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2026-04-23
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Kissimmee holiday rentals

Fabulous Disney Thematic 2Br W2 Clubhouses

Cabot Cliffs Drive 8861, Kissimmee, United States View map

**Welcome to Fabulous Disney Thematic 2Br W2 Clubhouses**, where magic comes alive in Kissimmee, just a short drive from the enchanting allure of Disney World. This charming escape is strategically… More

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Reunion 3Br Condo Golf & Sunet View, Pools

1116 Sunset View Cir Unit 202, Kissimmee, United States View map

Reunion 3Br Condo Golf & Sunet View, Pools Kissimmee villa is located a mere 1.1 km from the Reunion Resort Water Park and allows guests to enjoy golf. Offering a private swimming pool, this… More

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Amazing 07 Bedrooms 05 Baths At Champions Gate

8934 Play Through Dr, Kissimmee, United States View map

Staying at Amazing 07 Bedrooms 05 Baths At Champions Gate Kissimmee villa, guests can easily reach Highlands Reserve Boulevard, located approximately 10 minutes' drive away. More

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3 Bedrooms 2.5 Bathrooms Terra Verde 4750 Vb

4750 Vero Beach Place, Kissimmee, United States View map

Situated 2.6 km from the Osceola County Welcome Center and History Museum, the 2-bedroom 3 Bedrooms 25 Bathrooms Terra Verde 4750 Vb Kissimmee villa provides access to numerous tourist attractions in… More

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Grh9282 - Paradise Palms Resort - 4 Bed 3 Baths Townhome

8946 Cuban Palm Road, Kissimmee, United States View map

Located within a 3-km distance of Polo Park Golf Course, Grh9282 - Paradise Palms Resort - 4 Bed 3 Baths Townhome Kissimmee villa boasts a private swimming pool with a sauna. Featuring a patio, the… More

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4 Bedroom 3 Bathroom Villas At Seven Dwarfs 24-101

2607 Gala Road South 24-101, Kissimmee Fl, 34746, Kissimmee, United States View map

Situated merely a 5-minute stroll from the Sam's Club, 4 Bedroom 3 Bathroom Villas At Seven Dwarfs 24-101 Kissimmee offers opportunities for fishing in the area. Offering a swimming pool, the… More

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Caribe Cove Charm - For 8

9055 Treasure Trove Lane, Kissimmee, United States View map

Featuring a patio with city views, Caribe Cove Charm - For 8 Villa Kissimmee is 40 minutes' drive from Orlando International airport. Offering parking as well as Wi-Fi, this villa is situated in the… More

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Luxury House With Private Pool And Resort

760 Pebble Beach Drive, Kissimmee, United States View map

Luxury House With Private Pool And Resort Kissimmee villa entices active guests with access to a fitness room and is located around a 10-minute drive from the Indian Ridge. More

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Champions Gate Condo Near Theme Parks With Pool, Hot Tub, Golf, Gym & Playground

1370 Tuscan Terrace, Kissimmee, United States View map

Champions Gate Condo Near Theme Parks With Pool, Hot Tub, Golf, Gym & Playground Kissimmee villa offers proximity to nearby tourist spots, such as Orlando Tree Trek Adventure Amusement Park Zip Line,… More

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Stunning 5Bd With Pool At Storey Lake 5019

5019 Windermere Avenue, Kissimmee, United States View map

Nestled in the enchanting surroundings of Kissimmee, the Stunning 5Bd With Pool At Storey Lake 5019 offers an ideal retreat for families seeking both relaxation and adventure. Just 13 kilometers from… More

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Luxury Family Stay Near Disney

2636 Reading Trail, Kissimmee, United States View map

Nestled a 10-minute drive from the Pirates Island Adventure Golf, Luxury Family Stay Near Disney Kissimmee villa entices guests to explore various tourist destinations nearby. More

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Bella Vida Resort Pool Home Near Disney

4550 Baleno Lane, Kissimmee, United States View map

**Welcome to Bella Vida Resort Pool Home Near Disney** - a serene sanctuary just 7 km from the enchanting world of Disney in Kissimmee. This charming retreat is impeccably designed to provide guests… More

