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2026-04-23
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Kissimmee holiday rentals

6-Bd In Champions Gate Resort

9239 Sommerset Hills, Kissimmee, United States View map

Welcome to the luxurious 6-Bd In Champions Gate Resort, an oasis of tranquility and modern sophistication nestled just 29 kilometers from the vibrant city of Kissimmee. This stunning resort is… More

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Charming Home With Themed Rooms, Game Room And Waterpark & Resort Access Near Disney At Encore Resorts Reunion - 300Pn

300 Pendant Court, Kissimmee, United States View map

Situated in the enchanting town of Celebration-a carefully crafted community by the Walt Disney Company-Charming Home With Themed Rooms, Game Room, and Waterpark & Resort Access Near Disney at Encore… More

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Comfortable 4 Bedrooms At Storey Lake

5047 Windermere Ave, Kissimmee, Fl 34746, Usa, Kissimmee, United States View map

**Experience Unmatched Comfort at Comfortable 4 Bedrooms At Storey Lake** Located just 13 kilometers from the heart of Kissimmee and conveniently 35 kilometers from Orlando International Airport… More

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Redone Private Guesthouse Suite With Community Pool

2606 Judge Loop, Kissimmee, United States View map

Cozy 1-Bedroom Guesthouse W/ Community Pool is located within 4.8 km of Osceola Heritage Park Event Venue and nearly a 10-minute ride from Silver Spur Rodeo Arena. This villa is equipped with 1… More

From US$ 113 Book Now

Grh13978 - Solara Resort - 5 Bed 4.5 Baths Townhome

2147 Cooper Bell Place, Kissimmee, United States View map

Located approximately a 25-minute walk from Highlands Reserve Boulevard, Grh13978 - Solara Resort - 5 Bed 4.5 Baths Townhome Kissimmee villa gives access to various tourist sites in the vicinity. More

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Amplo 2 Quartos | Sala De Jogos & Comodidades

8889 Cabot Cliffs Drive, Kissimmee, United States View map

Located 10 minutes by car from the Rum Run, Amplo 2 Quartos | Sala De Jogos & Comodidades Kissimmee villa gives access to various tourist sites in the vicinity. More

From US$ 272 Book Now

Windsor Westside Luxury Oasis, Pool, Spa, By Disney

1622 Lima Ave, Kissimmee, Fl 34747, Usa, Kissimmee, United States View map

**Windsor Westside Luxury Oasis, Pool, Spa, By Disney** offers an exceptional retreat just 32 km from the vibrant heart of Kissimmee, making it an ideal sanctuary for families and leisure seekers. More

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Sunset Hideaway - South Facing Lake Home

8878 Geneve Court, Kissimmee, United States View map

**Welcome to Sunset Hideaway - South Facing Lake Home,** a serene retreat nestled just 32 kilometers from the vibrant center of Kissimmee. This enchanting getaway offers a perfect blend of comfort… More

From US$ 315 Book Now

Cozy Farmhouse Villa W/ Pool Near Airport & Parks

2214 Stonehedge Loop, Kissimmee, United States View map

Welcome to the Cozy Farmhouse Villa W/ Pool Near Airport & Parks, a serene retreat nestled just 7 km from the vibrant heart of Kissimmee and a mere 20 km from Orlando International Airport. This… More

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South-Facing Pool 5Br Storey Lake Lazy River 2437

2437 Reading Trail, Kissimmee, United States View map

South-Facing Pool 5Br Storey Lake Lazy River 2437 Kissimmee villa is located 6 km from Old Town Shopping Mall and provides cycling for active guests. More

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Rc152P Fairway Gem

1152 Castle Pines Court, Kissimmee, United States View map

In the heart of Kissimmee, the Rc152P Fairway Gem Villa offers an oasis of tranquility, providing an exceptional getaway for families and couples alike. This beautifully appointed retreat features a… More

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Tranquility At Bear'S Den

942 Jack Nicklaus Ct, Kissimmee, United States View map

Set within a serene enclave, Tranquility At Bear's Den offers an idyllic escape just 22 km from the bustling heart of Kissimmee. This charming villa combines sophistication with comfort, making it a… More

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Family Getaway Wpvt Pool Close To Disney

