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

Luxehome

7814 Spectrum Dr, Kissimmee, United States View map

Luxehome Kissimmee villa is located in the immediate vicinity of the Reunion Resort Water Park and features a swimming pool as well as a terrace for guests' pleasure. Offering Wi-Fi, the… More

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2668Dr Villa 5 Beds & 5 Baths With Private Pool-Spa

2668 Scrapbook St, Kissimmee, United States View map

Situated 4.7 km from the working Kissimmee Air Museum, 2668Dr Villa 5 Beds & 5 Baths With Private Pool-Spa Kissimmee provides access to numerous tourist attractions in the area. More

From US$ 472 Book Now

Comfortable House Near Disney

3208 Cupid Place, Kissimmee, United States View map

Welcome to Comfortable House Near Disney, an idyllic retreat perfectly situated just 35 km from the vibrant surroundings of Kissimmee. This charming abode combines homely comforts with convenient… More

From US$ 174 Book Now

Pool & Bbq | Disney-Themed Cozy 6Bd | Near Disney

2799 Punctuation Place, Kissimmee, United States View map

Offering a location 2.8 km from the Osceola County Welcome Center and History Museum, Pool & Bbq | Disney-Themed Cozy 6Bd | Near Disney Kissimmee villa gives access to various tourist spots in the… More

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4Bd/3Ba * Champions Gate * 3 Camas King-Size

278 Ocean Course Ave, Kissimmee, United States View map

Located 3.4 km from ChampionsGate Golf Club, the 3-bedroom 4Bd/3Ba * Champions Gate * 3 Camas King-Size Villa Kissimmee boasts a swimming pool with a Jacuzzi. More

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4338Jc Villa 5 Beds & 5 Baths With Private Pool-Spa

4338 Scene Ln, Kissimmee, United States View map

Situated about 7 km from Old Town Shopping Mall, 4338Jc Villa 5 Beds & 5 Baths With Private Pool-Spa Kissimmee entices guests to explore various tourist attractions in the area. More

From US$ 318 Book Now

Modern Tropical Family Retreat Near Legoland, Disney, Universal And Bok Towers

1435 Pacific Rd, Kissimmee, United States View map

Modern Tropical Family Retreat Near Legoland, Disney, Universal And Bok Towers Kissimmee villa is located 3.8 km from Lake Marion and provides a swimming pool, ensuring a relaxing stay. More

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2971 Buccaneer

2971 Buccaneer Palm Rd, Kissimmee, United States View map

Situated in the enchanting realm of Kissimmee, 2971 Buccaneer offers a serene escape just a short 60-minute drive from the vibrant excitement of Orlando and its renowned attractions. This prime… More

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Solara Resort Townhome, 15 Minutes From Disney

1570 Carey Palm Circle, Kissimmee, United States View map

**Discover Solara Resort Townhome - Your Gateway to Disney Magic** Nestled just 15 minutes from the enchanting world of Disney, Solara Resort Townhome offers an inviting retreat that combines comfort… More

From US$ 552 Book Now

Gorgeous Resort Home For Your Family So

1939 Tropical Palms Circle, Kissimmee, United States View map

Featuring a private swimming pool for guests' relaxation, Gorgeous Resort Home For Your Family So Kissimmee is located around a 10-minute ride from Mystic Dunes Golf Club. More

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Star Hideaway At Storey Lake By Shine Villas Townhouse

4904 Clock Tower Drive, Kissimmee, United States View map

**Experience the Charm of Star Hideaway at Storey Lake** Nestled in the heart of Kissimmee, Star Hideaway at Storey Lake by Shine Villas Townhouse offers an idyllic retreat for families and couples… More

From US$ 223 Book Now

Spacious Vacation Home With Pool & Jacuzzi Near Disney

2952 Banana Palm Drive, Kissimmee, United States View map

Situated just a short drive from the enchanting attractions of Kissimmee, the Spacious Vacation Home With Pool & Jacuzzi Near Disney offers a delightful retreat for families and friends seeking a… More

From US$ 304 Book Now

Champion Gate Brand New Home With Private Pool And Game Room

Cabot Cliffs Drive, Kissimmee, United States View map

This modern residence, with its exceptional amenities, offers guests an immersive experience in the heart of Florida's tourist paradise. With proximity to Orlando International Airport, just 50 km… More

