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2026-04-23
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Kissimmee holiday rentals

Encantada Resort - Spacious 3-Bedroom Villa With Private Pool Near Disney

8574 Bay Lilly Loop, Kissimmee, United States View map

Located a mere 32 kilometers from the enchanting escapades of Kissimmee, Encantada Resort - Spacious 3-Bedroom Villa With Private Pool Near Disney serves as the ideal retreat for families and groups… More

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Cinderellas Castle

Oneida Loop, Kissimmee, United States View map

**Discover Enchantment at Cinderellas Castle Kissimmee** Guests are well-positioned for convenient transportation, with Orlando International Airport just 45 km away, allowing for hassle-free… More

From US$ 301 Book Now

Dream 8-Bedroom Home With Pool

311 Marcello Blvd, Kissimmee, Fl 34746, Kissimmee, United States View map

Offering a location 3.7 km from the family-friendly Kissimmee Go-Karts, Dream 8-Bedroom Home With Pool Kissimmee gives access to various tourist spots in the area. More

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Colorful 5 Bdrm Villa With Game Room In Encore

7680 Fairfax Dr., Kissimmee, United States View map

**Colorful 5 Bdrm Villa with Game Room in Encore**: A vibrant retreat in the heart of Kissimmee, this delightful villa offers an ideal escape for families and groups seeking a fun-filled vacation. More

From US$ 381 Book Now

Lake View Cottage With Private Pool Near Disney And Margaritaville Resort & Island H2O Access - 8089Su

8089 Surf Street, Orlando, United States View map

Located within 10 minutes' drive of Orange Lake Legends, the 5-bedroom Lake View Cottage With Private Pool Near Disney And Margaritaville Resort & Island H2O Access - 8089Su Kissimmee provides access… More

From US$ 604 Book Now

Newly Renovated Stylish Villa With Star Wars Mickey And Safari Themed Rooms #3Tv4706

Vero Beach Place 4706, Kissimmee, United States View map

**Welcome to Newly Renovated Stylish Villa With Star Wars Mickey And Safari Themed Rooms #3Tv4706**, where enchantment and comfort seamlessly merge. Nestled just a short, 20-minute drive from the… More

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Luxury Pool Home Near Disney Resort Amenities

8882 Candy Palm Road, Kissimmee, United States View map

Luxury Pool Home Near Disney Resort Amenities Kissimmee is located a 10-minute drive from Mystic Dunes Golf Course and invites guests to enjoy a patio. More

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Casa 3Q/2B - Regiao Disney Com Piscina Privada

Lucayan Harbour Circle, Kissimmee, United States View map

Along with access to such natural sites as the Disney's Hollywood Studios, 7 km away, the 2-bedroom Casa 3Q/2B - Regiao Disney Com Piscina Privada Kissimmee offers a swimming pool. Providing guests… More

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Veranda Palms Lakeview 6Br Villa Pool Spa, Disney

2592 Shanti Dr, Kissimmee, United States View map

The 4-bedroom Veranda Palms Lakeview 6Br Villa Pool Spa, Disney Kissimmee is located 3.5 km from the Museum of Military History and provides cycling for active guests. Offering a Jacuzzi, this… More

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Orlando Luxury Stay Near Disney Parks

2401 Reading Trail, Kissimmee, United States View map

Orlando Luxury Stay Near Disney Parks Kissimmee villa is situated a 7-minute walk from the Pioneer Village at Shingle Creek, featuring such comforts as Wi-Fi and a car park. More

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Charming Home With Private Pool, Theme Rooms And Foosball Table Near Disney With Waterpark & Resort Access At Encore - 370La

370 Lasso Dr, Kissimmee, United States View map

**Welcome to your enchanting retreat in the heart of Celebration, Florida-an idyllic town created by the Walt Disney Company. Just a stone's throw away from the magic of Disney Land, the Charming… More

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Stunning 7Br Resort Pool Home 13 Min Disney

2808 Simile St, Kissimmee, United States View map

Staying at Stunning 7Br Resort Pool Home 13 Min Disney Kissimmee, guests can visit the Falcon's Fire Golf Course, which is approximately a 10-minute ride away. More

