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2026-04-22
2026-04-23
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Kissimmee holiday rentals

Luxury 3 Bedroom 2 Bath Condo Home 241

1133 Challenge Dr, Kissimmee, United States View map

Situated in the heart of Florida, the Luxury 3 Bedroom 2 Bath Condo Home 241 Kissimmee offers an exquisite escape for families and groups seeking comfort and style. Located only 29 km from the… More

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Tuscana Resort 3 Bedroom Near Disney

8020 Tuscany Way, Kissimmee, United States View map

The 2-bedroom Tuscana Resort 3 Bedroom Near Disney Kissimmee villa entices active guests with access to a fitness room and is located around 10 minutes by car from Orlando Tree Trek Adventure… More

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Wheelchair Accessible Lakeview 4Br House With Pool Spa Themed Rooms Game Room

Oneida Loop 2689, Kissimmee, United States View map

Situated in the West Kissimmee district of Kissimmee, 3.1 km from The Legends Golf Course, the 3-bedroom Wheelchair Accessible Lakeview 4Br House With Pool Spa Themed Rooms Game Room Kissimmee villa… More

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Lake View & Free Resort Access Near Disney 4399

4399 Scene Lane, Kissimmee, United States View map

Staying at the 3-bedroom Lake View & Free Resort Access Near Disney 4399 Kissimmee villa, guests can visit the Osceola County Welcome Center and History Museum, which is nearly a 10-minute ride away. More

From US$ 166 Book Now

1 King And 3 Queens South Facing Pool (Adults Only)

8020 King Palm Cir, Kissimmee, United States View map

Located in the West Kissimmee district, 1 King And 3 Queens South Facing Pool Kissimmee villa is 3.1 km from Mighty Jungle Golf and offers an indoor pool. More

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4808 Ll Magical 4Br Disney Townhome Pool

4808 Lullaby Ln, Kissimmee, United States View map

**Welcome to 4808 Ll Magical 4Br Disney Townhome Pool**, an enchanting getaway nestled just 13 km from the vibrant heart of Kissimmee. Perfectly positioned, this charming townhome harmoniously blends… More

From US$ 522 Book Now

8940 Windsor 5Suites Poolspa Gameroom Near Disney

8940  Rhodes St, Kissimmee, United States View map

8940 Windsor 5Suites Poolspa Gameroom Near Disney Kissimmee villa offers proximity to nearby tourist spots, such as the Northeast Regional Park, situated 3.1 km away. Located a 10-minute ride from… More

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2751 Bd -Luxury 5Br Single Family - Private Pool

2751 Bookmark Dr, Kissimmee, United States View map

**Discover a Slice of Paradise at 2751 Bd -Luxury 5Br Single Family - Private Pool Villa** Nestled just 13 km from the vibrant heart of Kissimmee, the 2751 Bd -Luxury 5Br Single Family - Private Pool… More

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Storey Lake 4 Bedroom Vacation Home 4844

4844 Romeo Circle, Kissimmee, United States View map

The 3-bedroom Storey Lake 4 Bedroom Vacation Home 4844 Kissimmee offers proximity to nearby tourist spots, such as Give Kids The World Village Resort, situated 4.3 km away. More

From US$ 539 Book Now

Kissimmee Resort-Style Home Close To Shops And Eats

1073 Tourmaline Dr, Kissimmee, United States View map

Kissimmee Resort-Style Home Close To Shops And Eats is located 2.7 km from Xtreme Paintball Xperience and provides a swimming pool, ensuring a relaxing stay. More

From US$ 364 Book Now

Themed Escape At Championsgate Private Pool & Resort Access

1014 Splash Shot Place, Kissimmee, United States View map

**Themed Escape At Championsgate Private Pool & Resort Access** offers guests a remarkable retreat just a 50-minute drive from the vibrant attractions of Kissimmee. Nestled amid lush landscapes and… More

From US$ 546 Book Now

10 Mi To Disney Venetian Bay Villages Retreat

2211 San Vittorino Cir Unit 103, Kissimmee, United States View map

Located nearly a 25-minute walk from the Plaza del Sol Mall, the 2-bedroom 10 Mi To Disney Venetian Bay Villages Retreat Kissimmee villa boasts a heated swimming pool with a hot tub. More

