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

Comfy 3Br Lakeview Condo With 2Clubhouses

Paradox Circle 3161, Kissimmee, United States Show map

Nestled 4.1 km from Medieval Times Dinner & Tournament, Comfy 3Br Lakeview Condo With 2Clubhouses Kissimmee villa is boasting an aqua park and a patio for guests' enjoyment. The 3-bedroom holiday… More

From US$ 171 Book Now

Resortrenewedcozy 4Bdlocation Near Disney

8138 Fan Palm Way, Kissimmee, United States Show map

Situated about a 25-minute stroll from A World of Orchids, the 4-bedroom Resortrenewedcozy 4Bdlocation Near Disney Kissimmee villa includes a swimming pool, as well as a Jacuzzi to relax in. Offering… More

From US$ 169 Book Now

2984Jp Townhouse 4 Bedrooms & 3 Bathrooms + Pool

2984 Protagonist St, Kissimmee, United States Show map

With a maximum capacity of 10 guests, the 4-bedroom 2984Jp Townhouse 4 Bedrooms & 3 Bathrooms + Pool Kissimmee villa provides them with a heated pool and access to such wellness attractions as Give… More

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Gorgeous Storey Lake 4Br

4317 Quote Street, Kissimmee, United States Show map

Located within 25 minutes' walk of the family-friendly Kissimmee Go-Karts, the 4-bedroom Gorgeous Storey Lake 4Br Kissimmee villa provides access to various tourist attractions in the vicinity. More

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Bsv8445 Beautiful 3 Bd Ba Townhome With Balcony In Emerald Island

8445 Crystal Cove Loop, Kissimmee, United States Show map

Bsv8445 Beautiful 3 Bd Ba Townhome With Balcony In Emerald Island Kissimmee villa is located in the immediate vicinity of Emerald Island Boulevard and offers guests to enjoy mini golf, billiard, and… More

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Luxury Resort Home With Waterpark Pool Lazy River And Golf Course

653 Ocean Course Ave, Kissimmee, Fl 34747, Usa, Kissimmee, United States Show map

The 2-bedroom Luxury Resort Home With Waterpark Pool Lazy River And Golf Course Kissimmee entices active guests with access to a fitness room and is located approximately a 10-minute ride from Rum… More

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Near Disney + Free Clubhouse + Pool + Gym + Sauna

Sun Key Place 2753, Kissimmee, United States Show map

Featuring an outdoor swimming pool, Near Disney + Free Clubhouse + Pool + Gym + Sauna Kissimmee villa is suitable for up to 8 people and is located a 10-minute drive from Wild Africa Trek. More

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Disney Getaway W Pool & Hot Tub Game Room, Bbq

1756 Lima Avenue, Kissimmee, United States Show map

The 7-bedroom Disney Getaway W Pool & Hot Tub Game Room, Bbq Kissimmee villa is located 2.8 km from Highlands Reserve Boulevard and provides horseback riding and cycling for active guests. Nestled in… More

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2764Sg Villa 5 Beds & 5 Baths With Private Pool-Spa

2764 Bookmark Dr, Kissimmee, United States Show map

Featuring an outdoor swimming pool, the 5-bedroom 2764Sg Villa 5 Beds & 5 Baths With Private Pool-Spa Kissimmee is suitable for up to 17 people and is located 3.3 km from the air mall "Lake Buena… More

From US$ 351 Book Now

Private Condo, Ideal For Groups Apt - 136

7770 Sandy Ridge Dr Unit 136, Kissimmee, United States Show map

Offering a swimming pool, the 3-bedroom Private Condo, Ideal For Groups Apt - 136 Kissimmee villa is located a mere 0.8 km from Reunion Resort Water Park and is ideal for up to 6 guests. Providing… More

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Luxury 3 Bedroom Townhouse, Comfortable Sleeps 8 Super Close To Disney!

