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

Disney Getaway Private Pool Themed Bedrooms. Book Now Dw2

2470 Santorini Dr, Kissimmee, United States View map

Situated nearly a 10-minute drive from Highlands Reserve Boulevard, Disney Getaway Private Pool Themed Bedrooms. Book Now Dw2 Kissimmee villa includes an indoor swimming pool, as well as an indoor… More

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Elegant Townhome With Water View

3159 Yellow Lantana Lane, Kissimmee, United States View map

Offering a location 4.4 km from the Dinosaur attraction, Elegant Townhome With Water View Kissimmee villa gives access to various tourist spots in the area. Offering parking as well as Wi-Fi, this… More

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Centre Court Amore

1366 Centre Court Ridge #103, Kissimmee, United States View map

Welcome to the serene oasis of Centre Court Amore, a refined retreat nestled just 22 kilometers from the vibrant heart of Kissimmee. This charming destination offers an ideal blend of comfort and… More

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Gated Community Near Disney 3365

3365 Tranquil Trl, Kissimmee, Fl 34747, Eua, Kissimmee, United States View map

Gated Community Near Disney 3365 Kissimmee villa is located around 7 km from Disney's Blizzard Beach Water Park, giving access to various tourist spots nearby. More

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Family Oasis With Private Pool And Access To 2 Clubhouses - Free Waterpark

996 Leader Street, Kissimmee, United States View map

**Welcome to Family Oasis With Private Pool And Access To 2 Clubhouses - Free Waterpark**, an idyllic retreat nestled just 29 kilometers from the vibrant heart of Kissimmee. This exquisite oasis… More

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Disney 15Min - Private Pool Bbq

2976 Protagonist Street, Kissimmee, United States View map

Disney 15Min - Private Pool Bbq Kissimmee villa offers proximity to nearby tourist spots, such as the Pioneer Village at Shingle Creek, situated 2.3 km away. More

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Luxury 6 Bedroom 5 Bath Pool Home 127

481 Ocean Course Av, Kissimmee, United States View map

Welcome to the Luxury 6 Bedroom 5 Bath Pool Home 127, a sumptuous retreat just 29 km from the vibrant heart of Kissimmee. More

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6 Bedrooms 5 Bathrooms Storey Lake 2771Bd

2771 Bookmark Drive, Kissimmee, United States View map

Located within 3 km of Give Kids The World Village Resort, 6 Bedrooms 5 Bathrooms Storey Lake 2771Bd Kissimmee villa provides access to various tourist attractions in the vicinity. More

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Luxuosa Casa 5 Quartos Com Piscina 10 Min Disney!

2761 2756 Bookmark Drive, Kissimmee, United States View map

Featuring a swimming pool for guests' relaxation, Luxuosa Casa 5 Quartos Com Piscina 10 Min Disney! Kissimmee is located approximately 25 minutes on foot from Capone's Dinner and Show. More

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5 Bedrooms 3.5 Bathrooms Windsor Palms 8017 Kp

8017 King Palm Circle, Kissimmee, United States View map

5 Bedrooms 35 Bathrooms Windsor Palms 8017 Kp Kissimmee villa is located about 6 km from Disney's Blizzard Beach Water Park and provides billiards for active guests. More

From US$ 636 Book Now

Beautiful Three Bed Condo, Minutes From Disney

2306 Silver Palm Dr, Apt#202, Kissimmee, United States View map

Located 3.6 km from Mighty Jungle Golf, Beautiful Three Bed Condo, Minutes From Disney Kissimmee villa gives access to various tourist sites in the vicinity. More

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Cane Island Resort 2Br Condo, Close To Attractions

5255 Cane Island Lp #101, Kissimmee, United States View map

Nestled in the heart of Kissimmee, the Cane Island Resort 2Br Condo offers a stylish retreat that blends luxury with convenience. Just a 20-minute drive from all the major attractions, this inviting… More

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High-End 7Br Vacation Home With Pool & Spa Near Disney World

870 Drop Shot Drive, Kissimmee, United States View map

Located 4.5 km from the Rum Run, High-End 7Br Vacation Home With Pool & Spa Near Disney World Kissimmee gives access to various tourist sites in the vicinity. More