From US$ 279 Book Now

Glamorous Home, Private Pool Sleeps 14 Ww103

8917 Rhodes Street, Kissimmee, United States View map

Positioned in the heart of Florida, Glamorous Home and its Private Pool that Sleeps 14 offers a luxurious escape just an hour's drive from the vibrant attractions of Kissimmee. This exquisite… More

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Stunning 5 Bedroom Pool Home In Gated Community Minutes From Disney

1229 Winding Willow Court, Kissimmee, United States View map

The 4-bedroom Stunning 5 Bedroom Pool Home In Gated Community Minutes From Disney Kissimmee is nestled within a 6-km distance of Wat Florida Dhammaram Buddhist Monastery and provides a Jacuzzi and an… More

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2501 Archfeld

2501 Archfeld Blvd, Kissimmee, United States View map

**Experience the Elegance of 2501 Archfeld Villa in Celebration, Florida** Nestled within the enchanting master-planned community of Celebration, Florida, 2501 Archfeld Villa offers an exquisite… More

From US$ 324 Book Now

Awesome 3 Beds Villa At Seven Dwarfs

4552 Jona Free Ln, Unit 104, Kissimmee, United States View map

Set a serene 10 km from the heart of Kissimmee, the Awesome 3 Beds Villa At Seven Dwarfs serves as an idyllic retreat for families and groups seeking comfort and style. This remarkable villa is just… More

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1804 Tropical Palms Circle

1804 Tropical Palms Circle, Kissimmee, United States View map

In the heart of Kissimmee, the 1804 Tropical Palms Circle offers a tranquil escape perfect for families and groups seeking a blend of comfort and adventure. Just 32 km from the bustling attractions… More

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Home 4Bed In Storey Lake With Private Pool

4819 Brier Rose Lane, Kissimmee, United States View map

Set in the serene surroundings of Kissimmee, Home 4Bed In Storey Lake With Private Pool offers a delightful retreat for families and groups seeking both adventure and relaxation. Just 12 kilometers… More

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212Ba Townhouse 4 Bedrooms & 3 Bathrooms + Pool

212 Ocean Course Ave, Kissimmee, United States View map

**Welcome to 212Ba Townhouse, your ultimate retreat in Kissimmee, just 29 km from the vibrant heart of the city.** This charming townhouse offers a unique blend of modern comfort and serene… More

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Kissimmee Getaway About 4 Mi To Walt Disney World

3032 Seaview Castle Dr, Kissimmee, United States View map

While staying at the 4-bedroom Kissimmee Getaway About 4 Mi To Walt Disney World Villa, you'll be at a 3.4 km distance from Hawks Landing Golf Club and 15 minutes' drive from ESPN Wide World of… More

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Sonoma Resort 7 Bedroom Vacation Home 2600Ya

2600 Yountville Avenue, Kissimmee, United States View map

The 7-bedroom Sonoma Resort 7 Bedroom Vacation Home 2600Ya Kissimmee is located nearly a 10-minute drive from Medieval Times Dinner & Tournament and allows guests to enjoy billiards. More

From US$ 447 Book Now

4975An Townhouse 5 Bedrooms & 4 Bathrooms + Pool

4975 Windermere Ave, Kissimmee, United States View map

**Welcome to 4975An Townhouse 5 Bedrooms & 4 Bathrooms + Pool**, a luxurious retreat nestled just a 20-minute drive from the charming thrills of Kissimmee. This exquisite accommodation is perfect for… More

From US$ 366 Book Now

Super Boho - Lake Toho Fishing Civic Center

304 Lakeshore Boulevard, Kissimmee, United States View map

**Super Boho - Lake Toho Fishing Civic Center: A Unique Retreat in the Heart of Kissimmee** Convenience is key at the Super Boho, with easy access to transportation options and local attractions… More

From US$ 78 Book Now

Luxury 7 Bedroom 5 Bath Pool Home 207

721 Sticks Street, Kissimmee, United States View map

**Welcome to the Luxury 7 Bedroom 5 Bath Pool Home 207, a serene oasis nestled just 29 kilometers from the vibrant heart of Kissimmee.** This expansive residence encapsulates the essence of lavish… More

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Casa Del Mar Cottage Near Disney With Margaritaville Resort & Island H2O Access - 8009Ff

