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2026-06-08
2026-06-09
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Kissimmee holiday rentals

24 Guest Home W Theme Rooms, Cinema, Games, Pool, Bbq

Marcello Boulevard 262, Kissimmee, United States View map

The enchanting 24 Guest Home W Theme Rooms is Cinema, Games, Pool, Bbq, a mere 8 km from the bustling heart of Kissimmee and just 35 km from Orlando International Airport. This vibrant retreat… More

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4 Bd 4.5 Ba Solara Resort 1606 Cp

1606 Carey Palm Circle, Kissimmee, United States View map

Featuring a private swimming pool for guests' relaxation, the 4-bedroom 4 Bedroom 45 Bathroom Solara 1606 Cp Kissimmee villa is located nearly a 10-minute drive from Mystic Dunes Golf Club. More

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4 Bed Champions Gatel Town Home With Splash Pool Townhouse

8973 Cabot Cliffs Drive, Kissimmee, United States View map

Embrace the ultimate vacation experience at the stunning Champions Gate, where luxury meets family-friendly comfort. Nestled just 29 km from the bustling heart of Kissimmee and a mere 50 km from the… More

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Sandy Toes Cottage With Private Pool Near Disney And Margaritaville Resort & Island H2O Access - 8032St

8032 Sandy Toes Way, Kissimmee, United States View map

Situated 6 km from the film-centric theme park "Disney's Hollywood Studios", the 2-bedroom Sandy Toes Cottage With Private Pool Near Disney And Margaritaville Resort & Island H2O Access - 8032St… More

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Lake Berkley - Family Home Near Disney

1005 Lake Berkley Drive, Kissimmee, United States View map

Lake Berkley - Family Home Near Disney Kissimmee is located approximately 25 minutes' walk from the working Kissimmee Air Museum, giving access to various tourist spots nearby. More

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Special Offer Spacious Home With Pool!

8894 Qin Loop, Kissimmee, United States View map

Offering a hot tub for a relaxing experience, Special Offer Spacious Home With Pool! Kissimmee is located 7 km from the Avatar Flight of Passage. The 5-bedroom holiday home features opportunities for… More

From US$ 609 Book Now

Disney Getaway Private Pool Themed Bedrooms. Book Now Dw41

2470 Santorini Dr, Kissimmee, United States View map

Situated in the West Kissimmee district of Kissimmee, approximately 7 km from the Na'vi River Journey, Disney Getaway Private Pool Themed Bedrooms. Book Now Dw41 Kissimmee villa comes with an indoor… More

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2787 Lido Key

2787 Lido Key Drive, Kissimmee, United States View map

**Welcome to 2787 Lido Key Villa** Nestled in the heart of Kissimmee, 2787 Lido Key Villa offers a serene escape just 33 km from the vibrant attractions of Kissimmee and a convenient 45 km from… More

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5 Bedrroms 5 Bathrooms Storey Lake 2739 Bd

2739 Bookmark Drive, Kissimmee, United States View map

**Welcome to Storey Lake 2739 Bd, a luxurious retreat nestled just 11 kilometers from the vibrant heart of Kissimmee and a convenient 35 kilometers from Orlando International Airport. This exquisite… More

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5Br Star Wars Retreat Free Waterpark Access 1838

1838 Tropical Palms Circle, Kissimmee, United States View map

During the stay at 5Br Star Wars Retreat Free Waterpark Access 1838 Villa Kissimmee, guests can indulge in a Jacuzzi and an indoor pool or visit Tuscan Hills Boulevard, located 2.5 km away. More

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12 Mi To Disney World: Poolside Paradise!

418 Riggs Cir, Kissimmee, United States View map

The 2-bedroom 12 Mi To Disney World Poolside Paradise! Kissimmee villa is located around 6 km from The Legends Golf Course and provides a private pool, ensuring a relaxing stay. More

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Casa De Luxo C/ Piscina - 15 Min Da Disney!

