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

Unit 1301 - Tuscana Resort

1375 Tuscana Lane Unit 1301, Kissimmee, United States View map

**Welcome to the Tuscana Resort Kissimmee, where charm and comfort converge in a tropical paradise.** Nestled just 24 km from vibrant Kissimmee and a mere 45 km from Orlando International Airport… More

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Beautiful 5 Bed Pool Home In Reunion Home

1223 Molona Street, Kissimmee, United States View map

Welcome to the Beautiful 5 Bed Pool Home In Reunion Home, a tranquil retreat nestled just 22 km from the vibrant township of Kissimmee, perfect for families or groups seeking space, leisure, and… More

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Cheerful Home Near Disney With Themed Rooms, Pool Table & Waterpark And Resort Access At Encore Resorts Reunion - 200Mn

200 Minton Loop, Kissimmee, United States View map

**Welcome to Cheerful Home Near Disney** Conveniently located, Cheerful Home Near Disney allows easy access to major highways and the delightful sights of Osceola County, making transportation a… More

From US$ 591 Book Now

Gorgeous Vacation Home Near Everywhere

2661 Calistoga Avenue, Kissimmee, United States View map

**Gorgeous Vacation Home Near Everywhere** offers a sublime retreat ideal for families and travelers seeking convenience and comfort in Kissimmee. Just a 10-minute drive from the bustling heart of… More

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Amazing Brand New 5Bd, Resort Home/Games Room/Pool

4254 Paragragh Drive, Kissimmee, United States View map

**Welcome to Amazing Brand New 5Bd Resort Home/Games Room/Pool**, an exquisite retreat nestled just 10 km from the vibrant heart of Kissimmee. This stunning property offers an inviting blend of… More

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670 Drop Shot Drive

670 Drop Shot Drirve, Kissimmee, United States View map

The exquisite 670 Drop Shot Drive Villa is an idyllic haven nestled just 29 kilometers from the bustling heart of Kissimmee. This captivating retreat offers a harmonious blend of luxury and comfort… More

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8881 - Royal Oasis Retreat Luxurious Haven Near Disney World

8881 Qin Loop, Kissimmee, United States View map

Welcome to the Royal Oasis Retreat, a luxurious haven located just a short distance from the magical excitement of Disney World and the vibrant atmosphere of Kissimmee. Nestled in an exclusive area… More

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New Great Townhouse In The Hub

3206 Sustainable Way, Kissimmee, United States View map

Situated 4.9 km from Mystic Dunes Golf Course, the 3-bedroom New Great Townhouse In The Hub Villa Kissimmee entices guests to explore various tourist attractions in the area. More

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9Br Bella Vida Home W Game Room Theater

4520 Monado Drive, Kissimmee, United States View map

Located a mere 8 minutes' walk from the themed Give Kids The World Village Resort, 9Br Bella Vida Home W Game Room Theater Kissimmee offers an indoor swimming pool for guests to relax by. Featuring… More

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Solara 1870 #6S870

Sawyer Palm Place 1870, Kissimmee, United States View map

Nestled in the enchanting region of Kissimmee, the Solara 1870 #6S870 Villa offers an exquisite getaway for those seeking relaxation and adventure alike. Just a short 60-minute drive will lead you to… More

From US$ 247 Book Now

Family 3Br Home Minutes From Disney

8753 Zen Drive, Kissimmee, United States View map

Family 3Br Home Minutes From Disney Kissimmee is located about 10 minutes by car from Bonanza Golf Gifts, giving access to various tourist spots nearby. More

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4714 - 5Br W Pool 10Min Disney 2 Water Parks

4714 Sleepy Hollow Drive, Kissimmee, United States View map

4714 - 5Br W Pool 10Min Disney 2 Water Parks Kissimmee villa is located fairly close to Lennar at Storey Lake and offers guests to relish a patio as well as a private pool. Offering Wi-Fi, this… More

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Cozy Luxury 04 Bedrooms At Bella Vida

741 Las Fuentes Dr, Kissimmee, United States View map

Cozy Luxury 04 Bedrooms At Bella Vida Kissimmee villa is located just 5 minutes' walk from lake berkley and offers guests to relish a patio as well as a private swimming pool. More

