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2026-11-07
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Holiday Homes in Kissimmee

Coconut Cove

8999 Amelia Downs Trail, Kissimmee, United States Show map

Featuring a swimming pool for guests' relaxation, the 6-bedroom Coconut Cove Villa Kissimmee is located around a 25-minute stroll from Tuscan Hills Boulevard. Featuring a terrace, the Kissimmee… More

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5 Bd 4 Ba Paradise Palms 8964 Ca

8964 California Palm Rd, Kissimmee, United States Show map

Staying at the 5-bedroom 5 Bd 4 Ba Paradise Palms 8964 Ca Kissimmee villa, guests can visit Rum Run, which is nearly a 25-minute walk away. Featuring a car park nearby, the Kissimmee holiday home is… More

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8952 Private Pool 4Bd Townhome

8952 Cat Palm Rd, Kissimmee, United States Show map

The 4-bedroom 8952 Private Pool 4Bd Townhome Kissimmee villa is situated only 5 minutes' stroll from Paradise Palms Boulevard, featuring such comforts as Wi-Fi and a car park. Offering a convenient… More

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Luxury Pool Home Near Disney Resort Amenities

8882 Candy Palm Road, Kissimmee, United States Show map

Boasting an aqua park, spa therapy, and a golf course, the 6-bedroom Luxury Pool Home Near Disney Resort Amenities Kissimmee is suitable for up to 12 guests and is located in the West Kissimmee… More

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Stylish Home At Amazing Resort!

2162 Fleming Mist Place, Kissimmee, United States Show map

The 5-bedroom Stylish Home At Amazing Resort! Kissimmee entices active guests with access to a fitness area and is located approximately 25 minutes on foot from Publix Super Market at Berry Town… More

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Wishes Hideaway

3236 Wish Ave., Kissimmee, United States Show map

Located about 4 km from Orange Lake Legends, Wishes Hideaway Villa Kissimmee gives access to various tourist sites in the vicinity. More

From US$ 129 Book Now

3Br Condo With Many Upgrades And Minion Room

309 Lucaya Loop, Kissimmee, United States Show map

Located just 6 minutes on foot from Rum Run, the 3-bedroom 3Br Condo With Many Upgrades And Minion Room Kissimmee villa provides a swimming pool as well as fisheries to diversify guests' leisure. The… More

From US$ 161 Book Now

Bahama Bay Third Floor Unit Close To Disney

516 Lucaya Loop, Kissimmee, United States Show map

Bahama Bay Third Floor Unit Close To Disney Kissimmee villa is located within 700 metres of Rum Run and offers guests to enjoy fisheries. Nestled in the West Kissimmee district, the 3-bedroom holiday… More

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3Br Poolside Escape Near Disney & Orlando

2928 Elbert Way, Kissimmee, United States Show map

The 3-bedroom 3Br Poolside Escape Near Disney & Orlando Kissimmee villa is located within 7 km of Kissimmee Oaks Golf Course, giving access to various tourist spots nearby. This Kissimmee holiday… More

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Resort Condo Close To Theme Parks With On-Site Pool, Bar, Restaurant, & Gym

1361 Tuscan Terrace, Kissimmee, United States Show map

Located about a 25-minute walk from Arnold Palmer Golf Course, the 3-bedroom Resort Condo Close To Theme Parks With On-Site Pool, Bar, Restaurant, & Gym Kissimmee villa has an outdoor swimming pool… More

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Luxurious 8 Bedroom 5 Bath Resort Arcade And Theatre

851 Sticks Street, Kissimmee, United States Show map

The 8-bedroom Luxurious 8 Bedroom 5 Bath Resort Arcade And Theatre Kissimmee villa entices active guests with access to a fitness studio and is located approximately a 10-minute ride from… More

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3200- Aconchegante Casa De 4 Quartos Com Acesso Ao Resort, Proxima A Disney

3200 Guana Way, Kissimmee, United States Show map

The 4-bedroom 3200- Aconchegante Casa De 4 Quartos Com Acesso Ao Resort, Proxima A Disney Kissimmee offers proximity to nearby tourist spots, such as Northeast Regional City Park, situated around 3… More

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Pool Space 5Br Near Disney Attractions

1804 Sandy Pk Trl, Kissimmee, United States Show map

Featuring a swimming pool, Pool Space 5Br Near Disney Attractions Kissimmee villa is suitable for up to 15 people and is located 25 minutes' stroll from Highlands Reserve Boulevard. Providing guests… More

