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2026-11-07
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Holiday Homes in Kissimmee

Rd972M Fairway Prosperity

972 Desert Mountain Court, Kissimmee, United States Show map

Featuring a swimming pool for guests' relaxation, the 6-bedroom Rd972M Fairway Prosperity Villa Kissimmee is located nearly 25 minutes' walk from Watson Golf Course. More

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Tropical Paradise Cottage Near Disney With Private Hot Tub & Margaritaville Resort & Island H20 Waterpark Access - 2987La

2987 Latitude Ln, Kissimmee, United States Show map

Situated merely 5 minutes' stroll from Splendid China, the 3-bedroom Tropical Paradise Cottage Near Disney With Private Hot Tub & Margaritaville Resort & Island H20 Waterpark Access - 2987La… More

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4 Bedrooms 3 Bathrooms Storey Lake 4853 Rc

4853 Romeo Circle, Kissimmee, United States Show map

The 4-bedroom 4 Bedrooms 3 Bathrooms Storey Lake 4853 Rc Kissimmee villa accommodates up to 9 guests and offers a convenient location 2.8 km from shopping venues such as the air mall "Lake Buena… More

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Villa 6Q Luxo C/ Piscina, Spa E Perto Da Disney

2945 2945 Fable Street, Kissimmee, United States Show map

The 6-bedroom Villa 6Q Luxo C/ Piscina, Spa E Perto Da Disney Kissimmee is located approximately 15 minutes' drive from Disney's Typhoon Lagoon Water Park and provides a Jacuzzi. The property… More

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Bella Vida Resort Pool Home Near Disney

4550 Baleno Lane, Kissimmee, United States Show map

Located only a 7-minute walk from Medieval Times Dinner & Tournament, the 4-bedroom Bella Vida Resort Pool Home Near Disney Kissimmee is suitable for 8 guests and provides an outdoor swimming pool to… More

From US$ 242 Book Now

Luxury Town House Near Disney

3209 Tranquil Trail, Kissimmee, United States Show map

Nestled around 6 km from Pandora, the 3-bedroom Luxury Town House Near Disney Kissimmee villa entices guests to explore various tourist destinations nearby. Offering a car park as well as Wi-Fi, this… More

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Storey Lake Magic Oasis Luxurious 4 Bedroom Pool Home In A Premium Resort

3109 Pequod Pl, Kissimmee, United States Show map

Nestled a 10-minute ride from Fantasy Surf, Storey Lake Magic Oasis Luxurious 4 Bedroom Pool Home In A Premium Resort Kissimmee entices guests to explore various tourist destinations nearby. More

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Toes In The Water Cottage With Private Pool Near Disney With Margaritaville Resort & Island H2O Access - 8008Sh

8008 Shaker Street, Kissimmee, United States Show map

Nestled 2.8 km from Dinoland U.S.A, the 4-bedroom Toes In The Water Cottage With Private Pool Near Disney With Margaritaville Resort & Island H2O Access - 8008Sh Kissimmee is boasting an aqua park, a… More

From US$ 631 Book Now

Luxury 4Br Townhome W Pool Near Disney

2661 Reading Trail, Kissimmee, United States Show map

The 4-bedroom Luxury 4Br Townhome W Pool Near Disney Kissimmee villa can host up to 8 guests, boasting a convenient location approximately a 10-minute ride from iconic cultural attractions such as… More

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Pool - Game Room - No Rear Neighbors - Disney Villa 2131

2131 Tripoli Court, Kissimmee, United States Show map

Offering a hot tub, Pool - Game Room - No Rear Neighbors - Disney Villa 2131 Kissimmee is located about a 25-minute walk from Tuscan Hills Boulevard. More

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Farmhouse Hideaway W/ Covered Patio In Kissimmee

695 S Goodman Rd Barn Apartment, Kissimmee, United States Show map

Farmhouse Hideaway W/ Covered Patio In Kissimmee villa offers proximity to nearby tourist spots, such as Orlando Tree Trek Adventure Amusement Park Zip Line, situated 3 km away. The 1-bedroom holiday… More

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Aladdin Inspired Studio Near Disney

5245 West Irlo Bronson Memorial Highway, Kissimmee, United States Show map

Aladdin Inspired Studio Near Disney Kissimmee villa is located only a 9-minute walk from Museum of Military History and provides a swimming pool, ensuring a relaxing stay. With a maximum capacity of… More

