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2026-11-06
2026-11-07
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Holiday Homes in Kissimmee

2612 Lunapi Villa 7Bd Private Pool And Family Room

2612 Calistoga Avenue, Kissimmee, United States Show map

The 7-bedroom 2612 Lunapi Villa 7Bd Private Pool And Family Room Kissimmee is located nearly 25 minutes' walk from Fun 'n Wheels Family Fun Parks and provides a Jacuzzi. This Kissimmee villa features… More

From US$ 337 Book Now

Sleeps 17 Pool Game Room Only 400' To Resort

1557 Carey Palm Circle, Kissimmee, United States Show map

Featuring a heated pool, the 5-bedroom Sleeps 17 Pool Game Room Only 400' To Resort Kissimmee villa is suitable for up to 17 people and is located within 25 minutes' walk of Highlands Reserve… More

From US$ 646 Book Now

4Br Grill Resort Pool & Kids Rooms Near Disney 5129

5129 Adelaide Drive, Kissimmee, United States Show map

Situated approximately a 10-minute ride from Disney's Typhoon Lagoon Water Park, the 4-bedroom 4Br Grill Resort Pool & Kids Rooms Near Disney 5129 Kissimmee villa is suitable for 8 guests and… More

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3 Bedrooms 3 Baths The Hub At Westside 3421Tt

3421 Tranquil Trail, Kissimmee, United States Show map

3 Bedrooms 3 Baths The Hub At Westside 3421Tt Kissimmee villa can host up to 6 guests, boasting a convenient location 6 km from iconic cultural attractions such as the 145-foot Tree of Life Sculpture. More

From US$ 329 Book Now

2702 Manesty

2702 Manesty Lane, Kissimmee, United States Show map

Located nearly 20 minutes' walk from Mystic Dunes Golf Club at Mystic Dunes Resort, the 5-bedroom 2702 Manesty Villa Kissimmee features a year-round outdoor pool, a Jacuzzi, ensuring a relaxing stay.… More

From US$ 282 Book Now

Amazing 4 Bdr House Near Disney 16101

Lucayan Harbour Circle, Kissimmee, United States Show map

Located within a 7-km distance of the educational Epcot Disney Theme Park, the 4-bedroom Amazing 4 Bdr House Near Disney 16101 Kissimmee villa boasts an outdoor swimming pool with a Jacuzzi. More

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Modern 7Br Wpool Minutes From Disneyespn

2941 Fable Street, Kissimmee, United States Show map

Located 3.9 km from Local amusement Theme Park, the 7-bedroom Modern 7Br Wpool Minutes From Disneyespn Kissimmee villa has a year-round outdoor swimming pool and is ideal for up to 16 guests. This… More

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2668Dr Villa 5 Beds & 5 Baths With Private Pool-Spa

2668 Scrapbook St, Kissimmee, United States Show map

Situated around 5 km from the Grassy Kissimmee Lakefront Waterfront Park, the 5-bedroom 2668Dr Villa 5 Beds & 5 Baths With Private Pool-Spa Kissimmee offers guests to enjoy an aqua park and barbecue.… More

From US$ 472 Book Now

4423 Scene Lane

4423 Scene Lane, Kissimmee, United States Show map

Nestled a 10-minute ride from Museum of Military History, the welcoming 4423 Scene Lane Villa Kissimmee is boasting water slides, a patio, and playground for guests' enjoyment. Located 2.7 km from… More

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Bsv8919 - Gorgeous 5 Bedroom 4 Bath Townhome With Private Pool & Free Wifi

8919 Sydney Ave, Kissimmee, United States Show map

Offering an aqua park, grill, and a golf course for guests' leisure, the 5-bedroom Bsv8919 - Gorgeous 5 Bedroom 4 Bath Townhome With Private Pool & Free Wifi Kissimmee villa is situated approximately… More

From US$ 191 Book Now

16-Guest Resort Home W Hottub-Pool-Bbq-Arcade

Coconut Breeze Drive 8935, Kissimmee, United States Show map

The 7-bedroom 16-Guest Resort Home W Hottub-Pool-Bbq-Arcade Kissimmee entices active guests with access to a fitness club and is located nearly a 10-minute ride from Mystic Dunes Golf Club. The… More

From US$ 511 Book Now

9 Bd 5 Ba Storey Lake 2965 Fs

2965 Fable Street, Kissimmee, United States Show map

Located 3.7 km from Local amusement Theme Park, the 9-bedroom 9 Bd 5 Ba Storey Lake 2965 Fs Kissimmee villa has a swimming pool and is ideal for up to 28 guests. More