2470 Santorini Drive, Kissimmee, United States View map

Located in the West Kissimmee district and approximately a 25-minute stroll from the Rum Run, the 5-bedroom Casa De Luxo C/ Piscina - 15 Min Da Disney! Kissimmee provides guests with a hot tub to… More

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Luxury Legacy Dunes Condo Close To Disney, Golf And Orlando Fun

8834 Dunes Court, Kissimmee, United States View map

**Luxury Legacy Dunes Condo Close To Disney, Golf, and Orlando Fun** offers an exquisite retreat just moments away from Orlando's most beloved attractions. Nestled in Four Corners, this stunning… More

From US$ 137 Book Now

25% Off Pool Home Near Disney

1061 Lake Berkley Dr, Kissimmee, United States View map

Situated in the enchanting surroundings of Kissimmee, the 1061 Lake Berkley 4 Bed With Pool offers a serene getaway brimming with comfort and charm. Just a 10-minute drive from the vibrant… More

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Deluxe 8 Bdrm Mansion With Swim Up Bar And Pool Slide At Reunion

630 Muirfield Loop, Kissimmee, United States View map

**Discover the Deluxe 8 Bedroom Mansion with Swim-Up Bar and Pool Slide at Reunion** Located a mere 24 kilometers from the heart of Kissimmee and approximately 45 kilometers from Orlando… More

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Casa 5Q Tematica C/ Piscina - Champions Gate

9009 9009 Play Through Drive, Kissimmee, United States View map

Located about 10 minutes' drive from Highlands Reserve GC, Casa 5Q Tematica C/ Piscina - Champions Gate Villa Kissimmee features a swimming pool, a hot tub, ensuring a relaxing stay. More

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Electric Heated Private Pool 4 Bedroom 3 Bath 2 Story Single Family Home!!!!

1619 Bridgeview Circle, Kissimmee, United States View map

Discover the ideal retreat at the Electric Heated Private Pool 4 Bedroom 3 Bath 2 Story Single Family Home, nestled in the heart of Kissimmee. Perfectly situated just 12 kilometers from the bustling… More

From US$ 485 Book Now

9 Bedroom Themed Home With Games Room And Resort Amenities

9025 Sunset Palms Terrace, Kissimmee, United States View map

Welcome to the enchanting 9 Bedroom Themed Home With Games Room And Resort Amenities, a haven for families and friends seeking an unforgettable getaway in sunny Kissimmee. Nestled just 60 minutes'… More

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8999 Amelia Downs

8999 Amelia Downs Trail, Kissimmee, United States View map

Positioned in the serene landscapes just 32 kilometers from the historic charm of Kissimmee, 8999 Amelia Downs promises an enchanting retreat away from the bustle of Orlando. Whether you're seeking… More

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Casa 4Q C/ Piscina E Quartos Tematicos

4383 4383 Scene Lane, Kissimmee, United States View map

Staying at Casa 4Q C/ Piscina E Quartos Tematicos Kissimmee, guests can easily reach the family-friendly Kissimmee Go-Karts, located 3.7 km away. More

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New Vacation Townhome Private Pool Near Disney!

721 Las Fuentes Dr, Kissimmee, United States View map

Discover the enchanting allure of the New Vacation Townhome Private Pool Near Disney! This stunning accommodation is ideally situated just 8 km from the magical heart of Kissimmee, making it a… More

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Dreamy Cottage With Private Pool Near Disney And Margaritaville Resort & Island H2O Amenities - 8019Kd

8019 Knee Deep, Kissimmee, United States View map

The 5-bedroom Dreamy Cottage With Private Pool Near Disney And Margaritaville Resort & Island H2O Amenities - 8019Kd Orlando is located approximately a 15-minute walk from the Emerald Island… More

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Magia 4Q C/ Piscina E Quartos Tematicos Disney

4977 Windermere Avenue, Kissimmee, United States View map

Nestled 4.6 km from the Give Kids The World Village, Magia 4Q C/ Piscina E Quartos Tematicos Disney Kissimmee villa entices guests to explore various tourist destinations nearby. More

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All Vacation Large Pool Home W-Cinema-Bowling Alley-Sleep 40

2560 Shanti Drive, Kissimmee, United States View map

Staying at the 15-bedroom All Vacation Large Pool Home W-Cinema-Bowling Alley-Sleep 40 Kissimmee, guests can visit Osceola County, which is nearly a 25-minute walk away. Guests can enjoy bowling and… More

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Apartamento 2 Quartos Com Tema Star Wars - Champions Gate

723 Ocean Course Avenue, Kissimmee, United States View map

Staying at the 0-bedroom 723- Apartamento 2 Quartos Com Tema Star Wars - Champions Gate Kissimmee villa, guests can easily reach the Reunion Resort Water Park, located about a 10-minute ride away. More

