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2026-11-07
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Holiday Homes in Kissimmee

Sun & Fun Storey Lake

4776 Kings Castle Cir, Kissimmee, United States Show map

The 6-bedroom Sun & Fun Storey Lake Kissimmee villa entices active guests with access to a fitness room and is located nearly a 10-minute drive from Local amusement Theme Park. Offering an outdoor… More

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Private Pool & Game Room: Family Vacation Rental

4812 Kings Castle Cir, Kissimmee, United States Show map

Ensuring a relaxing stay with a Jacuzzi, the 7-bedroom Private Pool & Game Room: Family Vacation Rental Kissimmee villa is situated approximately 4 km from Local amusement Theme Park and can… More

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Heated Pool Game Room Free Resort 9Mi Disney

1845 Nice Court, Kissimmee, United States Show map

The 6-bedroom Heated Pool Game Room Free Resort 9Mi Disney Kissimmee villa is located within a 7-km distance of Avatar Flight of Passage Tourist Information Center and has an aqua park and a game… More

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Ruby-Rose Retreat By Paradise Resort Vacations

1204 Winding Hollow Court, Kissimmee, United States Show map

Situated 3.7 km from Shingle Creek Regional Park, the 5-bedroom Ruby-Rose Retreat By Paradise Resort Vacations Kissimmee villa is suitable for 10 guests and provides a swimming pool for additional… More

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Fantastic 4Br 3Ba With Pvt Pool With Lake View Near To Disney

801 Las Fuentes Dr, Kissimmee, United States Show map

Situated 2.3 km from Shingle Creek Regional Park, the 4-bedroom Fantastic 4Br 3Ba With Pvt Pool With Lake View Near To Disney Kissimmee villa provides access to numerous tourist attractions in the… More

From US$ 131 Book Now

4Br Home W Heated Pool Near Disney At Storey Lake

Florida 4829, Kissimmee, United States Show map

The 4-bedroom 4Br Home W Heated Pool Near Disney At Storey Lake Kissimmee is located within 4 km of Medieval Times Dinner & Tournament, giving access to various tourist spots nearby. With a maximum… More

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3Br Family Home At The Hub Near Disney

3252 Sustainable Wy, Kissimmee, United States Show map

During the stay at 3Br Family Home At The Hub Near Disney Kissimmee, guests can indulge in an indoor pool or visit Pandora, located 4.8 km away. Offering pool views as well as a swimming pool… More

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5 Bedrooms 4 Bathrooms Storey Lake 3149 Pp

3149 Pequod Place, Kissimmee, United States Show map

Featuring a heated pool, 5 Bedrooms 4 Bathrooms Storey Lake 3149 Pp Kissimmee villa is suitable for up to 11 people and is located 10 minutes' drive from Old Town Shopping Mall. Guests of the 5… More

From US$ 718 Book Now

2934 Paradise Palms 6Br Home With Pool & Game Room

2934 Buccaneer Palm Road, Kissimmee, United States Show map

During the stay at 2934 Paradise Palms 6Br Home With Pool & Game Room Kissimmee, guests can indulge in a hot tub or visit Avatar Flight of Passage Tourist Information Center, located 6 km away. More

From US$ 242 Book Now

Luxury 9 Bedroom 5 Bathroom Villa -Pool Spa Arcade & Free Resort Access

8868 Cabot Cliffs Drive, Kissimmee, United States Show map

The 9-bedroom Luxury 9 Bedroom 5 Bathroom Villa -Pool Spa Arcade & Free Resort Access Kissimmee entices active guests with access to a fitness area and is located approximately 5 km from Orlando Tree… More

From US$ 457 Book Now

Modern Clean Home Private Pool Close Disney 2968

2968 Protagonist Street, Kissimmee, United States Show map

Situated within a 10-minute drive of Shingle Creek Regional Park, the 4-bedroom Modern Clean Home Private Pool Close Disney 2968 Kissimmee is suitable for 10 guests and provides a heated pool for… More

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1712 Caribbean View

1712 Caribbean View Terrace, Kissimmee, United States Show map

Ensuring a relaxing stay with a Jacuzzi, the 6-bedroom 1712 Caribbean View Villa Kissimmee is situated 2.7 km from Northeast Regional City Park and can accommodate 13 guests. The holiday home boasts… More

From US$ 303 Book Now

Townhome With Private Splash Pool Free Waterpark

2407 Dubai Street, Kissimmee, United States Show map

Featuring an outdoor swimming pool, Townhome With Private Splash Pool Free Waterpark Kissimmee villa is suitable for up to 10 people and is located 10 minutes' drive from Highlands Reserve Boulevard.… More