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6Br Windsor At Westside Family Retreat

8922 Zurich Lane, Kissimmee, United States Show map

Offering a location 4.3 km from Mystic Dunes Golf Club at Mystic Dunes Resort, 6Br Windsor At Westside Family Retreat Villa Kissimmee gives access to various tourist spots in the area. Offering… More

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Cozy 3Br Home W Private Pool Near Disney

216 Bay Meadow Dr, Kissimmee, United States Show map

Featuring a swimming pool, the 3-bedroom Cozy 3Br Home W Private Pool Near Disney Kissimmee is suitable for up to 6 people and is located nearly 25 minutes' walk from Give Kids The World Village… More

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Flash 20 Off Spetacular Townhome With Private Pool Close To Disney 8919Pp

8919 Candy Palm Road, Kissimmee, United States Show map

The 4-bedroom Flash 20 Off Spetacular Townhome With Private Pool Close To Disney 8919Pp Kissimmee villa can host up to 8 guests, boasting a convenient location within a 6-km distance of iconic… More

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1678 Lima Ave Kissimmee 9 Bed

1678 Lima Avenue, Kissimmee, United States Show map

Nestled 3.7 km from Highgate Park Boulevard, the 9-bedroom 1678 Lima Ave Kissimmee 9 Bed Villa is boasting an aqua park, spa therapy, and a golf course for guests' enjoyment. Located around 10… More

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Upstay - New Build Home With Pool & Spa

Takeaway Way, Kissimmee, United States Show map

Located approximately 10 minutes' drive from Highlands Reserve Boulevard, Upstay - New Build Home With Pool & Spa Kissimmee provides access to various tourist attractions in the vicinity. More

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Beautiful Home With Private Pool, Game Room And Basketball Court

2531 Calla Lily Cv, Kissimmee, United States Show map

Located approximately 10 minutes by car from The Green Barn on the Lake, the 5-bedroom Beautiful Home With Private Pool, Game Room And Basketball Court Kissimmee boasts an outdoor swimming pool with… More

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Lakefront Storey Lake Villa | Theater, Game Rooms, 6 Kings, Pool & Jacuzzi

2868 Simile Street, Kissimmee, United States Show map

During the stay at Lakefront Storey Lake Villa | Theater, Game Rooms, 6 Kings, Pool & Jacuzzi Kissimmee, guests can indulge in a Jacuzzi or visit Museum of Military History, located 3.6 km away. More

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Brand New Home With 4 En-Suites, Near Disney

5552 Torino Road, Kissimmee, United States Show map

The 4-bedroom Brand New Home With 4 En-Suites, Near Disney Kissimmee can host up to 8 guests, boasting a convenient location a mere 1.6 km from iconic cultural attractions such as Museum of Military… More

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6 Bedrooms 5 Bathrooms Storey Lake 2809 Bd

2809 Bookmark Drive, Kissimmee, United States Show map

Featuring a heated pool for guests' relaxation, the 6-bedroom 6 Bedrooms 5 Bathrooms Storey Lake 2809 Bd Kissimmee villa is located within a 3-km distance of the nonprofit Give Kids The World Village… More

From US$ 246 Book Now

Townhome 4 Bd Splash Pool Bbq At Le Reve - 4448

4448 Le Reve Ct, Kissimmee, United States Show map

Nestled a 9-minute walk from the miniature Pirates Island Adventure Golf, Townhome 4 Bd Splash Pool Bbq At Le Reve - 4448 Kissimmee villa entices guests to explore various tourist destinations nearby. More

From US$ 229 Book Now

Elegant Luxury Home With Pool

4297 Paragraph Drive, Kissimmee, United States Show map

Elegant Luxury Home With Pool Kissimmee is located around 25 minutes' walk from the family-friendly Kissimmee Go-Karts, giving access to various tourist spots nearby. More

From US$ 145 Book Now

4415Rh Townhouse 5 Beds & 4 Baths With Private Pool

4415 Scene Lane, Kissimmee, United States Show map

Featuring a heated pool, the 5-bedroom 4415Rh Townhouse 5 Beds & 4 Baths With Private Pool Villa Kissimmee is suitable for up to 12 people and is located around 25 minutes' walk from Give Kids The… More

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8 Bd 6 Ba Windsor At Westside 2129 Mt