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Thematic House With Private Poolspagame Room 21081

108 Seneca Point Court, Kissimmee, United States View map

Thematic House With Private Poolspagame Room 21081 Kissimmee villa is located 2.5 km from Give Kids The World Village Resort and provides a Jacuzzi. More

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Luxury 6Br Family Villa W Pool Jacuzzi N Fun In Orlando

8928 Play Through Drive, Kissimmee, United States View map

**Experience Family Luxury at the Luxury 6Br Family Villa W Pool Jacuzzi N Fun In Orlando** Nestled in the enchanting landscapes of Kissimmee, the Luxury 6Br Family Villa W Pool Jacuzzi N Fun In… More

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Cozy 3Br Family Home Minutes From Disney

2610 Brittany Ln, Kissimmee, United States View map

Offering a location about 7 km from the Disney's Typhoon Lagoon Water Park, Cozy 3Br Family Home Minutes From Disney Kissimmee gives access to various tourist spots in the area. More

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7 Bedrooms 5 Bathrooms Champions Gate 8916 Tw

8916 Takeaway Way, Kissimmee, United States View map

Welcome to the luxurious Champions Gate 8916 Tw, a splendid retreat that promises an unforgettable getaway. Nestled just 29 kilometers from the vibrant city of Kissimmee and a convenient 55… More

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Disney Luxury Townhouse With Private Pool Themed Bedrooms. Book Now Dp69

2470 Santorini Dr, Kissimmee, United States View map

Situated approximately a 25-minute walk from the Rum Run, Disney Luxury Townhouse With Private Pool Themed Bedrooms. Book Now Dp69 Kissimmee villa entices guests to explore various tourist… More

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Le Reve 4 Bedroom Vacation Home 4404

4404 Le Reve Ct, Kissimmee, United States View map

Staying at the 4-bedroom Le Reve 4 Bedroom Vacation Home 4404 Kissimmee, guests can visit Medieval Times Dinner & Tournament, which is only 1.1 km away. The Kissimmee villa features a swimming pool… More

From US$ 369 Book Now

Resort Condo Near Disney With Pool, Hot Tub, Tennis, Central Ac, & Washer/Dryer

2305 Silver Palm Dr, Kissimmee, United States View map

Nestled a 25-minute stroll from the A World of Orchids, Resort Condo Near Disney With Pool, Hot Tub, Tennis, Central Ac, & Washer/Dryer Kissimmee villa entices guests to explore various tourist… More

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5 Bedrooms 4 Bathrooms Storey Lake 4921 Wa

4921 Windermere Avenue, Kissimmee, United States View map

**Welcome to the Splendor of Storey Lake** Experience the tranquil charm of the **5 Bedrooms - 4 Bathrooms - Storey Lake 4921 Wa**, a serene getaway nestled just 13 kilometers from the heart of… More

From US$ 408 Book Now

Beautiful Renovated 6 Bed Pool Home Home

4464 Nirvana Parkway, Kissimmee, United States View map

Welcome to the Beautiful Renovated 6 Bed Pool Home, a serene escape nestled just 9 km from the vibrant city of Kissimmee and conveniently located 35 km from Orlando International Airport. This… More

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5011Cl Townhome 4 Beds 3 Baths Free Waterpark

5011 Windermere Ave, Kissimmee, United States View map

**Welcome to the 5011Cl Townhome 4 Beds 3 Baths Free Waterpark, a luxurious retreat nestled in the heart of Kissimmee, just 13 kilometers from the vibrant streets of the city. This spacious townhome… More

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W440 - Classy Condo With Private Balcony At Reunion

7501 Mourning Dove Circle #201, Kissimmee, United States View map

**W440 - Classy Condo With Private Balcony At Reunion** offers an exquisite retreat in the heart of Kissimmee, just 24 km from the vibrant attractions of the city. Ideal for both families and couples… More

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Beautiful Townhome With Splash Pool And Game Room

2002 Majorca Drive, Kissimmee, United States View map

**Welcome to Beautiful Townhome With Splash Pool And Game Room**, a charming retreat set in the heart of Kissimmee. Just a short 60-minute drive from the vibrant attractions of Orlando, this… More

