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2026-11-07
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Holiday Homes in Kissimmee

Windsor At Westside Resort Pool Water Park

2412 Tangier Drive, Kissimmee, United States Show map

The 5-bedroom Windsor At Westside Resort Pool Water Park Kissimmee villa entices active guests with access to a fitness club and is located approximately 10 minutes' drive from Highlands Reserve… More

From US$ 275 Book Now

Bsv_Villa2701

2701 Lido Key Dr, Kissimmee, United States Show map

The 7-bedroom Bsv_Villa2701 Kissimmee villa entices active guests with access to a fitness room and is located nearly a 10-minute ride from Orange Lake Legends. The Kissimmee holiday home is nestled… More

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Upscale Condo Near Disney With Resort & Waterpark Access - B16-139

7770 Sandy Ridge Drive, B16 #139, Kissimmee, United States Show map

The 1-bedroom Upscale Condo Near Disney With Resort & Waterpark Access - B16-139 Kissimmee villa enjoys a convenient location merely a 6-minute walk from Reunion Resort Water Park, and invites guests… More

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Amazing 6Br Home At Encore Resort Next To Disney - 7771

7771 Westland Drive, Kissimmee, United States Show map

Nestled around 7 km from the 220-acre multi-purpose ESPN Wide World of Sports Complex, the 6-bedroom Amazing 6Br Home At Encore Resort Next To Disney - 7771 Kissimmee is boasting an aqua park and a… More

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Apartment Minutes From Disney

Spigold Court 4560, Kissimmee, United States Show map

Located a mere 400 metres from Sam's Club, Apartment Minutes From Disney Kissimmee villa provides access to various tourist attractions in the vicinity. More

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15Br House With Pool Near Disney Area

4121 Sonoma Boulevard, Kissimmee, United States Show map

Along with a heated pool, 15Br House With Pool Near Disney Area Kissimmee villa boasts a convenient location 3.4 km from Give Kids The World Village Resort, where guests can rejuvenate themselves. More

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15Br House With Pool Near Disney Area

4201 Sonoma Blvd, Kissimmee, Fl 34741, Usa, Kissimmee, United States Show map

Located around a 20-minute walk from Plaza del Sol Mall, 15Br House With Pool Near Disney Area Kissimmee villa gives access to various tourist sites in the vicinity. More

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Veranda Palm, Private Pool, Near Famous Attractions!!

2654 Santosh Cove, Kissimmee, United States Show map

Situated about 25 minutes' walk from Fantasy Surf, the 4-bedroom Veranda Palm, Private Pool, Near Famous Attractions!! Kissimmee villa provides access to numerous tourist attractions in the area. The… More

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Spacious 4-Bedroom Home In Kissimmee, Perfect For Family Getaways!

8128 Fan Palm Way, Kissimmee, United States Show map

Featuring parking, Spacious 4-Bedroom Home In Kissimmee, Perfect For Family Getaways! is located in the West Kissimmee district and a 15-minute drive from such cultural tourist attractions as the 145… More

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871 Ds - Exquisite 5Br Retreat With Pool

871 Drop Shot Dr, Kissimmee, United States Show map

Located nearly a 10-minute ride from Highlands Reserve GC, the 5-bedroom 871 Ds - Exquisite 5Br Retreat With Pool Villa Kissimmee has a swimming pool and is ideal for up to 11 guests. The Kissimmee… More

From US$ 545 Book Now

Stunning Mansion 15 Ensuites

3870 Sonoma Blvd, Kissimmee, United States Show map

Staying at the 15-bedroom Stunning Mansion 15 Ensuites Kissimmee villa, guests can easily reach the miniature Pirates Island Adventure Golf, located approximately a 25-minute walk away. This… More

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4 Bedrooms 3.5 Bathrooms Le Reve 4428 Lr

4428 Le Reve Ct, Kissimmee, United States Show map

Located 7 minutes' walk from Give Kids The World Village Resort, 4 Bedrooms 3.5 Bathrooms Le Reve 4428 Lr Kissimmee villa is suitable for 9 guests and provides a swimming pool to relax in. Located a… More

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Flash 20 Off Amazing Pvt Pool Townhome

8585 Bay Lilly Loop, Kissimmee, United States Show map

Hosting up to 8 guests, the 4-bedroom Flash 20 Off Amazing Pvt Pool Townhome Kissimmee villa offers a convenient location 2.8 km from sports attractions such as Mighty Jungle Golf. Located… More