2129 Malta Terrace, Kissimmee, United States Show map

Situated 2.6 km from Northeast Regional City Park, the 8-bedroom 8 Bd 6 Ba Windsor At Westside 2129 Mt Villa Kissimmee entices guests to enjoy billiard in the area. Located in the West Kissimmee… More

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Pokemon Dream Studio Escape

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

Pokemon Dream Studio Escape Kissimmee villa is located 25 minutes' walk from The Great Magic Hall and provides a swimming pool, ensuring a relaxing stay. This holiday home hosts up to 4 guests and… More

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Ground Floor Condo In Bahama Bay

103 Lucaya Loop, Kissimmee, United States Show map

Located about 5 minutes' walk from Rum Run, the 3-bedroom Ground Floor Condo In Bahama Bay Kissimmee villa offers a swimming pool for guests to relax by. The property boasts an aqua park, a patio… More

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Lake Berkley Retreat Pool Fishing Clubhouse

1063 Park Ridge Cir, Kissimmee, Fl 34746, Kissimmee, United States Show map

Located about a 10-minute drive from the miniature Congo River Golf, Lake Berkley Retreat Pool Fishing Clubhouse Kissimmee villa provides access to various tourist attractions in the vicinity. More

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8 Bd 5 Ba Bella Vida 4489 Md

4489 Monado Drive, Kissimmee, United States Show map

8 Bd 5 Ba Bella Vida 4489 Md Villa Kissimmee offers proximity to nearby tourist spots, such as the themed Give Kids The World Village Resort, situated 1.4 km away. More

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Chic Spacious With Private Pool Ideal Location

Ocean Course Avenue 400, Kissimmee, United States Show map

The 4-bedroom Chic Spacious With Private Pool Ideal Location Kissimmee villa offers proximity to nearby tourist spots, such as Highlands Reserve Boulevard, situated 3.1 km away. More

From US$ 198 Book Now

5Br Windsor Westside Pool Home Near Disney

1872 Gobi Drive, Kissimmee, United States Show map

Situated 4.8 km from Ship Wreck Island Water Park, the 5-bedroom 5Br Windsor Westside Pool Home Near Disney Kissimmee is suitable for 12 guests and provides a year-round outdoor pool for additional… More

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Clubhouse Birdie Resort Home Near Disney

841 Drop Shot Drive, Kissimmee, United States Show map

Featuring a swimming pool, the 5-bedroom Clubhouse Birdie Resort Home Near Disney Kissimmee is suitable for up to 14 people and is located within a 10-minute drive of Rum Run. More

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Vibrant Cottage With Private Pool Near Disney With Margaritaville Resort & Island H2O Access - 8043Kd

8043 Knee Deep Rd, Kissimmee, United States Show map

Situated 3.2 km from the 145-foot Tree of Life Sculpture, the 4-bedroom Vibrant Cottage With Private Pool Near Disney With Margaritaville Resort & Island H2O Access - 8043Kd Kissimmee offers guests… More

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Cozy Cottage With Private Pool Near Disney With Margaritaville & Island H2O Access - 8036St

8036 Sandy Toes Way, Kissimmee, United States Show map

The 4-bedroom Cozy Cottage With Private Pool Near Disney With Margaritaville & Island H2O Access - 8036St Kissimmee is located nearly 5 minutes' walk from Splendid China and provides guests with an… More

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5 Bedrooms 5 Bathrooms Storey Lake 4729 Sh

4729 Sleepy Hollow Drive, Kissimmee, United States Show map

Located 4.4 km from Osceola County Welcome Center and History Museum, the 5-bedroom 5 Bedrooms 5 Bathrooms Storey Lake 4729 Sh Kissimmee villa has a swimming pool and is ideal for up to 12 guests. More

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Amazing Story Lake Town Home With Pool

Kissimmee, United States Show map

Amazing Story Lake Town Home With Pool Kissimmee is located a 25-minute walk from the miniature Congo River Golf and provides an outdoor swimming pool, ensuring a relaxing stay. The 4-bedroom villa… More

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Chic 4Br With Pool Game Room & Mickey Rooms

9021 Flamingo Key Way, Kissimmee, United States Show map

Located in the West Kissimmee district, Chic 4Br With Pool Game Room & Mickey Rooms Kissimmee villa is 25 minutes' walk from Tuscan Hills Boulevard and offers a hot tub. This holiday home features an… More

