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2026-04-23
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Kissimmee holiday rentals

Beautiful Home With Private Pool And Space For The Whole Family

8519 La Isla Dr, Kissimmee, United States View map

Situated 4.3 km from Orlando Tree Trek Adventure Amusement Park Zip Line, Beautiful Home With Private Pool And Space For The Whole Family Kissimmee invites guests to relax at a patio. Featuring… More

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Family Paradise Close To Disney W Resort Amenities

2436 Tangier Dr, Kissimmee, United States View map

Located approximately a 25-minute walk from the Rum Run, the 4-bedroom Family Paradise Close To Disney W Resort Amenities Kissimmee villa entices guests to relax in a hot tub. Guests can enjoy mini… More

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Finest Renovated W Pool, Game Rm, 4 Mi To Disney

8107 Sun Palm Drive, Kissimmee, United States View map

Situated in the West Kissimmee district, about 10 minutes' drive from The Legends Golf Course, Finest Renovated W Pool, Game Rm, 4 Mi To Disney Kissimmee villa comes with a private swimming pool for… More

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Opulent Retreat, Pool & Lake View, Near Parks

2570 Shanti Dr, Kissimmee, United States View map

Offering guests to unwind in a Jacuzzi, Opulent Retreat, Pool & Lake View, Near Parks Kissimmee villa is located a 25-minute walk from Osceola County. Guests can enjoy cycling and billiards at the 7… More

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Last Minute Disney Getaway Townhouse With Private Pool. Book Now 21174

4814 Love Storey Lane, Kissimmee, United States View map

Situated approximately a 25-minute walk from Fantasy Surf, the 3-bedroom Last Minute Disney Getaway Townhouse With Private Pool. Book Now 21174 Kissimmee villa entices guests to explore various… More

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Inviting Home Near Disney With Private Pool And Waterpark & Resort Access At Encore Resorts Reunion - 7578Mr

7578 Marker Avenue, Kissimmee, United States View map

**Inviting Home Near Disney With Private Pool And Waterpark & Resort Access At Encore Resorts Reunion - 7578Mr** More

From US$ 558 Book Now

4 Bedrooms 3 Bathrooms Storey Lake 4819 Ds

4819 Dedication Street, Kissimmee, United States View map

**Welcome to Storey Lake 4819 Ds, a captivating retreat ideally situated just a 20-minute drive from the vibrant heart of Kissimmee. This family-friendly oasis promises a delightful blend of comfort… More

From US$ 352 Book Now

3 Bedrooms Home W Pool Just 6 Miles From Disney

3135 Yellow Lantana Ln, Kissimmee, United States View map

Discover a charming retreat at the 3 Bedrooms Home W Pool Just 6 Miles From Disney, nestled conveniently in Kissimmee, just 32 kilometers from the vibrant attractions of Orlando. This delightful… More

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9Br Incredible Villa Near Disney Jurassic And Pool

9214 Sommerset Hills Drive, Kissimmee, United States View map

Offering a hot tub for a relaxing experience, 9Br Incredible Villa Near Disney Jurassic And Pool Kissimmee is located a 10-minute drive from Highlands Reserve Boulevard. More

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2830 Roccella Ct

2830 Roccella Ct, Kissimmee, United States View map

2830 Roccella Ct Villa Kissimmee is located 3.3 km from Polo Park Golf Course and provides a private swimming pool, ensuring a relaxing stay. Offering a car park as well as Wi-Fi, the holiday home is… More

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Single Level 5 Bedrm Pool 3Miles Disney

2553 Oneida Loop, Kissimmee, United States View map

Situated in the Windsor Palms district of Kissimmee, 4.7 km from Dinoland U.S.A., the 3-bedroom H2553O Single Level 5 Bedrm Pool 3Miles Disney Kissimmee villa comes with a private swimming pool for… More

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Casa 4Q C/ Piscina E Temas Mickey & Harry Potter

3153 3153 Pequod Place, Kissimmee, United States View map

Located 4.6 km from Old Town Shopping Mall, Casa 4Q C/ Piscina E Temas Mickey & Harry Potter Villa Kissimmee gives access to various tourist sites in the vicinity. More

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Gorgeous 4Bd Close To Disney With Pool At Storey Lake 4403

Scene Lane 4403, Kissimmee, United States View map

**Welcome to Gorgeous 4Bd Close To Disney With Pool At Storey Lake 4403 Villa** - a vibrant retreat designed for families and friends seeking excitement and relaxation near the magic of Disney. More

From US$ 575 Book Now

Elegant 5Bd At Encore Resort

7634 Fairfax Drive, Reunion, United States View map

**Discover the Elegant 5Bd at Encore Resort, a premier destination nestled in the enchanting town of Celebration, a community envisioned by Walt Disney. Just a few miles from Disneyland, this… More

From US$ 539 Book Now

Stylish Disney Getaway With Themed Rooms

428 Ocean Course Avenue, Kissimmee, United States View map

Nestled 3.4 km from Highlands Reserve GC, Stylish Disney Getaway With Themed Rooms Kissimmee villa entices guests to explore various tourist destinations nearby. More

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8740 Enchanted Stay Near Disney

8740 Good Vibes Pl, Kissimmee, United States View map

Located approximately 10 minutes by car from the Rum Run, 8740 Enchanted Stay Near Disney Kissimmee villa provides access to various tourist attractions in the vicinity. More

From US$ 169 Book Now

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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10 Mi To Disney Parks Resort Retreat With Patio

4734 Ormond Beach Way, Kissimmee, United States View map

Welcome to the enchanting 10 Mi To Disney Parks Resort Retreat With Patio, a quintessential haven for families and leisure travelers seeking comfort and convenience. Nestled just 10 km from Kissimmee… 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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Brand New 2Bd 2 Bth Condo 300

8891 Cabot Cliff Dr Unit 101, Kissimmee, United States View map

Unwind in the luxurious ambiance of the Brand New 2Bd 2 Bth Condo 300, where modern comforts meet sophisticated living. Nestled in the vibrant heart of Kissimmee, this stunning condo is just a 50… 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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Townhome 4Q/3B Perto Da Disney -Lucaya Village

5364 Diplomat Ct, Kissimmee, United States View map

Staying at Townhome 4Q/3B Perto Da Disney -Lucaya Village Kissimmee villa, guests can easily reach Hawks Landing Golf Club, located about a 10-minute ride away. More

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Four-Bedroom Holiday Home

1094 Splash Shot Place, Kissimmee, United States View map

Located 4.7 km from Tuscan Hills Boulevard, Four-Bedroom Holiday Home 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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Chic 4Br Disney Retreat With Pool Mickey Rooms

4224 Paragraph Drive, Kissimmee, United States View map

Chic 4Br Disney Retreat With Pool Mickey Rooms Kissimmee villa is located approximately a 15-minute ride from Kissimmee Golf Club and provides guests with a Jacuzzi for a more relaxing stay. 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, Orlando, 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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Five-Bedroom House

601 Drop Shot Drive, Kissimmee, United States View map

Located about a 10-minute drive from Tuscan Hills Boulevard, Five-Bedroom House Kissimmee villa 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 Bedrooms & 3 Bathrooms + Pool

4435 Scene Lane, Kissimmee, United States View map

Nestled 2.5 km from Fun 'n Wheels Family Fun Park|the Fun 'n Wheels Family Fun Parks, 4435Lt Townhouse 4 Bedrooms & 3 Bathrooms + Pool Kissimmee villa entices guests to explore various tourist… 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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