From US$ 242 Book Now

Centre Court Amore

1366 Centre Court Ridge Drive, Kissimmee, United States View map

Welcome to Centre Court Amore Kissimmee, a picturesque retreat nestled just 22 kilometers from the vibrant heart of Kissimmee. This enchanting locale serves as an ideal base for those seeking to… More

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Charming 3Brtownhome Near Disney

2600 Lodi Circle, Kissimmee, United States View map

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4Bd Villa Relax & Enjoy Near Disney

2602 Lodii Circle # 6-108, Kissimmee, United States View map

Staying at the 3-bedroom 4Bd Villa Relax & Enjoy Near Disney Kissimmee, guests can easily reach the Dare 2 Escape|the Dare 2 Escape escape room, located about a 25-minute walk away. The accommodation… More

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729- Sofisticado 2 Quartos | Quarto Avengers & Vista Golfe

729 Ocean Course Avenue, Kissimmee, United States View map

Located about 10 minutes' drive from Highlands Reserve Boulevard, the 0-bedroom 729- Sofisticado 2 Quartos | Quarto Avengers & Vista Golfe Kissimmee villa provides access to various tourist… More

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S1509Npt - Playcation Station

1509 Nassau Point Trail, Kissimmee, United States View map

This exquisite villa serves as an ideal base for families and adventure enthusiasts looking to explore the magical wonders of Central Florida. Proximity to Orlando International Airport, located… More

From US$ 405 Book Now

Beautiful Family Retreat In Windsor At Westside

8925 Prague Way, Kissimmee, United States View map

**Welcome to Beautiful Family Retreat In Windsor At Westside, a premier escape nestled in the heart of Kissimmee.** Just 32 km from the vibrant attractions of Kissimmee and approximately 50 km from… More

From US$ 554 Book Now

Delightful Lakefront Townhome With Pool, Volleyball, Fast Wifi & Ac

2643 Old Kent Cir, Kissimmee, United States View map

Staying at Delightful Lakefront Townhome With Pool, Volleyball, Fast Wifi & Ac Kissimmee villa, guests can easily reach Kissimmee Oaks Golf Course, located approximately 7 km away. More

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Amazing Townhouse At Storey Lake Resort

4885 Romeo Circle, Kissimmee, United States View map

**Welcome to Amazing Townhouse At Storey Lake Resort**, a serene oasis nestled just 12 km from the vibrant heart of Kissimmee. This enchanting retreat offers an ideal base for exploring nearby… More

From US$ 195 Book Now

5 Bedrooms5.5 Bathroomswindsorwestside 8973 Rs

8973 Rhodes Street, Kissimmee, United States View map

Featuring a private swimming pool for guests' relaxation, the 5-bedroom 5 Bedrooms55 Bathroomswindsorwestside 8973 Rs Kissimmee villa is located nearly a 10-minute drive from the Rum Run. More

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6 Bedrooms 4.5 Bathrooms Seasons 1270 Sb

1270 Seasons Boulevard, Kissimmee, United States View map

Staying at the 4-bedroom 6 Bedrooms 45 Bathrooms Seasons 1270 Sb Kissimmee villa, guests can visit the Osceola County Welcome Center and History Museum, which is nearly a 25-minute walk away. More

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5 Bedrooms5.5 Bathroomswindsor Westside 1836Gd

1836 Gobi Drive, Kissimmee, United States View map

The 5-bedroom 5 Bedrooms55 Bathroomswindsor Westside 1836Gd Kissimmee villa is located 4.5 km from the Windsor Hills and provides billiards for active guests. More

From US$ 750 Book Now

Delightful Home Near Disney With Private Pool And Waterpark & Resort Access At Encore Resorts Reunion - 441No

441 Novi Path, Orlando, United States View map

**Delightful Home Near Disney With Private Pool And Waterpark & Resort Access At Encore Resorts Reunion - 441No** seamlessly combines comfort and modern luxury in a premier location just moments away… More

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4323Sl-Storey Lake Resort Townhouse

4323 Scene Lane, Kissimmee, United States View map

Situated just 9 km from the vibrant heart of Kissimmee, the 4323Sl-Storey Lake Resort Townhouse offers a harmonious blend of comfort and convenience for travelers seeking an extended stay. With its… More

