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2026-04-24
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Kissimmee holiday rentals

Bella Vidatown Home With Full Size Pool! Townhouse

4550 Ada Lane, Kissimmee, United States View map

Welcome to the Bella Vidatown Home With Full Size Pool! Townhouse, a charming retreat situated just 10 minutes from the vibrant heart of Kissimmee. This exquisite accommodation perfectly combines… More

From US$ 317 Book Now

Fish And Boat Lake Toho Family Gem Near Theme Parks

2803 Boating Boulevard, Kissimmee, United States View map

Fish And Boat Lake Toho Family Gem Near Theme Parks Kissimmee villa is located a 10-minute drive from the Kissimmee Civic Center and invites guests to enjoy a terrace. More

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Luxo E Conforto | 4Q C/ Piscina | Perto Da Disney!

1120 Kingsbarn St, Kissimmee, United States View map

The 3-bedroom Luxo E Conforto | 4Q C/ Piscina | Perto Da Disney! Kissimmee villa is located 4.7 km from the Rum Run and provides a hot tub. More

From US$ 303 Book Now

Elegant Home Near Disney With Private Pool And Waterpark & Resort Access At Encore Resorts Reunion - 430La

430 Lasso Drive, Kissimmee, United States View map

**Welcome to Elegant Home Near Disney with Private Pool and Waterpark Access at Encore Resorts Reunion - 430La.** Nestled in the charming Celebration district of Orlando, this delightful retreat… More

From US$ 612 Book Now

8056 Indian Creek Blvd

8056 Indian Creek, Kissimmee, United States View map

Tucked away in the heart of Kissimmee, the 8056 Indian Creek Blvd Villa is a serene retreat that perfectly blends comfort and luxury. This sophisticated villa is a mere 50 minutes' drive from the… More

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Kissimmee Home 5 Mi To Gatorland And 15 Mi To Disney

Kissimmee, FL, 34743, Kissimmee, United States View map

Located in Kissimmee, 3-bedroom Duplex Home 5Mi To Gatorland & 15Mi To Disney measures 210 m^2 and can accommodate 10 guests. It includes a kitchen and 2 bathrooms. More

From US$ 112 Book Now

Vacation Home Kissimmee Private Pool Near Disney & More

2092 Fleming Mist Place, Kissimmee, United States View map

Situated 10 minutes by car from the Rum Run, Vacation Home Kissimmee Private Pool Near Disney & More invites guests to relax at a patio. More

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Private Pool And Spa Home At Windsor At Westside Resort

8948 Zurich Lane, Kissimmee, United States View map

The Private Pool and Spa Home at Windsor at Westside Resort is a luxurious retreat that blends the comforts of home with upscale amenities. Located just 32 kilometers from the vibrant heart of… More

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213 Hideaway Beach Way

213 Hideaway Beach Way, Kissimmee, United States View map

During the stay at 213 Hideaway Beach Way Kissimmee villa, guests can indulge in a Jacuzzi, a sauna, and an indoor pool or visit Shingle Creek Regional Park, located about 25 minutes' walk away. This… More

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Blessed Family 6Br House W Pool

1616 Herons Green Path, Kissimmee, United States View map

**The Blessed Family 6Br House W Pool Villa is a tranquil oasis ideally located just 32 km from the vibrant Kissimmee area and a comfortable 50 km from Orlando International Airport. This charming… More

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Holiday Home 4-Schlafzimmer-Ferienhaus Mit Whirlpool By Interhome

1350 Seasons Blvd, Kissimmee, United States View map

Holiday Home 4-Schlafzimmer-Ferienhaus Mit Whirlpool By Interhome Kissimmee is located 1.8 km from the Pirates Island Adventure Golf and provides a private swimming pool, ensuring a relaxing stay. More

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8950Cbd Amazing 9Br Lakeview Villa In Solara

8950 Coconut Breeze Drive, Kissimmee, United States View map

Welcome to the breathtaking 8950Cbd Amazing 9Br Lakeview Villa In Solara, nestled within the serene landscapes of Kissimmee, just 32 km away from the bustling energy of the city. This luxurious… More

From US$ 665 Book Now

Resort 5Br With Private Pool, 10 Min To Disney

8964 Majesty Palm Road, Kissimmee, United States View map

Situated 3.1 km from the Emerald Island Boulevard, the 4-bedroom Resort 5Br With Private Pool, 10 Min To Disney Kissimmee villa provides access to numerous tourist attractions in the area. More