From US$ 254 Book Now

4 Bedroom 3 Bathroom Villas At Seven Dwarfs 8-107

4601 Yellowgold Road West Building 8 Suite 107, Kissimmee Fl, 34746, Kissimmee, United States Show map

Featuring an outdoor swimming pool for guests' relaxation, the 4-bedroom 4 Bedroom 3 Bathroom Villas At Seven Dwarfs 8-107 Kissimmee is located nearly 25 minutes' walk from Medieval Times Dinner &… More

From US$ 189 Book Now

5Br House With Spa Near Disney Area

1089 Castle Pines Ct, Kissimmee, Fl 34747, Usa, Kissimmee, United States Show map

Located nearly a 25-minute walk from ChampionsGate Golf Club, the 5-bedroom 5Br House With Spa Near Disney Area Kissimmee villa has a swimming pool and is ideal for up to 10 guests. Guests can enjoy… More

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3Br Condo Min To Disney! Free Resort Pool & Gym

8105 Coconut Palm Way, Kissimmee, United States Show map

Featuring a swimming pool, the 1-bedroom 3Br Condo Min To Disney! Free Resort Pool & Gym Kissimmee villa is suitable for up to 6 people and is located approximately 6 km from the 145-foot Tree of… More

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Colorful Vibrant Oasis Sleeps 10, 10Min To Disney

8805 Positivity Dr, Kissimmee, United States Show map

The 3-bedroom Colorful Vibrant Oasis Sleeps 10, 10Min To Disney Kissimmee villa provides an aqua park and a patio for guests' leisure, and is around 4 km from Mighty Jungle Golf. Offering private car… More

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9 Bedrooms 6 Bathrooms Solara 9028 Fk

9028 Flamingo Key Way, Kissimmee, United States Show map

Staying at the 1-bedroom 9 Bedrooms 6 Bathrooms Solara 9028 Fk Kissimmee villa, guests can easily reach Tuscan Hills Boulevard, located approximately a 25-minute walk away. Offering a convenient… More

From US$ 308 Book Now

Create Lasting Magical Memories Resort Home For 8

134 Pompano Beach Dr, Kissimmee, United States Show map

Create Lasting Magical Memories Resort Home For 8 Kissimmee is located about a 25-minute walk from the working Kissimmee Air Museum and provides an outdoor swimming pool, ensuring a relaxing stay. More

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Villa Compass- Compass Bay

5105 Killarney Way, Kissimmee, United States Show map

Hosting up to 8 guests, the 4-bedroom Villa Compass- Compass Bay Kissimmee offers a convenient location nearly a 25-minute stroll from sports attractions such as the miniature Congo River Golf. More

From US$ 231 Book Now

Bella Notte At Caribe Cove

9055 Treasure Trove, Kissimmee, United States Show map

Offering a hot tub, an aqua park, and a golf course for guests' leisure, Bella Notte At Caribe Cove Villa Kissimmee is situated 7 km from the 145 - foot Tree of Life Sculpture. The 3-bedroom holiday… More

From US$ 168 Book Now

Luxury 5 Bed Pool Home Close To Disney, Spacious

1504 Mumbai Way, Kissimmee, United States Show map

Located around a 10-minute drive from Emerald Island Boulevard, the 5-bedroom Luxury 5 Bed Pool Home Close To Disney, Spacious Kissimmee offers fitness classes, as well as a fitness centre for active… More

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Best Vacation Villa, Themed Beds, Private Pool

Windermere Avenue 5001, Kissimmee, United States Show map

Featuring an outdoor swimming pool, the welcoming Best Vacation Villa, Themed Beds, Private Pool Kissimmee is suitable for up to 10 people and is located 10 minutes by car from Museum of Military… More

From US$ 269 Book Now

Magic Getaway

8668 Wellington Loop, Kissimmee, United States Show map

Magic Getaway Villa Kissimmee is located within 15 minutes' drive of the 145 - foot Tree of Life Sculpture and provides a hot tub. With a maximum capacity of 7 guests, the property offers a private… More

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Minutes To Disney | Private Pool, Resort Amenities & Bbq Grill - 1600St

4815 Clock Tower Drive, Kissimmee, United States Show map

Featuring a swimming pool, Minutes To Disney | Private Pool, Resort Amenities & Bbq Grill - 1600St Kissimmee villa is located in a residential part of Kissimmee, a 10-minute ride from the adventure… More