8009 Flip Flop Way, Orlando, United States View map

Located 2.7 km from the Wild Africa Trek, the 2-bedroom Casa Del Mar Cottage Near Disney With Margaritaville Resort & Island H2O Access - 8009Ff Kissimmee gives access to various tourist sites in the… More

From US$ 249 Book Now

Beautiful Townhome W Hot Tub Near Disney

3062 White Orchid Road, Kissimmee, United States View map

**Experience the Perfect Getaway at Beautiful Townhome W Hot Tub Near Disney** Nestled in the enchanting Kissimmee area, Beautiful Townhome W Hot Tub Near Disney offers a delightful escape just 32 km… More

From US$ 251 Book Now

Brand New Home Themed Bedrooms Prime Location

Penelope Loop 2951, Kissimmee, United States View map

Discover your home away from home at the Brand New Home Themed Bedrooms Prime Location, where comfort and creativity blend seamlessly. Nestled just 10 km from the vibrant town of Kissimmee, this… More

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Storey Lake 4B3B Town Home With Private Pool

3187 Pequod Place, Kissimmee, United States View map

The exquisite Storey Lake 4B3B Town Home With Private Pool is a luxurious retreat situated just 12 km from the vibrant attractions of Kissimmee. This elegant townhome offers a serene escape while… More

From US$ 332 Book Now

Solara Resort 4Bd Pool Home Perfect Location 1554

1554 Carey Palms Circle, Kissimmee, United States View map

Featuring a private pool for guests' relaxation, the 4-bedroom Solara Resort 4Bd Pool Home Perfect Location 1554 Kissimmee is located nearly a 10-minute drive from ChampionsGate Golf Club. More

From US$ 200 Book Now

Prime Location 4Bd Townhome With Pool And Grill

4413 Le Reve Ct, Kissimmee, United States View map

During the stay at Prime Location 4Bd Townhome With Pool And Grill Kissimmee villa, guests can indulge in an indoor pool or visit Medieval Times Dinner & Tournament, located 14 minutes' walk away. More

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Nice House In The Best Resort In Orlando

650 Pebble Beach Drive, Kissimmee, United States View map

**Experience the Elegance of Nice House in the Best Resort in Orlando** Nestled within an exquisite resort, the Nice House in the Best Resort in Orlando offers a serene retreat just 29 kilometers… More

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Cozy Home Luxury 04 Bedrooms At Storey Lake

4906 Clock Tower Dr, Kissimmee, Fl 34746, Usa, Kissimmee, United States View map

Offering a location about 25 minutes' walk from the mile-long Kissimmee Go-Karts, Cozy Home Luxury 04 Bedrooms At Storey Lake Kissimmee gives access to various tourist spots in the area. More

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Experience Luxury Private Heated Pool Game Room

1509 Fairview Circle, Kissimmee, United States View map

Nestled in the heart of Kissimmee, Experience Luxury Private Heated Pool Game Room offers a serene escape for discerning travelers. Just a convenient 40-minute drive from some of Orlando's iconic… More

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Ultimate Family Resort Home With Incredible Sunset Views, 4 Miles From Disney!

2708 Fiesta Key Drive, Kissimmee, United States View map

### Welcome to the Ultimate Family Resort Home Perfectly located, this retreat is a stone's throw away from top attractions while being secluded enough to offer peace and tranquility. More

From US$ 285 Book Now

Casa 4Q Piscina Privativa — Storey Lake Resort

4807 Brier Rose Ln, Kissimmee, United States View map

Staying at Casa 4Q Piscina Privativa — Storey Lake Resort Kissimmee, guests can visit the Falcon's Fire Golf Course, which is nearly a 25-minute walk away. More

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4 Bedrooms 3 Bathrooms Storey Lake 2449Rt

2449 Reading Trail, Kissimmee, United States View map

Situated 2.8 km from Medieval Times Dinner & Tournament, 4 Bedrooms 3 Bathrooms Storey Lake 2449Rt Kissimmee villa provides access to numerous tourist attractions in the area. More

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Luxury 2Bd 2 Bath Condo Home 250

3171 Paradox Circle, Kissimmee, United States View map

Positioned in the heart of Kissimmee, the Luxury 2Bd 2 Bath Condo Home 250 offers an exceptional retreat for families and groups seeking both comfort and convenience. Just 12 km from the vibrant… More

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Disney Themed Home L Private Pool L Lazy River