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Liberty Shine

7603 Excitement Drive, Kissimmee, United States View map

**Liberty Shine Villa: A Serene Retreat in Central Florida** Nestled in the enchanting landscapes of Central Florida, Liberty Shine is just 24 km from the vibrant attractions of Kissimmee. More

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Magical 5Br Home / Pool & Themed Rooms Near Disney

1093 1093 Leader Street, Kissimmee, United States View map

Located 3.2 km from Highlands Reserve Boulevard, Magical 5Br Home / Pool & Themed Rooms Near Disney Kissimmee entices guests to relax in a hot tub. More

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Gorgeous 5Br At Champions Gate Next To Disney - 616

616 Whistling Straits Boulevard, Kissimmee, United States View map

Located about a 10-minute ride from the Rum Run, Gorgeous 5Br At Champions Gate Next To Disney - 616 Kissimmee villa offers a patio with views of the lake. Offering a private swimming pool, the… More

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Last Minute Disney Getaway Private Pool Themed Bedrooms. Book Now 26809

4906 Windermere Ave, Kissimmee, United States View map

Offering spa therapy and a play area for guests' leisure, Last Minute Disney Getaway Private Pool Themed Bedrooms. Book Now 26809 Kissimmee villa is situated 10 minutes' drive from the miniature… More

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Serene Sunsets Villa - E04

2617 Calistoga Avenue, Kissimmee, United States View map

Welcome to the exquisite Serene Sunsets, where luxury meets tranquility in the heart of Kissimmee. Nestled just 7 km from the vibrant attractions of Kissimmee and approximately 30 km from Orlando… More

From US$ 1509 Book Now

2026 New Themed 06 Bedrooms At Solara Resort

2338 Calm Shr Wy, Kissimmee, Fl 34741, Usa, Kissimmee, United States View map

2026 New Themed 06 Bedrooms At Solara Resort Sheraton villa is nestled approximately 25 minutes' walk from Highlands Reserve GC and provides an indoor pool. Offering a private pool, this Kissimmee… More

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Heritage Crossing Jewel

1599 Heritage Crossing, Kissimmee, United States View map

Discover the allure of the Heritage Crossing Jewel Kissimmee, a sophisticated retreat nestled just 21 km from the vibrant heart of Kissimmee. This elegant oasis is designed to accommodate both… More

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3-Bedroom Villa In Bella Vida Resort, Close2Disney

1020 Las Fuentes Dr A, Kissimmee, Fl 34746, Usa, Kissimmee, United States View map

The 2-bedroom 3-Bedroom Villa In Bella Vida Resort, Close2Disney Kissimmee is nestled around 5 minutes on foot from lake berkley and entices guests with a hot tub. Offering Wi-Fi, the Kissimmee villa… More

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Bd008J - Bright Oasis With Home Theater At Reunion

1063 Jack Nicklaus Ct., Kissimmee, United States View map

Positioned in the heart of Reunion, the Bright Oasis with Home Theater offers an exceptional retreat for travelers seeking a serene escape, just 23 kilometers from Kissimmee's vibrant attractions. More

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Fantastic 5 Bd Pool Home@ Windsor At Westside 9021

9021 Rhodes St, Kissimmee, United States View map

Fantastic 5 Bd Pool Home@ Windsor At Westside 9021 Kissimmee is located nearly 25 minutes' walk from Northeast Regional City Park and allows guests to enjoy billiards. This Kissimmee holiday home is… More

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Beautiful Pool Villa With Spa And Game Room-9007Pc Home

23450 Perdido Beach Blvd., Kissimmee, United States View map

**Welcome to the Beautiful Pool Villa** Nestled within the vibrant landscapes of Kissimmee, the Beautiful Pool Villa offers a picturesque retreat just 32 kilometers from the heart of the city. More

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Indian Wells 3Q/2B Perto Da Disney

5376 Lonesome Dove Drive, Kissimmee, United States View map

The 2-bedroom Indian Wells 3Q/2B Perto Da Disney Kissimmee villa is located 4.9 km from Hyde Park Golf Club, giving access to various tourist spots nearby. More