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Spacious 4Br Townhome With Pool At Storey Lake

4815 Crusoe Street, Kissimmee, United States View map

Welcome to the Spacious 4Br Townhome With Pool At Storey Lake, an inviting retreat nestled just 12 km from the heart of Kissimmee. This charming townhome is perfect for families or groups seeking… More

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Villa Azul Townhouse

4711 Flagler Beach Way Terra Verde Resort, Kissimmee, United States View map

**Discover Tranquility at Villa Azul Townhouse** Nestled just a short ten-minute drive from the vibrant attractions of Kissimmee, Villa Azul Townhouse offers a serene escape with easy access to the… More

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Last Minute Disney Getaway Townhouse With Private Pool. Book Now 17058

4822 Brier Rose Lane, Kissimmee, United States View map

During the stay at Last Minute Disney Getaway Townhouse With Private Pool. Book Now 17058 Kissimmee villa, guests can indulge in a treatment room or visit Give Kids The World Village Resort, located… More

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Dog-Friendly Home With A Heated Pool, Pool Spa, In-Home Theater, Lanai, & Patio

290 Marcello Boulevard, Kissimmee, United States View map

Staying at Dog-Friendly Home With A Heated Pool, Pool Spa, In-Home Theater, Lanai, & Patio Kissimmee, guests can easily reach the working Kissimmee Air Museum, located approximately a 10-minute drive… More

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Townhome At Reunion Resort

844 Driving Range Court, Kissimmee, United States View map

**Introducing Townhome at Reunion Resort** Nestled in the sunny heart of Kissimmee, the Townhome at Reunion Resort offers a serene escape just a short drive from Orlando. More

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Oasis Key Retreat By Propertychekker!

8479 Oasis Key Cove, Kissimmee, United States View map

Oasis Key Retreat By Propertychekker! Kissimmee villa is nestled about a 5-minute walk from the Emerald Island Boulevard and offers an outdoor swimming pool as well as a poolside bar, ensuring a fun… More

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Patriots Lagoon

1473 Fairview Circle, Kissimmee, United States View map

**Welcome to Patriots Lagoon Kissimmee**, an exquisite oasis located just 24 kilometers from the delightful bustle of Kissimmee, where enchanting experiences await around every corner. Whether you're… More

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Nm501L Legends Palazzo

501 Muirfield Loop, Kissimmee, United States View map

Welcome to the enchanting Nm501L Legends Palazzo, where luxury meets comfort in the heart of Kissimmee. This stunning villa is strategically located just a 50-minute ride from the bustling… More

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2813 Almaton #403

2813 Almaton Loop Unit 403, Kissimmee, United States View map

Welcome to 2813 Almaton #403, a charming villa nestled in the heart of Celebration, a picturesque town brought to life by the Walt Disney Company. Just a stone's throw from the enchanting world of… More

From US$ 163 Book Now

2901 Ss Discover Opulence 4-Bedroom Villa With Pool, And Magical Themed Rooms!

2901 Simile Street, Kissimmee, United States View map

**Discover Unmatched Luxury at the Opulent Villa** Welcome to the 2901 Ss Discover Opulence 4-Bedroom Villa With Pool, and Magical Themed Rooms, where lavish comfort and whimsical charm come together… More

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Stunning Storey Lake Villa Prime Location

Brier Rose Lane 4822, Kissimmee, United States View map

Welcome to the Stunning Storey Lake Villa Prime Location, a graceful retreat nestled just 12 km from the enchanting Kissimmee and a mere 30 km from Orlando International Airport. This exquisite villa… More

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6 Bd 4.5 Ba Solara Resort 8995 Ad

8995 Amelia Downs Trail, Kissimmee, United States View map

6 Bedrooms 45 Bathrooms Solara Resort 8995Ad Kissimmee villa is located 10 minutes' drive from the Emerald Island Boulevard and provides a swimming pool, ensuring a relaxing stay. More

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Fabulous New Decor, Near Dis, Fireplace, Star Wars Children'S Br, Next To Pool, Low Rates!

