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

9 Bd 5 Ba Storey Lake 4540 Tb

4540 Target Boulevard, Kissimmee, United States Show map

Situated 5 km from Local amusement Theme Park, 9 Bd 5 Ba Storey Lake 4540 Tb Kissimmee villa is suitable for 28 guests and provides a heated pool for additional relaxation. More

From US$ 913 Book Now

Stylish 4Br Private Pool Themed Rooms Sleeps 13

8968 California Palm Road, Kissimmee, United States Show map

Staying at the 4-bedroom Stylish 4Br Private Pool Themed Rooms Sleeps 13 Kissimmee villa, guests can visit Paradise Palms Boulevard, which is just 400 metres away. The Kissimmee holiday home offers a… More

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3 Bd 25 Ba Terra Verde 4709 Fb

4709 Flagler Beach Way, Kissimmee, United States Show map

Offering a hot tub for a relaxing experience, 3 Bd 25 Ba Terra Verde 4709 Fb Kissimmee villa is located 3.9 km from the miniature Congo River Golf. More

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Amplo 2 Quartos | Sala De Jogos & Comodidades

8889 Cabot Cliffs Drive, Kissimmee, United States Show map

The 2-bedroom Amplo 2 Quartos | Sala De Jogos & Comodidades Kissimmee villa entices active guests with access to a fitness suite and is located around a 10-minute ride from Mystic Dunes Golf Club. More

From US$ 272 Book Now

Lakeview 4Bd Family Villa W Pool Bella Vida Resort

Marcello Boulevard, Kissimmee, United States Show map

Situated just an 8-minute walk from Give Kids The World Village Resort, the 4-bedroom Lakeview 4Bd Family Villa W Pool Bella Vida Resort Kissimmee offers a hot tub and can accommodate up to 9 guests.… More

From US$ 684 Book Now

Sunny Yellow Cottage Near Disney With Margaritaville Resort & Island H20 Waterpark Access - 2995La

2995 Latitude Ln, Kissimmee, United States Show map

The 3-bedroom Sunny Yellow Cottage Near Disney With Margaritaville Resort & Island H20 Waterpark Access - 2995La Kissimmee offers swift access to various city sites, such as Splendid China, situated… More

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Enchantment At Bear'S Den

1068 Jack Nicklaus Court, Kissimmee, United States Show map

Up to 18 guests can stay at the 8-bedroom Enchantment At Bear'S Den Kissimmee villa and enjoy Reunion Resort the palmer course, located around 5 minutes' walk away. Featuring a hot tub, the holiday… More

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Compass Bay Lakeview Retreat Near Disney

3211 Tocoa Cir, Kissimmee, United States Show map

Compass Bay Lakeview Retreat Near Disney Kissimmee villa offers proximity to nearby tourist spots, such as Fun Spot America Kissimmee Amusement Park, situated 2.7 km away. More

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6 Bedrooms 5 Bathrooms Champions Gate 8961Pt

8961 Play Through Drive, Kissimmee, United States Show map

Featuring a heated pool, the 1-bedroom 6 Bedrooms 5 Bathrooms Champions Gate 8961Pt Kissimmee villa is suitable for up to 18 people and is located approximately 5 km from Northeast Regional City Park. More

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3 Bedroom 25 Bathroom Encantada Resort 3146 Yl

3146 Yellow Lantana Lane, Kissimmee, United States Show map

Along with access to such natural sites as the zoological Disney's Animal Kingdom Theme Park, 4.5 km away, the 3-bedroom 3 Bedroom 25 Bathroom Encantada Resort 3146 Yl Kissimmee villa offers a… More

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Main Street Usa In Luxury Reunion Home

970 Golden Bear Drive, Kissimmee, United States Show map

The 5-bedroom Main Street Usa In Luxury Reunion Home Kissimmee hosts up to 10 guests and provides proximity to Reunion Resort Water Park, situated only a 5-minute walk away. More

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The Royal Oaks

4620 Yellow Bay Drive, Kissimmee, United States Show map

The Royal Oaks Villa Kissimmee is located 15 minutes' drive from Forgotten Citrus Center Monument #2 and welcomes its guests to enjoy ping-pong and billiard. The 3-bathroom villa hosts up to 8 guests… More

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New Elegant House Gateaway - Close To Parks