4878 Clock Tower Drive, Kissimmee, United States View map

Along with access to such natural sites as local amusement parks, 4 km away, Disney Themed Home L Private Pool L Lazy River Kissimmee offers an outdoor swimming pool. More

From US$ 372 Book Now

4188Fa Townhouse 4 Bedrooms & 3 Bathrooms + Pool

4188 Paragraph Dr, Kissimmee, United States View map

More

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Brand New 7 Bedrooms At Solara Resort

2339 Calm Shr Wy, Kissimmee, Fl 34741, Usa, Kissimmee, United States View map

Brand New 7 Bedrooms At Solara Resort Kissimmee villa offers proximity to nearby tourist spots, such as Tuscan Hills Boulevard, situated 2.5 km away. More

From US$ 479 Book Now

2681 Stunning Home Perfect For Your Family

Scrapbook Street 2681, Kissimmee, United States View map

**Welcome to 2681 Stunning Home Perfect For Your Family**, a delightful retreat located just 9 km from the vibrant heart of Kissimmee. This beautiful accommodation seamlessly combines the comforts of… More

From US$ 146 Book Now

Natural Reserve Home At Emerald Islands

8497 Crystal Cove Loop, Kissimmee, United States View map

Positioned within the serene landscape of Kissimmee, the Natural Reserve Home At Emerald Islands offers a tranquil retreat just 31 km from the vibrant heart of Kissimmee. This alluring enclave serves… More

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Private Vacation Home At Storey Lake, Orlando Florida

4294 Paragraph Drive, Kissimmee, United States View map

Private Vacation Home At Storey Lake, Orlando Florida is at a 3.3 km distance from Shingle Creek Regional Park and about 20 minutes' walk from from Capone's Dinner and Show. While staying at the 5… More

From US$ 247 Book Now

Emerald Island Happy Place

8613 La Isla Drive, Kissimmee, United States View map

Welcome to Emerald Island Happy Place, a delightful retreat nestled just 33 kilometers from the vibrant streets of Kissimmee. Set amidst lush tropical landscapes, this serene haven offers families… More

From US$ 136 Book Now

4 Bedrooms 3 Bathrooms West Lucaya 3200 Ol

3200 Oyster Lane, Kissimmee, United States View map

### Welcome to 4 Bedrooms 3 Bathrooms West Lucaya 3200 Ol With its prime location offering easy access to major attractions, 4 Bedrooms 3 Bathrooms West Lucaya 3200 Ol serves as an ideal hub for… More

From US$ 616 Book Now

3 Bedroom 2 Ba Deluxe Condo 8Min To Disneyworld Stl105

3150 Paradox Circle, Kissimmee, United States View map

**Experience Family-Friendly Comfort at 3 Bedroom 2 Ba Deluxe Condo 8Min To Disneyworld Stl105** Welcome to the 3 Bedroom 2 Ba Deluxe Condo 8Min To Disneyworld Stl105, an ideal retreat for families… More

From US$ 164 Book Now

8564 Bay Lilly Loop

8564 Bay Lilly Loop, Kissimmee, United States View map

Featuring parking, 8564 Bay Lilly Loop Villa Kissimmee is located in the West Kissimmee district and 4.3 km from such cultural tourist attractions as the 145 - foot Tree of Life Sculpture. Located a… More

From US$ 297 Book Now

Restpool Vibes, Nest Tree-Ish Retreat- Nxtdisney

8900 Legacy Court, Kissimmee, United States View map

Situated in the West Kissimmee district, only 0.7 km from the Paradise Palms Boulevard|the Paradise Palms Resort, Restpool Vibes, Nest Tree-Ish Retreat- Nxtdisney Kissimmee villa comes with a private… More

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Private Pool Townhome At Storey Lake Resort

4800 Love Storey Lane, Kissimmee, United States View map

**Welcome to the Private Pool Townhome at Storey Lake Resort**, a charming escape located just 13 km from the vibrant heart of Kissimmee. Set against the backdrop of lush landscapes, this townhome… More

From US$ 159 Book Now

Brand New Townhouse 4Bed 3Bath W Private Pool 289

1132 Kingsbarn St, Kissimmee, United States View map

Discover the exquisite escape at the Brand New Townhouse 4Bed 3Bath W Private Pool 289, where luxurious accommodations and modern amenities converge to create an unforgettable vacation experience. More

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