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2026-06-08
2026-06-09
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Kissimmee holiday rentals

W402J - Eclectic Estate With Location Themed Bedrooms At Reunion

8005 Twin Eagles Loop, Kissimmee, United States View map

Welcome to the mesmerizing Eclectic Estate, where unique design meets serene luxury just 25 km from the vibrant heart of Kissimmee and within easy reach of the Orlando International airport, located… More

From US$ 3415 Book Now

Bright 5 Bdrm Home With Game Room Theater At Reunion

1068 Castle Pines Court, Kissimmee, United States View map

Positioned within the vibrant community of Reunion, the Bright 5 Bdrm Home with Game Room Theater is a luxurious retreat that promises both comfort and entertainment for families and groups. This… More

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Themed 15Br Mansion - Near Parks

4181 Sonoma Blvd, Kissimmee, United States View map

Themed 15Br Mansion - Near Parks Villa Kissimmee is situated nearly 25 minutes' walk from Fun 'n Wheels Family Fun Park|the Fun 'n Wheels Family Fun Parks and provides an indoor pool, ensuring a… More

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Pp8114 Windsor Palms Resort Vacation Townhome

8114 Princess Palm Lane, Kissimmee, United States View map

The Pp8114 Windsor Palms Resort Vacation Townhome is an idyllic retreat nestled in the heart of Kissimmee, just 30 km from the vibrant attractions of central Orlando. This striking townhome blends… More

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Magical Dreams Home

4500 Dakota Point Ct,, Kissimmee, United States View map

Situated 4.2 km from the working Kissimmee Air Museum, Magical Dreams Home Kissimmee entices guests to explore various tourist attractions in the area. More

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The Palms At Reunion

7951 Rumney Lane, Kissimmee, United States View map

Welcome to The Palms At Reunion, a luxurious retreat nestled just 24 kilometers from the enchanting city of Kissimmee. This captivating villa destination promises an idyllic escape, effortlessly… More

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Your Oasis Awaits! Indulge At Florida Hideaways 4Bd Pool Home

1071 Marcello Blvd, Kissimmee, United States View map

The 3-bedroom Your Oasis Awaits! Indulge At Florida Hideaways 4Bd Pool Home Kissimmee is located about a 25-minute walk from the Osceola County Welcome Center and History Museum and provides an… More

From US$ 325 Book Now

Gorgeous Snowbird-Friendly Home With Pool, Hot Tub, & Gym - Close To Theme Parks

8095 Brooksville Dr., Kissimmee, United States View map

Situated about a 15-minute walk from the Champions Gate Downtown Shopping Center, Gorgeous Snowbird-Friendly Home With Pool, Hot Tub, & Gym - Close To Theme Parks Kissimmee entices guests to explore… More

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4 Mi To Disney! Family Escape W/ Poolside Oasis

4831 Lullaby Ln, Kissimmee, United States View map

During the stay at 4 Mi To Disney! Family Escape With Poolside Oasis Kissimmee villa, guests can indulge in a hot tub or visit the miniature Congo River Golf, located 3.2 km away. More

From US$ 132 Book Now

Resort-Style Private Pool & Spa Modern 2920

2920 Protagonist Street, Kissimmee, United States View map

Offering a Jacuzzi, the 5-bedroom Resort-Style Private Pool & Spa Modern 2920 Kissimmee villa is located about a 25-minute walk from the Congo River Golf. More

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4639Epd - Comfort Island

4639 Eagle Peak Drive, Kissimmee, United States View map

### Discover Comfort Island Kissimmee Ideally situated just 45 km from Orlando International Airport, Comfort Island offers convenient access to all the excitement Central Florida has to offer. More

From US$ 333 Book Now

2769Rp Villa 5 Bed/5 Ba

2769 Bookmark Dr, Kissimmee, United States View map

The exquisite 2769Rp Villa 5 Bed/5 Ba is a luxurious retreat nestled just a 20-minute drive from the vibrant attractions of Kissimmee. This elegantly appointed villa offers a perfect blend of comfort… More

From US$ 248 Book Now

Family Dream Home Near Disney

4678 Prairie Point Boulevard, Kissimmee, United States View map

Situated around 7 km from Old Town Shopping Mall, Family Dream Home Near Disney Kissimmee provides access to numerous tourist attractions in the area. More

