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

The Superhero Haven-Tt276

774 Golden Bear Dr., Kissimmee, United States View map

Staying at the 8-bedroom The Superhero Haven-Tt276 Kissimmee villa, guests can easily reach Watson Golf Course, located approximately a 10-minute drive away. More

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Located In The Terra Verde Resort

4734 Ormond Beach Way, Kissimmee, United States View map

Featuring a private pool, the 4-bedroom Located In The Terra Verde Resort Kissimmee villa is suitable for up to 8 people and is located 3.8 km from the adventure-themed Congo River Golf. More

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Brand New Cozy Retreat At Storey Lake Resort

2476 Reading Trail, Kissimmee, United States View map

The 3-bedroom Brand New Cozy Retreat At Storey Lake Resort Kissimmee villa is located approximately a 25-minute walk from Medieval Times Dinner & Tournament and provides an indoor pool. More

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New! 14Br Disney-Area Resort With Bowling & Theater

2560 Shanti Drive, Kissimmee, United States View map

Along with access to such natural sites as Shingle Creek Regional Park, a 25-minute walk away, New! 14Br Disney-Area Resort With Bowling & Theater Kissimmee villa offers a private swimming pool. More

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7 Bedrooms 5 Bathrooms Champions Gate 8949 Pt

8949 Play Through Drive, Kissimmee, United States View map

**Discover the Serenity of Champions Gate 8949 Pt** Conveniently located 55 km from Orlando International Airport, Champions Gate 8949 Pt ensures seamless transportation for international travelers. More

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Disney Getaway Private Pool Themed Bedrooms. Book Now Dw23

2470 Santorini Dr, Kissimmee, United States View map

Situated nearly a 10-minute drive from The Legends Golf Course, Disney Getaway Private Pool Themed Bedrooms. Book Now Dw23 Kissimmee villa includes an indoor pool, as well as an indoor pool to relax… More

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Venetian Bay Townhome Townhouse

Venetian Bay Villages # 103, Kissimmee, United States View map

Located about a 25-minute walk from Wat Florida Dhammaram Buddhist Monastery, Venetian Bay Townhome Townhouse Kissimmee villa gives access to various tourist sites in the vicinity. More

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Spacious Dreamscape 12Rooms 11 Bathrooms 25 People Wifi

2456 Shanti Drive, Kissimmee, United States View map

### Discover the Spacious Dreamscape in Kissimmee Situated a convenient 35 km away from Orlando International Airport, the Spacious Dreamscape prioritizes accessibility, allowing guests to travel… More

From US$ 1659 Book Now

Family Getaway Near Disney Sleeps 13

4801 Lullaby Lane, Kissimmee, United States View map

Situated approximately a 25-minute walk from the Falcon's Fire Golf Course, Family Getaway Near Disney Sleeps 13 Kissimmee villa provides access to numerous tourist attractions in the area. More

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2 Bedrooms 2 Bathrooms Champions Gate 9341 Sh

9341 Sommerset Hills Drive, Kissimmee, United States View map

Situated 4.7 km from the Rum Run, 2 Bedrooms 2 Bathrooms Champions Gate 9341 Sh Kissimmee villa entices guests to explore various tourist attractions in the area. More

From US$ 149 Book Now

W431 - Elevated Condo With Wraparound Porch At Reunion

7509 Mourning Dove Circle Unit #101, Kissimmee, United States View map

Welcome to the Elevated Condo, an exquisite retreat nestled in the heart of Reunion, where luxury and comfort meet in a stunning setting. Situated just 21 kilometers from Kissimmee, this idyllic… More

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Storey Lake 2Br Cozy Resort Home Close To Disney

3121 Paradox Cir, Kissimmee, United States View map

Featuring a swimming pool for guests' relaxation, the 2-bedroom Storey Lake 2Br Cozy Resort Home Close To Disney Kissimmee is located nearly 25 minutes' walk from the Lake Buena Vista Factory Stores. More

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1651La Waw Family Moana-Themed Escape With Game Room & Private Pool

1651 Lima Avenue, Kissimmee, United States View map

### Welcome to 1651La Waw Family Moana-Themed Escape Nestled in the heart of Kissimmee, 1651La Waw Family Moana-Themed Escape With Game Room & Private Pool offers an enchanting retreat that combines… More