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Sug8970

8970 Sugar Palm Road, Kissimmee, United States View map

**Welcome to Sug8970 Villa Kissimmee**, a luxurious oasis situated just 34 km from the vibrant heart of Kissimmee, Florida. Nestled amid lush landscapes and serene surroundings, this exquisite… More

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3258 Sw - Luxury Getaway The Hub Relax And Enjoy A Serene Vacation Retreat

3258 Sustainable Way, Kissimmee, United States View map

**Discover the Charm of 3258 SW - Luxury Getaway The Hub** Situated just 35 kilometers from the vibrant streets of Kissimmee, 3258 SW - Luxury Getaway The Hub invites you to experience a tranquil… More

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4 Bedrooms 3 Bathrooms Encantada 8549 Bl

8549 Bay Lilly Loop, Kissimmee, United States View map

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Unique Masterpiece15 Suites Sleeps 30 Son101

2617 Yountville Avenue, Kissimmee, United States View map

Discover an extraordinary retreat at Unique Masterpiece15 Suites Sleeps 30 Son101, where elegance meets charm in Kissimmee, just 7 km away from the vibrant local attractions. This stunning… More

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Dreamy Cottage With Private Hot Tub Near Disney With Margaritaville Resort & Island H2O Access - 3020La

3020 Latitude Lane, Kissimmee, United States View map

Situated approximately 3 km from the A World of Orchids, the 2-bedroom Dreamy Cottage With Private Hot Tub Near Disney With Margaritaville Resort & Island H2O Access - 3020La Kissimmee invites guests… More

From US$ 1014 Book Now

Modern Home, Private Pool. Sleeps 15 Ww102

8909 Rhodes St, Kissimmee, United States View map

The Modern Home is Private Pool. Sleeps 15 Ww102, your idyllic retreat just an hour's drive from the vibrant heart of Kissimmee and a mere 50 kilometers from Orlando International Airport. This… More

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Upstay - Waterside Home With Pool And Hot Tub

Siesta View Drive 2961, Kissimmee, United States View map

Upstay - Waterside Home With Pool And Hot Tub Kissimmee is situated in the old part of Kissimmee and invites guests to unwind at a swimming pool. More

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Seasons Kissimmee

1250 Seasons Boulevard, Kissimmee, United States View map

Offering a Jacuzzi for a relaxing experience, Seasons Kissimmee Villa is located a 25-minute walk from the Kissimmee Go-Karts. More

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Family Fun 5 Bed Pool Home With Game Room

631 Drop Shot Drive, Kissimmee, United States View map

Offering a Jacuzzi for a relaxing experience, Family Fun 5 Bed Pool Home With Game Room Kissimmee is located a 10-minute drive from Highlands Reserve Boulevard. More

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Luxurious Villa With Resort-Style Amenities

2321 Luxor Dr, Kissimmee, United States View map

The 6-bedroom Luxurious Villa With Resort-Style Amenities Kissimmee is located 2.9 km from Tuscan Hills Boulevard and invites guests to enjoy a patio. Nestled in the West Kissimmee district, this 6… More

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Gdl3206

3206 Gold Lane, Kissimmee, United States View map

Welcome to the exquisite Gdl3206 Villa, a luxurious retreat nestled just 35 km from the vibrant city of Kissimmee. Known for its stunning architectural design and lush surroundings, this villa offers… More

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6 Bedrooms 5 Bathrooms Champions Gate 8939Tw

8939 Takeaway Way, Kissimmee, United States View map

Welcome to the inviting oasis of 6 Bedrooms 5 Bathrooms Champions Gate 8939Tw, nestled just 29 km from the vibrant heart of Kissimmee. Designed for families and groups seeking a perfect blend of… More

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1018Jr Townhouse 4 Bedrooms & 3 Bathrooms + Pool

1018 Splash Shot Pl, Kissimmee, United States View map

Discover the charm and comfort of the 1018Jr Townhouse, a delightful retreat boasting four spacious bedrooms and three well-appointed bathrooms, all complemented by a private pool. Nestled in the… More