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Casa 3Q Moderna C/ Piscina E Clube Resort

22 106 Lucayan Harbour Circle, Kissimmee, United States View map

Situated a mere 0.8 km from the Museum of Military History, Casa 3Q Moderna C/ Piscina E Clube Resort Kissimmee includes a swimming pool, as well as a hot tub to relax in. Featuring garden views… More

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Freshly Updated Near Disney Private Pool Resort

1056 Tourmaline Dr, Kissimmee, Fl 34746, Kissimmee, United States View map

Situated 2.9 km from Fun 'n Wheels Family Fun Park|the Fun 'n Wheels Family Fun Parks, Freshly Updated Near Disney Private Pool Resort Kissimmee villa invites guests to relax at a patio. More

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10Br Luxury Home Near Disney W Pool & Games Room

Calistoga Avenue 2618, Kissimmee, United States View map

**Experience Unmatched Luxury at the 10Br Luxury Home Near Disney** Welcome to the exquisite 10Br Luxury Home Near Disney W Pool & Games Room, perfectly situated just 7 kilometers from the vibrant… More

From US$ 398 Book Now

4 Bedrooms 3 Bathrooms Terra Verde 151 Pb

151 Pompano Beach Drive, Kissimmee, United States View map

Staying at 4 Bedrooms 3 Bathrooms Terra Verde 151Pb Kissimmee villa, guests can easily reach Indigo Lakes Golf Club, located around 6 km away. More

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4 Bedrooms 3 Bathrooms Lucaya Village Townhouse

2960 Lucayan Harbour Circle Building 1 - Unit 105, Kissimmee, United States View map

Staying at 4 Bedrooms 3 Bathrooms Lucaya Village Townhouse Kissimmee villa, guests can visit Capone's Dinner and Show, which is about a 10-minute drive away. More

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Wyndham Cypress Palms 2Br Apartment With Resort Access

Fairfield Lake Drive 5324, Kissimmee, United States View map

**Escape to the Wyndham Cypress Palms 2Br Apartment with Resort Access, where comfort meets convenience in the vibrant heart of Kissimmee, just 13 kilometers from the enchanting attractions of Walt… More

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Amazing 05 Bedrooms At Storey Lake

2845 Simile St, Kissimmee, Fl 34746, Kissimmee, United States View map

Located approximately 10 minutes' drive from Fun 'n Wheels Family Fun Park|the Fun 'n Wheels Family Fun Parks, Amazing 05 Bedrooms At Storey Lake Kissimmee villa features a private pool, a hot tub… More

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Disney Getaway Private Pool Themed Bedrooms. Book Now Dw8

2470 Santorini Dr, Kissimmee, United States View map

Situated in the West Kissimmee district of Kissimmee, about 7 km from the Pandora, Disney Getaway Private Pool Themed Bedrooms. Book Now Dw8 Kissimmee villa comes with an indoor pool for guests to… More

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Bahama Bliss Retreat

604 New Providence Promenade, Kissimmee, United States View map

**Welcome to Bahama Bliss Retreat**, a stunning sanctuary located just 33 km from the vibrant town of Kissimmee, where guests can immerse themselves in the essence of a tropical paradise. Nestled… More

From US$ 181 Book Now

Bella Vista At Emerald Island

8433 Crystal Cove Loop, Kissimmee, United States View map

Located in the immediate vicinity of the Emerald Island Boulevard, Bella Vista At Emerald Island Kissimmee villa provides an outdoor swimming pool equipped with a poolside bar. Featuring a patio… More

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W469J- Morlando Space Mansion

1228 Grand Traverse Pkwy, Kissimmee, United States View map

Welcome to W469J- Morlando Space Mansion, an extraordinary retreat nestled just 25 km from Kissimmee and a mere 50 km from Orlando International Airport. This elegantly designed villa offers a unique… More

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Elegant Escape At Reunion Near Disney W Pool

7407 Excitement Drive, Kissimmee, United States View map

Situated 2.9 km from Publix Super Market at Champions Gate Village, Elegant Escape At Reunion Near Disney W Pool Kissimmee villa entices guests to explore various tourist attractions in the area. More

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Welcoming 3 Bdrm Condo With Golf Course Views At Reunion

