: Home W/ Resort Perks Kissimmee hosts up to 6 guests and is nestled within a 4-km distance of natural sites such as the zoological Disney's Animal Kingdom… More

From US$ 172 Book Now

Solara Resort 4Bd Pool Home Perfect Location 1554

1554 Carey Palms Circle, Kissimmee, United States Show map

Located around 10 minutes' drive from Emerald Island Boulevard, the 4-bedroom Solara Resort 4Bd Pool Home Perfect Location 1554 Kissimmee has a swimming pool and is ideal for up to 8 guests. Offering… More

From US$ 200 Book Now

Amazing Disney Resort Style & Free Waterpark 2481

2481 Reading Trail, Kissimmee, United States Show map

Located within a 6-km distance of Falcon's Fire Golf Course, the 4-bedroom Amazing Disney Resort Style & Free Waterpark 2481 Kissimmee villa features a heated pool, a Jacuzzi and a sauna, ensuring a… More

From US$ 161 Book Now

Comfortable House With Hot Tub Close To Disney

4685 Cumbrian Lakes Drive, Kissimmee, United States Show map

The 5-bedroom Comfortable House With Hot Tub Close To Disney Kissimmee villa is nestled within 5 minutes' walk of cumbrian lakes and entices guests with a Jacuzzi. Featuring access to a terrace, this… More

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9 Min To Disney W Pool- 4Bd 3Ba - Free Waterpark

4900 Clock Tower Drive, Kissimmee, United States Show map

Located approximately 25 minutes' walk from the mile-long Kissimmee Go-Karts, the 4-bedroom 9 Min To Disney W Pool- 4Bd 3Ba - Free Waterpark Kissimmee villa provides access to various tourist… More

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4 Bedroom 3 Bathroom Villas At Seven Dwarfs 24-102

2607 Gala Road North Building 24 Suite 102, Kissimmee Fl, 34746, Kissimmee, United States Show map

The 4-bedroom 4 Bedroom 3 Bathroom Villas At Seven Dwarfs 24-102 Kissimmee offers quick access to such city attractions as Sam's Club, located approximately a 5-minute walk away. Providing guests… More

From US$ 177 Book Now

Kissimmee Retreat W/ Pool: Near Disney & Golf!

Kissimmee, Fl, 34743, Kissimmee, United States Show map

Along with access to such natural sites as Archie Gordon Memorial Park, nearly a 25-minute walk away, the 3-bedroom Kissimmee Retreat W/ Pool: Near Disney & Golf! villa offers an outdoor swimming… More

From US$ 252 Book Now

Bahama Bay Awesome Star Wars Room

505 Lucaya Loop, Kissimmee, United States Show map

The 3-bedroom Bahama Bay Awesome Star Wars Room Kissimmee villa is nestled a mere 9 minutes' walk from Rum Run and can accommodate up to 6 guests. Located 2.4 km from Highgate Park Boulevard, this… More

From US$ 145 Book Now

Family Friendly Home 4Br Private Pool Sl4823

4823 Romeo Cr, Kissimmee, United States Show map

Offering access to entertainment venues such as Hawks Landing Golf Club, situated around 4 km away, the 4-bedroom Family Friendly Home 4Br Private Pool Sl4823 Kissimmee can host up to 10 guests. More

From US$ 268 Book Now

5 Mi To Walt Disney World! Gem W/ Resort Perks

2954 Beach Palm Ave, Kissimmee, United States Show map

Nestled in the West Kissimmee district of Kissimmee, the 5-bedroom 5 Mi To Walt Disney World! Gem W/ Resort Perks Kissimmee villa is within a 5-km distance of Bonanza Golf Gifts and offers a hot tub.… More

From US$ 194 Book Now

3Mi From Disney- Modern 3Bd 3Ba + Grill

3413 Tranquil Trail, Kissimmee, United States Show map

Featuring an outdoor swimming pool for guests' relaxation, the 3-bedroom 3Mi From Disney- Modern 3Bd 3Ba + Grill Kissimmee villa is located nearly 25 minutes' walk from The Legends Golf Course. More

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Family Resort Home - Game Room, Cinema & Theme Rooms

