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

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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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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Francheskas Villa

9211 Sommerset Hills Drive, Kissimmee, United States View map

**Welcome to Francheskas Villa Kissimmee**, your serene escape nestled just 29 kilometers from the enchanting attractions of Kissimmee and only 50 kilometers from the bustling Orlando International… 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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Resort Home With Pool & Spa Game Room Near Disney

8935 Amelia Downs Trail, Kissimmee, United States View map

Resort Home With Pool & Spa Game Room Near Disney Kissimmee is located within a 4-km distance of the Emerald Island Boulevard and provides a sauna. More

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Np829C Legends Palmer

7829 Palmilla Court, Kissimmee, United States View map

Welcome to Np829C Legends Palmer Kissimmee, a premier destination that perfectly blends comfort, luxury, and convenience. Nestled just 27 km from the vibrant heart of Kissimmee, this enchanting… More

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Last Minute Disney Getaway Private Pool Themed Bedrooms. Book Now 93753

4807 Memories Ln, Kissimmee, United States View map

During the stay at Last Minute Disney Getaway Private Pool Themed Bedrooms. Book Now 93753 Kissimmee villa, guests can indulge in hiking, horse riding, and fishing or visit Fun Spot America Kissimmee… More

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Epic Family Getaway: Themed Villa Near Disney !

2947 Fable St, Kissimmee, United States View map

The 5-bedroom Epic Family Getaway: Themed Villa Near Disney ! Kissimmee is located nearly a 10-minute ride from Fantasy Surf and provides guests with a hot tub for a more relaxing stay. Featuring a… More

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Cocktails & Dreams Cottage With Private Pool Near Disney With Margaritaville Resort & Island H2O Access - 8005St

8005 Sandy Toes, Orlando, United States View map

Located around a 25-minute walk from Mystic Dunes Golf Club, the 3-bedroom Cocktails & Dreams Cottage With Private Pool Near Disney With Margaritaville Resort & Island H2O Access - 8005St Kissimmee… More

From US$ 676 Book Now

Sunny 3 Bdrm Condo With Golf View Balcony At Reunion

1352 Centre Court Ridge B301, Kissimmee, United States View map

**Welcome to the Sunny 3 Bdrm Condo with Golf View Balcony at Reunion**, a charming retreat nestled in the heart of Kissimmee. This inviting accommodation offers an exceptional escape for families… More

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Storey Lake Resort 510 - Hosted By Top Villas

2464 Reading Trail, Kissimmee, United States View map

The 3-bedroom Storey Lake Resort 510 - Hosted By Top Villas Kissimmee is located within a 6-km distance of the creative Mortem Manor Haunted Attraction and provides guests with an indoor pool for a… More

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Ocean Blue Cottage Near Disney With Margaritaville Resort & Island H20 Waterpark Access - 2971La

2971 Latitude Lane, Orlando, United States View map

The family Ocean Blue Cottage Near Disney With Margaritaville Resort & Island H20 Waterpark Access - 2971La Kissimmee is located a 10-minute drive from the Dinosaur attraction and invites guests to… More

From US$ 429 Book Now

Family Townhome W Private Pool Orlando

750 Las Fuentes Drive, Kissimmee, United States View map

Situated about a 5-minute walk from lake berkley, Family Townhome W Private Pool Orlando Kissimmee villa provides access to numerous tourist attractions in the area. More

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Paradise Cottage With Private Pool Near Disney With Margaritaville Resort & Island H2O Access - 8085Su

8085 Surf Street, Orlando, United States View map

Located 2.7 km from the Dinosaur attraction, the 6-bedroom Paradise Cottage With Private Pool Near Disney With Margaritaville Resort & Island H2O Access - 8085Su Kissimmee gives access to various… More

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Bsv_Villa1529

1529 Nassau Point Trail, Kissimmee, United States View map

Located about a 10-minute ride from the Emerald Island Boulevard, the 5-bedroom Bsv_Villa1529 Kissimmee villa provides body wraps, pedicure, and manicure, along with a treatment room and a hot tub. More

