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

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

8022 Knee Deep Road, Kissimmee, 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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A Blissful Stay Near Disney World

9000 Sunshine Ridge Loop, Kissimmee, United States View map

Located in the West Kissimmee district, A Blissful Stay Near Disney World Kissimmee villa is 25 minutes' walk from Highlands Reserve Boulevard and offers a Jacuzzi. Providing an outdoor swimming pool… More

From US$ 429 Book Now

Grand Solera Resort Home With Pool Near Disney

1779 Caribbean View Terrace, Kissimmee, United States View map

Staying at Grand Solera Resort Home With Pool Near Disney 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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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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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

New Paradise Splash Villa Kissimmee is located 25 minutes' stroll from Highlands Reserve Boulevard and provides a private pool, ensuring a relaxing stay. Offering a car park as well as Wi-Fi, the… More

From US$ 249 Book Now

Floridian At Emerald Island

2744 Sun Key Place, Kissimmee, United States View map

Located a mere 5 minutes' stroll from the Emerald Island Boulevard, Floridian At Emerald Island Kissimmee villa comes with a private swimming pool, a hot tub and a sauna. Offering Wi-Fi, the… More

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Flip Flop State Of Mind Cottage With Private Pool Near Disney With Margaritaville Resort & Island H2O Access - 8015Kd

8015 Knee Deep Rd, Kissimmee, United States View map

Offering a Jacuzzi for a relaxing experience, Flip Flop State Of Mind Cottage With Private Pool Near Disney With Margaritaville Resort & Island H2O Access - 8015Kd Kissimmee is located 6 km from the… More

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Beautiful 5 Bed Pool Home At Resort- No Resort Fee Townhouse

8916 Sydney Ave, Kissimmee, United States View map

Beautiful 5 Bed Pool Home At Resort- No Resort Fee Townhouse Kissimmee offers proximity to nearby tourist spots, such as Highgate Park Boulevard, situated around 3 km away. More

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Bright 3Br Pool Home With Screened Lanai, Jacuzzi & Near Disney Parks

2622 Brittany Ln, Kissimmee, United States View map

Staying at Bright 3Br Pool Home With Screened Lanai, Jacuzzi & Near Disney Parks Kissimmee, guests can easily reach the adventure-themed Congo River Golf, located around 3 km away. More

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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 2.5 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 2.5 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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Luxurious Townhome W/ Free Wifi, Themed Kids Room & Shared Resort-Style Pool

3236 Wish Ave., Kissimmee, United States View map

Luxurious Townhome W/ Free Wifi, Themed Kids Room & Shared Resort-Style Pool Kissimmee villa entices active guests with access to a fitness centre and is located nearly a 10-minute drive from Polo… More

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Champions Gate, Pool Home Near Disney

278 Ocean Course Avenue, Kissimmee, United States View map

Nestled in the vibrant heart of Kissimmee, Champions Gate offers an exceptional retreat just 29 kilometers away from the excitement of Disney. This alluring destination combines luxurious living with… More

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Sunnyside Villa Home

186 Hideaway Beach Blvd, Kissimmee, United States View map

**Welcome to Sunnyside Villa Home Kissimmee**, where comfort meets elegance in a serene setting just 10 kilometers from the vibrant attractions of Kissimmee. This charming villa seamlessly blends… More

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3 Bd 2 Ba Lucaya Village 13-102

5350 Diplomat Ct, Kissimmee, United States View map

Nestled a 15-minute ride from the educational Epcot Disney Theme Park, 3 Bedrooms2 Bathrooms Lucaya Village 13-102 Kissimmee villa entices guests to explore various tourist destinations nearby. More

From US$ 345 Book Now

Stunning Kissimmee Home With Pool Sleeps 12 Disney

2956 Lucayan Harbour Circle, Kissimmee, United States View map

Located nearly 25 minutes on foot from the creative Mortem Manor Haunted Attraction, Stunning Kissimmee Home With Pool Sleeps 12 Disney provides access to various tourist attractions in the vicinity. More

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Resort Retreat W/ Outdoor Oasis: 13 Mi To Disney!

4972 Strand St, Kissimmee, United States View map

Situated about 7 km from Indigo Lakes Golf Club, Resort Retreat With Outdoor Oasis 13 Mi To Disney! Kissimmee villa invites guests to relax at a terrace. This property offers guests a relaxing… More

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Giant Villa Wpool Free Water Park7Mi To Disney

8830 Macapa Drive, Kissimmee, United States View map

**Discover a Family Paradise at Giant Villa Wpool Free Water Park7Mi To Disney** Nestled just 31 kilometers from the vibrant heart of Kissimmee and a short drive from the magical wonders of Disney… More

From US$ 1120 Book Now

6 Bedrooms 5 Bathrooms Storey Lake 2664 Ss

2664 Scrapbook Street, Kissimmee, United States View map

Featuring a private swimming pool for guests' relaxation, 6 Bedrooms 5 Bathrooms Storey Lake 2664Ss Kissimmee villa is located around a 10-minute drive from Kissimmee Sports Arena and Rodeo. More

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9 Bedroom 5 Bathroom Champions Gate 851 Pb

851 Pebble Beach Drive, Kissimmee, United States View map

### Experience Luxury at Champions Gate Nestled in the vibrant area of Kissimmee, the 9 Bedroom-5 Bathroom Champions Gate 851 PB offers a sophisticated retreat that blends comfort with style. More

