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2026-04-23
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Kissimmee holiday rentals

8054 Hidden Gem

8054 Indian Creek Blvd, Kissimmee, United States View map

**Discover the 8054 Hidden Gem Villa** Tucked away in the vibrant heart of Kissimmee, the 8054 Hidden Gem Villa presents an oasis of luxury and tranquility just a 50-minute drive from the excitement… More

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Luxurious Home W Theme Beds & Private Pool

Scene Lane 4355, Kissimmee, United States View map

Welcome to the Luxurious Home W Theme Beds & Private Pool, an exquisite retreat just 9 km from the vibrant heart of Kissimmee. Offering a serene escape filled with comfort and style, this residence… More

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Amazing 5Bdrms At Storey Lake

4796 Kings Castle Cirkissimmee, Fl 34746, Kissimmee, United States View map

Situated in the enchanting setting of Kissimmee, Amazing 5Bdrms At Storey Lake offers a luxurious retreat perfect for families or groups seeking a relaxing getaway. Located just 12 kilometers from… More

From US$ 380 Book Now

New Paradise Splash Villa

Majorca Drive, Kissimmee, United States View map

New Paradise Splash Villa Kissimmee is located 25 minutes' stroll from Highlands Reserve Boulevard and provides a private pool, ensuring a relaxing stay. Offering a car park as well as Wi-Fi, the… More

From US$ 249 Book Now

Floridian At Emerald Island

2744 Sun Key Place, Kissimmee, United States View map

Located a mere 5 minutes' stroll from the Emerald Island Boulevard, Floridian At Emerald Island Kissimmee villa comes with a private swimming pool, a hot tub and a sauna. Offering Wi-Fi, the… More

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Flip Flop State Of Mind Cottage With Private Pool Near Disney With Margaritaville Resort & Island H2O Access - 8015Kd

8015 Knee Deep Rd, Orlando, United States View map

Offering a Jacuzzi for a relaxing experience, Flip Flop State Of Mind Cottage With Private Pool Near Disney With Margaritaville Resort & Island H2O Access - 8015Kd Kissimmee is located 6 km from the… More

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Beautiful 5 Bed Pool Home At Resort- No Resort Fee Townhouse

8916 Sydney Ave, Kissimmee, United States View map

Beautiful 5 Bed Pool Home At Resort- No Resort Fee Townhouse Kissimmee offers proximity to nearby tourist spots, such as Highgate Park Boulevard, situated around 3 km away. More

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Bright 3Br Pool Home With Screened Lanai, Jacuzzi & Near Disney Parks

2622 Brittany Ln, Kissimmee, United States View map

Staying at Bright 3Br Pool Home With Screened Lanai, Jacuzzi & Near Disney Parks Kissimmee, guests can easily reach the adventure-themed Congo River Golf, located around 3 km away. More

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Lake Davenport Pool House For 6 Near Disney 1034

1034 Lake Davenport Boulevard, Kissimmee, United States View map

**Discover the Lakeside Retreat at Lake Davenport Pool House For 6** Nestled in the serene landscape of Kissimmee, the Lake Davenport Pool House For 6 Near Disney 1034 offers an idyllic retreat just… More

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3 Bedroom 2.5 Bathroom Encantada Resort 3006 Wo

3006 White Orchid Road, Kissimmee, United States View map

Staying at the 2-bedroom 3 Bedroom 25 Bathroom Encantada Resort 3006 Wo Kissimmee villa, guests can easily reach Mighty Jungle Golf, located approximately 3 km away. More

From US$ 293 Book Now

3 Bedroom 2.5 Bathroom Encantada Resort 3146 Yl

3146 Yellow Lantana Lane, Kissimmee, United States View map

Staying at the 2-bedroom 3 Bedroom 25 Bathroom Encantada Resort 3146 Yl Kissimmee villa, guests can easily reach the Dinosaur attraction, located about a 10-minute drive away. More

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Luxurious Townhome W/ Free Wifi, Themed Kids Room & Shared Resort-Style Pool

3236 Wish Ave., Kissimmee, United States View map

Luxurious Townhome W/ Free Wifi, Themed Kids Room & Shared Resort-Style Pool Kissimmee villa entices active guests with access to a fitness centre and is located nearly a 10-minute drive from Polo… More

