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2026-11-07
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Holiday Homes in Kissimmee

4929Gc Townhouse 4 Beds & 3 Baths With Private Pool

4929 Windermere Ave, Kissimmee, United States Show map

Located within a 6-km distance of Disney's Typhoon Lagoon Water Park, the 4-bedroom 4929Gc Townhouse 4 Beds & 3 Baths With Private Pool Villa Kissimmee provides access to a heated pool. Hosting up to… More

From US$ 210 Book Now

Villa, Private Pool, Water Park, Orlando Parks

2813 Bookmark Drive, Kissimmee, United States Show map

The 5-bedroom Villa, Private Pool, Water Park, Orlando Parks Kissimmee accommodates up to 15 guests and offers a convenient location 3.4 km from shopping venues such as the outlet mall "Lake Buena… More

From US$ 219 Book Now

Storey Lake Dream Villa With Private Pool

4558 Narrative Lane, Kissimmee, United States Show map

Situated nearly a 25-minute walk from Sam's Club, the 9-bedroom Storey Lake Dream Villa With Private Pool Kissimmee entices guests to explore various tourist attractions in the area. This holiday… More

From US$ 417 Book Now

Bsv1773 - Luxury 8 Bedroom 6 Bathroom Villa In The Desirable Solara Resort

1773 Caribbean View Terrace, Kissimmee, United States Show map

Located around 25 minutes' walk from Highlands Reserve Boulevard, the 8-bedroom Bsv1773 - Luxury 8 Bedroom 6 Bathroom Villa In The Desirable Solara Resort Kissimmee offers live performances, a… More

From US$ 332 Book Now

Charming 4Br With Private Heated Pool & Bbq Grill

4855 Romeo Circle, Kissimmee, United States Show map

The 4-bedroom Charming 4Br With Private Heated Pool & Bbq Grill Villa Kissimmee is located about 10 minutes' drive from the outlet mall "Lake Buena Vista Factory Stores" and provides a hot tub. With… More

From US$ 284 Book Now

Wonderful 5 Bd W Pool @ Storey Lake Resort 2545

2545 Reading Trail, Kissimmee, United States Show map

Hosting up to 14 guests, the 5-bedroom Wonderful 5 Bd W Pool @ Storey Lake Resort 2545 Kissimmee villa offers a convenient location within 25 minutes' walk of sports attractions such as the miniature… More

From US$ 211 Book Now

Gorgeous 4 Bd W/ Pool Close To Disney @ Storey Lake 2963

2693 Penelope Loop, Kissimmee, United States Show map

With a maximum capacity of 10 guests, the 4-bedroom Gorgeous 4 Bd W/ Pool Close To Disney @ Storey Lake 2963 Kissimmee villa provides them with a swimming pool and access to such wellness attractions… More

From US$ 372 Book Now

9203 Sommerset Hills Drive

9203 Sommerset Hills Drive, Kissimmee, United States Show map

The 5-bedroom 9203 Sommerset Hills Drive Kissimmee villa is located around a 10-minute drive from Rum Run and provides a Jacuzzi. The Kissimmee holiday home boasts an aqua park, a patio, and a golf… More

From US$ 405 Book Now

Four Bedrooms At Storeylakeresort 3063

3063 Gatsby Street, Kissimmee, United States Show map

The 4-bedroom Four Bedrooms At Storeylakeresort 3063 Kissimmee villa is located 3.7 km from Fun Spot America Kissimmee Amusement Park and provides cycling, table tennis, and fisheries for active… More

From US$ 234 Book Now

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

4811 Crusoe Street, Kissimmee, United States Show map

Positioned 3.6 km from bustling shopping destinations such as the outlet mall "Lake Buena Vista Factory Stores", the 5-bedroom G - New 5 Bedroom Home - 5 Miles To Disney - Free Water Park - Private… More

From US$ 237 Book Now

Superb Thematic 2Br Condo With 2 Clubhouses

501 Ocean Course Avenue, Kissimmee, United States Show map

Situated 4.8 km from Orlando Tree Trek Adventure Amusement Park Zip Line, the 2-bedroom Superb Thematic 2Br Condo With 2 Clubhouses Kissimmee villa offers guests to enjoy an aqua park, a patio, and a… More

From US$ 148 Book Now

Family Friendly 4 Bedrooms With Gameroom Close To Disney In Compass Bay 5103

5103 Crown Haven Drive, Kissimmee, United States Show map

The 4-bedroom Family Friendly 4 Bedrooms With Gameroom Close To Disney In Compass Bay 5103 Kissimmee villa entices active guests with access to a fitness suite and is located approximately a 25… More