7753 Somersworth Drive, Kissimmee, United States Show map

Featuring a swimming pool, the 3-bedroom New Elegant House Gateaway - Close To Parks Kissimmee villa is suitable for up to 7 people and is located about 10 minutes' drive from Orlando Tree Trek… More

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Et027 - The Tranquil Townhome

808 Driving Range Court, Kissimmee, United States Show map

Et027 - The Tranquil Townhome Kissimmee villa is nestled 450 metres from Reunion Resort Water Park and can accommodate up to 8 guests. More

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Aspen Homestead

7720 Excitement Drive, Kissimmee, United States Show map

Situated within a 7-km distance of Corpus Christi Catholic Church, the 5-bedroom Aspen Homestead Kissimmee villa offers guests to enjoy an aqua park and a golf course. The Kissimmee holiday home… More

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3 Bedrooms 2 Bathrooms West Lucaya 3216 Cp

3216 Cupid Place, Kissimmee, United States Show map

Offering a location about 3 km from Northeast Regional City Park, the 1-bedroom 3 Bedrooms 2 Bathrooms West Lucaya 3216 Cp Kissimmee villa gives access to various tourist spots in the area. Situated… More

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2505 Maneshaw

2505 Maneshaw Lane, Kissimmee, United States Show map

The 2-bedroom 2505 Maneshaw Villa Kissimmee, located about a 5-minute walk from A World of Orchids, can host up to 8 guests. Nestled in the Celebration district, this holiday home comes with an… More

From US$ 172 Book Now

Sleeps 24 - Pool-Game Room-Disney-Cinema Room

9102 Sommerset Hills Drive, Kissimmee, United States Show map

Staying at Sleeps 24 - Pool-Game Room-Disney-Cinema Room Kissimmee villa, guests can easily reach Highlands Reserve GC, located about 10 minutes away by car. More

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3 Bd 2 Ba Champions Gate 1005 Ss

1005 Splash Shot Place, Kissimmee, United States Show map

Featuring a swimming pool for guests' relaxation, 3 Bd 2 Ba Champions Gate 1005 Ss Villa Kissimmee is located approximately a 10-minute drive from Highlands Reserve GC. More

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Wp2217 Windsor Palms Resort 4 Bedroom Private Pool

2217 Wyndham Palms Way, Kissimmee, United States Show map

Situated in the Windsor Palms district, around a 25-minute walk from Orlando Tree Trek Adventure Amusement Park Zip Line, the 1-bedroom Wp2217 Windsor Palms Resort 4 Bedroom Private Pool Kissimmee… More

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9110 Stromboli Court Calabria

9110 Stromboli Court, Kissimmee, United States Show map

Staying at 9110 Stromboli Court Calabria Villa Kissimmee, guests can easily reach Orange Lake Legends, located approximately 6 km away. More

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8805Bc Amazing Luxury 9Br Villa

8805 Bengal Court, Kissimmee, United States Show map

Offering a hot tub for a relaxing experience, 8805Bc Amazing Luxury 9Br Villa Kissimmee is located 25 minutes' walk from Rum Run. Providing guests with Wi-Fi and parking, the 9-bedroom holiday home… More

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3Br 3Bath Private Townhome 10Min Disney 1270Ft

8421 Crystal Cove Loop, Kissimmee, United States Show map

Welcoming guests with a hot tub and a sauna, the 3-bedroom 3Br 3Bath Private Townhome 10Min Disney 1270Ft Kissimmee villa is located right near Emerald Island Boulevard and can host up to 6 guests. More

From US$ 212 Book Now

4 Bd 3 Ba Storey Lake 4796 Ct

4796 Clock Tower Drive, Kissimmee, United States Show map

Located about a 10-minute drive from Falcon's Fire Golf Course, the 2-bedroom 4 Bd 3 Ba Storey Lake 4796 Ct Kissimmee villa has a heated pool and is ideal for up to 10 guests. More

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Don'T Worry, Beach Happy Cottage Near Disney With Private Hot Tub & Margaritaville Resort & Island H20 Waterpark Access - 3005Sp

3005 Sea Plane Lane, Kissimmee, United States Show map

The 3-bedroom Don'T Worry, Beach Happy Cottage Near Disney With Private Hot Tub & Margaritaville Resort & Island H20 Waterpark Access - 3005Sp Kissimmee offers easy access to such tourist spots as… More