8963 Shine Drive, Kissimmee, United States Show map

Located approximately 7 km from Disney's Blizzard Beach Water Park, the 3-bedroom Luxury 3 Bedroom Townhouse, Comfortable Sleeps 8 Super Close To Disney! Kissimmee villa has a swimming pool and is… More

From US$ 195 Book Now

Free Waterpark Lazy River Near Disney Heated Pool

Prague Way 8912, Kissimmee, United States Show map

The 5-bedroom Free Waterpark Lazy River Near Disney Heated Pool Kissimmee villa entices active guests with access to a fitness studio and is located nearly a 10-minute ride from The Legends Golf… More

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3 Bedrooms 3 Bathrooms Windsor Palms 2357 Sp

2357 Silver Palm Drive, Kissimmee, United States Show map

Featuring a swimming pool for guests' relaxation, the 3-bedroom 3 Bedrooms 3 Bathrooms Windsor Palms 2357 Sp Kissimmee villa is located within a 6-km distance of Disney's Blizzard Beach Water Park. More

From US$ 245 Book Now

Bikini Bay Cottage With Private Pool Near Disney And Margaritaville Resort & Island H20 Waterpark Access - 3094Ph

3094 Parrot Head Place, Kissimmee, United States Show map

Situated approximately 7 km from the educational Epcot Disney Theme Park, the 8-bedroom Bikini Bay Cottage With Private Pool Near Disney And Margaritaville Resort & Island H20 Waterpark Access… More

From US$ 809 Book Now

2774 Almaton #204

2774 Almaton Loop, Kissimmee, United States Show map

The 3-bedroom 2774 Almaton #204 Villa Kissimmee is situated just 6 minutes' walk from Mystic Dunes Golf Course, featuring such comforts as Wi-Fi and parking. Staying at this accommodation, which is 2… More

From US$ 154 Book Now

8Br House With Game Room Near Disney

3020 Penelope Loop, Kissimmee, United States Show map

During the stay at 8Br House With Game Room Near Disney Kissimmee villa, guests can indulge in billiard or visit the miniature Congo River Golf, located 6 km away. The 8-bedroom holiday home offers a… More

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6Br Luxury Villa With Private Pool & Spa Near Disney

7887 Poplin Street, Kissimmee, United States Show map

Featuring a heated pool, the 6-bedroom 6Br Luxury Villa With Private Pool & Spa Near Disney Kissimmee is suitable for up to 14 people and is located 2.8 km from Orlando Tree Trek Adventure Amusement… More

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Orlando Family Vacation Home

1097 Park Ridge Cir, Kissimmee, Fl 34746, Kissimmee, United States Show map

Situated approximately a 25-minute walk from Osceola County Welcome Center and History Museum, the 3-bedroom Orlando Family Vacation Home Kissimmee entices guests to explore various tourist… More

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25% Off Cozy Villa At Terre Verde

161 Castaway Beach Way, Kissimmee, United States Show map

Featuring a swimming pool, 25% Off Cozy Villa At Terre Verde Kissimmee is suitable for up to 8 people and is located a 10-minute drive from the miniature Congo River Golf. More

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Windsor Westside 5 Bedroom Vacation Home 1820

1820 Gobi Drive, Kissimmee, United States Show map

The 5-bedroom Windsor Westside 5 Bedroom Vacation Home 1820 Kissimmee is located within 3 km of Highlands Reserve Boulevard and provides a Jacuzzi. This Kissimmee villa features a heated pool and is… More

From US$ 460 Book Now

2Br Themed Condo With Waterparks Access

Cabot Cliffs Drive 8883, Kissimmee, United States Show map

Featuring an outdoor swimming pool, 2Br Themed Condo With Waterparks Access Kissimmee villa is suitable for up to 6 people and is located 10 minutes' drive from Indian Ridge. Providing guests with Wi… More

From US$ 274 Book Now

Shooting Star - Family Friendly 4 Bed Pool Home On Emerald Island Resort - Close To Disney World!

2721 Lido Key Drive, Kissimmee, United States Show map

Featuring a heated pool, the 4-bedroom Shooting Star - Family Friendly 4 Bed Pool Home On Emerald Island Resort - Close To Disney World! Kissimmee is suitable for up to 8 people and is located 4.6 km… More

From US$ 292 Book Now

2472Pb Townhouse 4 Beds & 3 Baths With Private Pool

2472 Reading Trail, Kissimmee, United States Show map

Featuring an outdoor swimming pool, the 4-bedroom 2472Pb Townhouse 4 Beds & 3 Baths With Private Pool Villa Kissimmee is suitable for up to 10 people and is located about 5 minutes by car from Give… More

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Windsor Westside Family Paradise

1944 Nice Court, Kissimmee, United States Show map

The 8-bedroom Windsor Westside Family Paradise Kissimmee villa entices active guests with access to a fitness centre and is located about a 15-minute ride from Orlando Tree Trek Adventure Amusement… More

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Spacious Emerald Home - Pool And Lanai Near Disney

2766 Lido Key Drive, Kissimmee, United States Show map

Spacious Emerald Home - Pool And Lanai Near Disney Kissimmee is located in the West Kissimmee district, a 10-minute drive from Indian Ridge and features an outdoor swimming pool as well as views of… More