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Champions Gate, Pool Home Near Disney

278 Ocean Course Avenue, Kissimmee, United States View map

Nestled in the vibrant heart of Kissimmee, Champions Gate offers an exceptional retreat just 29 kilometers away from the excitement of Disney. This alluring destination combines luxurious living with… More

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Sunnyside Villa Home

186 Hideaway Beach Blvd, Kissimmee, United States View map

**Welcome to Sunnyside Villa Home Kissimmee**, where comfort meets elegance in a serene setting just 10 kilometers from the vibrant attractions of Kissimmee. This charming villa seamlessly blends… More

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3 Bd 2 Ba Lucaya Village 13-102

5350 Diplomat Ct, Kissimmee, United States View map

Nestled a 15-minute ride from the educational Epcot Disney Theme Park, 3 Bedrooms2 Bathrooms Lucaya Village 13-102 Kissimmee villa entices guests to explore various tourist destinations nearby. More

From US$ 345 Book Now

Near Disney! Kissimmee Home For 12 W/ Pool Access!

2956 Lucayan Harbour Circle, Kissimmee, United States View map

Staying at Near Disney! Kissimmee Home For 12 W/ Pool Access!, guests can visit the educational Epcot Disney Theme Park, which is approximately a 15-minute drive away. More

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Resort Retreat With Outdoor Oasis 13 Mi To Disney!

4972 Strand St, Kissimmee, United States View map

Nestled about 7 km from Kissimmee Oaks Golf Course, Resort Retreat With Outdoor Oasis 13 Mi To Disney! Kissimmee villa entices guests to explore various tourist destinations nearby. This property… More

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Giant Villa Wpool Free Water Park7Mi To Disney

8830 Macapa Drive, Kissimmee, United States View map

**Discover a Family Paradise at Giant Villa Wpool Free Water Park7Mi To Disney** Nestled just 31 kilometers from the vibrant heart of Kissimmee and a short drive from the magical wonders of Disney… More

From US$ 1120 Book Now

6 Bedrooms 5 Bathrooms Storey Lake 2664 Ss

2664 Scrapbook Street, Kissimmee, United States View map

Featuring a private swimming pool for guests' relaxation, 6 Bedrooms 5 Bathrooms Storey Lake 2664Ss Kissimmee villa is located around a 10-minute drive from Kissimmee Sports Arena and Rodeo. More

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9 Bedroom 5 Bathroom Champions Gate 851 Pb

851 Pebble Beach Drive, Kissimmee, United States View map

### Experience Luxury at Champions Gate Nestled in the vibrant area of Kissimmee, the 9 Bedroom-5 Bathroom Champions Gate 851 PB offers a sophisticated retreat that blends comfort with style. More

From US$ 690 Book Now

Calloway A Perfect Getaway

2100 Tripoli Court, Kissimmee, United States View map

**Welcome to Calloway A Perfect Getaway** Nestled just 31 km from the vibrant heart of Kissimmee, Calloway A Perfect Getaway invites travelers to experience a harmonious blend of relaxation and… More

From US$ 345 Book Now

Casa 4Q Em Championsgate C/ Piscina Privada

1074 1074 Splash Shot Place, Kissimmee, United States View map

Offering a location 4.5 km from Tuscan Hills Boulevard, Casa 4Q Em Championsgate C/ Piscina Privada Villa Kissimmee gives access to various tourist spots in the area. More

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Themed Kids' Rooms, Pool & Game Loft Near Disney

4001 Sonoma Blvd, Kissimmee, Fl 34741, Usa, Kissimmee, United States View map

Located 20 minutes' walk from the Pioneer Village at Shingle Creek, Themed Kids' Rooms, Pool & Game Loft Near Disney Kissimmee villa gives access to various tourist sites in the vicinity. More

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Inviting Cottage With Private Hot Tub Near Disney With Margaritaville Resort & Island H2O Access - 8072Dr

8072 Dreamsicle Drive, Orlando, United States View map

The 2-bedroom Inviting Cottage With Private Hot Tub Near Disney With Margaritaville Resort & Island H2O Access - 8072Dr Kissimmee is situated approximately a 10-minute drive from the Wild Africa Trek… More