841 Las Fuentes Dr, Kissimmee, United States View map

During the stay at Family Getaway Wpvt Pool Close To Disney Kissimmee villa, guests can indulge in a hot tub and an indoor pool or visit Give Kids The World Village Resort, located 18 minutes' walk… More

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Og534D Homestead Cypress

7534 Gathering Drive, Kissimmee, United States View map

Welcome to the Og534D Homestead Cypress, an enchanting retreat nestled just 23 kilometers from the vibrant heart of Kissimmee. This idyllic destination seamlessly blends luxury and comfort, offering… More

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Spacious Cottage With Private Pool Near Disney With Margaritaville Resort & Island H2O Access - 8009Su

8009 Surf Street, Orlando, United States View map

The 5-bedroom Spacious Cottage With Private Pool Near Disney With Margaritaville Resort & Island H2O Access - 8009Su Kissimmee is nestled nearly 10 minutes' walk from the T.J. Maxx|the T.J. Maxx… More

From US$ 819 Book Now

Relaxing Championsgate Vacation Spot

9338 Sommerset Hills Drive, Kissimmee, United States View map

Offering a location 3.2 km from Highlands Reserve Boulevard, Relaxing Championsgate Vacation Spot Villa Kissimmee gives access to various tourist spots in the area. More

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3 Bedrooms 2 Bathrooms Eagle Pointe 573Ep

573 Eagle Pointe South, Kissimmee, United States View map

**Experience Comfort and Convenience at Eagle Pointe 573Ep** Nestled in the serene embrace of Kissimmee, the Eagle Pointe 573Ep beckons guests with a unique blend of luxury and homely charm. More

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Vacation Home Orlando Florida Families

1403 Fairview Circle, Kissimmee, United States View map

Experience a delightful retreat at the Vacation Home Orlando Florida Families, a stunning haven nestled just 21 kilometers from the vibrant heart of Kissimmee. Ideal for families seeking adventure… More

From US$ 900 Book Now

4561 Majestic 9Bd Kingdom Retreat Near Disney

4561 Target Blvd, Kissimmee, United States View map

The 5-bedroom 4561 Majestic 9Bd Kingdom Retreat Near Disney Kissimmee villa is situated within 7 km of Kissimmee Golf Club and provides a hot tub, ensuring a relaxing stay. More

From US$ 768 Book Now

Family-Friendly Home With Pool & Movie Theater

8878 Cabot Cliffs Dr, Kissimmee, United States View map

The 5-bedroom Family-Friendly Home With Pool & Movie Theater Kissimmee is located about a 10-minute drive from the Reunion Resort Water Park and provides a hot tub. This Kissimmee holiday home… More

From US$ 1131 Book Now

8569 Crystal Cove

8569 Crystal Cove Loop, Kissimmee, United States View map

Positioned in the heart of Kissimmee, the 8569 Crystal Cove Villa embodies the essence of a luxurious retreat, offering an idyllic escape for families and travelers seeking comfort and convenience. More

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1830 Sawyer Palm Kissimmee 9 Beds

1830 Sawyer Palm Place, Kissimmee, United States View map

Situated around a 10-minute drive from the Emerald Island Boulevard, 1830 Sawyer Palm Kissimmee 9 Beds Villa features a patio with views of the pool. Offering an indoor pool, the Kissimmee holiday… More

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Shvcc2 - Crystal Cove #2 - 7 Bed 45 Baths Villa

1002 Tourmaline Drive, Kissimmee, United States View map

During the stay at the 5-bedroom Shvcc2 - Crystal Cove #2 - 7 Bed 45 Baths Villa Kissimmee, guests can indulge in bowling, mini golf, and pool or visit local amusement parks, located 4.8 km away. More

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Nm401L Legends Tranquil

401 Muirfield Loop, Kissimmee, United States View map

Staying at Nm401L Legends Tranquil Villa Kissimmee, guests can easily reach Hyde Park Golf Club, located approximately 7 km away. More

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Shvck4 - Coral Cay Resort #4 - 4 Bed 3 Baths Townhome

2380 Caravelle Cir, Kissimmee, United States View map

The 3-bedroom Shvck4 - Coral Cay Resort #4 - 4 Bed 3 Baths Townhome Kissimmee villa is located about 6 km from Old Town Shopping Mall and provides a hot tub. This property features opportunities for… More