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Casa 3Q Perto Da Disney Com Clubhouse

2962 Lucayan Harbour Circle, Kissimmee, United States Show map

Located in the Celebration district of Kissimmee and within 7 km of the educational Epcot Disney Theme Park, the 3-bedroom Casa 3Q Perto Da Disney Com Clubhouse Kissimmee provides guests with a… More

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Family Fun: Pool, Spa & Theme Parks Nearby

8817 Rhodes St, Kissimmee, United States Show map

Situated within a 7-km distance of Pandora, the 8-bedroom Family Fun: Pool, Spa & Theme Parks Nearby Kissimmee villa includes an outdoor swimming pool, as well as a Jacuzzi to relax in. Offering a… More

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Modern Storey Lake Resort Disney Orlando 3191-204

3191 Paradox Circle Apt 204, Kissimmee, United States Show map

The 2-bedroom Modern Storey Lake Resort Disney Orlando 3191-204 Kissimmee villa offers easy access to such tourist spots as Lennar at Storey Lake, located nearly a 5-minute walk away. Staying at the… More

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Le603X Liberty Shine

Excitement Drive, Kissimmee, United States Show map

Situated approximately a 10-minute drive from Champions Gate Downtown Shopping Center, the 4-bedroom Le603X Liberty Shine Villa Kissimmee provides fitness classes, as well as a fitness room for… More

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Luxury 6 Bedroom 5 Bath Pool Home 243

683 Whistling Straits Blvd, Kissimmee, United States Show map

Located nearly a 10-minute drive from Tuscan Hills Boulevard, Luxury 6 Bedroom 5 Bath Pool Home 243 Kissimmee has a heated pool and is ideal for up to 17 guests. The Kissimmee holiday home offers… More

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Special Offer Resort Style & Free Waterpark 1150

1150 Kingsbarn Street, Kissimmee, United States Show map

Staying at the 4-bedroom Special Offer Resort Style & Free Waterpark 1150 Kissimmee villa, guests can visit ChampionsGate Country Club Golf, which is just 0.9 km away. The Kissimmee holiday home is… More

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2764 Sun Key

2764 Sun Key Place, Kissimmee, United States Show map

Situated about a 5-minute walk from Emerald Island Boulevard, the 4-bedroom 2764 Sun Key Villa Kissimmee is ideal for up to 8 guests. This holiday home features opportunities for hiking, bowling, and… More

From US$ 179 Book Now

Brand New Villa 6Br Pool Spa & Game Lounge 7875

7875 Poplin Street, Kissimmee, United States Show map

Staying at Brand New Villa 6Br Pool Spa & Game Lounge 7875 Kissimmee, guests can visit Orlando Tree Trek Adventure Amusement Park Zip Line, which is about a 10-minute drive away. More

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Vacation Home Orlando Florida United States

4698 Cumbrian Lakes Drive, Kissimmee, United States Show map

Featuring a swimming pool, Vacation Home Orlando Florida United States Kissimmee is suitable for up to 8 people and is located a 10-minute drive from Give Kids The World Village Resort. Providing… More

From US$ 931 Book Now

6 Bd 5 Ba Paradise Palms 2981 Bp

2981 Banana Palm Drive, Kissimmee, United States Show map

Featuring a swimming pool, 6 Bd 5 Ba Paradise Palms 2981 Bp Kissimmee villa is suitable for up to 17 people and is located 2.2 km from Emerald Island Boulevard. More

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Resort Condo With Heated Pool, Gym, Bbq Area, Patio, W/D, Children'S Pool, Ac

1375 Tuscana Lane, Kissimmee, United States Show map

Featuring an outdoor swimming pool, the 2-bedroom Resort Condo With Heated Pool, Gym, Bbq Area, Patio, W/D, Children'S Pool, Ac Kissimmee villa is suitable for up to 6 people and is located within 20… More

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Family 3Br At Lake Berkley Resort

977 Park Terrace Circle, Kissimmee, United States Show map

Family 3Br At Lake Berkley Resort Kissimmee villa, located in close proximity to lake berkley, can host up to 6 guests. Located 2.6 km from the family-friendly Kissimmee Go-Karts, the 3-bedroom… More

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Family Luxury Villa Vacation Home Resort