From US$ 244 Book Now

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

3140 Pequod Place, Kissimmee, United States Show map

During the stay at A - New 4 Bedroom Home - 5 Miles To Disney - Free Water Park - Private Pool Kissimmee, guests can indulge in a Jacuzzi or visit the mile-long Kissimmee Go-Karts, located 25… More

From US$ 210 Book Now

The Windermere - Pool Lazy River & Waterslides

4980 Windermere Avenue, Kissimmee, United States Show map

Situated nearly a 10-minute ride from the mile-long Kissimmee Go-Karts, the 4-bedroom The Windermere - Pool Lazy River & Waterslides Kissimmee villa includes an outdoor swimming pool, as well as a… More

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Amazing Blue Private Pool 4Br House Near Disney

2758 Montego Bay Boulevard, Kissimmee, United States Show map

Located approximately 4 km from the creative Mortem Manor Haunted Attraction, the 4-bedroom Amazing Blue Private Pool 4Br House Near Disney Kissimmee villa has an outdoor swimming pool and is ideal… More

From US$ 191 Book Now

Ravishing Four Bd W/ Pool Close To Disney 4947

4947 Windermere Avenue, Kissimmee, United States Show map

Ravishing Four Bd W/ Pool Close To Disney 4947 Kissimmee villa is located in an entertainment area, 6 km from Disney's Typhoon Lagoon Water Park and offers guests to take advantage of an aqua park, a… More

From US$ 210 Book Now

4327 Create Memories In A Magical 5Bd Home

4327 Scene Ln, Kissimmee, United States Show map

The 5-bedroom 4327 Create Memories In A Magical 5Bd Home Kissimmee can host up to 10 guests and is situated within a 6-km distance of family venues such as Old Town Shopping Mall. More

From US$ 292 Book Now

7Bdm Prvt Pool Villa - Gated Resort 10Min To Disney

8591 Sunrise Key Drive, Kissimmee, United States Show map

Located a 10-minute drive from Rum Run, 7Bdm Prvt Pool Villa - Gated Resort 10Min To Disney Kissimmee offers a games room for guests' leisure. Nestled in the West Kissimmee district, the 4-bedroom… More

From US$ 339 Book Now

Stunning 3Bd Apto Close To Disney 201P

3131 Paradox Circle, Kissimmee, United States Show map

Nestled about a 25-minute walk from Museum of Military History, the 3-bedroom Stunning 3Bd Apto Close To Disney 201P Kissimmee villa is boasting an aqua park and a golf course for guests' enjoyment. More

From US$ 162 Book Now

Beautiful 2Br With Waterpark & Private Game Room

1199 Drop Lane, Kissimmee, United States Show map

The 2-bedroom Beautiful 2Br With Waterpark & Private Game Room Kissimmee villa entices active guests with access to a fitness room and is located about 10 minutes' drive from Highlands Reserve… More

From US$ 136 Book Now

3Bd Townhome Near Disney 4730

4730 Coral Castle Dr, Kissimmee, United States Show map

Up to 8 guests can stay at 3Bd Townhome Near Disney 4730 Kissimmee villa and enjoy Eagle Pointe South, located a 5-minute walk away. Located 3.1 km from Medieval Times Dinner & Tournament, the 3… More

From US$ 168 Book Now

Gorgeous 4 Bd Close To Disney W/ Pool @ Storey Lake Resort 4245

4245 Paragraph Drive, Kissimmee, United States Show map

Situated 3.9 km from Museum of Military History, the welcoming Gorgeous 4 Bd Close To Disney W/ Pool @ Storey Lake Resort 4245 Kissimmee villa offers guests to enjoy an aqua park, a lazy river, and a… More

From US$ 184 Book Now

Affordable 4 Bedrooms At Crystal Cove 1527

947 Emerald Green Court, Kissimmee, United States Show map

Featuring a swimming pool, the 4-bedroom Affordable 4 Bedrooms At Crystal Cove 1527 Kissimmee villa is suitable for up to 8 people and is located 17 minutes' walk from Give Kids The World Village… More

From US$ 155 Book Now

Perfect Townhome For Your Vacation W Private Pool

4807 Clock Tower Drive, Kissimmee, United States Show map

The 4-bedroom Perfect Townhome For Your Vacation W Private Pool Kissimmee villa accommodates up to 15 guests and offers a convenient location nearly a 15-minute ride from such places of worship as… More