From US$ 375 Book Now

1077 Champions Gate

1077 Leader St, Kissimmee, United States Show map

During the stay at 1077 Champions Gate Villa Kissimmee, guests can indulge in a Jacuzzi or visit Highlands Reserve Boulevard, located 3.3 km away. This 1-bedroom villa features opportunities for… More

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Emerald Island Disney Villa With Pool & Spa

8538 Palm Harbor Dr, Kissimmee, Fl 34747, Kissimmee, United States Show map

The 4-bedroom Emerald Island Disney Villa With Pool & Spa Kissimmee is located around 15 minutes by car from Disney's Animal Kingdom and provides a Jacuzzi. This accommodation boasts an aqua park and… More

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Stylish Home & Free Resort Access 2420

2420 Reading Trail, Kissimmee, United States Show map

Offering a patio and barbecue for guests' leisure, Stylish Home & Free Resort Access 2420 Kissimmee is situated a 15-minute ride from Old Town Shopping Mall. Located 2.5 km from the family-friendly… More

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2900Ss Sl Family Lakeview Escape Disney-Themed Fun 8 Mins To Parks

2900 Simile Street, Kissimmee, United States Show map

Situated within 3 km of the miniature Pirates Island Adventure Golf, the 1-bedroom 2900Ss Sl Family Lakeview Escape Disney-Themed Fun 8 Mins To Parks Kissimmee villa provides access to numerous… More

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Magical Getaway Near Disney | 4Br With Game Room

2830 Rocella Ct, Kissimmee, United States Show map

Featuring a swimming pool, Magical Getaway Near Disney | 4Br With Game Room Kissimmee villa is suitable for up to 12 people and is located a 10-minute ride from Highlands Reserve Boulevard. More

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Casa 4Q Storey Lake C/ Piscina E Quartos Disney

4471 4471 Scene Lane, Kissimmee, United States Show map

Staying at Casa 4Q Storey Lake C/ Piscina E Quartos Disney Kissimmee, guests can visit Give Kids The World Village Resort, which is nearly a 25-minute walk away. The Kissimmee villa is suitable for… More

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Resort Access 4Br Retreat W Pvt Pool Near Disney

1590 Carey Palm Circle, Kissimmee, United States Show map

Situated a 25-minute stroll from Rum Run, Resort Access 4Br Retreat W Pvt Pool Near Disney Kissimmee villa entices guests to explore various tourist attractions in the area. More

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New Castle Pines Family Oasis Epic Retreat Near Disney

1176 Castle Pines Court, Kissimmee, United States Show map

During the stay at the 5-bedroom New Castle Pines Family Oasis Epic Retreat Near Disney Kissimmee villa, guests can indulge in cycling or visit Indian Ridge, located 3.3 km away. The holiday home… More

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Private Heated Pool Water View Resort Fun Near Disney

4771 Kings Castle Cir, Kissimmee, Fl 34746, Usa, Kissimmee, United States Show map

Featuring a swimming pool, Private Heated Pool Water View Resort Fun Near Disney Kissimmee villa is suitable for up to 12 people and is located 3.5 km from the open-air mall "Lake Buena Vista Factory… More

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4 Bd 3 Ba Lucaya Village 18-105

5362 Diplomat Court, Kissimmee, United States Show map

Located 7 km from the educational Epcot Disney Theme Park, 4 Bd 3 Ba Lucaya Village 18-105 Kissimmee villa gives access to various tourist sites in the vicinity. Offering a convenient location in the… More

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Disney Magic Vacation - A Fabulous 4 Bed Family Pool Home On Windsor Palms Resort - Close To Disney World

8153 Sun Palm Drive, Kissimmee, United States Show map

Along with access to such natural sites as Disney's Blizzard Beach Water Park, approximately 6 km away, the 4-bedroom Disney Magic Vacation - A Fabulous 4 Bed Family Pool Home On Windsor Palms Resort… More

From US$ 326 Book Now

Elegante Apartamento 2Q No Champions Gate Resort

891 Ocean Course Avenue, Kissimmee, United States Show map

Featuring an outdoor swimming pool, Elegante Apartamento 2Q No Champions Gate Resort Kissimmee villa is suitable for up to 6 people and is located 4.8 km from Indian Ridge. Providing guests with Wi… More

From US$ 272 Book Now

Nm501L Legends Palazzo

501 Muirfield Loop, Kissimmee, United States Show map

Featuring a swimming pool, the 8-bedroom Nm501L Legends Palazzo Villa Kissimmee is suitable for up to 18 people and is located about 6 km from Reunion Resort Water Park. Providing guests with Wi-Fi… More