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Disney Getaway Private Pool Themed Bedrooms. Book Now Dw30

2470 Santorini Dr, Kissimmee, United States View map

Located within a 7-km distance of the Avatar Flight of Passage, Disney Getaway Private Pool Themed Bedrooms. Book Now Dw30 Kissimmee villa boasts an indoor swimming pool with an indoor pool. More

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Charming Home Near Disney With Private Pool, Game Room And Waterpark & Resort Access At Encore Resorts Reunion - 410No

410 Novi Path, Orlando, United States View map

Welcome to the Charming Home Near Disney With Private Pool, Game Room And Waterpark & Resort Access At Encore Resorts Reunion - 410No, a delightful retreat nestled in the picturesque community of… More

From US$ 881 Book Now

Brand New Storey Lake 9Br Villa Summer Kitchen

4308 Prologue Way, Kissimmee, United States View map

Welcome to the Brand New Storey Lake 9Br Villa Summer Kitchen, an exquisite retreat located just 10 km from the vibrant center of Kissimmee. This luxurious villa combines the charm of a family… More

From US$ 1432 Book Now

Lovely Cottage Near Disney With Margaritaville Resort & Island H20 Access - 8145Su

8145 Surf Street, Orlando, United States View map

Situated 2.9 km from Dinoland U.S.A., the family Lovely Cottage Near Disney With Margaritaville Resort & Island H20 Access - 8145Su Kissimmee entices guests to explore various tourist attractions in… More

From US$ 1245 Book Now

Disney Getaway Private Pool Themed Bedrooms. Book Now Dw53

2470 Santorini Dr, Kissimmee, United States View map

Located in the West Kissimmee district of Kissimmee, Disney Getaway Private Pool Themed Bedrooms. Book Now Dw53 Kissimmee villa is 3.4 km from the Emerald Island Boulevard and offers an indoor pool. More

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Emerald Island Resort : Pool & Games Room

2751 2751 Lido Key Drive, Kissimmee, United States View map

**Emerald Island Resort: Pool & Games Room** is a splendid retreat nestled just an hour's drive from the vibrant attractions of Kissimmee, Florida. This picturesque haven is specifically designed for… More

From US$ 311 Book Now

Cal8967

8967 California Palm Road, Kissimmee, United States View map

Welcome to the Cal8967, a tranquil oasis located just 34 km from the vibrant heart of Kissimmee, where serene landscapes meet sophisticated comfort. This exceptional villa embodies the perfect… More

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6 Bedrooms 6 Bathrooms Storey Lake 4528 Tb

4528 Target Boulevard, Kissimmee, United States View map

Set within the enchanting landscapes of Kissimmee, the luxurious 6 Bedrooms - 6 Bathrooms - Storey Lake 4528 Tb offers guests an unparalleled blend of comfort and elegance. This exquisite abode is… More

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8 Mi To Disney World: Home W/ Lanai + Game Room!

612 Eagle Pointe S, Kissimmee, United States View map

Offering a terrace overlooking the lake, the 3-bedroom 8 Mi To Disney World: Home W/ Lanai + Game Room! Kissimmee is located 500 metres from Eagle Pointe South. Providing guests with Wi-Fi and a car… More

From US$ 301 Book Now

Alluring Home With Private Pool And Waterpark & Resort Access Near Disney At Encore Resorts Reunion - 280Sf

280 Southfield Street, Kissimmee, United States View map

Welcome to the Alluring Home With Private Pool and Waterpark & Resort Access Near Disney At Encore Resorts Reunion - 280Sf, your ultimate retreat just moments away from the magic of Disneyland. More

From US$ 328 Book Now

Family Fun Tropical Home

2678 Emerald Island Blvd, Kissimmee, United States View map

Situated in the West Kissimmee district, 2.4 km from the Windsor Hills, Family Fun Tropical Home Kissimmee comes with a private pool for guests to unwind. More

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Beautiful Pool Villa With Spa And Game Room-2730Bd Home