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Lakefront Home With Game Room And Views

3224 Brewster Dr, Kissimmee, Fl 34743, Usa, Kissimmee, United States Show map

Situated approximately 7 km from Mindy O Waterpark, the 4-bedroom Lakefront Home With Game Room And Views Kissimmee offers guests to enjoy an aqua park and a golf course. The holiday home features… More

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Hermosa Casa De Lujo En Exclusivo Resort

1736 Lima Avenue, Kissimmee, United States Show map

Situated in the West Kissimmee district of Kissimmee, nearly a 10-minute ride from Indian Ridge, the 5-bedroom Hermosa Casa De Lujo En Exclusivo Resort Kissimmee comes with a swimming pool for guests… More

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8953 Cc - 4Br Townhome With Sparkling Pool

8953 Cabot Cliffs Dr, Kissimmee, United States Show map

Featuring a heated pool, the 4-bedroom 8953 Cc - 4Br Townhome With Sparkling Pool Kissimmee villa is suitable for up to 10 people and is located about 10 minutes' drive from Reunion Resort Water Park… More

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5Br Home W Pool - Windsor At Westside 8890Gc

8890 Geneve Ct, Kissimmee, United States Show map

Located a 10-minute drive from Indian Ridge, 5Br Home W Pool - Windsor At Westside 8890Gc Kissimmee gives access to various tourist sites in the vicinity. Offering a convenient location in the West… More

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Disney Dream Home Mickey Up Harry Potter2100

2100 Morocco Way, Kissimmee, United States Show map

Situated 2.8 km from Rum Run, the 5-bedroom Disney Dream Home Mickey Up Harry Potter2100 Kissimmee offers guests to enjoy a patio and a dining table. Offering a convenient location in the West… More

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Terra Verde Resort!! Private Pool, Game Room, Near Disney And Universal!!

204 Hideaway Beach Lane, Kissimmee, United States Show map

Situated approximately a 25-minute walk from Shingle Creek Regional Park, the 4-bedroom Terra Verde Resort!! Private Pool, Game Room, Near Disney And Universal!! Kissimmee villa entices guests to… More

From US$ 163 Book Now

53 Private Pool House Near All Famous Attractions!!!

729 Downing Cir, Kissimmee, United States Show map

53 Private Pool House Near All Famous Attractions!!! Kissimmee villa is located an 11-minute walk from Tuscan Hills Boulevard and provides a swimming pool, ensuring a relaxing stay. With space for up… More

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Solara Villa I 1 Minute Walk From Amenities

1503 Carey Palm Circle, Kissimmee, United States Show map

Featuring an outdoor swimming pool, the 4-bedroom Solara Villa I 1 Minute Walk From Amenities Kissimmee is suitable for up to 10 people and is located around 25 minutes' walk from Rum Run. Providing… More

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Bikini On The Beach At Terra Verde Resort

4773 Ormond Beach Way, Kissimmee, United States Show map

The 4-bedroom Bikini On The Beach At Terra Verde Resort Kissimmee villa is located approximately 25 minutes' walk from Shingle Creek Regional Park and provides a Jacuzzi. This Kissimmee holiday home… More

From US$ 327 Book Now

Casa 5Q | Piscina Privativa & Vista Para O Lago

4789 Kings Castle Circle, Kissimmee, United States Show map

Situated within 4 km of Give Kids The World Village Resort, the 5-bedroom Casa 5Q | Piscina Privativa & Vista Para O Lago Kissimmee includes an outdoor swimming pool, as well as a hot tub to relax in… More

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Cozy Home Prime Disney Parks Location

Romeo Circle 4833, Kissimmee, United States Show map

Featuring an outdoor swimming pool, Cozy Home Prime Disney Parks Location Kissimmee is suitable for up to 8 people and is located 3.7 km from Fun Spot America Kissimmee Amusement Park. Providing… More

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Family Escape Near Disney Resort Amenities

4000 San Gallo Dr, Kissimmee, United States Show map

The 3-bedroom Family Escape Near Disney Resort Amenities Kissimmee villa, located merely 0.9 km from Plaza del Sol Mall, invites guests to relax in a hot tub. Featuring pool views, this Kissimmee… More

From US$ 126 Book Now

Splashy Orlando

1052 Leader St, Kissimmee, United States Show map

Located nearly a 10-minute drive from ChampionsGate Golf Club, the 4-bedroom Splashy Orlando Kissimmee villa has a swimming pool and is ideal for up to 10 guests. More