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Superb 8 Bedroom Resort Home With Spacious Backyard Near Disney With Resort & Waterpark Access - 960Jn

960 Jack Nicklaus Ct, Kissimmee, United States Show map

Located only 5 minutes' walk from Reunion Resort Water Park, the 8-bedroom Superb 8 Bedroom Resort Home With Spacious Backyard Near Disney With Resort & Waterpark Access - 960Jn Kissimmee features an… More

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Contemporary 4 Bed 3 Bath Townhome - Near Walt Disney World W/ Great Amenities

3031 Beach Palm Avenue, Kissimmee, United States Show map

Situated just 150 metres from Paradise Palms Boulevard, the 4-bedroom Contemporary 4 Bed 3 Bath Townhome - Near Walt Disney World W/ Great Amenities Kissimmee villa entices guests with a sauna… More

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Unique Masterpiece|15 Suites|Sleeps 30

2617 Yountville Avenue, Kissimmee, United States Show map

Offering billiards and a golf course for guests' leisure, Unique Masterpiece|15 Suites|Sleeps 30 Kissimmee villa is situated 3.1 km from the mile-long Kissimmee Go-Karts. Suitable for up to 30 people… More

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Cozy Vacation Home Near To Disney 2619

2619 Oneida Loop, Kissimmee, United States Show map

Situated around 6 km from Disney's Blizzard Beach Water Park, Cozy Vacation Home Near To Disney 2619 Kissimmee entices guests to explore various tourist attractions in the area. More

From US$ 144 Book Now

9Br Coco Luxury Villa W Pool Theater Near Disney

321 Ocean Course Avenue, Kissimmee, United States Show map

Featuring a swimming pool for guests' relaxation, the 9-bedroom 9Br Coco Luxury Villa W Pool Theater Near Disney Kissimmee is located within a 4-km distance of Tuscan Hills Boulevard. More

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Amazing Pool Home With Spa, Games Room & Lake Views Close To Wdw

2685 Oneida Loop, Kissimmee, United States Show map

Located in the West Kissimmee district, Amazing Pool Home With Spa, Games Room & Lake Views Close To Wdw Kissimmee is 3 km from Emerald Island Boulevard and offers a Jacuzzi. The 5-bedroom holiday… More

From US$ 241 Book Now

The Superhero Haven-Tt276

774 Golden Bear Dr., Kissimmee, United States Show map

The 8-bedroom The Superhero Haven-Tt276 Kissimmee villa accommodates up to 20 guests and offers proximity to Reunion Resort Water Park, located just a 6-minute walk away. Providing guests with Wi-Fi… More

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6Br House With Hot Tub Near Disney

4742 Sleepy Hollow Dr, Kissimmee, United States Show map

Located 25 minutes' walk from the miniature Congo River Golf, 6Br House With Hot Tub Near Disney Kissimmee villa offers a games room for guests' leisure. The 6-bedroom holiday home features… More

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Relaxing Villa Very Close To Disney And Universal

2916 Banana Palm Drive, Kissimmee, United States Show map

The 1-bedroom Relaxing Villa Very Close To Disney And Universal Kissimmee is located nearly 25 minutes' walk from Emerald Island Boulevard and provides a Jacuzzi. Suitable for 12 guests, this… More

From US$ 269 Book Now

Beautifull Townhouse Near The Parks

4007 Venetian Bay Dr, Kissimmee, United States Show map

Offering a location 2.5 km from Give Kids The World Village Resort, Beautifull Townhouse Near The Parks Villa Kissimmee gives access to various tourist spots in the area. More

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2624 Unit 105 Modern 3Br Townhome Resort Pool

2624 Lodi Cir, Kissimmee, United States Show map

Offering a hot tub for a relaxing experience, 2624 Unit 105 Modern 3Br Townhome Resort Pool Kissimmee villa is located 4.7 km from Local amusement Theme Park. More

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Easy Family Stay With Resort Pool

1006 Park Club Drive, Kissimmee, Kissimmee, United States Show map

Featuring an outdoor swimming pool, Easy Family Stay With Resort Pool Kissimmee villa is suitable for up to 6 people and is located an 18-minute walk from Give Kids The World Village Resort. More

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Coral Cay 4Br Townhouse Near Disney & Universal

2436 Caravelle Circle, Kissimmee, United States Show map

Nestled a 25-minute walk from the miniature Pirates Island Adventure Golf, Coral Cay 4Br Townhouse Near Disney & Universal Kissimmee villa entices guests to explore various tourist destinations… More

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Sunset Villa - Your Gateway To A Magical Florida Vacation!