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2787 Lido Key

2787 Lido Key Drive, Kissimmee, United States Show map

Nestled in the West Kissimmee district of Kissimmee, the 4-bedroom 2787 Lido Key Villa Kissimmee is about a 10-minute drive from A World of Orchids and offers a Jacuzzi. Guests can enjoy bowling and… More

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5 Bedrooms 4 Bathrooms Storey Lake 4984Wa

4984 Windermere Avenue, Kissimmee, United States Show map

Featuring a heated pool, 5 Bedrooms 4 Bathrooms Storey Lake 4984Wa Kissimmee villa is suitable for up to 13 people and is located 3.9 km from the mile-long Kissimmee Go-Karts. More

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Azul Cielo Coastal Retreat

2005 Fleming Mist Place, Kissimmee, United States Show map

Located 3.9 km from Emerald Island Boulevard, the 6-bedroom Azul Cielo Coastal Retreat Villa Kissimmee has a swimming pool and is ideal for up to 14 guests. The availability of a hot tub ensures a… More

From US$ 270 Book Now

Go06 - Champions Gate

1156 Challenge Dr, Kissimmee, United States Show map

Staying at the 5-bedroom Go06 - Champions Gate Villa Kissimmee, guests can visit Highlands Reserve GC, which is approximately a 10-minute ride away. The Kissimmee holiday home is suitable for up to… More

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Easy-To-Reach Home With Private Screened Pool, Lanai, & Ac - Snowbird-Friendly

2344 Chadwick Cir, Kissimmee, United States Show map

Featuring a year-round outdoor swimming pool, the 5-bedroom Easy-To-Reach Home With Private Screened Pool, Lanai, & Ac - Snowbird-Friendly Kissimmee is suitable for up to 10 people and is located… More

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1876 Nc - Grand Windsor Escape 8Br Home

1876 Nice Ct, Kissimmee, United States Show map

Located within a 4-km distance of Mystic Dunes Golf Club at Mystic Dunes Resort, the 8-bedroom 1876 Nc - Grand Windsor Escape 8Br Home Kissimmee boasts a swimming pool with a Jacuzzi. Offering a… More

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Private Pool & Game Room At Windsor Resort Near Disney

1884 Gobi Drive, Kissimmee, United States Show map

The 5-bedroom Private Pool & Game Room At Windsor Resort Near Disney Kissimmee villa entices active guests with access to a fitness area and is located about a 10-minute ride from Ship Wreck Island… More

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Sleeps 13-Huge 3500Sqft Heated Pool Home-2 Masters-Themed-Park Shuttle-Solara Resort!

9035 Sunshine Ridge Loop, Kissimmee, United States Show map

Sleeps 13-Huge 3500Sqft Heated Pool Home-2 Masters-Themed-Park Shuttle-Solara Resort! Kissimmee is located 25 minutes' walk from Highlands Reserve Boulevard and invites guests to enjoy a terrace. More

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4703 Flagler Beach Way Kissimmee Florida 3Bed

4703 Flagler Beach Way, Kissimmee, United States Show map

During the stay at 4703 Flagler Beach Way Kissimmee Florida 3Bed villa, guests can indulge in cycling and fisheries or visit Shingle Creek Regional Park, located a 25-minute walk away. The 3-bedroom… More

From US$ 319 Book Now

Modern Home In Liberty Hope

7564 Excitement Drive, Kissimmee, United States Show map

Situated about 10 minutes by car from Orlando Tree Trek Adventure Amusement Park Zip Line, the 4-bedroom Modern Home In Liberty Hope Kissimmee offers guests to enjoy an aqua park and a golf course. More

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Luxury Home Near Disney & More!

615 Cotulla Drive, Kissimmee, United States Show map

Staying at the 3-bedroom Luxury Home Near Disney & More! Kissimmee, guests can visit Saint Rose of Lima Catholic Church, which is about a 10-minute ride away. This Kissimmee holiday home is suitable… More

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New 5Br With Pool And Spa, Sleeps 15, Near Disney

640 Whistling Straits Blvd, Kissimmee, United States Show map

New 5Br With Pool And Spa, Sleeps 15, Near Disney Kissimmee villa is located about 10 minutes' drive from ChampionsGate Golf Club, giving access to various tourist spots nearby. More

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