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Windsor Westside 5 Bedroom Vacation Home 1820

1820 Gobi Drive, Kissimmee, United States View map

The 5-bedroom Windsor Westside 5 Bedroom Vacation Home 1820 Kissimmee is located nearly a 10-minute ride from Northeast Regional City Park and provides guests with a hot tub for a more relaxing stay. More

From US$ 460 Book Now

Great Home Mickey & Harry Potter Beds Top Spot

3153 Pequod Place, Kissimmee, United States View map

**Welcome to Great Home Mickey & Harry Potter Beds Top Spot**, your enchanting retreat just 12 km from Kissimmee's vibrant attractions and a convenient 30 km from the bustling Orlando International… More

From US$ 484 Book Now

Bahama Bay Beautiful Upgraded Huge Unit

1113 New Providence Promenade, Kissimmee, United States View map

Welcome to Bahama Bay, beautifully upgraded to offer a spacious escape just 60 minutes from the vibrant heart of Kissimmee. Nestled in stunning surroundings, this charming villa serves as an ideal… More

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4301Wb Townhouse 5 Bedrooms & 4 Bathrooms + Pool

4301 Quote St, Kissimmee, United States View map

Welcome to the enchanting 4301Wb Townhouse 5 Bedrooms & 4 Bathrooms + Pool, a stunning retreat nestled in the heart of Kissimmee, just 13 km from the vibrant attractions and experiences that the area… More

From US$ 201 Book Now

3 Bedroom 2 Bathroom Villas At Sevendwarfs 21-103

4563 Yellowgold Road East 21-103, Kissimmee Fl, 34746, Kissimmee, United States View map

**Sevendwarfs is where comfort and convenience meet in the heart of Kissimmee.** The charming 3 Bedroom 2 Bathroom Villas At Sevendwarfs 21-103 offers an inviting retreat just 10 km from the vibrant… More

From US$ 160 Book Now

Luxury 2Bd 2 Bath Condo Home 254

3171 Paradox Circle, Kissimmee, United States View map

** This exquisite condo is designed for those seeking both luxury and comfort, making it the perfect retreat for families, couples, or solo travelers. Surrounded by lush landscapes and conveniently… More

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Ultimate Luxury Home-Private Pool Themed Bedroom

Reading Trail 2416, Kissimmee, United States View map

**Welcome to Ultimate Luxury Home-Private Pool Themed Bedroom, a haven of tranquility nestled in the heart of Kissimmee, just 9 km from the vibrant attractions of the city. This exquisite retreat… More

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Stylish & Fun Retreat Pool Themed Rooms

4379 Scene Lane, Kissimmee, United States View map

Offering a hot tub for a relaxing experience, Stylish & Fun Retreat Pool Themed Rooms Kissimmee villa is located 3.5 km from the Museum of Military History. More

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Super Nice And Spacious 9Bdr Home

Sommerset Hills Drive 9202, Kissimmee, United States View map

Welcome to the Super Nice And Spacious 9Bdr Home, a luxurious retreat that perfectly blends comfort and sophistication. Nestled conveniently, this inviting residence is just 29 km from the vibrant… More

From US$ 417 Book Now

Spacious Condo With Themed Rooms, Foosball Table And Shared Pool

5000 Mangrove Aly, Kissimmee, United States View map

Along with access to such natural sites as local amusement parks, 2.9 km away, Spacious Condo With Themed Rooms, Foosball Table And Shared Pool Kissimmee villa offers a year-round outdoor pool. More

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Magic Getaway

8668 Wellington Loop, Kissimmee, United States View map

Situated approximately a 10-minute drive from Bonanza Golf Gifts, Magic Getaway Villa Kissimmee features a terrace with views of the pool. Offering a private swimming pool, the Kissimmee holiday home… More

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Magical Townhouse Steps From Disney Park 3389

3389 Tranquil Trail, Kissimmee, United States View map

Offering a location around a 25-minute walk from The Legends Golf Course, Extraordinary Townouse Minutes From Disney 3389 Kissimmee villa gives access to various tourist spots in the area. More