4703 Cumbrain Lakes Drive, Kissimmee, United States Show map

Offering access to entertainment venues such as Xtreme Paintball Xperience, situated just 0.9 km away, the 4-bedroom Sunset Villa - Your Gateway To A Magical Florida Vacation! Kissimmee can host up… More

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7Br House With Pool Near Disney Area

321 Ballo Dr Kissimmee, Fl 34746, Kissimmee, United States Show map

Staying at 7Br House With Pool Near Disney Area Kissimmee villa, guests can easily reach Shingle Creek Regional Park, located a mere 1.9 km away. More

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La Isla At Paradise By Propertychekker!

8661 La Isla Drive, Kissimmee, United States Show map

Featuring a heated pool, La Isla At Paradise By Propertychekker! Kissimmee villa is suitable for up to 15 people and is located 4.9 km from the zoological Disney's Animal Kingdom Theme Park. More

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Family Oasis With Themed Rooms & Private Pool

8915 Coconut Breeze Dr, Kissimmee, United States Show map

Located in the West Kissimmee district, Family Oasis With Themed Rooms & Private Pool Kissimmee villa is 4 km from Emerald Island Boulevard and offers a hot tub. Featuring fitness classes, as well as… More

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American Secret 10 Bed 7 Miles To Disney

2605 Calistoga Avenue, Kissimmee, United States Show map

The 10-bedroom American Secret 10 Bed 7 Miles To Disney Kissimmee villa is located within a 3-km distance of the miniature Congo River Golf and provides a year-round outdoor pool, ensuring a relaxing… More

From US$ 719 Book Now

9Br Sleeps 26 - Private Pool & Spa Near Disney

731 Sticks Street, Kissimmee, United States Show map

Staying at the 8-bedroom 9Br Sleeps 26 - Private Pool & Spa Near Disney Kissimmee villa, guests can visit ChampionsGate Golf Club, which is nearly a 10-minute drive away. The Kissimmee holiday home… More

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4Br Family Villa 6 Miles To Disney With Pool

3116 Yellow Lantana Lane, Kissimmee, United States Show map

During the stay at 4Br Family Villa 6 Miles To Disney With Pool Kissimmee, guests can indulge in ping-pong and billiard or visit Pandora, located 4.3 km away. This 4-bedroom villa offers a convenient… More

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Luxury Solara House W Pool Near Disney

1598 Carey Palm Circle, Kissimmee, United States Show map

Situated 4.7 km from ChampionsGate Golf Club, the 5-bedroom Luxury Solara House W Pool Near Disney Kissimmee villa provides access to numerous tourist attractions in the area. Offering a convenient… More

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Casa 7Q Perto Da Disney Com Piscina E Games

4574 Narrative Lane, Kissimmee, United States Show map

Welcoming guests with a Jacuzzi, the 7-bedroom Casa 7Q Perto Da Disney Com Piscina E Games Kissimmee is located merely 8 minutes' walk from the adventure-themed Congo River Golf and can host up to 17… More

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Casa9 Quartos P/ Familia+Temas C/ Piscina

4533 Target Boulevard, Kissimmee, United States Show map

Located about 10 minutes' drive from Osceola County Welcome Center and History Museum, the 9-bedroom Casa9 Quartos P/ Familia+Temas C/ Piscina Kissimmee villa has a heated pool and is ideal for up to… More

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Family Villa With Themed Rooms Pool & Resort Access

989 Leader Street, Kissimmee, United States Show map

Family Villa With Themed Rooms Pool & Resort Access Kissimmee entices active guests with access to a fitness area and is located within 10 minutes' drive of Tuscan Hills Boulevard. More

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Kissimmee Family Fun W/ Private Pool & Pond Views!

