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2026-06-08
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Vacation Rentals in Kissimmee

Og385C Homestead Highlands

7385 Gathering Court, Kissimmee, United States View map

Nestled in the charming surroundings of Kissimmee, Og385C Homestead Highlands offers a perfect blend of comfort and sophistication, just 23 km away from the vibrant heart of the city. This delightful… More

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Villas South Dream, 3 Bed, 3 Bath, Golf Course View, Reunion Membership, 1344

7612 Cabana Court, (Building H) Unit #104, Kissimmee, United States View map

Located around a 5-minute walk from Reunion Resort Golf Course, the 163 m² Villas South Dream, 3 Bed, 3 Bath, Golf Course View, Reunion Membership, 1344 Kissimmee apartment is 3 km from a top family… More

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7 Bedroom 6 Bathrooms Storey Lake Resort Home

2871 Stanza Ct, Kissimmee, United States View map

Offering a location only 1.6 km from the Sam's Club, 7 Bedroom 6 Bathrooms Storey Lake Resort Home Kissimmee gives access to various tourist spots in the area. More

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Modern Storey Lake Resort Disney Orlando 3161-107

3161 Paradox Circle Apt 107, Kissimmee, United States View map

**Welcome to Modern Storey Lake Resort Disney Orlando 3161-107** Nestled in the heart of Kissimmee, just 12 km from the enchanting attractions of Disney, Modern Storey Lake Resort offers an… More

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Lakeview 6Br Cozy Home Pool/Spa,Steps To Waterpark

4725 Kings Castle Cir, Kissimmee, United States View map

The 5-bedroom Lakeview 6Br Cozy Home Pool/Spa,Steps To Waterpark Kissimmee is located just 1.9 km from the miniature Congo River Golf and provides guests with a Jacuzzi for a more relaxing stay. More

From US$ 548 Book Now

Make Your Dreams Really Come True

159 Castaway Beach Way, Kissimmee, United States View map

Situated just a stone's throw from the enchanting attractions of Kissimmee, Dreams offers a captivating escape that turns every visit into an unforgettable adventure. With its inviting ambiance, this… More

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Beautiful 5 Star Townhome On The Prestigious Reunion Resort And Spa Orlando Townhome 5094

7669 Heritage Crossing Way (Left Of Building J), Kissimmee, United States View map

**Beautiful 5 Star Townhome on the Prestigious Reunion Resort and Spa Orlando Townhome 5094** offers an exquisite retreat that encapsulates the essence of luxury and comfort in Florida's most popular… More

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2774 Almaton #403

2774 Almaton Loop, Kissimmee, United States View map

Positioned in the enchanting town of Celebration, specifically designed by the Walt Disney Company, the 2774 Almaton #403 Villa presents an idyllic getaway just moments away from the magic of Disney… More

From US$ 229 Book Now

6 Bedrooms 5 Bathrooms Champions Gate 590 Ss

590 Sticks Street, Kissimmee, United States View map

**Welcome to Champions Gate 590 SS** Nestled in the scenic Champions Gate community, the inviting 6 Bedrooms - 5 Bathrooms Champions Gate 590 SS is a perfect retreat for families and groups seeking a… More

From US$ 852 Book Now

Lake View At Storey Lake By Shine Villas #703

3141 Paradox Circle Unit 404, Kissimmee, United States View map

The 2-room Lake View At Storey Lake By Shine Villas #703 Kissimmee apartment is situated in an old part of Kissimmee, a mere 1.9 km from the Congo River Golf. The apartment is nearly 25 minutes' walk… More

From US$ 377 Book Now

Dreamy Cottage Near Disney With Margaritaville Resort & Island H20 Waterpark Access - 2944Sr

2944 Salted Rim Road, Orlando, United States View map

Located around 20 minutes' walk from Mighty Jungle Golf, the 2-bedroom Dreamy Cottage Near Disney With Margaritaville Resort & Island H20 Waterpark Access - 2944Sr Kissimmee boasts a swimming pool… More

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Tranquil Retreat In The Heart Of The City 6386

1103 Kingsbarn St, Kissimmee, United States View map

**Tranquil Retreat in the Heart of the City 6386** offers a serene escape just 29 km from the vibrant center of Kissimmee and only 50 km from the bustling Orlando International Airport. This inviting… More