From US$ 541 Book Now

133 Terra Verde 5Br Lakefront Home With Pool & Game Room

133 Madiera Beach Boulevard, Kissimmee, United States Show map

Situated 25 minutes' walk from Shingle Creek Regional Park, 133 Terra Verde 5Br Lakefront Home With Pool & Game Room Kissimmee is suitable for 12 guests and provides an outdoor swimming pool for… More

From US$ 157 Book Now

Making Dreams 4Br Family Villa With Pool And Game Room Near Disney Parks

143 South Roma Way, Kissimmee, United States Show map

Featuring a heated pool for guests' relaxation, the 4-bedroom Making Dreams 4Br Family Villa With Pool And Game Room Near Disney Parks Kissimmee is located around a 25-minute stroll from Shingle… More

From US$ 145 Book Now

Magical Kissimmee Retreat With Themed Rooms Pool Near Disney

8952 Adriatico Lane, Kissimmee, United States Show map

Offering an aqua park and a sunbathing terrace for guests' leisure, Magical Kissimmee Retreat With Themed Rooms Pool Near Disney villa is situated a 10-minute drive from Tuscan Hills Boulevard. More

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Spectacular Big House, 4 Bedrooms, Private Pool

2660 Santosh Cove, Kissimmee, United States Show map

Featuring a swimming pool, Spectacular Big House, 4 Bedrooms, Private Pool Kissimmee villa is suitable for up to 10 people and is located a 10-minute ride from Shingle Creek Regional Park. Providing… More

From US$ 166 Book Now

Cute Lakeview 2Br Condo With 2 Clubhouses

Paradox Circle 3161, Kissimmee, United States Show map

The 2-bedroom Cute Lakeview 2Br Condo With 2 Clubhouses Kissimmee villa entices active guests with access to a fitness centre and is located around a 10-minute ride from Medieval Times Dinner &… More

From US$ 184 Book Now

1737Gb Villa 5 Beds 5 Baths With Private Pool

1737 Caribbean View Ter, Kissimmee, United States Show map

The 5-bedroom 1737Gb Villa 5 Beds 5 Baths With Private Pool Kissimmee is located approximately 3 km from Highgate Park Boulevard and provides billiard for active guests. Providing guests with Wi-Fi… More

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Luxury 8 Bedroom 5 Bath Private Pool Home 212

751 Sticks Street, Kissimmee, United States Show map

Featuring a heated pool, Luxury 8 Bedroom 5 Bath Private Pool Home 212 Kissimmee is suitable for up to 16 people and is located 3 km from Highlands Reserve Boulevard. Providing guests with Wi-Fi and… More

From US$ 288 Book Now

3Br House With Private Pool Near Disney

8552 Bay Lilly Loop, Kissimmee, United States Show map

Located within 10 minutes' drive of the 145-foot Tree of Life Sculpture, the 3-bedroom 3Br House With Private Pool Near Disney Kissimmee villa has a swimming pool and is ideal for up to 6 guests. More

From US$ 241 Book Now

Dream Retreats 5 Charming Rooms

8930 Zurich Ln, Kissimmee, United States Show map

Dream Retreats 5 Charming Rooms Kissimmee villa is located approximately 10 minutes by car from Polo Park Golf Course, giving access to various tourist spots nearby. More

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Cozy Four Bedrooms Townhouse At West Lucaya Village Resort 8924

8924 Shine Drive, Kissimmee, United States Show map

Cozy Four Bedrooms Townhouse At West Lucaya Village Resort 8924 Kissimmee villa is located around 10 minutes' drive from Emerald Island Boulevard, giving access to various tourist spots nearby. More

From US$ 172 Book Now

Grand Panoramic 3Br Townhouse Near Disney

5154 Regatta Drive, Kissimmee, United States Show map

Staying at Grand Panoramic 3Br Townhouse Near Disney Kissimmee villa, guests can visit Museum of Military History, which is only 1.1 km away. More

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Your 4-Bedroom Getaway, Only 9 Miles From Disney

3009 Penelope Loop, Kissimmee, United States Show map

Offering a location 3.3 km from Osceola County Welcome Center and History Museum, Your 4-Bedroom Getaway, Only 9 Miles From Disney Kissimmee villa gives access to various tourist spots in the area. More

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Regal Oaks Townhomes 2627

2627 Corvette Ln, Kissimmee, United States Show map

Regal Oaks Townhomes 2627 Kissimmee villa is located about 10 minutes' drive from the miniature Congo River Golf, giving access to various tourist spots nearby. More