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1030 Splash Shot Place

1030 Splash Shot Place, Kissimmee, United States View map

Welcome to 1030 Splash Shot Place, the ultimate getaway nestled near the enchanting landscapes of Kissimmee. Just 29 kilometers from the vibrant attractions of Kissimmee and conveniently situated a… More

From US$ 533 Book Now

9 Bed Home Pool Best Location Storey Lake

2881 Stanza Court, Kissimmee, United States View map

**Experience Unparalleled Comfort at 9 Bed Home Pool Best Location Storey Lake** The 9 Bed Home Pool Best Location Storey Lake ensures an exceptional stay with a range of services designed for guest… More

From US$ 547 Book Now

Spacious 5Br Villa W/ Private Pool Near Disney & Orlando!

5005 Windermere Avenue, Kissimmee, United States View map

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Cannon Thunder Cottage With Private Hot Tub Near Disney With Margaritaville Resort & Island H2O Access - 3066Pi

3066 Pirate Way, Orlando, United States View map

Situated nearly 25 minutes' walk from the Avatar Flight of Passage, the 4-bedroom Cannon Thunder Cottage With Private Hot Tub Near Disney With Margaritaville Resort & Island H2O Access - 3066Pi… More

From US$ 559 Book Now

Super 8Br Resort Pool Vacation Home Near Disney

9094 Sommerset Hills Dr, Davenport, Fl 33896, Usa, Kissimmee, United States View map

**Welcome to the Super 8Br Resort Pool Vacation Home Near Disney**, where comfort meets convenience in the heart of Kissimmee. Just 29 kilometers from the enchanting theme parks, this appealing… More

From US$ 291 Book Now

Stunning Townhome

2349 Silver Palm Dr, Kissimmee, United States View map

The 3-bedroom Great Place To Stay Close To Disney Parks Kissimmee villa is located approximately 6 km from Disney's Blizzard Beach Water Park and provides a hot tub. Offering pool views as well as a… More

From US$ 165 Book Now

Cozy 4 Bedroom Home With Pool -Close To Everything

2419 Berkshire Court, Kissimmee, United States View map

Featuring a private pool for guests' relaxation, Cozy 4 Bedroom Home With Pool -Close To Everything Kissimmee is located approximately a 10-minute drive from Old Town Shopping Mall. Featuring pool… More

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Fantastic Home 7Br5Ba With Private Pool Storey Lake Resort Sl2648

2648 Scrapbook St, Kissimmee, Fl 34746, Usa, Kissimmee, United States View map

Situated approximately 10 minutes by car from the Museum of Military History, Fantastic Home 7Br5Ba With Private Pool Storey Lake Resort Sl2648 Kissimmee provides access to numerous tourist… More

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4819Ja Townhouse 4 Beds & 3 Baths With Private Pool

4819 Memories Ln, Kissimmee, United States View map

4819Ja Townhouse 4 Beds & 3 Baths With Private Pool Kissimmee villa is located about 10 minutes by car from local amusement parks, giving access to various tourist spots nearby. More

From US$ 238 Book Now

Cozy Cottage Near Disney

5300 West Irlo Bronson Memorial Highway 28, Kissimmee, United States View map

Situated 2.5 km from Capone's Dinner and Show, Cozy Cottage Near Disney Kissimmee entices guests to explore various tourist attractions in the area. More

From US$ 153 Book Now

2721 North Poinciana #164

2721 North Poinciana Blvd, Kissimmee, United States View map

### Embrace Luxurious Comfort at 2721 North Poinciana #164 Nestled in the charming vicinity of Kissimmee, 2721 North Poinciana #164 Villa invites discerning travelers to experience refined elegance… More

From US$ 244 Book Now

Serendipity - Luxury Villa With Peloton Bike

8907 Zurich Lane, Kissimmee, United States View map

Welcome to Serendipity, your exquisite escape located just 32 km from the vibrant heart of Kissimmee, where luxury meets comfort in a delightfully serene environment. Whether you're seeking an… More

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Storey Lake Dreamy Townhome, 5 Mi Disney Universal