From US$ 335 Book Now

Retreat W/ Pool: 25 Mi To Disney

2764 Lido Key Dr, Kissimmee, United States View map

Featuring complimentary private parking, the welcoming Retreat W/ Pool: 25 Mi To Disney Kissimmee villa is located in the West Kissimmee district and 10 minutes' drive from such cultural tourist… More

From US$ 270 Book Now

Rainbow Garden - Private Pool & 24/7 Support

1837 Nice Court, Kissimmee, United States View map

Situated 3.8 km from Mystic Dunes Golf Club, Rainbow Garden - Private Pool & 24/7 Support Villa Kissimmee provides access to numerous tourist attractions in the area. More

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Happy Ours Cottage Near Disney With Private Hot Tub And Margaritaville Resort & Island H20 Waterpark Access - 3086Kl

3086 Key Lime Loop, Kissimmee, United States View map

The family-friendly Happy Ours Cottage Near Disney With Private Hot Tub And Margaritaville Resort & Island H20 Waterpark Access - 3086Kl Kissimmee is located about 6 km from the film-centric theme… More

From US$ 351 Book Now

Disney Magic Championsgate Resort Town Home 15 Min From Disney World, 7 Pools, Gym, Golf, Arcade, Water Park And More!

8899 Cabot Cliffs Dr #102, Kissimmee, United States View map

Situated 3.9 km from the Rum Run, Disney Magic Championsgate Resort Town Home 15 Min From Disney World, 7 Pools, Gym, Golf, Arcade, Water Park And More! Kissimmee provides access to numerous tourist… More

From US$ 182 Book Now

8147 Fan Palm

8147 Fan Palm Way, Kissimmee, United States View map

**Experience the Charm of 8147 Fan Palm Villa Kissimmee** Nestled just 30 kilometers from the enchanting city of Kissimmee, 8147 Fan Palm Villa offers a tranquil retreat that blends modern amenities… More

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3 Bd 3 Ba The Hub At Westside 3444 Tt

3444 Tranquil Trail, Kissimmee, United States View map

Offering a location 4.5 km from Bonanza Golf Gifts, 3 Bd 3 Ba The Hub At Westside 3444 Tt Kissimmee villa gives access to various tourist spots in the area. More

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8939Ad Amazing Solara

8939 Amelia Downs Trail, Kissimmee, United States View map

Welcome to the 8939Ad Amazing Solara, an exquisite retreat located just 31 kilometers from the vibrant heart of Kissimmee. This enchanting villa offers a perfect blend of luxury and comfort, making… More

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5 Bedrooms 4 Bathrooms Paradise Palms 3073 Bp

3073 Beach Palm Avenue, Kissimmee, United States View map

This luxurious destination embodies the perfect blend of comfort and sophistication, making it an ideal getaway for families and groups seeking a relaxing escape in Florida. More

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5-Br Townhouse With Pool, Games, Disney

8925 Sydney Ave, Kissimmee, Fl 34747, Usa, Kissimmee, United States View map

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5 Bedrooms4.5 Bathroomswindsor Westside 2412Ds

2412 Dubai Street, Kissimmee, United States View map

Located 3.4 km from the Emerald Island Boulevard, the 4-bedroom 5 Bedrooms45 Bathroomswindsor Westside 2412Ds Kissimmee villa gives access to various tourist sites in the vicinity. More

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4 Bedrooms 3 Bathrooms Bella Vida 400Lf

400 Las Fuentes Dr, Kissimmee, United States View map

Nestled in the enchanting surroundings of Kissimmee, the 4 Bedrooms 3 Bathrooms Bella Vida offers an idyllic retreat conducive to both relaxation and adventure. This charming private residence is… More

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Sunkissed Cottage With Private Pool Near Disney With Margaritaville Resort & Island H2O Access - 8024Kd

8024 Knee Deep Rd, Kissimmee, United States View map

Situated just a 13-minute walk from Splendid China, the 4-bedroom Sunkissed Cottage With Private Pool Near Disney With Margaritaville Resort & Island H2O Access - 8024Kd Kissimmee invites guests to… More

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The Beauty At Emerald Island

8422 Crystal Cove Loop, Kissimmee, United States View map

Located approximately a 25-minute walk from the Windsor Hills, The Beauty At Emerald Island Kissimmee villa boasts an outdoor swimming pool with a Jacuzzi and a sauna. Featuring bicycle rentals, this… More

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