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2026-02-14
2026-02-15
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Kissimmee holiday rentals

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

**Welcome to New Great Townhouse In The Hub, a tranquil oasis situated a mere 35 km from the vibrant heart of Kissimmee.** This charming retreat offers the ideal blend of comfort and convenience… More

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9Br Bella Vida Home W Game Room Theater

4520 Monado Drive, Kissimmee, United States View map

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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

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

4714 Sleepy Hollow Drive, Kissimmee, United States View map

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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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Venetian Bay Villages Resort

4004 Santa Maria Drive, Kissimmee, United States View map

**Venetian Bay Villages Resort** offers an idyllic escape in the heart of Kissimmee, nestled within a beautifully landscaped gated community. More

From US$ 144 Book Now

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

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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, Kissimmee, 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 35 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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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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Thematic House With Private Pool Spa Game Room

4546 Narrative Ln, Kissimmee, United States View map

**Welcome to Thematic House With Private Pool Spa Game Room**, a splendid retreat that offers a truly immersive experience just **11 km from the vibrant attractions of Kissimmee**. This exquisite… More

From US$ 261 Book Now

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

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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Casa Familiar 10Min Da Disney + Piscina Privativa

4838 Romeo Circle, Kissimmee, United States View map

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Direct Resort Access Balcony Pool Upgraded Inside

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

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Ferias Incriveis C/ Piscina Privativa E Conforto

1178 Kingsbarn St, Kissimmee, United States View map

Welcome to the enchanting 1178-Family Villa | Private Pool + Fun Themes, nestled just 29 km from the vibrant heart of Kissimmee. This charming retreat is an ideal sanctuary for families seeking both… More

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3 Bedrooms 2 Bathrooms Lucaya Village 13-107

5350 Diplomat Ct, Kissimmee, United States View map

Staying at the 2-bedroom 3 Bedrooms 2 Bathrooms Lucaya Village 13-107 Kissimmee villa, guests can visit The Landing at Disney Springs, which is nearly a 10-minute ride away. More

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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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3 Bed 258

258 Old Mill Circle, Kissimmee, United States View map

Welcome to the serene and captivating 3 Bed 258 Villa in Kissimmee, where luxury and comfort seamlessly blend to create an unforgettable stay. Nestled just 8 km from the heart of Kissimmee and a… More

From US$ 241 Book Now

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

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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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

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Pxc3151-102

3151 Paradox Circle, Kissimmee, United States View map

**Welcome to the Exquisite Pxc3151-102 Villa Kissimmee** Nestled just 12 kilometers from the bustling heart of Kissimmee, the Pxc3151-102 Villa stands as a serene sanctuary for travelers seeking both… More

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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

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From US$ 249 Book Now

Luxury 9Br Mansion Near Disney With Private Pool, Jacuzzi, Themed Rooms & Game Room!

1658 Lima Avenue, Kissimmee, United States View map

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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 25 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 25 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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