Marcello Boulevard 408, Kissimmee, United States Show map

The 5-bedroom Family Resort Home - Game Room, Cinema & Theme Rooms Kissimmee entices active guests with access to a fitness room and is located within 6 km of Museum of Military History. Offering an… More

From US$ 455 Book Now

Family Themed 2Br Condo With Clubhouse Access

Splash Shot Place 1037, Kissimmee, United States Show map

Situated around 10 minutes' drive from Tuscan Hills Boulevard, the 2-bedroom Family Themed 2Br Condo With Clubhouse Access Kissimmee villa provides access to numerous tourist attractions in the area.… More

From US$ 241 Book Now

Private Pool & Yard: Airy Kissimmee Retreat!

658 Basingstoke Ct, Kissimmee, United States Show map

Located about a 10-minute drive from Lake Marion Creek Wildlife Management Area, the 3-bedroom Private Pool & Yard: Airy Kissimmee Retreat! Villa provides access to various tourist attractions in the… More

From US$ 576 Book Now

Premium Villa At Champions Gate

8193 Roseville Boulevard, Kissimmee, United States Show map

During the stay at Premium Villa At Champions Gate Kissimmee, guests can indulge in ping pong and billiard or visit Orlando Tree Trek Adventure Amusement Park Zip Line, located 4.1 km away. This 3… More

From US$ 227 Book Now

Harry Potter Lives Here! Unforgettable Home, Pool, Sleeps 8, Near Dis, Low Rates!

5006 Laguna Bay Circle #59, Kissimmee, United States Show map

During the stay at Harry Potter Lives Here! Unforgettable Home, Pool, Sleeps 8, Near Dis, Low Rates! Kissimmee, guests can indulge in boating, hiking, and cycling or visit Old Town Shopping Mall… More

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Luxury Home Wsplash Pool Near Disney 42

4442 Le Reve Court, Kissimmee, United States Show map

Located just an 8-minute walk from the nonprofit Give Kids The World Village Resort, the 4-bedroom Luxury Home Wsplash Pool Near Disney 42 Kissimmee features a swimming pool and can accommodate up to… More

From US$ 561 Book Now

5366 Lucaya Village 3Br Townhome Near Parks

5366 Diplomat Court, Kissimmee, United States Show map

The 3-bedroom 5366 Lucaya Village 3Br Townhome Near Parks Kissimmee villa hosts up to 8 guests and is nestled within 7 km of natural sites such as the film-centric theme park "Disney's Hollywood… More

From US$ 195 Book Now

2979 Buccaneer Palm

2979 Buccaneer Palm Road, Kissimmee, United States Show map

Featuring a year-round outdoor swimming pool, the 4-bedroom 2979 Buccaneer Palm Kissimmee villa is suitable for up to 10 people and is located within 6 km of Pandora. Offering a Jacuzzi, this… More

From US$ 232 Book Now

900 Pebble Beach Drive

900 Pebble Beach Drive, Kissimmee, United States Show map

Featuring an outdoor swimming pool, the 4-bedroom 900 Pebble Beach Drive Kissimmee villa is suitable for up to 9 people and is located about 10 minutes by car from Reunion Resort Water Park. More

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Waterfront Paradise Palms | Private Pool | 5Br | Near Attractions

3039 Beach Palm Avenue,, Kissimmee, United States Show map

The 5-bedroom Waterfront Paradise Palms | Private Pool | 5Br | Near Attractions Kissimmee villa, located just 5 minutes' walk from Paradise Palms Boulevard, can host up to 10 guests. Located around 6… More

From US$ 132 Book Now

5 Bedroom 4.5 Bathroom Windsor At Westside 8883

8883 Geneve Court, Kissimmee Fl, 34747, Kissimmee, United States Show map

The 5-bedroom 5 Bedroom 4.5 Bathroom Windsor At Westside 8883 Kissimmee villa entices active guests with access to a fitness area and is located nearly a 10-minute drive from Windsor Hills. Offering… More

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Casa 4Q Storey Lake, Piscina Privativa