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Five-Bedroom House

9900 S. Thomas Drive, Kissimmee, United States View map

Located about a 10-minute ride from Mystic Dunes Golf Club, Five-Bedroom House Kissimmee villa features a private swimming pool, a Jacuzzi, ensuring a relaxing stay. More

From US$ 263 Book Now

Grh14791 - Champions Gate Resort - 9 Bed 5 Baths House

1194 Drop Lane, Kissimmee, United States View map

Grh14791 - Champions Gate Resort - 9 Bed 5 Baths House Kissimmee villa is located 10 minutes' drive from Highlands Reserve Boulevard and provides a private swimming pool, ensuring a relaxing stay. More

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Family 4Bd Townhouse Near To Disney

4715 Terra Esmeralda Dr, Kissimmee, United States View map

Offering guests to unwind in a hot tub, Gated Community 4Bd Townhouse Next To Disney Kissimmee villa is located 6 km from the Museum of Military History. More

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Close To Clubhouse, Splashpool-3026Pp

8961 Candy Palm Road, Paradise Palms, Kissimmee, United States View map

**Welcome to Close To Clubhouse, Splashpool-3026Pp**, a stunning retreat located just an hour's drive from the vibrant city of Kissimmee. Surrounded by breathtaking scenery and convenient access to… More

From US$ 164 Book Now

Reunion Village Discover Florida'S Hidden Gem

7950 Boyden Way Reunion, Kissimmee, United States View map

**Welcome to Reunion Village, Discover Florida's Hidden Gem**, where luxury and leisure converge just 40 minutes from Kissimmee. Nestled amidst the lush landscapes of Central Florida, this exquisite… More

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Casa 7Q Perto Da Disney Com Piscina E Games

4574 Narrative Lane, Kissimmee, United States View map

Located merely 0.7 km from the Congo River Golf, the 6-bedroom Casa 7Q Perto Da Disney Com Piscina E Games Kissimmee offers a private swimming pool, a hot tub for a truly relaxing stay. Offering Wi… More

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Great Price Luxury 6-Bed Pool 15 Ppl Great Resort

9251 Sommerset Hills Drive, Kissimmee, United States View map

Great Price Luxury 6-Bed Pool 15 Ppl Great Resort Kissimmee villa is located 4.5 km from Tuscan Hills Boulevard, giving access to various tourist spots nearby. More

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Summer Deal - Amazing 8Br Home With Private Pool!

4486 Monado Drive, Kissimmee, United States View map

Nestled a 25-minute walk from the Osceola County Welcome Center and History Museum, Summer Deal - Amazing 8Br Home With Private Pool! Kissimmee entices guests to explore various tourist destinations… More

From US$ 329 Book Now

5 Bedrooms 4 Bathrooms Storey Lake 4411 Sl

4411 Scene Lanes, Kissimmee, United States View map

**Welcome to Storey Lake - Your Gateway to Leisure and Luxury** Nestled in the idyllic surroundings of Kissimmee, the 5 Bedrooms, 4 Bathrooms - Storey Lake 4411 SL offers a perfect blend of comfort… More

From US$ 394 Book Now

Gated Pool Home 20 Min To Disney, Uni, Mco

151 Castaway Beach Way, Kissimmee, United States View map

Offering a location 2.8 km from Xtreme Paintball Xperience, Gated Pool Home 20 Min To Disney, Uni, Mco Kissimmee gives access to various tourist spots in the area. More

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Vacation Home Orlando Florida United States

4698 Cumbrian Lakes Drive, Kissimmee, United States View map

### Welcome to Your Dream Retreat Nestled just 12 km from the vibrant heart of Kissimmee, the Vacation Home Orlando Florida United States blends luxury and comfort for an unforgettable getaway. More

From US$ 931 Book Now

Nba Dream Mansion 15Br Luxury Villa W Pool

2487 Rama Drive, Kissimmee, United States View map

Situated within a 5-minute drive of the Fun 'n Wheels Family Fun Parks, Nba Dream Mansion 15Br Luxury Villa W Pool Kissimmee provides access to numerous tourist attractions in the area. More

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Vacation Bliss-Prime Resort Unbeatable Location

Dedication Street 4803, Kissimmee, United States View map

**Discover the Comfort of Vacation Bliss-Prime Resort Unbeatable Location** Nestled in the heart of Kissimmee, Vacation Bliss-Prime Resort Unbeatable Location offers a perfect blend of luxury and… More