From US$ 215 Book Now

Chic Modern Marvel, Themed Beds, Private Pool

Scene Lane 4343, Kissimmee, United States Show map

Hosting up to 10 guests, the 4-bedroom Chic Modern Marvel, Themed Beds, Private Pool Villa Kissimmee offers a convenient location approximately 25 minutes' walk from sports attractions such as the… More

From US$ 261 Book Now

Lovely 2Br Codo With 2Clubhouses & Kids Splash Pad

4741 Clock Tower Drive, Kissimmee, United States Show map

Hosting up to 4 guests, the 2-bedroom Lovely 2Br Codo With 2Clubhouses & Kids Splash Pad Kissimmee villa offers a convenient location 2.9 km from sports attractions such as Falcon's Fire Golf Course.… More

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Disney Getaway 5 Bedrooms Pool And Grill 4812

4812 Lullaby Ln, Kissimmee, United States Show map

The 5-bedroom Disney Getaway 5 Bedrooms Pool And Grill 4812 Kissimmee villa accommodates up to 13 guests and offers a convenient location 4.3 km from shopping venues such as the open-air mall "Lake… More

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Amazing Townhouse In Gated Community 10' To Disney!

8955 Shine Drive, Kissimmee, United States Show map

Featuring a swimming pool, Amazing Townhouse In Gated Community 10' To Disney! Kissimmee villa is suitable for up to 8 people and is located a 15-minute drive from the 145-foot Tree of Life Sculpture… More

From US$ 163 Book Now

Lakeview 5Br With Game Room And Pool, Near Disney

2613 Reading Trail, Kissimmee, United States Show map

Located about a 25-minute walk from Medieval Times Dinner & Tournament, Lakeview 5Br With Game Room And Pool, Near Disney Kissimmee villa has a heated pool and is ideal for up to 12 guests. More

From US$ 235 Book Now

Themed Resort Home W/ Upscale Amenities/Game Room

1824 Gobi Drive, Kissimmee, United States Show map

During the stay at Themed Resort Home W/ Upscale Amenities/Game Room Kissimmee, guests can indulge in a hot tub or visit Emerald Island Boulevard, located 3.4 km away. Offering parking as well as Wi… More

From US$ 385 Book Now

Near Disney Themed Luxury 5Bd Home Private Pool

2481 Dubai Street, Kissimmee, United States Show map

The 5-bedroom Near Disney Themed Luxury 5Bd Home Private Pool Kissimmee is located 3.3 km from Emerald Island Boulevard and provides cycling for active guests. The villa boasts an aqua park and a… More

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3 Bedrooms 2 Bathrooms Seven Dwarfs 10-105 Lc

2616 Lodi Circle Building 10 - Unit 105, Kissimmee, United States Show map

The 1-bedroom 3 Bedrooms 2 Bathrooms Seven Dwarfs 10-105 Lc Kissimmee villa offers proximity to such city sites as Sam's Club, located merely 6 minutes' walk away. The property features a swimming… More

From US$ 215 Book Now

Amazing Disney Themed Home!

1822 Caribbean View Terrace, Kissimmee, United States Show map

Featuring a swimming pool, Amazing Disney Themed Home! Kissimmee is suitable for up to 23 people and is located 4.2 km from Emerald Island Boulevard. Providing guests with Wi-Fi and parking, this 9… More

From US$ 685 Book Now

Elegant 4Br Luxury Home - Private Pool Disney

2503 Calla Lily Cove, Kissimmee, United States Show map

Located within 5 km of Forgotten Citrus Center Monument #2, the 4-bedroom Elegant 4Br Luxury Home - Private Pool Disney Kissimmee provides access to various tourist attractions in the vicinity. This… More

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4Br Pool Home Near Disney At Storey Lake

4845 Clock Tower Drive, Kissimmee, United States Show map

4Br Pool Home Near Disney At Storey Lake Kissimmee can host up to 8 guests, boasting a convenient location 4.8 km from iconic cultural attractions such as Osceola County Welcome Center and History… More

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Themed /Games Room W/ Arcade Games/Bar/Resort Amenities

1840 Sandy Park Trail, Kissimmee, United States Show map

Located in the West Kissimmee district of Kissimmee and within a 4-km distance of Tuscan Hills Boulevard, the 5-bedroom Themed /Games Room W/ Arcade Games/Bar/Resort Amenities Kissimmee villa… More

From US$ 487 Book Now

Nice Getaway - Private Pool, Spa, & 24/7 Support

1921 Nice Court, Kissimmee, United States Show map

Located in the West Kissimmee district, Nice Getaway - Private Pool, Spa, & 24/7 Support Kissimmee villa is 7 km from Orange Lake Legends and offers a Jacuzzi. The 6-bedroom holiday home features an… More

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This Is Paradise Found! Private In-Ground Pool Home, Views, Near Dis, No Steps, Low Rates!