1114 Sunset View Circle Unit 402, Kissimmee, United States View map

**Welcome to Welcoming 3 Bdrm Condo With Golf Course Views at Reunion** Conveniently situated just 50 km from Orlando International Airport, getting to and from your vacation haven is effortless. More

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5 Bedrooms 4 Bathrooms Storey Lake 3133 Pp

3133 Pequod Place, Kissimmee, United States View map

The 4-bedroom 5 Bedrooms 4 Bathrooms Storey Lake 4813 Br Kissimmee villa offers proximity to such city sites as Lennar at Storey Lake, located just 6 minutes' walk away. More

From US$ 1313 Book Now

Elegant Retreat With Private Spa & Pool

2965 Protagonist St, Kissimmee, United States View map

The 5-bedroom Elegant Retreat With Private Spa & Pool Kissimmee villa is located nearly a 10-minute ride from the Museum of Military History and provides a Jacuzzi. The Kissimmee holiday home… More

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New Lovely Townhouse 5 Beds Private Pool Cub Free

2430 Tangier Drive, Kissimmee, United States View map

New Lovely Townhouse 5 Beds Private Pool Cub Free Kissimmee villa offers proximity to nearby tourist spots, such as the Northeast Regional Park, situated 3.9 km away. The 4-bedroom holiday home… More

From US$ 251 Book Now

Caraway Cove Cottage Near Disney With Margaritaville Resort & Island H2O Access - 8024Su

8024 Surf St, Orlando, United States View map

Located 2.9 km from Mystic Dunes Golf Club at Mystic Dunes Resort, the family-friendly Caraway Cove Cottage Near Disney With Margaritaville Resort & Island H2O Access - 8024Su Kissimmee gives access… More

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4 Bedrooms 3 Bathrooms Paradise 2907Bp

2907 Banana Palm Driver, Kissimmee, United States View map

In the heart of Kissimmee, the enchanting 4 Bedrooms - 3 Bathrooms - Paradise 2907Bp offers guests a serene getaway just 34 kilometers from major attractions. This delightful retreat combines modern… More

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4 Bed Private Yard-Pool Home

2680 Santosh Cove, Kissimmee, United States View map

Featuring a private pool for guests' relaxation, 4 Bed Private Yard-Pool Home Kissimmee is located approximately a 10-minute ride from Fun 'n Wheels Family Fun Park|the Fun 'n Wheels Family Fun Parks… More

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290 Lf - Bellavida Cozy 6Br Pool Home

290 Las Fuentes Dr, Kissimmee, United States View map

290 Lf - Bellavida Cozy 6Br Pool Home Kissimmee is in close proximity to lake berkley, offering guests to unwind at a hot tub and an indoor pool. More

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The Mermosa Cottage With Private Pool Near Disney With Margaritaville Resort & Island H2O Access - 8016St

8016 Sandy Toes Way, Orlando, United States View map

Staying at the 4-bedroom The Mermosa Cottage With Private Pool Near Disney With Margaritaville Resort & Island H2O Access - 8016St Kissimmee, guests can easily reach the Acadia Estates|Acadia Estates… More

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5 Bedrooms 5.5 Bathrooms Reunion 701Gb

701 Golden Bear Drive, Kissimmee, United States View map

Located 10 minutes by car from Orlando Tree Trek Adventure Amusement Park Zip Line, 5 Bedrooms 55 Bathrooms Reunion 701Gb Kissimmee villa gives access to various tourist sites in the vicinity. More

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3151 Paradox #306

3151 Paradox Circle, Kissimmee, United States View map

Situated in the heart of Kissimmee, 3151 Paradox #306 offers a harmonious blend of comfort and convenience, making it the perfect choice for your Florida getaway. This charming retreat is situated… More

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4720 Sleepy Hollow

4720 Sleepy Hollow Drive, Kissimmee, United States View map

Set in the enchanting surroundings of Kissimmee, 4720 Sleepy Hollow offers a tranquil escape just 12 km from the vibrant attractions of Kissimmee and a mere 30 km from Orlando International Airport. More

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Modern Storey Lake Resort Disney Orlando 3150-303

3150 Paradox Circle Apt303, Kissimmee, United States View map

Welcome to Modern Storey Lake Resort Disney Orlando 3150-303, an idyllic oasis nestled just 20 minutes from bustling Kissimmee. This pristine retreat provides a perfect base for families and… More

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