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Conforto E Espaco: Apt De 2Q E 2B Em Legacy Dunes

8925 Legacy Ct, Kissimmee, United States View map

The 2-bedroom Conforto E Espaco: Apt De 2Q E 2B Em Legacy Dunes Kissimmee villa is located in the West Kissimmee district of Kissimmee, around 6 km from the Pandora and features a swimming pool as… More

From US$ 156 Book Now

Tranquility Palms In A Resort- Steps To Disney

8062 King Palm Circle, Kissimmee, United States View map

**Welcome to Tranquility Palms**, a serene haven ideally situated just a short drive from the iconic Disney parks. This exquisite retreat offers an unparalleled blend of comfort and convenience… More

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Luxury Resort Home With Private Pool

1852 Nice Ct, Kissimmee, Fl 34747, Usa, Kissimmee, United States View map

Offering a hot tub for a relaxing experience, Luxury Resort Home With Private Pool Kissimmee is located a 10-minute drive from Highlands Reserve Boulevard. More

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Bj0301 Villas South Whispering Pine

7650 Whisper Way J-301, Kissimmee, United States View map

Nestled within 400 metres of Watson Golf Course, Bj0301 Villas South Whispering Pine Kissimmee entices guests to explore various tourist destinations nearby. More

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Cup8946

8946 Cuban Palm Road, Kissimmee, United States View map

Welcome to Cup8946, a serene retreat nestled just 34 kilometers from the lively heart of Kissimmee. This enchanting villa invites you to experience a blend of modern luxury and lush surroundings… More

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The Perfect Villa With A Beautiful Private Pool Orlando Villa 5221

615 Muirfield Loop, Kissimmee, United States View map

Welcome to The Perfect Villa, an idyllic escape nestled just 27 km from the charming city of Kissimmee. This exquisite villa offers a serene retreat, perfect for families or couples seeking a getaway… More

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Encantada Resort 10 Minutes To Disney W/ Pool

8567 Bay Lily Loop, Kissimmee, United States View map

Situated just 10 minutes away from the enchanting world of Disney, the Encantada Resort is a premier destination for families seeking adventure and relaxation in Kissimmee. More

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Last Minute Disney Private Pool Hot Tub Game Room Themed Bedrooms. Book Now 30834

8993 Amelia Downs Trail, Kissimmee, United States View map

Situated 2.7 km from Northeast Regional City Park, the 6-bedroom Last Minute Disney Private Pool Hot Tub Game Room Themed Bedrooms. Book Now 30834 Kissimmee villa entices guests to enjoy hiking… More

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Luxury Orlando Townhome 6425 - Emerald Island Resort Stay

8569 Crystal Cove Loop, Kissimmee, United States View map

**Welcome to Luxury Orlando Townhome 6425 - Emerald Island Resort Stay, an exquisite haven situated just 31 kilometers from the vibrant heart of Kissimmee.** This stunning accommodation blends the… More

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Fairway Bliss

1104 Castle Pines, Kissimmee, United States View map

**Welcome to Fairway Bliss**, a serene retreat nestled just 24 kilometers from the vibrant heart of Kissimmee. This idyllic getaway seamlessly combines luxury with the enchanting surroundings of… More

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Storey Lake Resort 1250 - Hosted By Top Villas

Unit 107, Kissimmee, United States View map

Storey Lake Resort 1250 - Hosted By Top Villas Kissimmee is located 12 km from Kissimmee train station and right near Lennar at Storey Lake. The apartment boasts access to a spa salon, and also… More

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Four Bedroom Villa In Coral Cay

Caravelle Circle And Old Vineland Road (Central Location Only; Not A Check In Address), Kissimmee, United States View map

Positioned in the serene Coral Cay community, the Four Bedroom Villa in Coral Cay Kissimmee offers an enchanting escape for families and friends seeking both relaxation and adventure in central… More

From US$ 107 Book Now

Stylish 4Br Home Near Disney With Themed Rooms

2986 Protagonist Street, Kissimmee, United States View map

The Stylish 4Br Home Near Disney With Themed Rooms is where whimsical design meets comfort in an enchanting setting just 10 km from the vibrant heart of Kissimmee. Perfectly situated for families and… More