From US$ 690 Book Now

Calloway A Perfect Getaway

2100 Tripoli Court, Kissimmee, United States View map

**Welcome to Calloway A Perfect Getaway** Nestled just 31 km from the vibrant heart of Kissimmee, Calloway A Perfect Getaway invites travelers to experience a harmonious blend of relaxation and… More

From US$ 345 Book Now

Casa 4Q Em Championsgate C/ Piscina Privada

1074 1074 Splash Shot Place, Kissimmee, United States View map

Offering a location 4.5 km from Tuscan Hills Boulevard, Casa 4Q Em Championsgate C/ Piscina Privada Villa Kissimmee gives access to various tourist spots in the area. More

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Themed Kids' Rooms, Pool & Game Loft Near Disney

4001 Sonoma Blvd, Kissimmee, Fl 34741, Usa, Kissimmee, United States View map

Located 20 minutes' walk from the Pioneer Village at Shingle Creek, Themed Kids' Rooms, Pool & Game Loft Near Disney Kissimmee villa gives access to various tourist sites in the vicinity. More

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Inviting Cottage With Private Hot Tub Near Disney With Margaritaville Resort & Island H2O Access - 8072Dr

8072 Dreamsicle Drive, Kissimmee, United States View map

The 2-bedroom Inviting Cottage With Private Hot Tub Near Disney With Margaritaville Resort & Island H2O Access - 8072Dr Kissimmee is situated approximately a 10-minute drive from the Wild Africa Trek… More

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Last Minute Disney Luxury Townhouse. Book Now Wlv34

3228 Wish Ave, Kissimmee, United States View map

During the stay at Last Minute Disney Luxury Townhouse. Book Now Wlv34 Kissimmee villa, guests can indulge in a treatment room and an indoor pool or visit the Avatar Flight of Passage, located 6 km… More

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Kcc 4797

4797 Kings Castle Circle, Kissimmee, United States View map

Situated in the heart of Kissimmee, Kcc 4797 Villa invites guests to immerse themselves in a blend of modern comfort and alluring Southern charm. Just a mere 20-minute drive from Orlando's renowned… More

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Disney Getaway Private Pool Themed Bedrooms. Book Now Dw13

2470 Santorini Dr, Kissimmee, United States View map

Offering beauty services and spa therapy for guests' leisure, Disney Getaway Private Pool Themed Bedrooms. Book Now Dw13 Kissimmee villa is situated 3.4 km from the Emerald Island Boulevard. Located… More

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Mario 12Br Villa W/ Private Green View Pool

2486 Rama Drive, Kissimmee, United States View map

The 12-bedroom Mario 12Br Villa W/ Private Green View Pool Kissimmee entices active guests with access to a fitness studio and is located nearly 25 minutes on foot from Give Kids The World Village… More

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Casa 3Q Lucaya - 10 Min Da Disney C/ Clubhouse

2941 Lucayan Harbour Circle, Kissimmee, United States View map

Situated 2.5 km from the Gaylord Palms Resort & Convention Center, the 2-bedroom Casa 3Q Lucaya - 10 Min Da Disney C/ Clubhouse Kissimmee provides access to numerous tourist attractions in the area. More

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3161 Paradox Circle Unit 406 Kissimmee 2 Beds

3161 Paradox Circle, Kissimmee, United States View map

Located just a 9-minute walk from Lennar at Storey Lake, 3161 Paradox Circle Unit 406 Kissimmee 2 Beds villa offers cycling, as well as a fitness centre for active guests. Featuring a patio, the… More

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Cup8949

8949 Cuban Palm Road, Kissimmee, United States View map

Welcome to Cup8949 Villa, a luxurious retreat just 34 kilometers from the heart of Kissimmee. Here, nestled in a serene landscape, guests can unwind and experience the perfect blend of comfort and… More

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Butterfly Palms - Champions Gate

Kissimmee, United States View map

**Amidst the enchantment of Florida's sun-soaked landscapes, Butterfly Palms - Champions Gate beckons guests to a sanctuary of comfort and luxury.** Set just 50 kilometers from Orlando International… More

From US$ 397 Book Now

Fabulous 5Br Townhome Pet Friendly - Private Pool - Windsor Island

8822 Geneve Ct, Kissimmee, United States View map

Welcome to the Fabulous 5Br Townhome Pet Friendly - Private Pool - Windsor Island, an exquisite retreat nestled just 50 km from the bustling Orlando International Airport. This enchanting sanctuary… More

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Americana At Emerald Island

2737 Sun Key Place, Kissimmee, United States View map

Located merely 0.7 km from the Emerald Island Boulevard, Americana At Emerald Island Kissimmee villa invites guests to enjoy a hot tub and a sauna. Offering free private parking as well as Wi-Fi… More

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Beautiful Home With Private Pool And Space For The Whole Family

8887 Qin Lp, Kissimmee, United States View map

Offering a location 3.5 km from the Emerald Island Boulevard, Beautiful Home With Private Pool And Space For The Whole Family Kissimmee gives access to various tourist spots in the area. More

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Family Resort - 12Br Mansion - Sleeps 28 - Private Pool, Bbq And Games Room!

Kissimmee, United States View map

In Kissimmee, a sprawling retreat designed for groups and families seeking luxurious comfort and entertainment. With its impressive capacity to accommodate up to 28 guests, this magnificent mansion… More

From US$ 318 Book Now

Beautiful Home Boasting Entertainment For Everyone With Wifi

2717 N Poinciana Blvd, Kissimmee, United States View map

Situated 17 minutes' walk from the Museum of Military History, Beautiful Home Boasting Entertainment For Everyone With Wifi Kissimmee invites guests to relax at a terrace. The villa offers guests a… More

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