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4 Bd 3 Ba Paradise Palms 2939 Bp

2939 Buccaneer Palm Road, Kissimmee, United States Show map

Featuring a heated pool, 4 Bd 3 Ba Paradise Palms 2939 Bp Kissimmee villa is located just a 5-minute walk from Paradise Palms Boulevard and is suitable for up to 8 guests. Guests of the 2-bedroom… More

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Bella Vida 12Br Luxury Family Villa With Pool Spa Near Disney 182

182 Marcello Blvd, Kissimmee, United States Show map

Nestled a 25-minute walk from Fun 'n Wheels Family Fun Parks, Bella Vida 12Br Luxury Family Villa With Pool Spa Near Disney 182 Kissimmee entices guests to explore various tourist destinations nearby. More

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3212 West Lucaya New 8 Guests 3 Bdrs Corner 192

3212 Oyster Ln, Kissimmee, United States Show map

Offering a sauna for a relaxing experience, 3212 West Lucaya New 8 Guests 3 Bdrs Corner 192 Villa Kissimmee is located a 15-minute ride from Avatar Flight of Passage Tourist Information Center. More

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3180 Paradox #303

3180 Paradox Circle, Kissimmee, United States Show map

Situated nearly a 10-minute ride from Osceola County Welcome Center and History Museum, the 2-bedroom 3180 Paradox #303 Kissimmee villa includes an outdoor swimming pool, as well as a Jacuzzi to… More

From US$ 364 Book Now

8225Rb-The Fountains At Championsgate Townhouse

8225 Roseville Blvd, Kissimmee, United States Show map

Featuring an outdoor swimming pool for guests' relaxation, the 4-bedroom 8225Rb-The Fountains At Championsgate Townhouse Villa Kissimmee is located within 25 minutes' walk of Reunion Resort Water… More

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C - New 4 Bedroom Home - 5 Miles To Disney - Free Water Park - Private Pool

3107 Pequod Place, Kissimmee, United States Show map

C - New 4 Bedroom Home - 5 Miles To Disney - Free Water Park - Private Pool Kissimmee is located approximately 10 minutes by car from Osceola County Welcome Center and History Museum, giving access… More

From US$ 212 Book Now

6Br Disney Villa | Pool, Spa & Game Room

190 Hideaway Beach Ln, Kissimmee, United States Show map

With a maximum capacity of 14 guests, the 6-bedroom 6Br Disney Villa | Pool, Spa & Game Room Kissimmee provides them with a heated pool and access to such wellness attractions as Give Kids The World… More

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Cozy 5Br Championsgate Home - Private Jacuzzi

810 Sticks Street, Kissimmee, United States Show map

During the stay at Cozy 5Br Championsgate Home - Private Jacuzzi Kissimmee, guests can indulge in a Jacuzzi or visit Tuscan Hills Boulevard, located 4.3 km away. The villa features opportunities for… More

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Pxc3151-306

3151 Paradox Circle, Kissimmee, United States Show map

The 2-bedroom Pxc3151-306 Villa Kissimmee entices active guests with access to a fitness area and is located around a 10-minute drive from the creative Mortem Manor Haunted Attraction. More

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Veranda Palm Resort 12Br Pool Spa Villa 2433

2433 Shanti Dr, Kissimmee, United States Show map

Offering a location approximately a 25-minute walk from the adventure-themed Congo River Golf, Veranda Palm Resort 12Br Pool Spa Villa 2433 Kissimmee gives access to various tourist spots in the area. More

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5 Bedrooms 4 Bathrooms Storey Lake 4806 Cs

4806 Crusoe Street, Kissimmee, United States Show map

The 5-bedroom 5 Bedrooms 4 Bathrooms Storey Lake 4806 Cs Kissimmee villa can host up to 13 guests, boasting a convenient location approximately a 10-minute drive from iconic cultural attractions such… More

From US$ 1313 Book Now

Lakeview Luxury Near Disney - South-Facing Pool, Spa & Fun At Bella Vida Gated Resort

300 Ballo Drive Bella Vida, Kissimmee, United States Show map

The 6-bedroom Lakeview Luxury Near Disney - South-Facing Pool, Spa & Fun At Bella Vida Gated Resort Kissimmee villa is situated nearly 25 minutes' walk from Shingle Creek Regional Park and provides a… More

From US$ 598 Book Now