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4423 Scene Lane

4423 Scene Lane, Kissimmee, United States View map

Welcome to the enchanting 4423 Scene Lane Villa, a serene retreat nestled in Kissimmee, just a short 10-minute drive from the vibrant heart of the city. This exceptional villa is the perfect blend of… More

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Hogwarts Hall • Disney 5 Miles • Pool • Wifi

8958 Majesty Palm Road, Kissimmee, United States View map

**Hogwarts Hall is a magical retreat just five miles from the enchanting world of Disney.** Nestled in Kissimmee, this charming haven offers a delightful blend of comfort and adventure, perfect for… More

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Special Offer Townhome At Compass Bay

5148 Crown Haven Drive, Kissimmee, United States View map

In the heart of Kissimmee, the Special Offer Townhome At Compass Bay offers an exquisite blend of comfort and convenience just 13 kilometers from the vibrant attractions of the area. This elegantly… More

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4350 Storey Lake 17 Guests Near Parks Poolspa

4350 Scene Ln, Kissimmee, United States View map

Located 13 minutes' walk from the Pioneer Village at Shingle Creek, 4350 Storey Lake 17 Guests Near Parks Poolspa Kissimmee villa gives access to various tourist sites in the vicinity. More

From US$ 337 Book Now

Homestead Juniper

1217 Molona Street, Kissimmee, United States View map

**Welcome to the Homestead Juniper Kissimmee**, a serene retreat nestled just 22 kilometers from the vibrant heart of Kissimmee. This tranquil haven offers guests an unparalleled experience, melding… More

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Sky Blue Cottage With Private Pool Near Disney With Margaritaville Resort & Island H2O Access - 8045Kd

Knee Deep Road, Orlando, United States View map

Situated 2.5 km from the Emerald Island Boulevard, the 5-bedroom Sky Blue Cottage With Private Pool Near Disney With Margaritaville Resort & Island H2O Access - 8045Kd Kissimmee offers guests to… More

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Liberty Grandview

7419 Excitement Dr, Kissimmee, United States View map

Welcome to the Liberty Grandview, a stunning getaway situated just 22 kilometers from the vibrant heart of Kissimmee. This exquisite villa offers a perfect blend of modern luxury and serene… More

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4 Bedrooms 3.5 Bathrooms Le Reve 4423 Lr

4423 Le Reve Court, Kissimmee, United States View map

Along with access to such natural sites as Shingle Creek Regional Park, only 1.2 km away, the 3-bedroom 4 Bedrooms 35 Bathrooms Le Reve 4423 Lr Kissimmee villa offers a private pool. More

From US$ 209 Book Now

3 Bedrooms 2 Bathrooms West Lucaya 3216 Cp

3216 Cupid Place, Kissimmee, United States View map

In the heart of Kissimmee, the West Lucaya 3216 Cp welcomes guests to an enchanting retreat just a 70-minute drive from the vibrant attractions of Orlando. This charming property features spacious… More

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8972Ccd Amazing 6Br Villa Near Disney With Lake View

8972 Cabot Cliffs Drive, Kissimmee, United States View map

Nestled in the enchanting landscapes of Kissimmee, the 8972Ccd Amazing 6Br Villa Near Disney With Lake View offers a luxurious retreat for families and travelers seeking the perfect getaway. Just a… More

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Modern 11 Bdrm Property With Game Room In Encore

7666 Fairfax Dr., Kissimmee, United States View map

**Welcome to Modern 11 Bdrm Property with Game Room in Encore** Conveniently located just 14 km from the vibrant 192 Flea Market, guests can immerse themselves in local culture and shopping within… More

From US$ 823 Book Now

Le610X Liberty Wonder

7610 Excitement Drive, Kissimmee, United States View map

**Le610X Liberty Wonder: Where Luxury Meets Comfort in Kissimmee** Nestled in the heart of Kissimmee, Le610X Liberty Wonder is just 23 km from the vibrant attractions of Orlando, offering an ideal… More

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Your Vip Home In Orlando Disney 25106