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4 Bedrooms 3.5 Bathrooms Lake Berkley 938 Pt

938 Park Terrace Circle, Kissimmee, United States View map

Staying at the 3-bedroom 4 Bedrooms 35 Bathrooms Lake Berkley 938 Pt Kissimmee villa, guests can visit the Kissimmee Civic Center, which is approximately a 15-minute drive away. More

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Relaxing 4 Bed Town Home With Splash Pool

1094 Splash Shot Place, Kissimmee, United States View map

Located 4.7 km from Tuscan Hills Boulevard, Relaxing 4 Bed Town Home With Splash Pool Kissimmee gives access to various tourist sites in the vicinity. More

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Rhs9026

9026 Rhodes Street, Kissimmee, United States View map

**Welcome to Rhs9026 Villa Kissimmee**, an enchanting oasis that combines luxury and comfort in the heart of Florida's vibrant landscape. Just a short 60-minute drive from the bustling attractions of… More

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Casa 4Q C/ Piscina Priv. E Vista Lago

3197 Tocoa Cir, Kissimmee, United States View map

Located 4.8 km from Medieval Times Dinner & Tournament, the 4-bedroom Casa 4Q C/ Piscina Priv. E Vista Lago Kissimmee features a swimming pool, a Jacuzzi, ensuring a relaxing stay. More

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New Luxury 7Br Villa 4 Mi To Disney Pool & Spa

8488 Oasis Key Cove, Kissimmee, United States View map

Nestled in the West Kissimmee district of Kissimmee, New Luxury 7Br Villa 4 Mi To Disney Pool & Spa Kissimmee is 3.8 km from the Rum Run and offers a Jacuzzi. More

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2402 Windsor Renovated Pool Heat Near 192 Disney

Kissimmee, United States View map

**Welcome to 2402 Windsor Renovated Pool Heat Near 192 Disney**, where modern luxury meets enchanting convenience. Nestled just 32 kilometers from Kissimmee, this exquisite retreat offers a prime… More

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Breezy Green Cottage With Private Hot Tub Near Disney With Margaritaville Resort & Island H2O Access - 3055Pi

3055 Pirate Way, Kissimmee, United States View map

Offering a Jacuzzi for a relaxing experience, Breezy Green Cottage With Private Hot Tub Near Disney With Margaritaville Resort & Island H2O Access - 3055Pi Kissimmee is located a 10-minute drive from… More

From US$ 294 Book Now

Golf Course View 9 Bd 5 Bath Private Pool Spa 183

8856 Cabot Cliffs Drive, Kissimmee, United States View map

**Discover the Tranquil Elegance of Golf Course View** Nestled in the scenic landscapes of Kissimmee, Golf Course View 9 Bd 5 Bath Private Pool Spa 183 offers a serene escape characterized by luxury… More

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Beautiful 5 Bed Villa With Game Room And Pool

601 Drop Shot Drive, Kissimmee, United States View map

Located about a 10-minute drive from Tuscan Hills Boulevard, the 5-bedroom Beautiful 5 Bed Villa With Game Room And Pool Kissimmee boasts a private swimming pool with a Jacuzzi. More

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Disney Getaway Private Pool Themed Bedrooms. Book Now Dw32

2470 Santorini Dr, Kissimmee, United States View map

Nestled in the West Kissimmee district, Disney Getaway Private Pool Themed Bedrooms. Book Now Dw32 Kissimmee villa is within 10 minutes' drive of Polo Park Golf Course and offers an indoor pool. More

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4435Lt Townhouse 4 Beds & 3 Baths With Private Pool

4435 Scene Lane, Kissimmee, United States View map

Offering a location 25 minutes on foot from the themed Give Kids The World Village Resort, 4435Lt Townhouse 4 Beds & 3 Baths With Private Pool Kissimmee villa gives access to various tourist spots in… More

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Go04 - Champions Gate

976 Leader St, Celebration, Fl 34747, Usa, Kissimmee, United States View map

Welcome to Go04 - Champions Gate, an exceptional retreat located just 29 km from the bustling heart of Kissimmee. This exquisite destination serves as a sanctuary for both leisurely getaways and… More