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Beautiful Themed 6 Bd 5 Pet Friendly 307

1175 Kingsbarn St, Kissimmee, United States Show map

Featuring a heated pool, the 6-bedroom Beautiful Themed 6 Bd 5 Pet Friendly 307 Villa Kissimmee is suitable for up to 18 people and is located 3.2 km from Highlands Reserve Boulevard. Providing… More

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Family Retreat - 9 Min From Disney

3175 Arrowhead Lane, Kissimmee, United States Show map

During the stay at Family Retreat - 9 Min From Disney Kissimmee villa, guests can indulge in surfing or visit the miniature Congo River Golf, located a 10-minute ride away. Located 4.4 km from… More

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Brand New Luxury 2 Bedroom Condo 321

8857 Cabot Cliffs Unit 102, Kissimmee, United States Show map

The 2-bedroom Brand New Luxury 2 Bedroom Condo 321 Kissimmee villa can host up to 6 guests and is situated within 5 km of family venues such as Orlando Tree Trek Adventure Amusement Park Zip Line. More

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Epic Lakeview Pool-Watch Wildlife-Close 2 Disney And Parks 3125

Riachuelo Lane 3125, Kissimmee, United States Show map

Situated around 7 km from Osceola Heritage Park Event Venue, the 1-bedroom Epic Lakeview Pool-Watch Wildlife-Close 2 Disney And Parks 3125 Kissimmee villa offers guests to enjoy an aqua park and a… More

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Vacation Dreams At Bahama Bay

205 Andros Avenue, Kissimmee, United States Show map

Offering city views, Vacation Dreams At Bahama Bay Villa Kissimmee is situated an 8-minute walk from Rum Run. The 2-bedroom villa features opportunities for fisheries in the area, 4.2 km from Emerald… More

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Stunning 4 Bd W Pool @ Storey Lake Resort 2613

2613 Scrapbook Street, Kissimmee, United States Show map

The 4-bedroom Stunning 4 Bd W Pool @ Storey Lake Resort 2613 Kissimmee villa entices active guests with access to a fitness centre and is located nearly a 10-minute drive from Dare 2 Escape. Offering… More

From US$ 243 Book Now

5 Bedrooms 4 Bathrooms Indian Creek 8056 Sd

8056 Santee Drive, Kissimmee, United States Show map

During the stay at 5 Bedrooms 4 Bathrooms Indian Creek 8056 Sd Kissimmee villa, guests can indulge in ping-pong or visit Dinoland U.S.A, located a 10-minute ride away. Guests of the 5-bedroom holiday… More

From US$ 626 Book Now

Bsv_Villa8911

8911 Coconut Breeze Dr, Kissimmee, United States Show map

Located in the West Kissimmee district of Kissimmee, the 7-bedroom Bsv_Villa8911 Kissimmee villa provides active guests with access to a fitness club. Featuring a treatment room and a Jacuzzi, the… More

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Championsgate: Near Disney & Golf W/ Resort Pool

8151 Roseville Blvd, Kissimmee, United States Show map

Located merely 1.5 km from Oak Hill Baptist Church, the 3-bedroom Championsgate: Near Disney & Golf W/ Resort Pool Kissimmee villa has an outdoor swimming pool and is ideal for up to 6 guests. This… More

From US$ 128 Book Now

Wyndham Star Island Resort 3Br Apartment With Resort Access

Avenue Of The Stars 5000, Kissimmee, United States Show map

Along with access to such natural sites as Local amusement Theme Park, 2.8 km away, the 3-bedroom Wyndham Star Island Resort 3Br Apartment With Resort Access Kissimmee villa offers an outdoor… More

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2244 Wyndham Palms

2244 Wyndham Palms Way, Kissimmee, United States Show map

During the stay at 2244 Wyndham Palms Villa Kissimmee, guests can indulge in a Jacuzzi or visit Emerald Island Boulevard, located 25 minutes' walk away. The 4-bedroom holiday home features… More

From US$ 221 Book Now

Spacious Vacation Rental W/ Yard In Kissimmee!

3030 Stonington Run, Kissimmee, United States Show map

Located approximately 6 km from Kissimmee Oaks Golf Course, the 4-bedroom Spacious Vacation Rental W/ Yard In Kissimmee! villa gives access to various tourist sites in the vicinity. With a maximum… More

From US$ 178 Book Now

Stunning Orlando Townhouse With Pvt Pool 206Cg

206 Ocean Course Ave, Kissimmee, United States Show map

Located within a 7-km distance of West Gate Flea Market, Stunning Orlando Townhouse With Pvt Pool 206Cg Villa Kissimmee provides access to various tourist attractions in the vicinity. More

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A Disney Reunion! Spacious And Spectacular, 5 Heated Pools, Sleeps 8, Overlooking Acres Of Views, Low Rates!