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Champions Gate Escape With Themed Bedrooms

718 Whistling Straits Boulevard, Kissimmee, United States View map

Champions Gate Escape With Themed Bedrooms Kissimmee villa entices active guests with access to a fitness area and is located around 10 minutes' drive from Tuscan Hills Boulevard. Featuring a patio… More

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5 Bedrooms 5 Bathrooms Champions Gate 9051Pt

9051 Play Through Drive, Kissimmee, United States View map

Located around 10 minutes by car from ChampionsGate Golf Club, the 5-bedroom 5 Bedrooms 5 Bathrooms Champions Gate 9051Pt Kissimmee villa provides access to various tourist attractions in the… More

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Lake Berkley Getaway - 5Br Private Pool

951 Lake Berkley Drive, Kissimmee, United States View map

Lake Berkley Getaway - 5Br Private Pool Kissimmee villa offers swift access to various city sites, such as lake berkley, situated approximately a 5-minute walk away. More

From US$ 441 Book Now

Vivid Cottage Near Disney With Margaritaville Resort & Island H2O Access - 8024Ls

Lost Shaker Lane, Orlando, United States View map

Offering a location around 3 km from the A World of Orchids, Vivid Cottage Near Disney With Margaritaville Resort & Island H2O Access - 8024Ls Kissimmee gives access to various tourist spots in the… More

From US$ 581 Book Now

4 Mi To Disney! Pet-Friendly Home With Pool Access

3305 Tranquil Trl, Kissimmee, United States View map

Staying at 4 Mi To Disney! Pet-Friendly Home With Pool Access Kissimmee, guests can easily reach Disney's Blizzard Beach Water Park, located approximately 7 km away. More

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Flash 20 Off Stunning Orlando Townhouse With Pvt Pool 206Cg

206 Ocean Course Avenue, Kissimmee, United States View map

Welcome to the enchanting Flash 20 Off Stunning Orlando Townhouse With Pvt Pool 206Cg, a serene escape just 29 km from the vibrant heart of Kissimmee. This luxurious townhouse embodies comfort and… More

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Vibrant 5Br Family Retreat In Storey Lake

4880 Clock Tower Drive, Kissimmee, United States View map

**Welcome to Vibrant 5Br Family Retreat in Storey Lake** - an exquisite haven designed perfectly for families seeking comfort and fun during their stay in the charming Kissimmee area. Just a short 20… More

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Disney Getaway Private Pool Themed Bedrooms. Book Now Lv7

2901 Edenshire Wy, Kissimmee, United States View map

Featuring a heated pool for guests' relaxation, Disney Getaway Private Pool Themed Bedrooms. Book Now Lv7 Kissimmee villa is located nearly a 10-minute drive from the World of Disney. More

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Luxury 09Bedroomsgame Roompool At Solara Resort

1548 Nassau Point Trail, Kissimmee, United States View map

Nestled 2.5 km from Tuscan Hills Boulevard, Luxury 09Bedroomsgame Roompool At Solara Resort Kissimmee villa entices guests to explore various tourist destinations nearby. More

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15Min To Disney - Modern Home Hot Tub

3074 Yellow Lantana Lane, Kissimmee, United States View map

Situated 4.4 km from the Dinosaur attraction, 15Min To Disney - Modern Home Hot Tub Kissimmee provides access to numerous tourist attractions in the area. Offering a car park as well as Wi-Fi, this… More

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Cozy Kissimmee Hideaway

1129 Park Ridge Circle, Kissimmee, United States View map

Cozy Kissimmee Hideaway Villa is located just 1.3 km from Medieval Times Dinner & Tournament and provides tennis for active guests. More

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Nature-Packed Family Escape Near Lake Tohopekaliga

1847 Harbor Rd, Kissimmee, United States View map

Nestled about 6 km from the Monument of States, Nature-Packed Family Escape Near Lake Tohopekaliga Kissimmee villa entices guests to explore various tourist destinations nearby. More

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Vivid Cottage Near Disney With Margaritaville Resort & Island H2O Access - 8020Ff

8020 Flip Flop Way, Orlando, United States View map

Located within a 6-km distance of the Disney's Hollywood Studios, the 3-bedroom Vivid Cottage Near Disney With Margaritaville Resort & Island H2O Access - 8020Ff Kissimmee provides access to various… More