From US$ 212 Book Now

Stylish Disney Getaway With Themed Rooms

428 Ocean Course Avenue, Kissimmee, United States Show map

Featuring an outdoor swimming pool, Stylish Disney Getaway With Themed Rooms Kissimmee villa is suitable for up to 13 people and is located 10 minutes' drive from Rum Run. Providing guests with Wi-Fi… More

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Bsv8912 - 10 Bedroom 6 Bathroom Luxury Home In Windsor At Westside Resort

8912 Bengal Ct, Kissimmee, United States Show map

During the stay at the 10-bedroom Bsv8912 - 10 Bedroom 6 Bathroom Luxury Home In Windsor At Westside Resort Kissimmee, guests can indulge in windsurfing, snorkelling, and horseback riding or visit… More

From US$ 619 Book Now

2776Lo Villa 5 Beds & 5 Baths With Private Pool-Spa

2776 Bookmark Dr, Kissimmee, United States Show map

2776Lo Villa 5 Beds & 5 Baths With Private Pool-Spa Kissimmee is located a 10-minute ride from Museum of Military History and provides billiard for active guests. Located 2.7 km from Medieval Times… More

From US$ 218 Book Now

3Br Home Near Disney At Lucaya Village

2952 Lucayan Harbour Cir, Unit 6 - 106, Kissimmee, United States Show map

The 3-bedroom 3Br Home Near Disney At Lucaya Village Kissimmee accommodates up to 8 guests and offers a convenient location within 25 minutes' walk of shopping venues such as the outlet mall "Lake… More

From US$ 111 Book Now

Windsor Palms Condo | Pool, Spa & Near Disney

8103 Coconut Palm Way #202, Kissimmee, United States Show map

Offering a Jacuzzi for a relaxing experience, the welcoming Windsor Palms Condo | Pool, Spa & Near Disney Kissimmee villa is located 15 minutes' drive from Pandora. The 2-bedroom holiday home… More

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Near Disney Private Pool 4 Bedrooms

642 Eagle Pointe South, Kissimmee, United States Show map

The 1-bedroom Near Disney Private Pool 4 Bedrooms Kissimmee villa provides easy access to various city attractions, such as Eagle Pointe South, situated around 5 minutes' walk away. More

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Disney Decorated Home 8Min From Disney | Pool Spa | Sleeps 22

2848 Bookmark Dr., Kissimmee, United States Show map

Located within 10 minutes' drive of Give Kids The World Village Resort, the 9-bedroom Disney Decorated Home 8Min From Disney | Pool Spa | Sleeps 22 Kissimmee has a heated pool and is ideal for up to… More

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6 Bedrooms 45 Bathrooms Crystal Cove 957 Eg

957 Emerald Green Court, Kissimmee, United States Show map

Situated within 15 minutes' walk of Medieval Times Dinner & Tournament, the 6-bedroom 6 Bedrooms 45 Bathrooms Crystal Cove 957 Eg Kissimmee villa provides access to numerous tourist attractions in… More

From US$ 509 Book Now

Luxury 6 Bedroom 5 Bath Pool Home 161

8950 Cabot Cliffs Drive, Kissimmee, United States Show map

During the stay at Luxury 6 Bedroom 5 Bath Pool Home 161 Kissimmee, guests can indulge in a Jacuzzi or visit Highlands Reserve Boulevard, located 3.1 km away. Located 10 minutes' drive from Northeast… More

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Luxurious Home W Theme Beds & Private Pool

Scene Lane 4355, Kissimmee, United States Show map

Offering a Jacuzzi for a relaxing experience, Luxurious Home W Theme Beds & Private Pool Kissimmee is located a 10-minute drive from the air mall "Lake Buena Vista Factory Stores". Providing guests… More

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Modern And Spacious 3-Suite Apartment

7659 Whisper Way, Kissimmee, United States Show map

Situated 2.7 km from Orlando Tree Trek Adventure Amusement Park Zip Line, the 3-bedroom Modern And Spacious 3-Suite Apartment Kissimmee villa entices guests to explore various tourist attractions in… More

From US$ 90 Book Now

Upstay Home W Pool Hot Tub & Patio - Pet Friendly

5445 Dahlia Reserve Drive, Kissimmee, United States Show map

Situated 4.7 km from Providence Golf Club, the 6-bedroom Upstay Home W Pool Hot Tub & Patio - Pet Friendly Kissimmee provides access to numerous tourist attractions in the area. Offering an indoor… More

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