1350 Centre Court Ridge Drive, Kissimmee, United States Show map

During the stay at Disney Reunion Villa: Spacious Getaway with Heated Pools Kissimmee, guests can indulge in cycling or visit Reunion Resort Water Park, located 25 minutes' walk away. The 3-bedroom… More

From US$ 259 Book Now

Lc-8828-12-203Dc - Legacy Dunes Condo For 6 Guests

8828 Dunes Court Apt # 12- 203, Kissimmee, United States Show map

Featuring an outdoor swimming pool, the 3-bedroom Lc-8828-12-203Dc - Legacy Dunes Condo For 6 Guests Kissimmee villa is suitable for up to 6 people and is located 4.9 km from Windsor Hills. Providing… More

From US$ 148 Book Now

4Br Community Pool Across The Street Wl8989

8989 Shine Dr, Building #11, Kissimmee, United States Show map

Situated in the West Kissimmee district of Kissimmee, about 10 minutes' drive from Emerald Island Boulevard, the 4-bedroom 4Br Community Pool Across The Street Wl8989 Villa Kissimmee comes with an… More

From US$ 196 Book Now

346 Riggs

346 Riggs Circle, Kissimmee, United States Show map

Located 4.8 km from Emerald Island Boulevard, the 6-bedroom 346 Riggs Villa Kissimmee has a year-round outdoor swimming pool and is ideal for up to 14 guests. Offering a car park as well as Wi-Fi… More

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Tropical 2 Bdr Condo In Brand New Resort Community

9051 Treasure Trove Lane, Kissimmee, United States Show map

Nestled 4.5 km from Highlands Reserve Boulevard, the 2-bedroom Tropical 2 Bdr Condo In Brand New Resort Community Kissimmee villa is boasting an aqua park and a golf course for guests' enjoyment. More

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Veranda Palms 8 Bedroom Home With Pool2208

4443 Shiva Loop, Kissimmee, United States Show map

Featuring a swimming pool, the 8-bedroom Veranda Palms 8 Bedroom Home With Pool2208 Kissimmee is suitable for up to 20 people and is located around a 25-minute walk from the miniature Congo River… More

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Storey Lake 5Br Family Home W Private Pool

4883 Romeo Cir, Kissimmee, United States Show map

With a maximum capacity of 11 guests, the 5-bedroom Storey Lake 5Br Family Home W Private Pool Kissimmee provides them with a swimming pool and access to such wellness attractions as Give Kids The… More

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Sun Kissed Pool Home In Kissimmee

2936 Pembridge Street, Kissimmee, United States Show map

Featuring an outdoor swimming pool, Sun Kissed Pool Home In Kissimmee is suitable for up to 7 people and is located 25 minutes' walk from Emerald Island Boulevard. Providing guests with Wi-Fi and… More

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Waterfront Villa Showcasing A Theater, Games Room, And A Private Pool

8529 La Isla Drive, Kissimmee, United States Show map

Located in the West Kissimmee district of Kissimmee, the 8-bedroom Waterfront Villa Showcasing A Theater, Games Room, And A Private Pool Kissimmee provides active guests with access to a fitness club… More

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Mario'S Magic Mansion - Family Fun! Private Heated Pool & Spa 4 Miles To Disney!

1686 Lima Avenue, Kissimmee, United States Show map

The 8-bedroom Mario'S Magic Mansion - Family Fun! Private Heated Pool & Spa 4 Miles To Disney! Kissimmee villa entices active guests with access to a fitness club and is located nearly a 10-minute… More

From US$ 561 Book Now

Home 6Br - Prime Location

Sleepy Hollow Drive 4710, Kissimmee, United States Show map

Located merely 1.9 km from the miniature Congo River Golf, the 6-bedroom Home 6Br - Prime Location Kissimmee boasts an outdoor swimming pool with a Jacuzzi. This welcoming holiday home is nestled in… More

From US$ 343 Book Now

Free Waterpark 4Br Marvel Superhero-Themed 2967

2967 Penelope Loop, Kissimmee, United States Show map

Situated around a 10-minute drive from Shingle Creek Regional Park, the 4-bedroom Free Waterpark 4Br Marvel Superhero-Themed 2967 Kissimmee villa is suitable for 12 guests and provides a heated pool… More