3014 Bloomsbury Drive, Kissimmee, United States Show map

Featuring a private parking lot, the 3-bedroom This Is Paradise Found! Private In-Ground Pool Home, Views, Near Dis, No Steps, Low Rates! Kissimmee is located in the West Kissimmee district of… More

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2303 Butterfly Palm #102

2303 Butterfly Palm Way, Kissimmee, United States Show map

Located around a 15-minute drive from the 220-acre multi-purpose ESPN Wide World of Sports Complex, the 2-bedroom 2303 Butterfly Palm #102 Villa Kissimmee boasts an outdoor swimming pool with a… More

From US$ 167 Book Now

The Seasons Retreat 5Br Oasis With Private Pool

1145 Seasons Boulevard, Kissimmee, United States Show map

Located about a 25-minute stroll from Osceola County Welcome Center and History Museum, the 5-bedroom The Seasons Retreat 5Br Oasis With Private Pool Villa Kissimmee has an outdoor swimming pool and… More

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Prime Location 4Bd Townhome With Pool And Grill

4413 Le Reve Ct, Kissimmee, United States Show map

The 4-bedroom Prime Location 4Bd Townhome With Pool And Grill Kissimmee villa hosts up to 9 guests and provides proximity to Give Kids The World Village Resort, situated only 500 metres away. The… More

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Magical Ever After, Spacious, 5-Br, 13 Beds, Sleeps Up To 17, Pool, Game Room, Mini Golf, Lakefront

4955 Pall Mall Street East, Kissimmee, United States Show map

Located a 10-minute drive from The Green Barn on the Lake, Magical Ever After, Spacious, 5-Br, 13 Beds, Sleeps Up To 17, Pool, Game Room, Mini Golf, Lakefront Kissimmee villa has a heated pool and is… More

From US$ 623 Book Now

Pool House 4Br Near Disney Shops

4902 Windermere Ave, Kissimmee, United States Show map

Featuring a swimming pool, the 4-bedroom Pool House 4Br Near Disney Shops Kissimmee villa is suitable for up to 12 people and is located around a 25-minute walk from the family-friendly Kissimmee Go… More

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Home With A Pool At Storey Lake Resort

4803 Brier Rose Lane, Kissimmee, United States Show map

Home With A Pool At Storey Lake Resort Kissimmee is located 4.2 km from Medieval Times Dinner & Tournament and provides mini golf for active guests. This 4-bedroom holiday home features a swimming… More

From US$ 197 Book Now

Disney Pool Home | 3 King Beds | Private Pool & Spa | Sleeps 14 | Paradise Palms

8976 Bismarck Palm Road, Kissimmee, United States Show map

The 6-bedroom Disney Pool Home | 3 King Beds | Private Pool & Spa | Sleeps 14 | Paradise Palms Kissimmee offers proximity to such city sites as Paradise Palms Boulevard, located just a 5-minute walk… More

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Spacious 4Br Townhome W Pool -Free Bbq

1828 Tropical Palms Circle, Kissimmee, United States Show map

Situated in the West Kissimmee district of Kissimmee, nearly 25 minutes' walk from Tuscan Hills Boulevard, the 4-bedroom Spacious 4Br Townhome W Pool -Free Bbq Kissimmee villa comes with a swimming… More

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Loft & Leisure Villa - 6 Bdrs

1852 Gobi Dr., Kissimmee, United States Show map

Loft & Leisure Villa - 6 Bdrs Kissimmee is located in the West Kissimmee district, a 10-minute drive from Northeast Regional City Park and features an outdoor swimming pool as well as views of the… More

From US$ 254 Book Now

Perfect Townhouse In Windsor At Westside Resort, Kissimmee

8826 Geneve Court, Kissimmee, United States Show map

Featuring a year-round outdoor pool, Perfect Townhouse In Windsor At Westside Resort, Kissimmee villa is suitable for up to 10 people and is located about 3 km from Highlands Reserve Boulevard. More

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Marvelous 4 Bd W Pool & Waterpark Near Disney 218

218 Ocean Course Avenue, Kissimmee, United States Show map

During the stay at the welcoming Marvelous 4 Bd W Pool & Waterpark Near Disney 218 Kissimmee villa, guests can indulge in cycling and fisheries or visit Highlands Reserve Boulevard, located a 10… More

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