From US$ 483 Book Now

Relaxing Villa Very Close To Disney And Universal

2916 Banana Palm Drive, Kissimmee, United States View map

Nestled within the enchanting allure of Kissimmee, the Relaxing Villa Very Close To Disney And Universal offers guests a delightful retreat just a short drive from the magic of Orlando's renowned… More

From US$ 269 Book Now

Espirit Oasis Home

225 Jaybee Ave, Kissimmee, United States View map

Espirit Oasis Home Kissimmee offers quick access to such tourist spots as the Orlando Tickets 4 U, situated only 5 minutes' walk away. More

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4Br Townhome Near Disney Water Park

2661 Reading Trail, Kissimmee, United States View map

Located 3.1 km from Give Kids The World Village Resort, 4Br Townhome Near Disney Water Park Kissimmee villa gives access to various tourist sites in the vicinity. More

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1094Ssp - The Retreat At Championsgate

1094 Splash Shot Place, Kissimmee, United States View map

**Welcome to The Retreat at Championsgate, your ultimate getaway located just a scenic 50-minute drive from the vibrant attractions of Kissimmee. Nestled amidst lush landscapes, this tranquil retreat… More

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Amazing New Townhome 5 Bdr 4,5 Bath With Pvt Pool And Access To Clubhouse,15Min From Disney

8862 Geneve Ct Kissimmee, Fl 34747, Kissimmee, United States View map

**Welcome to the Amazing New Townhome in Kissimmee, where luxury meets the heart of vacation excitement. More

From US$ 243 Book Now

Home With Private Pool And Spa 8 Mi To Disney

Kissimmee, FL, 34746, Kissimmee, United States View map

During the stay at the 6-bedroom Home With Private Pool And Spa 8 Mi To Disney Kissimmee, guests can indulge in a Jacuzzi or visit the Give Kids The World Village, located about 20 minutes' walk away… More

From US$ 207 Book Now

5 Bedrooms 4 Bathrooms Storey Lake 3019 Pl

3019 Penelope Loop, Kissimmee, United States View map

5 Bedrooms 4 Bathrooms Storey Lake 3019Pl Kissimmee villa is located 3.2 km from the Dare 2 Escape escape room, giving access to various tourist spots nearby. More

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Casa 3Q West Lucaya C/ Piscina - Perto Da Disney

8932 Shine Drive, Kissimmee, United States View map

Located within 4 km of Polo Park Golf Course, the 2-bedroom Casa 3Q West Lucaya C/ Piscina - Perto Da Disney Kissimmee boasts a swimming pool with a Jacuzzi and hot public baths. More

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Johnson Family Vacation Rental

8936 Rhodes Street, Kissimmee, United States View map

Johnson Family Vacation Rental Kissimmee villa is located 3 km from Highgate Park Boulevard and provides a private pool, ensuring a relaxing stay. More

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Villa Kerpen - Storey Lake

4879 Romeo Circle, Kissimmee, United States View map

Villa Kerpen - Storey Lake Kissimmee offers easy access to such tourist spots as Lennar at Storey Lake, located nearly a 5-minute walk away. More

From US$ 308 Book Now

Walk To Silver Spurs Rodeo And Heritage Park

306 Magical Way, Magic Landings, Kissimmee, United States View map

Staying at Walk To Silver Spurs Rodeo And Heritage Park Kissimmee villa, guests can easily reach the Silver Spur Rodeo, located just 1.5 km away. More

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Lovely Home With A Private Pool, Grill, Washer/Dryer, & Ac - Snowbird Friendly

8818 Kensington Ct, Kissimmee, United States View map

Lovely Home With A Private Pool, Grill, Washer/Dryer, & Ac - Snowbird Friendly Kissimmee offers proximity to nearby tourist spots, such as The Legends Golf Course, situated nearly 25 minutes' walk… More

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6 Bedrooms 5.5 Bathrooms Veranda Palms 2626 Tw

2626 Tranquility Way, Kissimmee, United States View map

Offering a location 2.8 km from the Fun 'n Wheels Family Fun Parks, 6 Bedrooms 55 Bathrooms Veranda Palms 2626 Tw Kissimmee villa gives access to various tourist spots in the area. More