Lucayan Harbour Circle, Kissimmee, United States View map

Positioned just 13 km from the enchanting town of Kissimmee, Your VIP Home In Orlando Disney 25106 offers guests an unforgettable experience infused with the magic of Florida. This charming retreat… More

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3179 Yellow Lantana Lane

3179 Yellow Lantana Lane, Kissimmee, United States View map

Featuring a private swimming pool for guests' relaxation, 3179 Yellow Lantana Lane Kissimmee villa is located 4.4 km from the Wild Africa Trek. More

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9056Sh-The Retreat At Championsgate Home

9056 Sommerset Hills Dr., Kissimmee, United States View map

**Welcome to 9056Sh - The Retreat at Championsgate Home**, a luxurious escape nestled just 28 km from the vibrant heart of Kissimmee. Perfectly situated for relaxation and exploration, this serene… More

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Lovely New Pool Home At Windsor At Westside-2167Tc

Tripoli Court 2167, Kissimmee, United States View map

**Welcome to Lovely New Pool Home At Windsor At Westside-2167Tc**, a serene retreat nestled just 31 kilometers from the vibrant heart of Kissimmee. This charming vacation abode seamlessly blends… More

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3 Bd 3 Ba The Hub At Westside Reserve 8752 Gv

8752 Good Vibes Place, Kissimmee, United States View map

Nestled a 5-minute drive from The Legends Golf Course, 3 Bd 3 Ba The Hub At Westside Reserve 8752 Gv Kissimmee villa entices guests to explore various tourist destinations nearby. More

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Toy Story Villa - 5Bd Game Room Pool Spa Near Disney

1057 Leader Street, Kissimmee, United States View map

**Toy Story Villa - 5Bd Game Room Pool Spa Near Disney** offers an idyllic escape for families seeking an unforgettable experience near the magic of Disney. Nestled just 29 km from Kissimmee, this… More

From US$ 529 Book Now

Themed Movie Theater Game Room 12 Bd Pool

7668 Fairfax Dr, Kissimmee, United States View map

Situated around 6 km from the Corpus Christi Catholic Church, Themed Movie Theater Game Room 12 Bd Pool Kissimmee villa provides access to numerous tourist attractions in the area. More

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Sts771

771 Sticks Street, Kissimmee, United States View map

### Discover Sts771 Villa Kissimmee Strategically located, the Sts771 Villa Kissimmee serves as a gateway to some of the area's top attractions, including theme parks and outdoor adventures. More

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Disney Getaway Private Pool Themed Bedrooms. Book Now Slr1181

4830 Lullaby Ln, Kissimmee, United States View map

Disney Getaway Private Pool Themed Bedrooms. Book Now Slr1181 Kissimmee villa entices guests to enjoy cycling and is located within 7 km of such natural sites as the Disney's Typhoon Lagoon Water… More

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Casa Familiar 10Min Da Disney + Piscina Privativa

4838 Romeo Circle, Kissimmee, United States View map

Situated 4.3 km from Medieval Times Dinner & Tournament, Casa Familiar 10Min Da Disney + Piscina Privativa Kissimmee boasts a hot tub, as well as a spa salon for guests to relax in. Offering Wi-Fi… More

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Direct Resort Access Balcony Pool Upgraded Inside

1001 Park Club Dr, Kissimmee, Fl 34746, Usa, Kissimmee, United States View map

Located approximately a 25-minute walk from the working Kissimmee Air Museum, Direct Resort Access Balcony Pool Upgraded Inside Kissimmee villa entices guests to relax in a hot tub. Guests can enjoy… More

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Ferias Incriveis C/ Piscina Privativa E Conforto

1178 Kingsbarn St, Kissimmee, United States View map

Situated approximately a 10-minute walk from the ChampionsGate Country Club Golf, the 3-bedroom Ferias Incriveis C/ Piscina Privativa E Conforto Kissimmee villa provides access to numerous tourist… More

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Inviting Cottage With Private Pool Near Disney With Margaritaville Resort & Island H2O Access - 8022Kd

8022 Knee Deep Road, Orlando, United States View map

During the stay at Inviting Cottage With Private Pool Near Disney With Margaritaville Resort & Island H2O Access - 8022Kd Kissimmee, guests can indulge in a Jacuzzi or visit the Disney's Hollywood… More