From US$ 519 Book Now

Boutique Luxury Home, Private Pool Close To Disney Reu101

1140 Castle Pines Ct, Kissimmee, United States View map

Staying at the 6-bedroom Boutique Luxury Home, Private Pool Close To Disney Reu101 Kissimmee, guests can visit Orlando Tree Trek Adventure Park|the Orlando Tree Trek Adventure Park, which is nearly a… More

From US$ 371 Book Now

Spectacular Cottage With Private Pool Near Disney With Margaritaville Resort & Island H2O Access - 8026Kd

8026 Knee Deep Rd, Orlando, United States View map

Situated nearly a 15-minute ride from the film-centric theme park "Disney's Hollywood Studios", the 4-bedroom Spectacular Cottage With Private Pool Near Disney With Margaritaville Resort & Island H2O… More

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Grh9439 - Windsor Palms Resort - 3 Bed 3 Baths Townhome

2326 Silver Palm Drive, Kissimmee, United States View map

Situated 4.6 km from the 145 - foot Tree of Life Sculpture, Grh9439 - Windsor Palms Resort - 3 Bed 3 Baths Townhome Kissimmee villa offers guests to enjoy a play area and billiards. Located within a… More

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9 Bedroom 5 Bathroom Champions Gate 9168 Sh

9168 Sommerset Hills Drive, Kissimmee, United States View map

Set in the heart of the Champions Gate area, the luxurious 9 Bedroom - 5 Bathroom Champions Gate 9168 Sh is your gateway to unforgettable family gatherings and festive celebrations. This spacious… More

From US$ 475 Book Now

Cocos Castle Escape 9Br Pv Pool

321 Ocean Course Avenue, Kissimmee, United States View map

Cocos Castle Escape 9Br Pv Pool Villa offers a luxurious retreat nestled just 29 km from the vibrant heart of Kissimmee, making it an ideal escape for families and groups seeking both relaxation and… More

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Eagle Trace Aurora

864 Driving Range, Kissimmee, United States View map

Welcome to the Eagle Trace Aurora, an elegant retreat just a 40-minute drive from the enchanting city of Kissimmee. Nestled within serene surroundings, this villa invites guests to unwind amidst lush… More

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Cvd8840

8840 Corcovado Drive, Kissimmee, United States View map

Nestled just 60 minutes from the vibrant heart of Kissimmee, Cvd8840 Villa offers a serene getaway that harmonizes luxury and comfort. This spacious retreat is perfect for families and groups… More

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Modern Resort Free Waterpark Near Disney 3171

3171 Paradox Circle, Kissimmee, United States View map

The 2-bedroom Modern Resort Free Waterpark Near Disney 3171 Kissimmee villa is located around 25 minutes' walk from the miniature Congo River Golf and provides a hot tub and a sauna. Located… More

From US$ 263 Book Now

Close To Disney Condo 3 Bed / 2 Bath

2307 Silver Palm Drive, Apt 204, Kissimmee, United States View map

**Welcome to Close To Disney Condo 3 Bed / 2 Bath, an idyllic retreat situated just 30 kilometers from the enchanting attractions of Kissimmee. This haven offers a perfect blend of comfort and… More

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Beautiful Themed 6 Bd 5 Pet Friendly 307

1175 Kingsbarn St, Kissimmee, United States View map

Set in the vibrant surroundings of Kissimmee, the Beautiful Themed 6 Bd 5 Pet Friendly 307 Villa is a luxurious retreat designed for families and pet lovers alike. Just 29 km from the heart of… More

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5 Bedrooms 4 Bathrooms Paradise Palms 8950 Cp

8950 Cat Palm Rd, Kissimmee, United States View map

Welcome to the enchanting Paradise Palms, a serene retreat nestled within a vibrant community in Kissimmee. This captivating destination promises guests an unforgettable experience just a short 60… More

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Peachside Cottage Near Disney With Margaritaville Resort & Island H2O Access - 8037Dr

8037 Dreamsicle Dr, Orlando, United States View map

Peachside Cottage Near Disney With Margaritaville Resort & Island H2O Access - 8037Dr Kissimmee is located 25 minutes' stroll from the Windsor Hills and provides a swimming pool, ensuring a relaxing… More

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