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Last Minute Disney Luxury Townhouse. Book Now Wlv34

3228 Wish Ave, Kissimmee, United States View map

During the stay at Last Minute Disney Luxury Townhouse. Book Now Wlv34 Kissimmee villa, guests can indulge in a treatment room and an indoor pool or visit the Avatar Flight of Passage, located 6 km… More

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Kcc 4797

4797 Kings Castle Circle, Kissimmee, United States View map

Situated in the heart of Kissimmee, Kcc 4797 Villa invites guests to immerse themselves in a blend of modern comfort and alluring Southern charm. Just a mere 20-minute drive from Orlando's renowned… More

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Disney Getaway Private Pool Themed Bedrooms. Book Now Dw13

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 Dw13 Kissimmee villa is situated 3.4 km from the Emerald Island Boulevard. Located… More

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Mario 12Br Villa W/ Private Green View Pool

2486 Rama Drive, Kissimmee, United States View map

The 12-bedroom Mario 12Br Villa W/ Private Green View Pool Kissimmee entices active guests with access to a fitness studio and is located nearly 25 minutes on foot from Give Kids The World Village… More

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Casa 3Q Lucaya - 10 Min Da Disney C/ Clubhouse

2941 Lucayan Harbour Circle, Kissimmee, United States View map

Situated 2.5 km from the Gaylord Palms Resort & Convention Center, the 2-bedroom Casa 3Q Lucaya - 10 Min Da Disney C/ Clubhouse Kissimmee provides access to numerous tourist attractions in the area. More

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3161 Paradox Circle Unit 406 Kissimmee 2 Beds

3161 Paradox Circle, Kissimmee, United States View map

Located just a 9-minute walk from Lennar at Storey Lake, 3161 Paradox Circle Unit 406 Kissimmee 2 Beds villa offers cycling, as well as a fitness centre for active guests. Featuring a patio, the… More

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Cup8949

8949 Cuban Palm Road, Kissimmee, United States View map

Welcome to Cup8949 Villa, a luxurious retreat just 34 kilometers from the heart of Kissimmee. Here, nestled in a serene landscape, guests can unwind and experience the perfect blend of comfort and… More

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Butterfly Palms - Champions Gate

Kissimmee, United States View map

**Amidst the enchantment of Florida's sun-soaked landscapes, Butterfly Palms - Champions Gate beckons guests to a sanctuary of comfort and luxury.** Set just 50 kilometers from Orlando International… More

From US$ 397 Book Now

Fabulous 5Br Townhome Pet Friendly - Private Pool - Windsor Island

8822 Geneve Ct, Kissimmee, United States View map

Welcome to the Fabulous 5Br Townhome Pet Friendly - Private Pool - Windsor Island, an exquisite retreat nestled just 50 km from the bustling Orlando International Airport. This enchanting sanctuary… More

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Americana At Emerald Island

2737 Sun Key Place, Kissimmee, United States View map

Located merely 0.7 km from the Emerald Island Boulevard, Americana At Emerald Island Kissimmee villa invites guests to enjoy a hot tub and a sauna. Offering free private parking as well as Wi-Fi… More

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Beautiful Home With Private Pool And Space For The Whole Family

8887 Qin Lp, Kissimmee, United States View map

Offering a location 3.5 km from the Emerald Island Boulevard, Beautiful Home With Private Pool And Space For The Whole Family Kissimmee gives access to various tourist spots in the area. More

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Family Resort - 12Br Mansion - Sleeps 28 - Private Pool, Bbq And Games Room!