From US$ 233 Book Now

Disney Themed Family Villa, Waterpark & Resort Amenities Included

3191 Sea World Court, Kissimmee, United States Show map

Staying at Disney Themed Family Villa, Waterpark & Resort Amenities Included Kissimmee, guests can easily reach Old Town Shopping Mall, located 3.1 km away. More

From US$ 317 Book Now

Lakeview Luxury Oasis

4661 Cumbrian Lakes Drive, Kissimmee, United States Show map

Situated about 5 minutes' walk from cumbrian lakes, the 4-bedroom Lakeview Luxury Oasis Kissimmee villa offers easy access to numerous tourist spots in the area. More

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6Br Resort Home Near Disney - With Private Pool Hot Tub And Games Room

Marcello Boulevard 1091, Kissimmee, United States Show map

Located nearly a 5-minute walk from lake berkley, 6Br Resort Home Near Disney - With Private Pool Hot Tub And Games Room Kissimmee offers quick access to various city attractions in the vicinity. More

From US$ 244 Book Now

Disney Cottage

949 Savanna Drive, Kissimmee, United States Show map

Offering a location 2.9 km from the open-air mall "Lake Buena Vista Factory Stores", Disney Cottage Kissimmee gives access to various tourist spots in the area. More

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Upstay Family Home W Private Pool & Resort Access

2973 Banana Palm Drive, Kissimmee, United States Show map

Located 15 minutes by car from the 145-foot Tree of Life Sculpture, Upstay Family Home W Private Pool & Resort Access Kissimmee gives access to various tourist sites in the vicinity. More

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Castle Getaway

1136 Castle Pines Ct, Kissimmee, United States Show map

Staying at Castle Getaway Villa Kissimmee, guests can easily reach Orlando Tree Trek Adventure Amusement Park Zip Line, located approximately a 10-minute drive away. More

From US$ 1053 Book Now

Remarkable Home Near Disney With Theater & Themed Rooms With Waterpark & Resort Access At Encore Resort - 7660Ff

7660 Fairfax Dr, Kissimmee, United States Show map

Remarkable Home Near Disney With Theater & Themed Rooms With Waterpark & Resort Access At Encore Resort - 7660Ff Kissimmee is situated nearly 25 minutes' walk from Watson Golf Course and provides a… More

From US$ 917 Book Now

Windsor At Westside Resort Home W Pool Hot Tub

9034 Rhodes St, Kissimmee, United States Show map

The 6-bedroom Windsor At Westside Resort Home W Pool Hot Tub Kissimmee entices active guests with access to a fitness centre and is located nearly a 10-minute ride from Highlands Reserve GC. Offering… More

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Family Home Near Disney Private Pool Bbq Game Room

2426 Tangier Drive, Kissimmee, United States Show map

Located in the West Kissimmee district of Kissimmee, the 5-bedroom Family Home Near Disney Private Pool Bbq Game Room Kissimmee provides active guests with access to a fitness club. Featuring a… More

From US$ 247 Book Now

Happy Port, Your Home Very Close To Entertainment

2901 Endeshire Way - Building 14 Unit 106, Kissimmee, United States Show map

Offering a hot tub for a relaxing experience, Happy Port, Your Home Very Close To Entertainment Kissimmee is located a 15-minute ride from the educational Epcot Disney Theme Park. The 3-bedroom villa… More

From US$ 115 Book Now

3151Ls Townhouse 4 Bedrooms & 3 Bathrooms + Pool

3151 Pequod Pl, Kissimmee, United States Show map

Located 4.2 km from the creative Mortem Manor Haunted Attraction, the 4-bedroom 3151Ls Townhouse 4 Bedrooms & 3 Bathrooms + Pool Kissimmee villa has a heated pool and is ideal for up to 10 guests. More

From US$ 203 Book Now

Lovely 5Br4Ba W Private Heated Pool & Bbq Grill

2414 Dubai Street, Kissimmee, Fl 34747, Kissimmee, United States Show map

Staying at the 5-bedroom Lovely 5Br4Ba W Private Heated Pool & Bbq Grill Kissimmee villa, guests can easily reach Orange Lake Legends, located approximately 7 km away. The Kissimmee holiday home… More

From US$ 237 Book Now

Four Bedrooms Townhome 5126

5126 Adelaide Dr, Kissimmee, United States Show map

Along with access to such natural sites as Local amusement Theme Park, 2.6 km away, the 4-bedroom Four Bedrooms Townhome 5126 Kissimmee villa offers an outdoor swimming pool. Providing guests with Wi… More

From US$ 130 Book Now