From US$ 162 Book Now

Family Home 20 Min Disney 4Br Heated Pool Bbq

661 Las Fuentes Drive, Kissimmee, United States Show map

With a maximum capacity of 10 guests, the 4-bedroom Family Home 20 Min Disney 4Br Heated Pool Bbq Kissimmee provides them with a heated pool and access to such wellness attractions as Give Kids The… More

From US$ 234 Book Now

Luxury 5 Bedroom 5 Bath Private Pool Home 279

4808 Kings Castle Cir, Kissimmee, United States Show map

Featuring an outdoor swimming pool, Luxury 5 Bedroom 5 Bath Private Pool Home 279 Kissimmee is suitable for up to 16 people and is located 10 minutes' drive from Old Town Shopping Mall. Providing… More

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Dog-Friendly Condo With Access To Shared Pools, Hot Tub, And Game Rooms

1100 Sunset View Cir, Kissimmee, United States Show map

Featuring a heated pool, the 3-bedroom Dog-Friendly Condo With Access To Shared Pools, Hot Tub, And Game Rooms Kissimmee villa is suitable for up to 10 people and is located merely 1.2 km from… More

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New Epic Magic & Galaxy Retreat

8964 Candy Palm Road, Kissimmee, United States Show map

Located within 5 minutes' walk of Paradise Palms Boulevard, the 5-bedroom New Epic Magic & Galaxy Retreat Villa Kissimmee offers a casino for guests' entertainment. This Kissimmee villa boasts a… More

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6 Bedrooms 5 Bathrooms Storey Lake 2664Ss

2664 Scrapbook Street, Kissimmee, United States Show map

Hosting up to 13 guests, the 6-bedroom 6 Bedrooms 5 Bathrooms Storey Lake 2664Ss Kissimmee villa offers a convenient location around 25 minutes' walk from sports attractions such as the miniature… More

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Tranquil Retreat - Serene Getaway

Challenge Drive 1240, Kissimmee, United States Show map

Offering a picnic area and grill for an enjoyable stay, the welcoming Tranquil Retreat - Serene Getaway Kissimmee villa is 6 minutes' walk from ChampionsGate Country Club Golf. Located 3.7 km from… More

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Pet Friendly Couples Retreat - Emerald Island Resort

2772 Sun Key Pl, Kissimmee, United States Show map

Located merely an 8-minute walk from Emerald Island Boulevard, Pet Friendly Couples Retreat - Emerald Island Resort Kissimmee villa is suitable for 6 guests and provides a swimming pool to relax in. More

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2217 Wyndham Palms

2217 Wyndham Palms Way, Kissimmee, United States Show map

The 4-bedroom 2217 Wyndham Palms Villa Kissimmee is located within 7 km of the 220-acre multi-purpose ESPN Wide World of Sports Complex and provides a Jacuzzi. The accommodation boasts a sunbathing… More

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Family Friendly Four Bedrooms 5147A

5147 Adelaide Drive, Kissimmee, United States Show map

Nestled 2.5 km from Fun Spot America Kissimmee Amusement Park, the 4-bedroom Family Friendly Four Bedrooms 5147A Kissimmee villa is boasting an aqua park and a golf course for guests' enjoyment. This… More

From US$ 95 Book Now

Welcome To Magical Oasis! Where Laughter Awaits!

1508 Mumbai Way, Kissimmee, United States Show map

Located in the West Kissimmee district of Kissimmee, the 6-bedroom Welcome To Magical Oasis! Where Laughter Awaits! Kissimmee villa is within a 10-minute drive of Emerald Island Boulevard and offers… More

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Luxury 7Br 7Ba House W Private Pool Disney

9116 Driftwood Path, Kissimmee, United States Show map

The 7-bedroom Luxury 7Br 7Ba House W Private Pool Disney Kissimmee villa is located about a 25-minute walk from Highlands Reserve Boulevard and provides billiard for active guests. Offering a prime… More

From US$ 385 Book Now

9094Shd - The Enchanted Galaxy

9094 Sommerset Hills Dr, Davenport, Fl 33896, Usa, Kissimmee, United States Show map

Offering a Jacuzzi and a sauna for a relaxing experience, 9094Shd - The Enchanted Galaxy Kissimmee villa is located 10 minutes' drive from Highlands Reserve Boulevard. The 8-bedroom holiday home… More

From US$ 291 Book Now

Ever After Estate

8554 La Isla Drive, Kissimmee, United States Show map

Situated 3.8 km from Northeast Regional City Park, the 7-bedroom Ever After Estate Kissimmee villa is suitable for 16 guests and provides a swimming pool for additional relaxation. Located around 10… More

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