Kissimmee, United States View map

In Kissimmee, a sprawling retreat designed for groups and families seeking luxurious comfort and entertainment. With its impressive capacity to accommodate up to 28 guests, this magnificent mansion… More

From US$ 318 Book Now

Beautiful Home Boasting Entertainment For Everyone With Wifi

2717 N Poinciana Blvd, Kissimmee, United States View map

Situated 17 minutes' walk from the Museum of Military History, Beautiful Home Boasting Entertainment For Everyone With Wifi Kissimmee invites guests to relax at a terrace. The villa offers guests a… More

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Casa Encanto - 5 Bedroom With Free Pool Heat & Bbq

1925 Majorca Drive, Kissimmee, United States View map

**Welcome to Casa Encanto - 5 Bedroom With Free Pool Heat & BBQ** in the heart of Kissimmee, where luxury meets comfort for the perfect family getaway. This stunning property, just 32 kilometers from… More

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Casa De 4 Quartos Com Piscina Privativa

4879 Clock Tower Drive, Kissimmee, United States View map

Casa De 4 Quartos Com Piscina Privativa Kissimmee is located a 10-minute drive from the Osceola County Welcome Center and History Museum and provides a swimming pool, ensuring a relaxing stay. More

From US$ 313 Book Now

Windsor Westside Family Paradise

1944 Nice Court, Kissimmee, United States View map

Situated 4.5 km from the Windsor Hills, Windsor Westside Family Paradise Kissimmee villa invites guests to relax at a patio. More

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Toes In The Water Cottage With Private Pool Near Disney With Margaritaville Resort & Island H2O Access - 8008Sh

8008 Shaker Street, Orlando, United States View map

The 4-bedroom Toes In The Water Cottage With Private Pool Near Disney With Margaritaville Resort & Island H2O Access - 8008Sh Kissimmee, located about 10 minutes' walk from the T.J. Maxx|the T.J. More

From US$ 631 Book Now

Legends Palace

430 Muirfield Loop, Kissimmee, United States View map

Welcome to Legends Palace Kissimmee, a haven of luxury and relaxation, just a scenic 50-minute drive from the attractions of Kissimmee. Nestled amidst beautifully manicured gardens and striking… More

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Themed 9Br Retreat Pool & Soccer Fun

2869 Bookmark Drive, Kissimmee, United States View map

Situated 2.3 km from the family-friendly Kissimmee Go-Karts, Themed 9Br Retreat Pool & Soccer Fun Villa Kissimmee boasts a hot tub, as well as a spa salon for guests to relax in. Offering Wi-Fi, the… More

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Modern 5 Bdrm Villa With Fun Themed Bedrooms At Reunion

973 Desert Mountain Ct., Kissimmee, United States View map

**Discover the Allure of Modern 5 Bdrm Villa with Fun Themed Bedrooms at Reunion** Conveniently located just 27 km from Kissimmee and approximately 45 km from Orlando International Airport, getting… More

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Minutes To Disney | Cozy 3Br Florida Escape

5102 Sage Way, Kissimmee, United States View map

Featuring horse riding tours to make your visit more entertaining, Minutes To Disney | Cozy 3Br Florida Escape Kissimmee villa is 7 km from Kissimmee Oaks Golf Course. More

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Last Minute Disney Getaway Private Pool Themed Bedrooms. Book Now 91409

2951 Penelope Loop, Kissimmee, United States View map

Situated 3.4 km from Shingle Creek Regional Park, the 3-bedroom Last Minute Disney Getaway Private Pool Themed Bedrooms. Book Now 91409 Kissimmee villa entices guests to enjoy hiking, horseback… More

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Magic Moments

4720 Sleepy Hollow Drive, Kissimmee, United States View map

Situated just 12 km from the vibrant heart of Kissimmee and a short drive from the bustling attractions of Orlando, Magic Moments is the perfect escape for families and adventurers alike. This… More

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Waterfront Family Mansion W Bbq Games Room & Pool

Monado Drive 4494, Kissimmee, United States View map

Located around a 25-minute walk from Shingle Creek Regional Park, Waterfront Family Mansion W Bbq Games Room & Pool Kissimmee villa features a private swimming pool, an indoor pool, ensuring a… More

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Pebble Beach Villa

831 Pebble Beach Dr, Kissimmee, United States View map

Located approximately 10 minutes by car from the Rum Run, Pebble Beach Villa Kissimmee provides access to various tourist attractions in the vicinity. More

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6 Bedroom 5 Bathroom Champions Gate 530Ss

530 Sticks Street, Kissimmee, United States View map

The luxurious 6 Bedroom, 5 Bathroom Champions Gate 530Ss is an enchanting retreat that perfectly marries modern comfort with an unparalleled location. Nestled just 50 minutes from Kissimmee, this… More

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