2612 Spring Hill Dr, Kissimmee, United States Show map

The 4-bedroom Kissimmee Family Fun W/ Private Pool & Pond Views! Villa is located within 6 km of Bob Makinson Aquatic Center and provides an outdoor swimming pool, ensuring a relaxing stay. This… More

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Charming 3Brtownhome Near Disney

2600 Lodi Circle, Kissimmee, United States Show map

During the stay at Charming 3Brtownhome Near Disney Kissimmee villa, guests can indulge in a Jacuzzi or visit Museum of Military History, located 2.7 km away. The 3-bedroom holiday home boasts an… More

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5Br Townhouse Near Disney With Private Pool 2027

2027 Majorca Dr, Kissimmee, United States Show map

Situated in the West Kissimmee district of Kissimmee, around a 10-minute drive from Indian Ridge, the 5-bedroom 5Br Townhouse Near Disney With Private Pool 2027 Kissimmee villa comes with a swimming… More

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Orlando Estate Retreat Pool, Fun & Theme Park Access

2105 Malta Terrace, Kissimmee, United States Show map

Featuring a year-round outdoor pool, the 6-bedroom Orlando Estate Retreat Pool, Fun & Theme Park Access Villa Kissimmee is suitable for up to 14 people and is located within 10 minutes' drive of Ship… More

From US$ 345 Book Now

3 Bedroom,3 Bath Townhouse In Gate Resort Townhouse

2311 Silver Palm Dr, Kissimmee, United States Show map

Featuring a heated pool, the 3-bedroom 3 Bedroom,3 Bath Townhouse In Gate Resort Townhouse Kissimmee villa is suitable for up to 8 people and is located 4.9 km from Avatar Flight of Passage Tourist… More

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Blue Moon House

4716 Sleepy Hollow Drive, Kissimmee, United States Show map

Offering a location a 25-minute stroll from Fantasy Surf, Blue Moon House Villa Kissimmee gives access to various tourist spots in the area. More

From US$ 242 Book Now

Amazing Private Townhouse In Gated Community With Amenities Great Location, Near Disney!

3209 Oyster Lane, Kissimmee, United States Show map

Situated 3 km from Northeast Regional City Park, the 3-bedroom Amazing Private Townhouse In Gated Community With Amenities Great Location, Near Disney! Kissimmee villa is suitable for 8 guests and… More

From US$ 237 Book Now

3Br The Hub Retreat Near Disney

3254 Sustainable Wy, Kissimmee, United States Show map

Situated 5 km from the zoological Disney's Animal Kingdom Theme Park, the 3-bedroom 3Br The Hub Retreat Near Disney Kissimmee villa is suitable for 8 guests and provides a swimming pool for… More

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Spacious Resort Home For Large Groups Near Disney

8836 Rhodes St, Kissimmee, United States Show map

Spacious Resort Home For Large Groups Near Disney Kissimmee enjoys a convenient location, 10 minutes' drive from Highlands Reserve Boulevard, and offers guests to unwind in a Jacuzzi. Offering a car… More

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5 Bd 45 Ba Windsor At Westside 2444 Ds

2444 Dubai Street, Kissimmee, United States Show map

Featuring a heated pool, the 5-bedroom 5 Bd 45 Ba Windsor At Westside 2444 Ds Villa Kissimmee is suitable for up to 12 people and is located around a 25-minute walk from Northeast Regional City Park.… More

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Near Disney Premium Location Coral Cay Resort

2436 Caravelle Circle, Kissimmee, United States Show map

Up to 12 guests can stay at the 4-bedroom Near Disney Premium Location Coral Cay Resort Kissimmee villa and enjoy Wat Florida Dhammaram Buddhist Monastery, located around 5 minutes' walk away. More

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8950Cbd Amazing 9Br Lakeview Villa In Solara

8950 Coconut Breeze Drive, Kissimmee, United States Show map

Situated in the West Kissimmee district of Kissimmee, around a 10-minute ride from Northeast Regional City Park, the 9-bedroom 8950Cbd Amazing 9Br Lakeview Villa In Solara Kissimmee comes with an… More

From US$ 665 Book Now

4993Fp Townhouse 4 Bedrooms & 3 Bathrooms + Pool

4993 Windermere Ave, Kissimmee, United States Show map

4993Fp Townhouse 4 Bedrooms & 3 Bathrooms + Pool Kissimmee villa offers proximity to nearby tourist spots, such as Capone's Dinner and Show, situated nearly 10 minutes away by car. More

From US$ 203 Book Now