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Rr7740Srd - Reunion Resort - Brand New Condo

7740 Sandy Ridge Drive , Unit 123 Bldg 48,, Kissimmee, United States View map

**Discover Reunion Resort and Rr7740Srd - Brand New Condo Kissimmee** Nestled in the vibrant heart of Kissimmee, Reunion Resort offers an exceptional getaway just 23 kilometers from the bustling… More

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Flip Flops And Tank Tops Cottage With Private Pool Near Disney With Margaritaville Resort & Island H2O Access - 8098Kd

8098 Knee Deep Rd, Kissimmee, United States View map

Situated approximately 7 km from the Disney's Boardwalk, the 5-bedroom Flip Flops And Tank Tops Cottage With Private Pool Near Disney With Margaritaville Resort & Island H2O Access - 8098Kd Kissimmee… More

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Lakefront Retreat Wpvt Splashpool-1617St

3163 Pequod Place,, Kissimmee, United States View map

Offering a Jacuzzi, the 4-bedroom Lakefront Retreat Wpvt Splashpool-1617St Kissimmee villa is located 4.6 km from Give Kids The World Village Resort. Guests can enjoy mini golf at the property… More

From US$ 383 Book Now

Cozy 4Bd Home Pool & Hot Tub At Trafalgar Resort

4978 Strand St, Kissimmee, United States View map

Set within the serene landscapes of Kissimmee, the Cozy 4Bd Home Pool & Hot Tub At Trafalgar Resort offers a perfect escape for families and groups seeking relaxation and adventure. Just 14 km from… More

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7 Bd 7 Ba Solara Resort 8959 Ad

8959 Amelia Downs Trail, Kissimmee, United States View map

Situated in the West Kissimmee district, 4.4 km from the West Gate Flea Market, 7 Bd 7 Ba Solara Resort 8959 Ad Kissimmee villa comes with a private pool for guests to unwind. More

From US$ 462 Book Now

Villa Moderno

1463 Fairview Circle, Kissimmee, United States View map

Located approximately 10 minutes' drive from Arnold Palmer Golf Course, Villa Moderno Kissimmee provides access to various tourist attractions in the vicinity. More

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Grh9244 - Storey Lake Resort - 5 Bed 4 Baths Townhome

4801 Brier Rose Lane, Kissimmee, United States View map

During the stay at Grh9244 - Storey Lake Resort - 5 Bed 4 Baths Townhome Kissimmee villa, guests can indulge in mini golf or visit Give Kids The World Village Resort, located 4.6 km away. Located 10… More

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Parrot Bay Cottage With Private Hot Tub Near Disney With Margaritaville Resort & Island H2O Access - 3067Kl

3067 Key Lime Loop, Kissimmee, United States View map

The 3-bedroom Parrot Bay Cottage With Private Hot Tub Near Disney With Margaritaville Resort & Island H2O Access - 3067Kl Kissimmee is located about 5 minutes by car from the Avatar Flight of Passage… More

From US$ 423 Book Now

Ultimate Family Vacation Home Near Walt Disney World In Storey Lake, Pool, Mickey Room, Star Wars Gameroom, Theater

Simile Street 2820, Kissimmee, United States View map

**Ultimate Family Vacation Home Near Walt Disney World** invites families to partake in a dream getaway, nestled in the heart of Storey Lake. Just a short 13 km from the vibrant Kissimmee area, this… More

From US$ 715 Book Now

The Regal Manor-Tt486

1013 Coyote Creek Way, Kissimmee, United States View map

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From US$ 1253 Book Now

Super Lush- Foam Beds W Pool & Games

4659 Cumbrian Lakes Drive, Kissimmee, United States View map

Super Lush- Foam Beds W Pool & Games Villa Kissimmee offers proximity to such city sites as cumbrian lakes, located about a 5-minute walk away. Providing guests with Wi-Fi and a car park, the… More

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Bellavida 8 Bed Theme Rooms

4490 Monado Drive, Kissimmee, United States View map

Situated about 6 km from the Kissimmee Civic Center, Bellavida 8 Bed Theme Rooms Kissimmee villa entices guests to explore various tourist attractions in the area. More