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Landing - Modern Apartment With Amazing Amenities

13000 Breaking Dawn Dr Apt 212 Orlando Fl 32824, Kissimmee, United States View map

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Orlando Oasis: 5 Bedroom Villa6537

792 Desert Mountain Court, Kissimmee, United States View map

**Discover the Splendor of Oasis in Kissimmee** Nestled in the vibrant heart of Kissimmee, the Oasis offers a luxurious retreat just 27 km from the enchanting entertainment of Orlando. More

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Stunning 8 Bedroom Villa Retreat In Orlando6639

7846 Palmilla Ct, Kissimmee, United States View map

Staying at Stunning 8 Bedroom Villa Retreat In Orlando6639 Kissimmee, guests can easily reach the Windsor Hills, located about a 10-minute drive away. More

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Luxurious 6Bd Pool Haven Refreshing And Chic-4464N

4464 Nirvana Parkway, Kissimmee, United States View map

Offering a Jacuzzi for a relaxing experience, Luxurious 6Bd Pool Haven Refreshing And Chic-4464N Kissimmee villa is located 25 minutes' walk from Shingle Creek Regional Park. More

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Beautiful Town Home With Splash Pool-1648Tpc

1648 Tropical Palms Circle, Kissimmee, United States View map

Situated 4.9 km from the West Gate Flea Market, the 4-bedroom Beautiful Town Home With Splash Pool-1648Tpc Kissimmee entices guests to explore various tourist attractions in the area. More

From US$ 136 Book Now

Luxury Villa 5Bedrooms At Champions Gate Resort

1139 Kingsbarn St, Kissimmee, United States View map

Situated about a 10-minute ride from Highlands Reserve Boulevard, Luxury Villa 5Bedrooms At Champions Gate Resort Kissimmee includes a private swimming pool, as well as a Jacuzzi to relax in. More

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Last Minute Disney Getaway Private Pool Hot Tub Game Room. Book Now 97659

1233 Challenge Dr, Kissimmee, United States View map

Last Minute Disney Getaway! Private Pool, Hot Tub & Games Room. Book Now! #97659 Kissimmee villa is nestled about a 10-minute drive from Highlands Reserve Boulevard and provides a treatment room and… More

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Grh9471 - Storey Lake Resort - 4 Bed 3 Baths Townhome

4951 Windermere Avenue, Kissimmee, United States View map

Grh9471 - Storey Lake Resort - 4 Bed 3 Baths Townhome Kissimmee villa entices active guests with access to a fitness suite and is located within 10 minutes' drive of Capone's Dinner and Show. More

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Casa 4Q Perto Da Disney C/ Resort E Padaria

2941 Lucayan Harbour Circle, Kissimmee, United States View map

The 3-bedroom Casa 4Q Perto Da Disney C/ Resort E Padaria Kissimmee is located 7 km from the film-centric theme park "Disney's Hollywood Studios" and provides a hot tub. More

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Cozy 6Bdrms At Storey Lake- Close To Disney

4742 Sleepy Hollow Dr, Kissimmee, United States View map

Cozy 6Bdrms At Storey Lake- Close To Disney Kissimmee villa, located only an 8-minute walk from Lennar at Storey Lake, invites guests to relax in a hot tub and an indoor pool. Offering an indoor pool… More

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Magical Retreat At Championsgate

830 Pebble Beach Drive, Kissimmee, United States View map

Situated about 10 minutes' drive from the Reunion Resort Water Park, Magical Retreat At Championsgate Villa Kissimmee features a patio with views of the city. Offering a swimming pool, this Kissimmee… More

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9001 Sunshine Ridge

9001 Sunshine Ridge Loop, Kissimmee, United States View map

## Experience the Elegance of 9001 Sunshine Ridge Villa Positioned perfectly for adventurers, 9001 Sunshine Ridge Villa is within easy reach of popular destinations like theme parks and shopping… More

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Grand 15-Bedroom Villa -Magical Themes Pool & Game Loft Lakeview

4041 Sonoma Boulevard, Kissimmee, United States View map

### Welcome to the Grand 15-Bedroom Villa - Magical Themes Pool & Game Loft Lakeview Beyond the villa's serene surroundings, the prime location allows for effortless access to amusement parks and… More