8944 Adriatico Lane, Kissimmee, United States Show map

Featuring a heated pool, the 4-bedroom Family Luxury Villa Vacation Home Resort Kissimmee is suitable for up to 8 people and is located around 10 minutes' drive from Tuscan Hills Boulevard. Offering… More

From US$ 210 Book Now

4Br Pool Home At Paradise Palms Near Disney

2967 Banana Palm Drive, Kissimmee, United States Show map

Situated in the West Kissimmee district, around a 25-minute walk from Emerald Island Boulevard, the 4-bedroom 4Br Pool Home At Paradise Palms Near Disney Kissimmee comes with a swimming pool for… More

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Elegant And Modern Home Near Disney

Kissimmee, United States Show map

Situated about 5 minutes' walk from Publix Super Market at Champions Gate Village, Elegant And Modern Home Near Disney Kissimmee offers easy access to numerous tourist spots in the area. More

From US$ 148 Book Now

7Br House Sleeps 20 With Private Pool

1845 Sawyer Palm Place, Kissimmee, United States Show map

Situated 4.1 km from Emerald Island Boulevard, 7Br House Sleeps 20 With Private Pool Villa Kissimmee entices guests to explore various tourist attractions in the area. More

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12 Min Da Disney • Casa 3 Q C/ Resort

3212 Oyster Ln, Kissimmee, United States Show map

Situated 2.9 km from Northeast Regional City Park, the 3-bedroom 12 Min Da Disney • Casa 3 Q C/ Resort Kissimmee is suitable for 8 guests and provides an outdoor swimming pool for additional… More

From US$ 236 Book Now

Poolside Oasis In Paradise Palms: 6 Mi To Disney!

8976 California Palm Rd, Kissimmee, United States Show map

Poolside Oasis In Paradise Palms: 6 Mi To Disney! Kissimmee villa provides easy access to various city attractions, such as Paradise Palms Boulevard, situated around 5 minutes' walk away. More

From US$ 231 Book Now

Silver Sands Villa

7759 Westland Drive, Kissimmee, United States Show map

Featuring a swimming pool, Silver Sands Villa Kissimmee is suitable for up to 10 people and is located 10 minutes' drive from Windsor Hills. Providing guests with Wi-Fi and a car park, the 8-bedroom… More

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Emerald Island Escape | Luxury Stay Near Disney

2766 Lido Key Drive, Kissimmee, United States Show map

The luxurious Emerald Island Escape | Luxury Stay Near Disney Kissimmee villa offers proximity to nearby tourist spots, such as Windsor Hills, situated around 3 km away. The accommodation provides… More

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Go 13 Windsor At Westside

9045 Rhodes St, Kissimmee, United States Show map

The 4-bedroom Go 13 Windsor At Westside Villa Kissimmee is located 2.7 km from Highlands Reserve Boulevard and provides billiard for active guests. Featuring a hot tub, this 3-bathroom villa is… More

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9038 Pelican Cove

9038 Pelican Cove Trace, Kissimmee, United States Show map

Offering a Jacuzzi for a relaxing experience, 9038 Pelican Cove Kissimmee villa is located a 10-minute drive from Rum Run. The 4-bedroom holiday home features opportunities for mini golf in the area,… More

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Lakeview Retreat With Private Pool Games

4608 Formby Court, Kissimmee, United States Show map

Featuring a swimming pool, the 5-bedroom Lakeview Retreat With Private Pool Games Kissimmee villa is suitable for up to 10 people and is located about 7 km from Old Town Shopping Mall. Providing… More

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Charming Cottage With Private Hot Tub Near Disney With Margaritaville Resort & Island H2O Access - 3025Sp

3025 Sea Plane Lane, Kissimmee, United States Show map

The 2-bedroom Charming Cottage With Private Hot Tub Near Disney With Margaritaville Resort & Island H2O Access - 3025Sp Kissimmee enjoys a serene location within 7 km of wellness venues like Walt… More

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Villas South Monaco

7662 Whisper Way O #104, Kissimmee, United States Show map

Welcoming guests with a Jacuzzi, the 3-bedroom Villas South Monaco Kissimmee is located about 5 minutes' walk from Reunion Resort Water Park and can host up to 6 guests. This property boasts an aqua… More

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Stunning Kissimmee Home With Pool Sleeps 12 Disney