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25 Min From Parks, Pool Heater, 10 Person Townhouse

151 Pompano Beach Dr, Kissimmee, United States View map

Situated 2.9 km from Kissimmee Sports Arena and Rodeo, 25 Min From Parks, Pool Heater, 10 Person Townhouse Villa Kissimmee provides access to numerous tourist attractions in the area. More

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Championsgate Resort 5 Bedroom Private Pool Home 1617

9191 Sommerset Hills Drive, Kissimmee, United States View map

Welcome to Championsgate Resort 5 Bedroom Private Pool Home 1617, where luxury meets convenience in the heart of Kissimmee, just 29 km from the vibrant city center. This exquisite retreat combines… More

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Comfortable 3Bdrmsprivate Hot Tubclose To Disney

2601 Roadster Ln, Kissimmee, United States View map

The 2-bedroom Comfortable 3Bdrmsprivate Hot Tubclose To Disney Kissimmee villa is located 4.6 km from the mile-long Kissimmee Go-Karts and invites guests to enjoy a patio. More

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2537 Maneshaw

2537 Maneshaw Lane, Kissimmee, United States View map

**Welcome to 2537 Maneshaw Villa Kissimmee** Nestled in the charming town of Celebration, a unique creation of the Walt Disney Company, 2537 Maneshaw Villa offers an ideal retreat just minutes from… More

From US$ 186 Book Now

Luxury Villa 9 Bdrmpool At Solara Resort

9043 Sunshine Ridge Loop, Kissimmee, United States View map

Luxury Villa 9 Bdrmpool At Solara Resort Kissimmee is located nearly a 25-minute walk from Highlands Reserve GC and provides a private pool, ensuring a relaxing stay. More

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Disney Luxury Townhouse With Private Pool Themed Bedrooms. Book Now Dp63

2470 Santorini Dr, Kissimmee, United States View map

Offering a treatment room and an indoor pool for a relaxing experience, Disney Luxury Townhouse With Private Pool Themed Bedrooms. Book Now Dp63 Kissimmee villa is located a 10-minute ride from the… More

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Heavenly Venture Home

532 Hillcrest Drive, Kissimmee, United States View map

Nestled in the heart of Kissimmee, the Heavenly Venture Home exemplifies luxury and comfort, ideally positioned just 34 km from the vibrant attractions of Kissimmee and a short drive of 55 km from… More

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Windsor Westside Resort 6 Bedroom Home With Game Room 0872

9030 Rhodes Street, Kissimmee, United States View map

**Welcome to the Windsor Westside Resort 6 Bedroom Home With Game Room 0872**, a luxurious retreat nestled just 32 kilometers from the vibrant heart of Kissimmee. This idyllic destination offers an… More

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Luxury 4 Bedroom Storey Lake Townhome 2444Reading Townhouse

2444 Reading Trail, Kissimmee, United States View map

Discover the Luxury 4 Bedroom Storey Lake Townhome 2444Reading Townhouse, a delightful oasis that combines the comforts of home with the amenities of a lavish resort. Situated just a short 20-minute… More

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Disney Getaway Prime Location Themed Rooms

2965 Penelope Loop, Kissimmee, United States View map

Discover an enchanting escape at the Disney Getaway, a delightful haven just 10 km from the heart of Kissimmee. With its vibrant and whimsical design, this prime location offers a magical retreat for… More

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Homestead Aspen

7720 Excitement Drive, Kissimmee, United States View map

Positioned in the picturesque landscapes of Kissimmee, the Homestead Aspen offers an idyllic retreat for both leisure and adventure seekers. Just 22 kilometers from the thrills of Kissimmee, this… More

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3 Bd 3.5 Ba Solara Resort 1540 Cp

1540 Carey Palm Circle, Kissimmee, United States View map

Featuring a swimming pool for guests' relaxation, the 3-bedroom 3 Bedrooms 35 Bathrooms Solara 1540 Cp Kissimmee villa is located nearly a 15-minute ride from the West Gate Flea Market. More

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Renovated 4 Bed3 Bath Townhome Near Disney