From US$ 2014 Book Now

Trendy Two Story Condo Near Disney With Resort & Waterpark Access - B24-203

7770 Sandy Ridge Drive, Kissimmee, United States View map

The family-friendly 3-bedroom Trendy Two Story Condo Near Disney With Resort & Waterpark Access - B24-203 Kissimmee is also located just 7 minutes' walk from the Reunion Resort Water Park. The 248 m²… More

From US$ 542 Book Now

Storey Lake Resort Vacation Townhome - Includes Resort Clubhouse 0753

4801 Brier Rose Lane, Kissimmee, United States View map

**Discover the Charm of Storey Lake Resort Vacation Townhome** Conveniently located close to major transportation routes, getting to and from Storey Lake Resort is a breeze. More

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8Br Villa: Your Haven In Orlando6561

8172 Valhalla Terrace, Kissimmee, United States View map

Nestled 3.4 km from Orlando Tree Trek Adventure Amusement Park Zip Line, 8Br Villa: Your Haven In Orlando6561 Kissimmee entices guests to explore various tourist destinations nearby. More

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Luxury 6 Bedroom 5 Bath Pool Home 202

690 Sticks Street, Kissimmee, United States View map

In the charming town of Kissimmee, the Luxury 6 Bedroom 5 Bath Pool Home 202 promises an unforgettable getaway that combines comfort and elegance. Just a short 50-minute drive from downtown… More

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Secret Lake Resort 3Br Apt Disney Orlando 3175-205

3175 Feltrim Place Apt 205, Kissimmee, United States View map

**Welcome to Secret Lake Resort** Nestled just 34 km from the vibrant heart of Kissimmee and 45 km from Orlando International Airport, Secret Lake Resort serves as an idyllic retreat for families… More

From US$ 247 Book Now

Ouzoville Villa Near Disney With Margaritaville Resort & Island H20 Waterpark Access - 3192Cs

3192 Caribbean Soul Dr, Kissimmee, United States View map

Situated approximately 1 km from the Formosa Gardens Boulevard|Formosa Gardens Boulevard, the 2-bedroom Ouzoville Villa Near Disney With Margaritaville Resort & Island H20 Waterpark Access - 3192Cs… More

From US$ 202 Book Now

Orlando Villa 6432: Enjoy Resort Amenities Relaxation

1712 Lima Ave, Kissimmee, United States View map

Situated just 32 km from the vibrant heart of Kissimmee, Orlando Villa 6432: Enjoy Resort Amenities Relaxation is the perfect destination for travelers seeking a harmonious blend of comfort and… More

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Seven Eagles Vista

1343 Seven Eagles Court, Kissimmee, United States View map

Nestled just 22 km from the vibrant heart of Kissimmee, Seven Eagles Vista stands as a premier destination for travelers seeking luxury and comfort. This stunning villa community offers a picturesque… More

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Charming 3Br Resort Townhome With Private Pool Near Disney

4557 Corsa Lane, Kissimmee, United States View map

Located merely 1.2 km from lake berkley, the 3-bedroom Charming 3Br Resort Townhome With Private Pool Near Disney Kissimmee villa provides access to various tourist attractions in the vicinity. More

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Ideal For Couples Or Families Looking For A Vacation Home With Private Pool And Yard

4669 Cheyenne Point Trail, Kissimmee, United States View map

Welcome to the charming Ideal For Couples Or Families Looking For A Vacation Home With Private Pool And Yard, a delightful retreat nestled just 9 km from the vibrant city of Kissimmee. This… More

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3 Bedrooms 3 Bathrooms Reunion 7509 Se

7509 Seven Eagles Way, Kissimmee, United States View map

3 Bedrooms 3 Bathrooms Reunion 7509 Se Kissimmee villa provides easy access to various city attractions, such as Arnold Palmer Golf Course, situated around 5 minutes' walk away. More

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Moana Adventure Suite Near Disney

5245 West Irlo Bronson Memorial Highway, Kissimmee, United States View map

Located approximately 10 minutes' drive from the Mortem Manor Haunted Attraction, Moana Adventure Suite Near Disney Kissimmee villa provides access to various tourist attractions in the vicinity. More

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