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Private Oasis With Pool Spa- 3401Clr

9053 Paolos Place, Kissimmee, United States View map

**Welcome to Your Private Oasis with Pool Spa - 3401Clr** Conveniently located near Kissimmee, this private refuge boasts accessibility to various recreational activities and nearby attractions… More

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W410 - Gorgeous Golf-View Villa With Galactic Themed Bedroom At Reunion

311 Muirfield Loop, Kissimmee, United States View map

### Welcome to W410 - Gorgeous Golf-View Villa at Reunion Conveniently located, W410 allows easy access to Florida's top attractions, including world-renowned theme parks. More

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Storey Lake 9 Bedroom Villa With Games Room And Theater Home

137 Minniehaha Circle, Kissimmee, United States View map

Welcome to the Storey Lake, an exquisite retreat that promises an unforgettable experience for families and groups seeking the perfect blend of luxury and comfort. Nestled in charming Kissimmee, just… More

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Gorgeous Home With Pool And Lake View

4867 Romeo Circle, Kissimmee, United States View map

Offering a location about 6 km from the Disney's Typhoon Lagoon Water Park, Gorgeous Home With Pool And Lake View Kissimmee gives access to various tourist spots in the area. More

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Beautiful Villa With First Class Amenities Orlando Villa 1000

7925 Jacks Club Drive, Kissimmee, United States View map

Set in a vibrant locale, the Beautiful Villa With First Class Amenities Orlando Villa 1000 offers an exquisite blend of luxury and comfort just 23 km from the charming city of Kissimmee. This… More

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Patriots Delight

1457 Fairview Circle, Kissimmee, United States View map

Set in the heart of Kissimmee, Patriots Delight Villa offers a tranquil retreat just 22 km from the vibrant attractions of downtown. This exquisite villa combines luxurious amenities with a welcoming… More

From US$ 593 Book Now

Sunset On Shaker Cottage With Private Pool Near Disney With Margaritaville Resort & Island H20 Access - 7960Sh

7960 Shaker Street, Orlando, United States View map

Staying at the 5-bedroom Sunset On Shaker Cottage With Private Pool Near Disney With Margaritaville Resort & Island H20 Access - 7960Sh Kissimmee, guests can visit the film-centric theme park… More

From US$ 477 Book Now

Dluxx Dream House Pool At Windsor Resort 8877

8877 Bengal Court, Kissimmee, United States View map

**Welcome to Dluxx Dream House Pool At Windsor Resort 8877**, an enchanting retreat nestled just a short 60-minute drive from the vibrant heart of Kissimmee. This exquisite sanctuary is thoughtfully… More

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Solara Joy | Disney-Themed Retreat In Kissimmee With Stellar Resort Amenities

1817 Caribbean View Terrace, Kissimmee, United States View map

Solara Joy | Disney-Themed Retreat In Kissimmee With Stellar Resort Amenities villa entices active guests with access to a fitness suite and is located approximately 10 minutes' drive from the… More

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Dream 5-Room Getaway Near Disney

1505 Mumbai Way, Kissimmee, United States View map

The Dream 5-Room Getaway Near Disney is a sanctuary of comfort and charm nestled just 60 minutes from the vibrant heart of Kissimmee. This exquisite destination is perfectly positioned for those… More

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South Facing Pool With Spa And Lake View In Gated Resort Of Bella Vida Nr Disney

960 Marcello Blvd, Kissimmee, United States View map

The 5-bedroom South Facing Pool With Spa And Lake View In Gated Resort Of Bella Vida Nr Disney Kissimmee villa is located just 1.4 km from the Give Kids The World Village and provides horseback… More

From US$ 419 Book Now

Elegante Apartamento 2Q No Champions Gate Resort

891 Ocean Course Avenue, Kissimmee, United States View map

Offering a location 4.9 km from the Rum Run, the 0-bedroom Elegante Apartamento 2Q No Champions Gate Resort Kissimmee villa gives access to various tourist spots in the area. More

From US$ 272 Book Now

8973Ccd - The Retreat At Championsgate Townhouse

9900 S. Thomas Drive, Kissimmee, United States View map

Welcome to The Retreat at Championsgate Townhouse, an exquisite haven located just a short 50-minute journey from the vibrant community of Kissimmee and a convenient 50 kilometers from the Orlando… More