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Winterfield Storey Lakeview 4173

4173 Paragraph Drive, Kissimmee, United States View map

**Welcome to Winterfield Storey Lakeview 4173** Nestled just 10 kilometers from the vibrant heart of Kissimmee, Winterfield Storey Lakeview 4173 presents an inviting escape for travelers seeking both… More

From US$ 459 Book Now

Windsor Palms 3 Bed Condo In Gated Resort

2303 Butterfly Palm Way, Kissimmee, United States View map

Positioned within the serene confines of Kissimmee, the Windsor Palms 3 Bed Condo In Gated Resort offers a luxurious retreat just 30 km from downtown Kissimmee and 45 km from the bustling Orlando… More

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Game Room 12Br Kids World Pool Spa Near Disney

4497 Monado Dr, Kissimmee, United States View map

Staying at the 12-bedroom Game Room 12Br Kids World Pool Spa Near Disney Kissimmee villa, guests can visit Shingle Creek Regional Park, which is only 1.3 km away. More

From US$ 513 Book Now

Large Family Home With Pool In Solera

1779 Caribbean View Terrace, Kissimmee, United States View map

Staying at Large Family Home With Pool In Solera Kissimmee, guests can easily reach Tuscan Hills Boulevard, located approximately a 10-minute ride away. More

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Disney Home In Na All-Inclusive Resort!

4828 Dedication Street, Kissimmee, United States View map

Disney Home In Na All-Inclusive Resort! Kissimmee is located nearly a 25-minute walk from the open-air mall "Lake Buena Vista Factory Stores" and provides mini golf for active guests. Featuring a… More

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Charming 4-Bedroom Villa With Pool & Spa, Only 15 Minutes From Disney!

4606 Cumbrian Lakes Drive, Kissimmee, United States View map

Positioned just 11 kilometers from the enchanting realm of Disney, the Charming 4-Bedroom Villa With Pool & Spa, Only 15 Minutes From Disney! Presents a perfect retreat for families and groups… More

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Luxury 9 Bd 5 Bath With Private Pool And Spa 179

8876 Cabot Cliffs Drive, Kissimmee, United States View map

Positioned in the heart of Florida, the Luxury 9 Bd 5 Bath With Private Pool And Spa 179 offers a lavish retreat just 29 kilometers from the joyful bustle of Kissimmee. Perfectly designed for family… More

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Renovated Emerald Island Gem | Heated Pool, Hot Tub, Tennis & Volleyball

8571 Crystal Cove Loop, Kissimmee, United States View map

Staying at Renovated Emerald Island Gem | Heated Pool, Hot Tub, Tennis & Volleyball Kissimmee villa, guests can easily reach the zoological Disney's Animal Kingdom Theme Park, located around 4 km… More

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In The Heart Of Kissimmee Storey Lake Resort 4Bd 3Ba Pool Townhome 4Sl4857

Clock Tower Drive 4857, Kissimmee, United States View map

In the vibrant center of Kissimmee, the Heart Townhome offers a perfect blend of comfort and convenience. This charming townhouse serves as a tranquil retreat while still being just a short distance… More

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Happily Ever Home, Your Family Dream Beyond Disney

2904 Penelope Loop, Kissimmee, United States View map

**Happily Ever Home: Your Family Dream Beyond Disney** offers an enchanting retreat just 10 km from the magical realms of Kissimmee and conveniently situated 35 km from Orlando International Airport.… More

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W284 - The Coastal Inspiration With Private Balcony At Reunion

1354 Centre Court Ridge Dr. Bldg C #204, Kissimmee, United States View map

Situated in the heart of Reunion, W284 - The Coastal Inspiration With Private Balcony At Reunion offers an enchanting retreat with seamless access to the excitement of Central Florida. This stylish… More

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Tranquil Waters Haven

4638 Cumbrian Lakes Drive, Kissimmee, United States View map

Tranquil Waters Haven Villa Kissimmee provides easy access to various city attractions, such as cumbrian lakes, situated 5 minutes' walk away. Located 6 km from the family-friendly Kissimmee Go-Karts… More

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