2956 Lucayan Harbour Circle, Kissimmee, United States Show map

Featuring parking, the 3-bedroom Stunning Kissimmee Home With Pool Sleeps 12 Disney is located in the Celebration district of Kissimmee and just 0.9 km from such cultural tourist attractions as… More

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2421-14-Rd- Sports Themed Home With Bowling Alley

2421 Rama Drive, Kissimmee, United States Show map

Nestled a 25-minute walk from Give Kids The World Village Resort, 2421-14-Rd- Sports Themed Home With Bowling Alley Kissimmee entices guests to explore various tourist destinations nearby. More

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Luxury 15Br Mansion With Pool Near Disney 37Ha

4437 Ganesha Loop, Kissimmee, United States Show map

Situated approximately 20 minutes on foot from Give Kids The World Village Resort, Luxury 15Br Mansion With Pool Near Disney 37Ha Kissimmee villa includes a heated pool, as well as a Jacuzzi and an… More

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2109 Morocco

2109 Morocco Way, Kissimmee, United States Show map

Located in the West Kissimmee district, the 7-bedroom 2109 Morocco Villa Kissimmee is 3.5 km from Emerald Island Boulevard and offers a Jacuzzi. Providing an outdoor swimming pool, this 5-bathroom… More

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6 Bedrooms 45 Bathrooms Solara 1824 Sp

1824 Sandy Park Trail, Kissimmee, United States Show map

Featuring a swimming pool for guests' relaxation, the 6-bedroom 6 Bedrooms 45 Bathrooms Solara 1824 Sp Kissimmee villa is located nearly a 10-minute drive from West Gate Flea Market. Along with a… More

From US$ 1482 Book Now

Sunshine Paradise

8704 Knightsbridge Ct. Apt B, Kissimmee, United States Show map

Sunshine Paradise Kissimmee villa offers proximity to nearby tourist spots, such as Polo Park Golf Course, situated around 10 minutes away by car. More

From US$ 100 Book Now

6 Bedrooms 45 Bathrooms Solara Resort 1868 Tp

1868 Tropical Palms Circle, Kissimmee, United States Show map

Featuring a swimming pool, the 6-bedroom 6 Bedrooms 45 Bathrooms Solara Resort 1868 Tp Kissimmee villa is suitable for up to 12 people and is located nearly a 25-minute walk from Rum Run. Situated in… More

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Lush 5Br Home W Pool Game & Themed Rooms

2833 Bookmark Drive, Kissimmee, United States Show map

Located merely 1 km from the adventure-themed Congo River Golf, Lush 5Br Home W Pool Game & Themed Rooms Kissimmee provides access to various tourist attractions in the vicinity. More

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Private Pool Near Disney With Game Room

577 Marcello Boulevard, Kissimmee, United States Show map

Private Pool Near Disney With Game Room Kissimmee villa is located nearly a 25-minute walk from Medieval Times Dinner & Tournament and provides cycling and fisheries for active guests. Located 2.1 km… More

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Salty Breeze Villa

8970 Sugar Palm Road, Kissimmee, United States Show map

The 4-bedroom Salty Breeze Villa Kissimmee offers easy access to such tourist spots as Paradise Palms Boulevard, located merely a 6-minute walk away. Offering a convenient location in the West… More

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Luxury 4 Bedroom Storey Lake Townhome 2444Reading Townhouse

2444 Reading Trail, Kissimmee, United States Show map

The 4-bedroom Luxury 4 Bedroom Storey Lake Townhome 2444Reading Townhouse Kissimmee villa offers proximity to such city sites as Lennar at Storey Lake, located a mere 5 minutes' walk away. Providing… More

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Wonderful Disney-Themed Home In Championsgate Resort 15 Min From Disney World With 7 Pools, Club Houses, Water Park, Gym, Arcades, Lazy River, Golf, And More!

675 Ocean Course Avenue, Kissimmee, United States Show map

Offering a location 3.6 km from Highlands Reserve Boulevard, Wonderful Disney-Themed Home In Championsgate Resort 15 Min From Disney World With 7 Pools, Club Houses, Water Park, Gym, Arcades, Lazy… More

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Sunshine Oasis Villa By Paradise Resort Vacations

119 Madiera Beach Blvd, Kissimmee, United States Show map

Situated nearly a 25-minute walk from Shingle Creek Regional Park, the 6-bedroom Sunshine Oasis Villa By Paradise Resort Vacations Kissimmee is suitable for 12 guests and provides a swimming pool for… More

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