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Nautical Cottage With Private Hot Tub Near Disney With Margaritaville Resort & Island H2O Access - 3044Sr

3044 Salted Rim Road, Orlando, United States View map

Nestled in the Disney World district of Kissimmee, the 2-bedroom Nautical Cottage With Private Hot Tub Near Disney With Margaritaville Resort & Island H2O Access - 3044Sr Kissimmee is 2.7 km from… More

From US$ 815 Book Now

Vacation Resort Home Right Outside Of Disney World Parks With Private Pool Home

2226 Wyndham Palms Way, Kissimmee, United States View map

**Welcome to Your Dream Getaway at Vacation Resort Home Right Outside Of Disney World Parks With Private Pool Home** More

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6 Bd 4.5 Ba Solara Resort 2382 Sw

2382 Salty Winds Way, Kissimmee, United States View map

Situated in the West Kissimmee district, 2.3 km from Tuscan Hills Boulevard, 6 Bd 4.5 Ba Solara Resort 2382 Sw Kissimmee villa comes with a private swimming pool for guests to unwind. More

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Perfect 9 Bed 5 Bath Home/Games Room/ Private Pool

2754 Oxymoron Way Kissimmee, Fl, 34746, Us, Kissimmee, United States View map

Discover the Perfect 9 Bed 5 Bath Home, an idyllic retreat nestled just a 20-minute drive from the vibrant heart of Kissimmee. More

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2852 Ultimate Retreat For Your Family 9 Bedrooms

2852 Bookmark Drive, Kissimmee, United States View map

**2852 Ultimate Retreat For Your Family** in Kissimmee invites families to experience a luxurious getaway, blending spacious comfort with modern conveniences in an idyllic setting. Nestled just 11 km… More

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Magari At Emerald Island

2735 Sun Key Place, Kissimmee, United States View map

Located only 9 minutes' walk from the Emerald Island Boulevard, Magari At Emerald Island Kissimmee villa provides a private pool, a hot tub and a sauna for additional comfort. Offering Wi-Fi, the… More

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Luxury Resort - Pool Lazy River

3191 Paradox Circle, Kissimmee, United States View map

Located right around the corner from Lennar at Storey Lake, Luxury Resort - Pool Lazy River Kissimmee villa gives access to various tourist sites in the vicinity. More

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Disney Magic Vacation - A Fabulous 4 Bed Family Pool Home On Windsor Palms Resort - Close To Disney World

8153 Sun Palm Drive, Kissimmee, United States View map

Positioned in the enchanting surroundings of Windsor Palms Resort, the Disney Magic Vacation home offers an idyllic retreat for families seeking both comfort and adventure. Just a 50-minute drive… More

From US$ 326 Book Now

Grande Pearl

7593 Gathering Dr,, Kissimmee, United States View map

Positioned just 22 km from the vibrant heart of Kissimmee, Grande Pearl Villa presents a serene retreat adorned with elegant architecture and lush landscapes. This exquisite villa offers a fusion of… More

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Luxury 9Br Oasis Themed Rooms & Water Park

8979 Amelia Downs Trail, Kissimmee, United States View map

Offering a location 4.5 km from the West Gate Flea Market, Luxury 9Br Oasis Themed Rooms & Water Park Kissimmee villa gives access to various tourist spots in the area. More

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Townhome At Compass Bay Community

5150 Crown Haven Drive, Kissimmee, United States View map

**Welcome to Townhome at Compass Bay Community, an inviting retreat nestled just 13 km from the vibrant heart of Kissimmee.** This charming accommodation promises a blend of comfort and convenience… More

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Family Oasis Cozy Retreat With Bunk Room

4733 Vero Beach Place, Kissimmee, United States View map

**Experience the Ideal Family Getaway at Family Oasis** Nestled just 9 km from the vibrant heart of Kissimmee, Family Oasis is the perfect retreat for families seeking fun and relaxation. More

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Adt8961

8961 Amelia Downs Trail, Kissimmee, United States View map

**Discover the Elegance of Adt8961 Villa Kissimmee** Nestled in the heart of Florida, the Adt8961 Villa Kissimmee is an exquisite retreat that combines modern luxury with unparalleled comfort. More

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