4865 Clocktower Drive, Kissimmee, United States View map

**Welcome to Storey Lake Dreamy Townhome, a blissful retreat located just minutes from the excitement of Orlando's attractions.** Nestled in the charming community of Kissimmee, this inviting… More

From US$ 148 Book Now

Water Resort 5 Bedroom Splash Pool Villa Near Disney

1531 Carey Palm Circle, Kissimmee, United States View map

**Welcome to Water Resort 5 Bedroom Splash Pool Villa Near Disney**, where luxury meets comfort in an idyllic setting just 33 km from the enchanting town of Kissimmee. Nestled within a tranquil area,… More

From US$ 378 Book Now

Shvck4 - Coral Cay Resort #4 - 4 Bed 3 Baths Townhome

2380 Caravelle Cir, Kissimmee, United States View map

Welcome to Shvck4 - Coral Cay Resort #4, a stunning 4-bedroom, 3-bath townhome nestled in the heart of Kissimmee, just 8 km from the vibrant attractions of Orlando. This charming retreat offers the… More

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New Home 8 Bedrooms And 5 Bathrooms At Storey Lake

3020 Penelope Loop, Kissimmee, United States View map

The 5-bedroom New Home 8 Bedrooms And 5 Bathrooms At Storey Lake Kissimmee is located 4.2 km from the Museum of Military History and provides a Jacuzzi and an indoor pool. The villa features… More

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Chic Luxury Haven - Unforgettable Retreat

Kings Castle Circle 4821, Kissimmee, United States View map

Welcome to the Chic Luxury Haven - Unforgettable Retreat, a mesmerizing retreat nestled just 12 km from the vibrant heart of Kissimmee, offering a seamless blend of elegance and comfort. This… More

From US$ 418 Book Now

Lindfields Reserve With Private Pool

8805 Crayson Court, Kissimmee, United States View map

**Discover Lindfields: Your Private Oasis in Kissimmee** Nestled just 35 kilometers from the vibrant heart of Kissimmee, Lindfields Reserve With Private Pool offers a unique blend of comfort and… More

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3 Bedroom 2 Bathroom Villas At Sevendwarfs 27-106

4560 Yellowgold Road East 27-106, Kissimmee Fl, 34746, Kissimmee, United States View map

**Discover Your Oasis at the 3 Bedroom 2 Bathroom Villas At Sevendwarfs 27-106** Nestled in the heart of Kissimmee, the 3 Bedroom 2 Bathroom Villas At Sevendwarfs 27-106 offer an unparalleled family… More

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Heated Pool Game Room 9Mi Disney Free Resort

8969 Rhodes Street, Kissimmee, United States View map

**Welcome to the Heated Pool Game Room 9Mi Disney Free Resort**, a charming retreat nestled in the vibrant community of Kissimmee, perfectly situated just 32 km from the magical realms of Disney. More

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The Villa At Terra Verde

156 Hideaway Beach Lane, Kissimmee, United States View map

Positioned in the heart of Kissimmee, The Villa At Terra Verde offers a serene escape just 20 minutes from the bustling attractions of the city. This distinguished retreat combines the charm of a… More

From US$ 361 Book Now

Beautiful Vacation Condo At Windsor Palms Resort

2307 Butterfly Palm Way, Kissimmee, United States View map

**Welcome to the Beautiful Vacation Condo at Windsor Palms Resort**-an ideal retreat located just 30 km from the vibrant streets of Kissimmee and 45 km from Orlando International Airport. This… More

From US$ 86 Book Now

Buena Ventura Escape

3051 Stillwater Drive, Kissimmee, United States View map

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5003 Windermere Avenue

5003 Windermere Avenue,, Kissimmee, United States View map

Set in the picturesque surroundings of Kissimmee, 5003 Windermere Avenue offers an unparalleled escape blended with luxurious amenities and serene views. Just 13 kilometers from the lively heart of… More

From US$ 671 Book Now

Amazing 4Bdrms7 Miles From Disney

5122 Crown Haven Dr, Kissimmee, Fl 34746, Eua, Kissimmee, United States View map

Featuring a swimming pool for guests' relaxation, Amazing 4Bdrms7 Miles From Disney Kissimmee villa is located nearly a 10-minute drive from local amusement parks. Featuring a patio, the… More

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