From US$ 243 Book Now

Cozy 3Br Villa 15Min From Disney Heated Pool

8976 Cat Palm Road, Kissimmee, United States View map

Situated in the West Kissimmee district of Kissimmee, around 25 minutes' walk from the Rum Run, Cozy 3Br Villa 15Min From Disney Heated Pool Kissimmee comes with a private pool for guests to unwind. More

From US$ 153 Book Now

Disney Getaway Private Pool Themed Bedrooms. Book Now Dw11

2470 Santorini Dr, Kissimmee, United States View map

Offering beauty services and spa therapy for guests' leisure, Disney Getaway Private Pool Themed Bedrooms. Book Now Dw11 Kissimmee villa is situated about a 25-minute walk from the Rum Run. Located 2… More

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Luxurious 8 Bedroom 5 Bath Resort Arcade And Theatre

851 Sticks Street, Kissimmee, United States View map

### Welcome to Luxurious Retreats in Kissimmee Strategically located, the Luxurious 8 Bedroom 5 Bath Resort Arcade and Theatre provides easy access to local attractions as well as major highways… More

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Windsor Resort 5Br Private Poolhot Tub & Lakeview

2428 Tangier Drive, Kissimmee, United States View map

**Welcome to Windsor Resort, where luxury meets leisure in the heart of Kissimmee.** Just 32 km from the vibrant attractions of Kissimmee and a convenient 50 km from Orlando International Airport… More

From US$ 156 Book Now

Resort Pool Home Spa Game Room Near Disney

8523 Sunrise Key Drive, Kissimmee, United States View map

Located in the West Kissimmee district of Kissimmee, Resort Pool Home Spa Game Room Near Disney Kissimmee is approximately 5 km from Disney's Animal Kingdom|the Disney's Animal Kingdom and offers a… More

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5 Bedroom 4 Bathroom Storey Lake 2601 Ss

2601 Scrapbook St, Kissimmee, United States View map

Positioned in the serene backdrop of Kissimmee, the 5 Bedroom-4 Bathroom-Storey Lake 2601 Ss offers an idyllic retreat for families and groups seeking both comfort and adventure. A mere 8 km from the… More

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Solara Resort 4 Bedroom Townhome- Private Pool 0929

8976 Amelia Downs Trail, Kissimmee, United States View map

Nestled in the vibrant heart of Kissimmee, the Solara Resort 4 Bedroom Townhome-Private Pool 0929 offers a perfect blend of luxury and comfort for discerning travelers. Located just 32 km away from… More

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Amazing 6 Bedrooms At Solara Resortgame Roomprivate Pool

1617 Nassau Point Trail, Kissimmee, United States View map

Offering a location around a 25-minute walk from Northeast Regional City Park, the 4-bedroom Amazing 6 Bedrooms At Solara Resortgame Roomprivate Pool Kissimmee villa gives access to various tourist… More

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Modern Cozy 5 Beds Private Getaway!

331 Marquee Drive, Kissimmee, United States View map

**Experience Bliss at the Modern Cozy 5 Beds Private Getaway!** Location-wise, the villa is a mere 65 km from Orlando International Airport, making travel hassle-free. More

From US$ 178 Book Now

Resort-Style Living W Private Pool & Amenities

3900 Sonoma Blvd, Kissimmee, United States View map

Resort-Style Living W Private Pool & Amenities Kissimmee villa is located 2.7 km from Medieval Times Dinner & Tournament and provides a hot tub. More

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4 Bedroom Townhome Free Access To Amazing Resort Chg109

1082 Splash Shot Place, Kissimmee, United States View map

**Welcome to the 4 Bedroom Townhome with Free Access to Amazing Resort CHG109, nestled in the vibrant heart of Kissimmee.** This charming townhouse presents an ideal escape for families and groups… More

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Lovely Family Home - 8 Min To Disney! - Stl106

4840 Romeo Circle, Kissimmee, United States View map

**Welcome to the Lovely Family Home - 8 Min To Disney! - Stl106**, a delightful retreat ideally situated just 12 kilometers from the enchanting heart of Kissimmee. This exquisite residence is perfect… More

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Palms Of Paradise!