2493 Reading Trail, Kissimmee, United States Show map

The 4-bedroom Casa 4Q Storey Lake, Piscina Privativa Kissimmee entices active guests with access to a fitness room and is located around a 10-minute ride from the working Kissimmee Air Museum. More

From US$ 204 Book Now

Nassau By Avantstay

1540 Nassau Point Trail, Kissimmee, United States Show map

The 9-bedroom Nassau By Avantstay Kissimmee villa is located approximately a 25-minute walk from Rum Run and provides billiard for active guests. Featuring a Jacuzzi, this property is 3.2 km from… More

From US$ 1739 Book Now

Luxury 5Br Home, Private Pool, Prime Location

Kings Castle Circle 4801, Kissimmee, United States Show map

Located approximately 25 minutes' walk from Fantasy Surf, the 5-bedroom Luxury 5Br Home, Private Pool, Prime Location Kissimmee features an outdoor swimming pool, a Jacuzzi, ensuring a relaxing stay.… More

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4951 Windermere

4951 Windermere Avenue, Kissimmee, United States Show map

During the stay at the 4-bedroom 4951 Windermere Kissimmee villa, guests can indulge in a Jacuzzi or visit Local amusement Theme Park, located 3.6 km away. The holiday home features opportunities for… More

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Home Away From Home

1230 Winding Willow Court, Kissimmee, United States Show map

Located just 0.7 km from Xtreme Paintball Xperience, the 1-bedroom Home Away From Home Kissimmee features a heated pool, a Jacuzzi, ensuring a relaxing stay. More

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Waterside Villa - Family 4 Bed Emerald Island Resort Pool Home That'S Close To Disney World

8587 La Isla Drive, Kissimmee, United States Show map

Located within a 4-km distance of A World of Orchids, the 4-bedroom Waterside Villa - Family 4 Bed Emerald Island Resort Pool Home That'S Close To Disney World Kissimmee boasts a heated pool with a… More

From US$ 331 Book Now

The Haven - Newly Remodeled Luxury Townhome

Adriatico Lane, Kissimmee, United States Show map

Featuring an outdoor swimming pool, the 5-bedroom The Haven - Newly Remodeled Luxury Townhome Kissimmee villa is suitable for up to 12 people and is located about 5 km from Windsor Hills. Providing… More

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Bsv1805 - Luxury 8 Bedroom 6 Bathroom Villa In The Desirable Solara Resort

1805 Caribbean View Terrace, Kissimmee, United States Show map

Offering guests to unwind in a treatment room and a hot tub, Bsv1805 - Luxury 8 Bedroom 6 Bathroom Villa In The Desirable Solara Resort Kissimmee is located 25 minutes' walk from Highlands Reserve… More

From US$ 580 Book Now

Marvelous 4 Bd Close To Disney At West Lucaya 8959

8959 Shine Drive, Kissimmee, United States Show map

Situated around 3 km from Emerald Island Boulevard, the 4-bedroom Marvelous 4 Bd Close To Disney At West Lucaya 8959 Kissimmee villa offers guests to enjoy an aqua park and a golf course. This… More

From US$ 161 Book Now

4812 Bedroom - Enchanted Lakeside Escape Luxurious Family Retreat

4812 Brier Rose Ln, Kissimmee, United States Show map

The 4-bedroom 4812 Bedroom - Enchanted Lakeside Escape Luxurious Family Retreat Kissimmee villa offers proximity to nearby tourist spots, such as Fun Spot America Kissimmee Amusement Park, situated… More

From US$ 205 Book Now

Beautiful Storey Lake Retreat Minutes From Disney

5025 Windermere Avenue, Kissimmee, United States Show map

Hosting up to 10 guests, the welcoming Beautiful Storey Lake Retreat Minutes From Disney Kissimmee villa is nestled in an entertainment area, 3.6 km from Medieval Times Dinner & Tournament. This 4… More

From US$ 303 Book Now

Four Bedrooms Townhome 5126K

5126 Killarney Way Kissimmee, Fl, Kissimmee, United States Show map

During the stay at Four Bedrooms Townhome 5126K Kissimmee villa, guests can indulge in cycling and fisheries or visit the air mall "Lake Buena Vista Factory Stores", located a 25-minute walk away. More

From US$ 171 Book Now