2730 Bookmark Drive, Kissimmee, United States View map

**Welcome to the Beautiful Pool Villa** where luxuries meet unparalleled comfort in the heart of Kissimmee. This exquisite retreat is just 11 km from the bustling attractions of Kissimmee, providing… More

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Stunning 6 Bd House - Private Pool

8944 Cabot Cliffs Drive, Kissimmee, United States View map

Stunning 6 Bd House - Private Pool Villa Kissimmee is located approximately a 15-minute ride from the West Gate Flea Market and provides guests with a hot tub for a more relaxing stay. More

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New Epic Solara Playhouse Custom Bunks And Slides Arcade & Theater

9079 Sunshine Ridge Loop, Kissimmee, United States View map

Situated around 25 minutes' walk from the Northeast Regional Park, New Epic Solara Playhouse Custom Bunks And Slides Arcade & Theater Villa Kissimmee provides cycling, as well as a fitness club for… More

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Lake Berkley Getaway - 5Br Resort Home

983 Lake Berkley Drive, Kissimmee, United States View map

Lake Berkley Getaway - 5Br Resort Home Kissimmee is located 2.4 km from Give Kids The World Village Resort and provides a hot tub. More

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Beautiful Kissimmee Home - 5 Mi To Disney World!

Kissimmee, United States View map

**Welcome to Beautiful Kissimmee Home - 5 Mi To Disney World!**, A charming destination nestled in the heart of Celebration, Florida. This delightful retreat embodies the spirit of its master-planned… More

From US$ 221 Book Now

Buc2971

2971 Buccaneer Palm Road, Kissimmee, United States View map

Welcome to the Buc2971 Villa Kissimmee, a luxurious retreat nestled just 34 kilometers from the vibrant heart of Kissimmee. This exquisite villa combines elegance with comfort, making it the ideal… More

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Os409Y Homestead Beech

7409 Soiree Way, Kissimmee, United States View map

**Experience the Comfort of Os409Y Homestead Beech** Conveniently located near major transportation links, Os409Y Homestead Beech offers easy access to theme parks, shopping areas, and local… More

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Beautiful 8 Bed Home In Champions Gate-303Oc

Ocean Course Avenue 303, Kissimmee, United States View map

Experience unparalleled comfort and elegance at the Beautiful 8 Bed Home In Champions Gate-303Oc. Nestled just 29 kilometers from the vibrant city of Kissimmee, this exquisite abode offers a serene… More

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4 Bed And 3 Bath In Perfect Location With Pool By Florida Dream Home

2755 Lido Key Drive, Kissimmee, United States View map

**Discover Your Oasis at 4 Bed And 3 Bath In Perfect Location With Pool By Florida Dream Home** Situated just 45 kilometers from Orlando International Airport, this gem provides easy access to some… More

From US$ 198 Book Now

Private Hot Tub Terra Verde Resort Pool Themed Rooms

4748 Vero Beach Pl, Kissimmee, Fl 34746, Usa, Kissimmee, United States View map

Offering a location 2.9 km from Xtreme Paintball Xperience, Private Hot Tub Terra Verde Resort Pool Themed Rooms Kissimmee villa gives access to various tourist spots in the area. More

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Francheska'S Villa: Private Pool/Spa, 24/7 Support

9211 Sommerset Hills Drive, Kissimmee, United States View map

The 5-bedroom Francheska'S Villa: Private Pool/Spa, 24/7 Support Kissimmee, located 3.2 km from Highlands Reserve Boulevard, invites guests to relax in a Jacuzzi. More

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Buc2960

2960 Buccaneer Palm Road, Kissimmee, United States View map

**Welcome to Buc2960 Villa Kissimmee, an exquisite retreat nestled in the heart of Florida, just 34 kilometers from the vibrant city of Kissimmee. This luxurious haven combines modern elegance with… More

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Wsb610

610 Whistling Straits Boulevard, Kissimmee, United States View map

**Welcome to Wsb610 Villa Kissimmee**, a stunning sanctuary located just 30 kilometers from the vibrant heart of Kissimmee, where the magic of Florida's theme parks and attractions is within easy… More

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