2949 Banana Palm Drive, Kissimmee, United States View map

Welcome to the enchanting Palms Of Paradise! Kissimmee, where sun-kissed elegance meets tropical allure, offering an unforgettable escape just 34 kilometers from the vibrant heart of Kissimmee. This… More

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Family Resort Getaway W Pool & Patio Near Disney

8942 Cuban Palm Road, Kissimmee, United States View map

Family Resort Getaway W Pool & Patio Near Disney Kissimmee villa entices active guests with access to a fitness studio and is located within a 6-km distance of the Avatar Flight of Passage. The… More

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Pp8114 Windsor Palms Resort Vacation Townhome - Includes Resort Clubhouse Amenity Access

8114 Princess Palm Lane, Kissimmee, United States View map

**Welcome to Pp8114 Windsor Palms Resort Vacation Townhome** - a perfect blend of comfort and convenience for families vacationing near Kissimmee. This charming townhome boasts access to a luxurious… More

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Family Paradise 4Br Compass Bay Townhome Sleeps 11

3197 Tocoa Cir, Kissimmee, United States View map

**Welcome to Family Paradise 4Br Compass Bay Townhome, a remarkable retreat nestled just 13 km from the enchanting heart of Kissimmee. Here, families can revel in an idyllic setting, where… More

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Magical Disney-Themed Townhome In Championsgate Resort 15 Min From Disney World With 7 Pools, Water Park, Golf, Gym, Arcades, Gym, And More!

1041 Splash Shot Place, Kissimmee, United States View map

During the stay at the 2-bedroom Magical Disney-Themed Townhome In Championsgate Resort 15 Min From Disney World With 7 Pools, Water Park, Golf, Gym, Arcades, Gym, And More! Kissimmee villa, guests… More

From US$ 180 Book Now

5 Bd 4 Ba Storey Lake 4824 Ml

4824 Memories Lane, Kissimmee, United States View map

Situated 3.8 km from local amusement parks, 5 Bd 4 Ba Storey Lake 4824 Ml Kissimmee villa provides access to numerous tourist attractions in the area. More

From US$ 508 Book Now

8973Ccd - The Retreat At Championsgate

8973 Cabot Cliffs Drive, Kissimmee, United States View map

**Welcome to The Retreat At Championsgate**-a luxurious escape located just 29 kilometers from the vibrant heart of Kissimmee. This splendid villa offers an opulent experience, perfect for families… More

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Wishes Hideaway

3236 Wish Ave., Kissimmee, United States View map

Positioned in the tranquil surroundings of Kissimmee, Wishes Hideaway offers a serene escape just 60 minutes' drive from the bustling attractions of Orlando. This idyllic villa is perfect for… More

From US$ 129 Book Now

Cpc1531

1531 Carey Palm Circle, Kissimmee, United States View map

Welcome to the Cpc1531 Villa Kissimmee, an exquisite retreat where tranquility meets luxury. Located just a short 60-minute drive from Kissimmee, this elegant residence offers a perfect blend of… More

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Tt489-Bliss At Reunion

884 Desert Mountain Court, Kissimmee, United States View map

During the stay at Tt489-Bliss At Reunion Villa Kissimmee, guests can indulge in mini golf and table tennis or visit the Reunion Resort Water Park, located 6 km away. More

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Full Resort Access 5Br Arcade And Private Pool

2199 Cooper Bell Place, Kissimmee, United States View map

Welcome to the Full Resort Access 5Br Arcade And Private Pool, an unparalleled destination that blends leisure with luxury just 60 minutes from the vibrant streets of Kissimmee. This elegant retreat… More

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Kp8034 Windsor Palms Resort 4 Bedroom Private Pool

8034 King Palm Circle, Kissimmee, United States View map

**Kp8034 Windsor Palms Resort 4 Bedroom Private Pool** offers an idyllic getaway just 28 km from the heart of Kissimmee, perfect for families and groups seeking both relaxation and adventure. Nestled… More

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Brand New Storey Lake 8Br Villa With Lake View

4300 Prologue Way, Kissimmee, United States View map

Positioned along the serene shores of Lake Tohopekaliga, the Brand New Storey Lake 8Br Villa with Lake View offers an enchanting escape just 10 kilometers from the vibrant heart of Kissimmee. This… More

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