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Luxurious Townhouse With Themed Rooms Near Disney

Cabot Cliffs Drive 8871, Kissimmee, United States View map

Welcome to the Luxurious Townhouse With Themed Rooms Near Disney, a premier destination situated in Kissimmee. This extraordinary residence offers an enchanting escape just a 50-minute drive from the… More

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Dreamers Oasis At Bahama Bay - Sleeps 8

116 Rogues Retreat, Kissimmee, United States View map

**Welcome to Dreamers Oasis at Bahama Bay - Sleeps 8**, a luxurious retreat nestled in the vibrant landscape of Kissimmee, just 33 km from the enchantment of the city's attractions. This stunning… More

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Elegant Luxury Home With Pool

4297 Paragraph Drive, Kissimmee, United States View map

**Elegant Luxury Home With Pool is a stunning retreat nestled just 10 km from the vibrant heart of Kissimmee.** This exquisite accommodation captures the essence of leisure living, featuring a… More

From US$ 145 Book Now

Holiday Home 4-Schlafzimmer Value Plus Haus Mit Privatem Pool By Interhome

8285 Championsgate Blvd - Office, Kissimmee, United States View map

Situated about a 5-minute walk from the Champions Gate Downtown Shopping Center, Holiday Home 4-Schlafzimmer Value Plus Haus Mit Privatem Pool By Interhome Kissimmee offers easy access to numerous… More

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Fantastic Lake-View Condo With Pool, Hot Tub, Balcony, Ac & Kitchen -Near Disney

1370 Tuscana Ln, Kissimmee, United States View map

Situated only 1.4 km from the Champions Gate Downtown Shopping Center, Fantastic Lake-View Condo With Pool, Hot Tub, Balcony, Ac & Kitchen -Near Disney Kissimmee villa provides access to numerous… More

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Casa 4Q C/ Clubhouse - 10 Min Da Disney

2941 Lucayan Harbour Circle, Kissimmee, United States View map

Situated about a 15-minute ride from the educational Epcot Disney Theme Park, the 3-bedroom Casa 4Q C/ Clubhouse - 10 Min Da Disney Kissimmee entices guests with a Jacuzzi and hot public baths… More

From US$ 218 Book Now

Spacious Home - Veranda Palms W Heated Pool & Bbq

2545 Dharma Circle, Kissimmee, United States View map

Offering a location around 7 km from the Gaylord Palms Resort & Convention Center, Spacious Home - Veranda Palms W Heated Pool & Bbq Kissimmee gives access to various tourist spots in the area. More

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2 Bedroom 2 Bathroom Champions Gate 1119 Cd

1119 Challenge Drive, Kissimmee, United States View map

Welcome to the exquisite 2 Bedroom-2 Bathroom Champions Gate 1119 Cd, a gem nestled in the charming town of Kissimmee, just 29 km from the vibrant attractions of Kissimmee, and around 50 km from… More

From US$ 166 Book Now

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

8057 Knee Deep Road, Orlando, United States View map

Located right near Splendid China, the 4-bedroom Seaweed Paradise Cottage Near Disney With Margaritaville Resort & Island H2O Access - 8057Kd Kissimmee offers quick access to various city attractions… More

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Windsor Mansion

Kissimmee, United States View map

Nestled in the serene landscape of Kissimmee, the Windsor Mansion Holiday home offers a harmonious blend of luxury and comfort just 32 km from the lively heart of Kissimmee. A short drive away… More

From US$ 365 Book Now

Disney Getaway Private Pool Game Room. Book Now Cg833

8889 Cabot Cliffs Dr, Kissimmee, United States View map

Offering beauty services and spa therapy for guests' leisure, Disney Getaway Private Pool Game Room. Book Now Cg833 Kissimmee villa is situated 3.9 km from the Rum Run. This property features… More

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Last Minute Disney Getaway! Private Pool, Hot Tub & Games Room. Book Now! #17050

4879 Clock Tower Drive, Kissimmee, United States View map

The 3-bedroom Last Minute Disney Getaway! Private Pool, Hot Tub & Games Room. Book Now! #17050 Kissimmee villa offers proximity to nearby tourist spots, such as the family-friendly Kissimmee Go-Karts… More

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