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2026-04-26
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Vacation Rentals in Kissimmee

Sunny Cottage Near Disney With Margaritaville Resort & Island H20 Waterpark Access - 3013Sp

3013 Sea Plane Ln, Orlando, United States View map

The family-friendly Sunny Cottage Near Disney With Margaritaville Resort & Island H20 Waterpark Access - 3013Sp Kissimmee is located approximately a 25-minute walk from the Windsor Hills and provides… More

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#371-Stunning 6 Bed With Modern Decor, South Facing Pool And Spa Overlooking Water

4510 Monado Drive, Kissimmee, United States View map

Positioned within the tranquil Bella Vida gated Resort, the #371-Stunning 6 Bed With Modern Decor, South Facing Pool And Spa Overlooking Water offers an ideal sanctuary for family and friends seeking… More

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Disney Luxury Townhouse With Private Pool Themed Bedrooms. Book Now Dp64

2470 Santorini Dr, Kissimmee, United States View map

Featuring horse riding tours to make your visit more entertaining, Disney Luxury Townhouse With Private Pool Themed Bedrooms. Book Now Dp64 Kissimmee villa is 3.4 km from the Emerald Island Boulevard… More

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2 Bed 5325

5325 Barefoot Path, Kissimmee, Fl 34746, Kissimmee, United States View map

**Welcome to 2 Bed 5325 Villa in Lake Buena Vista**, where a perfect blend of comfort and luxury awaits. This charming retreat is strategically situated to offer guests unparalleled access to both… More

From US$ 181 Book Now

Snowbird-Friendly Condo Near Disney And Orlando With Outdoor Pool, Fast Wifi, W/D

2607 Gala Rd S, Kissimmee, United States View map

Snowbird-Friendly Condo Near Disney And Orlando With Outdoor Pool, Fast Wifi, W/D Kissimmee villa offers proximity to nearby tourist spots, such as Fantasy Surf, situated 25 minutes' walk away. More

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3147 - 5Br W Pool 10Min Disney 2 Water Parks

3147 Pequod Place, Kissimmee, United States View map

3147 - 5Br W Pool 10Min Disney 2 Water Parks Kissimmee villa is situated just near Lennar at Storey Lake, featuring such comforts as Wi-Fi and a free private car park. More

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The Ultimate Disney Experience Plus More!

7400 Soiree Way, Kissimmee, United States View map

The Ultimate Disney Experience Plus More! Kissimmee villa is located 4.5 km from the Reunion Resort Water Park and boasts a dining table provided on a terrace for a pleasant stay. Offering a private… More

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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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Disney Private Pool Hot Tub Game Room Themed Bedrooms. Book Now Solara585

9035 Sunshine Ridge Loop, Kissimmee, United States View map

Situated 2.4 km from the Rum Run, Disney Private Pool Hot Tub Game Room Themed Bedrooms. Book Now Solara585 Kissimmee villa entices guests to explore various tourist attractions in the area. 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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Welcoming Villa Near Disney With Margaritaville Resort & Island H20 Waterpark Access - 2943Cl

2943 Castaway Lane, Orlando, United States View map

Situated just 1 km from the Formosa Gardens Boulevard|Formosa Gardens Boulevard, the family Welcoming Villa Near Disney With Margaritaville Resort & Island H20 Waterpark Access - 2943Cl Kissimmee… More

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Modern Storey Lake Resort Disney Orlando 3171-304

3171 Paradox Circle Apt 304, Kissimmee, United States View map

**Welcome to Modern Storey Lake Resort Disney Orlando, a serene sanctuary for families and travelers alike, nestled just 12 km from the vibrant heart of Kissimmee. This charming resort seamlessly… More

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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

Last Minute Disney Private Pool Hot Tub Game Room Themed Bedrooms. Book Now 32850

2878 Stanza Ct, Kissimmee, United States View map

Offering a Jacuzzi for a relaxing experience, Last Minute Disney Private Pool Hot Tub Game Room Themed Bedrooms. Book Now 32850 Kissimmee villa is located a 10-minute drive from Medieval Times Dinner… More

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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

Enchanted Oasis At Solara Resort By Shine Villas

2069 Tropical Palms Cir, Kissimmee, United States View map

Located approximately 25 minutes' walk from Northeast Regional City Park, the 8-bedroom Enchanted Oasis At Solara Resort By Shine Villas Kissimmee provides access to various tourist attractions in… More

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8891-102Cs Champions Gate,Condo + Game Room

8891 Cabot Cliffs Dr #102, Kissimmee, United States View map

8891-102Cs Champions Gate is a magnificent retreat nestled in the heart of Kissimmee, just 29 km from vibrant downtown Kissimmee and a convenient 50 km from Orlando International Airport. This… More

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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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Solara9120 Drift 6Br Villa W Pool & Luxury Spa

9120 Driftwood Path, Kissimmee, United States View map

Situated nearly 25 minutes' walk from Northeast Regional City Park, Solara9120 Drift 6Br Villa W Pool & Luxury Spa Kissimmee offers a heated swimming pool, a spa centre for guests to relax in. 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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Seven Eagles Joy, Private Balcony, Seven Eagles, 1021

7526 Seven Eagles Way (Building T), Kissimmee, United States View map

The spacious 197 m² Seven Eagles Joy, Private Balcony, Seven Eagles, 1021 Apartment Kissimmee is located merely 600 metres from Watson Golf Course and offers Wi-Fi for either business or leisure. 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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Disney Staycation Pool, Fun Resort Access

8892 Candy Palm Rd, Kissimmee, Fl 34747, United States, Kissimmee, United States View map

Situated approximately 4 km from Mighty Jungle Golf, Disney Staycation Pool, Fun Resort Access Kissimmee villa provides access to numerous tourist attractions 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

Charming Apartment In Kissimmee, Orlando Fl

2745 Rio Grande Trail, Kissimmee, United States View map

Located 3.2 km from the Monument of States, the 1-room Charming Apartment In Kissimmee, Orlando Fl is around a 20-minute walk from a top family-friendly place like Fun 'n Wheels Family Fun Park|the… More

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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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3 Bedroom 2.5 Ba Villa Sleeps 10 Chg104

9345 Sommerset Hills Dr, Kissimmee, United States View map

**Welcome to Your Ideal Retreat in Kissimmee** Nestled just 30 km from the vibrant heart of Kissimmee, the 3 Bedroom 2.5 Ba Villa Sleeps 10 Chg104 offers the perfect sanctuary for families and groups… More

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Florida Garden Luxury Home With Private Pool & Spa Villa

9006 Pelican Cove Trce, Kissimmee, United States View map

**Welcome to Florida Garden Luxury Home With Private Pool & Spa Villa**-a serene oasis nestled just 32 km from the bustling heart of Kissimmee. This exquisite retreat combines the charm of modern… 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