8709 Rockingham Terrace C, Kissimmee, United States View map

**Welcome to the Fabulous Kissimmee Retreat, where modern elegance meets family-friendly fun.** Nestled just 35 kilometers from the bustling heart of Kissimmee and 45 kilometers from Orlando… More

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Unit 7308-Tuscana Resort

1361 Tuscan Terrace Unit 7308, Kissimmee, United States View map

**Experience the Comfort of Tuscana Resort** Nestled just 24 kilometers from the vibrant heart of Kissimmee, Unit 7308-Tuscana Resort offers an ideal retreat for families and travelers seeking both… More

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Super Luxury Modern Home, Prime Location

Rhyme Street 4350, Kissimmee, United States View map

Positioned in the heart of Kissimmee, the Super Luxury Modern Home offers an exquisite retreat, boasting an ideal location just 8 km from the charming town center and 40 km from the vibrant… More

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8923 Palm Breeze Getaway At Windsor Westside

8923 Sydney Ave, Kissimmee, United States View map

Discover a tranquil retreat at the 8923 Palm Breeze Getaway at Windsor Westside, an idyllic villa offering contemporary comforts and elegant amenities in scenic Kissimmee. Nestled just 32 km from the… More

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Sunny Yellow Cottage Near Disney With Margaritaville Resort & Island H20 Waterpark Access - 2995La

2995 Latitude Ln, Orlando, United States View map

Situated about a 10-minute drive from Mystic Dunes Golf Course, the 3-bedroom Sunny Yellow Cottage Near Disney With Margaritaville Resort & Island H20 Waterpark Access - 2995La Kissimmee offers a… More

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Refugio Incrivel A 10 Min Da Disney - Storey Lake

2967 Protagonist Street, Kissimmee, United States View map

Featuring a private swimming pool for guests' relaxation, the 3-bedroom Refugio Incrivel A 10 Min Da Disney - Storey Lake Kissimmee villa is located within a 6-km distance of the Falcon's Fire Golf… More

From US$ 291 Book Now

5 Bedrooms 4.5 Bathrooms Encore 7775 Wd

7775 Westland Drive, Kissimmee, United States View map

5 Bedrooms 4 Bathrooms Encore 7775 Wd Kissimmee villa is located a 15-minute drive from ESPN Sports Complex and provides a swimming pool, ensuring a relaxing stay. More

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Amazing 3Bdr House With Pool

2417 Silver Palm Drive, Kissimmee, United States View map

Situated in the West Kissimmee district, 2.6 km from Bonanza Golf Gifts, Amazing 3Bdr House With Pool Villa Kissimmee comes with a private swimming pool for guests to unwind. More

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Be Our Guest At Championsgate

1064 Leader Street, Kissimmee, United States View map

Be Our Guest At Championsgate Villa Kissimmee entices active guests with access to a fitness room and is located 4.5 km from Tuscan Hills Boulevard. Featuring a patio, the villa is situated 10… More

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New Listing - Be The First Guest 5 Bedroom - Bv468

468 Marcello Blvd, Kissimmee, United States View map

Set in the heart of Kissimmee, the New Listing - Be The First Guest 5 Bedroom - Bv468 invites discerning travelers to revel in a blend of elegance and comfort, making it an ideal retreat for families… More

From US$ 326 Book Now

Townhouse W Covered Patio & Full Kitchen

835 Assembly Court, Kissimmee, United States View map

Nestled a 10-minute drive from the Windsor Hills, Townhouse W Covered Patio & Full Kitchen Kissimmee villa entices guests to explore various tourist destinations nearby. More

From US$ 183 Book Now

15 Bedrooms15.5 Bathrooms Veranda Palms 2501Sd

2501 Shanti Drive, Kissimmee, United States View map

15 Bedrooms155 Bathrooms Veranda Palms 2501Sd Kissimmee villa is located about a 25-minute walk from the Fun 'n Wheels Family Fun Parks and provides a swimming pool, ensuring a relaxing stay. Guests… More

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Elegant Home Near Disney With Private Pool And Waterpark & Resort Access At Encore Resorts Reunion - 7393Mr

7393 Marker Avenue, Kissimmee, United States View map

**Welcome to the Elegant Home Near Disney With Private Pool and Waterpark Access at Encore Resorts Reunion - 7393Mr,** a luxurious retreat nestled in the heart of Celebration, Florida, only moments… More

From US$ 1108 Book Now