4010 Santa Maria Drive, Kissimmee, United States View map

Situated nearly a 20-minute walk from the Osceola County Welcome Center and History Museum, the 3-bedroom Renovated 4 Bed3 Bath Townhome Near Disney Kissimmee villa provides access to numerous… More

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Amazing 6Br At Storey Lake Next To Disney - 2835

2835 Bookmark Drive, Kissimmee, United States View map

Situated 10 minutes' drive from the family-friendly Kissimmee Go-Karts, Amazing 6Br At Storey Lake Next To Disney - 2835 Kissimmee villa invites guests to relax at a patio. More

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Last Minute Disney Getaway Townhouse With Private Pool. Book Now 17602

2018 Majorca Drive, Kissimmee, United States View map

Offering a treatment room and an indoor pool for a relaxing experience, Last Minute Disney Getaway Townhouse With Private Pool. Book Now 17602 Kissimmee villa is located a 10-minute ride from… More

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Amazing Home With Theme Rooms, Game Rooms Near Disney With Waterpark & Resort Access At Encore Resort - 7647Wl

7647 Wilmington Loop, Orlando, United States View map

Situated in Celebration, a charming town meticulously crafted by Walt Disney Company, the Amazing Home with Theme Rooms provides an enchanting escape just minutes from the magic of Disney World. More

From US$ 896 Book Now

Adorable Townhouse Completely Remodeled,3002Pp

8954 Candy Palm Road, Kissimmee, United States View map

The Adorable Townhouse Completely Remodeled,3002Pp is where contemporary elegance meets comfort. Nestled just 34 kilometers from the vibrant heart of Kissimmee, this charming retreat offers a perfect… More

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Private Pool Home Near Disney Dining

4809 Brier Rose Lane, Kissimmee, United States View map

Located about 4 km from local amusement parks, the 4-bedroom Home With A Pool At Storey Lake Resort Kissimmee has a private swimming pool and is ideal for up to 9 guests. More

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1512 Nassau Point Trail

1512 Nassau Point Trail, Kissimmee, United States View map

Nestled just a short drive from the excitement of Kissimmee and the vibrancy of Orlando, 1512 Nassau Point Trail offers an idyllic retreat for travelers seeking relaxation and convenience. With its… More

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Spacious 9Br W Pool Theater At Storey Lake

2800 Simile St, Kissimmee, United States View map

Situated 3.4 km from Fun 'n Wheels Family Fun Park|the Fun 'n Wheels Family Fun Parks, Spacious 9Br W Pool Theater At Storey Lake Kissimmee villa invites guests to relax at a patio. More

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New Home 8 Bedrooms And 5 Bathrooms At Storey Lake

4625 Target Blvd, Kissimmee, United States View map

Located merely 650 metres from the miniature Congo River Golf, the 5-bedroom New Home 8 Bedrooms And 5 Bathrooms At Storey Lake Kissimmee offers an indoor swimming pool, an indoor pool for a truly… More

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Golden Beach Villa Home

4701 Golden Beach Ct Terra Verde Resort, Kissimmee, United States View map

Golden Beach Villa Home is a picturesque retreat located just 10 km from the vibrant heart of Kissimmee, making it an ideal choice for travelers seeking both tranquility and accessibility. This… More

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Breezy Cottage With Hot Tub Near Disney With Margaritaville Resort & Island H2O Access - 8069Dr

8069 Dreamsicle Drive, Kissimmee, United States View map

The 2-bedroom Breezy Cottage With Hot Tub Near Disney With Margaritaville Resort & Island H2O Access - 8069Dr Kissimmee is located about 10 minutes by car from the Dinosaur attraction and provides a… More

From US$ 363 Book Now

Disney Luxury Townhouse With Private Pool Themed Bedrooms. Book Now Dp67

2470 Santorini Dr, Kissimmee, United States View map

During the stay at Disney Luxury Townhouse With Private Pool Themed Bedrooms. Book Now Dp67 Kissimmee villa, guests can indulge in hiking, horseback riding, and fishing or visit the Avatar Flight of… More

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Ccl8569

8569 Crystal Cove Loop, Kissimmee, United States View map

**Ccl8569 Villa Kissimmee: A Luxurious Getaway** Nestled in the heart of Kissimmee, Ccl8569 offers an exquisite retreat that captures the essence of comfort and relaxation. More

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