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2026-11-07
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Holiday Homes in Kissimmee

Family Fun Fortress At Champions Gate -Theater - Game Room - Pool & Spa - Walk To Waterpark

9000 Sommerset Hills Drive, Kissimmee, United States Show map

Featuring an outdoor swimming pool for guests' relaxation, the 8-bedroom Family Fun Fortress At Champions Gate -Theater - Game Room - Pool & Spa - Walk To Waterpark Kissimmee villa is located within… More

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Casa 4Q Luxo C/ Piscina No Champions Gate

1216 Challenge Drive, Kissimmee, United States Show map

Offering a Jacuzzi for a relaxing experience, Casa 4Q Luxo C/ Piscina No Champions Gate Villa Kissimmee is located 5 km from Tuscan Hills Boulevard. Providing guests with Wi-Fi and parking, this 4… More

From US$ 428 Book Now

Luxuosa Villa 9 Suites C/ Piscina Sonoma Resort

2620 Calistoga Avenue, Kissimmee, United States Show map

During the stay at Luxuosa Villa 9 Suites C/ Piscina Sonoma Resort Kissimmee, guests can indulge in a Jacuzzi or visit Osceola County Welcome Center and History Museum, located 25 minutes' walk away.… More

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Savvy 4Bed Stay Near Orlando Attractions

5152 Crown Haven Drive, Kissimmee, United States Show map

Savvy 4Bed Stay Near Orlando Attractions Kissimmee villa entices active guests with access to a fitness suite and is located approximately a 10-minute drive from the mile-long Kissimmee Go-Karts. More

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Harry Potter Themed 3 Bedroom - Er2782

2782 Sun Key Pl, Kissimmee, United States Show map

Situated in the West Kissimmee district of Kissimmee, nearly a 25-minute walk from Windsor Hills, Harry Potter Themed 3 Bedroom - Er2782 Kissimmee villa comes with an outdoor swimming pool for guests… More

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Second Floor Upgraded Condo In Bahama Bay 2 Bedrooms

212 Rum Run, Kissimmee, United States Show map

Situated around 5 minutes' walk from Rum Run, the 2-bedroom Second Floor Upgraded Condo In Bahama Bay 2 Bedrooms Kissimmee villa is ideal for up to 4 guests. The accommodation boasts an aqua park, a… More

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Magical Potter-Themed Home Near Disney 8115

8115 Roseville Boulevard, Kissimmee, United States Show map

Featuring a swimming pool for guests' relaxation, the 4-bedroom Magical Potter-Themed Home Near Disney 8115 Kissimmee is located around a 20-minute stroll from Oak Hill Baptist Church. More

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6Br Luxury Villa: Pool, Spa, Game Room & Disney Magic 2957 Fs

2957 Fable St, Kissimmee, United States Show map

The 6-bedroom 6Br Luxury Villa: Pool, Spa, Game Room & Disney Magic 2957 Fs Kissimmee hosts up to 14 guests and is nestled 3.8 km from natural sites such as Local amusement Theme Park. This property… More

From US$ 437 Book Now

Premium Comfort - Beautiful Home Private Pool

Monado Drive 4519, Kissimmee, United States Show map

Located 0.7 km from Give Kids The World Village Resort, the welcoming Premium Comfort - Beautiful Home Private Pool Kissimmee features an outdoor swimming pool and can accommodate up to 8 guests. More

From US$ 347 Book Now

8923 Palm Breeze Getaway At Windsor Westside

8923 Sydney Ave, Kissimmee, United States Show map

Featuring a swimming pool, 8923 Palm Breeze Getaway At Windsor Westside Villa Kissimmee is suitable for up to 11 people and is located a 10-minute ride from Highlands Reserve Boulevard. More

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Orlando 6Br Home With Private Pool At Windsor Westside

8901 Rhodes St, Kissimmee, United States Show map

Orlando 6Br Home With Private Pool At Windsor Westside Kissimmee is located around a 10-minute ride from Emerald Island Boulevard and provides billiard for active guests. The Kissimmee holiday home… More

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Family Friendly 4 Bedroom Close To Disney 5148

5148 Adelaide Drive, Kissimmee, United States Show map

Situated 3.5 km from Gaylord Palms Resort & Convention Center, Family Friendly 4 Bedroom Close To Disney 5148 Kissimmee villa provides access to numerous tourist attractions in the area. More

From US$ 126 Book Now

Sunlit Escape Resort Stay

9051 Treasure Trove Lane, Kissimmee, United States Show map

The 2-bedroom Sunlit Escape Resort Stay Kissimmee villa entices active guests with access to a fitness area and is located nearly a 15-minute ride from Pandora. The Kissimmee holiday home is nestled… More

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Kissimmee Townhome With Balcony, 7 Miles To Disney!

Kissimmee, United States Show map

Located just 1.4 km from Medieval Times Dinner & Tournament, Kissimmee Townhome With Balcony, 7 Miles To Disney! villa provides access to various tourist attractions in the vicinity. More

From US$ 76 Book Now

Spd2302-103

2302 Silver Palm Drive, Kissimmee, United States Show map

Offering an aqua park and a patio for guests' leisure, Spd2302-103 Villa Kissimmee is situated about a 25-minute walk from Emerald Island Boulevard. Located 4.8 km from Reunion Resort Water Park… More

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Fairway Haven

989 Desert Mountain, Kissimmee, United States Show map

Featuring an outdoor swimming pool, the 5-bedroom Fairway Haven Villa Kissimmee is suitable for up to 14 people and is located approximately 6 km from Reunion Resort Water Park. Providing guests with… More

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Legends Palace

430 Muirfield Loop, Kissimmee, United States Show map

During the stay at Legends Palace Kissimmee villa, guests can indulge in a hot tub or visit Corpus Christi Catholic Church, located 7 km away. This 13-bedroom holiday home boasts an aqua park and a… More

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Ideal For Couples Or Families Looking For A Vacation Home With Private Pool And Yard

4669 Cheyenne Point Trail, Kissimmee, United States Show map

Situated about 25 minutes' walk from Shingle Creek Regional Park, the 3-bedroom Ideal For Couples Or Families Looking For A Vacation Home With Private Pool And Yard Kissimmee offers guests to enjoy… More

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Dream Vacation Condo At Resort Close To Disney

1352 Centre Court Ridge Drive, Kissimmee, United States Show map

The 3-bedroom Dream Vacation Condo At Resort Close To Disney Kissimmee villa offers proximity to nearby tourist spots, such as Corpus Christi Catholic Church, situated around 7 km away. Suitable for… More

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Sea Shell Blue Cottage Near Disney With Private Pool And Margaritaville Resort & Island H2O Access - 8039Kd

8039 Knee Deep Rd, Kissimmee, United States Show map

Situated in the Celebration district of Kissimmee, approximately a 10-minute drive from Dinoland U.S.A, the 2-bedroom Sea Shell Blue Cottage Near Disney With Private Pool And Margaritaville Resort &… More

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Sandy Toes Cottage With Private Pool Near Disney And Margaritaville Resort & Island H2O Access - 8032St

8032 Sandy Toes Way, Kissimmee, United States Show map

Hosting up to 6 guests, the 2-bedroom Sandy Toes Cottage With Private Pool Near Disney And Margaritaville Resort & Island H2O Access - 8032St Kissimmee offers a convenient location nearly a 20-minute… More

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2472Pb Townhouse 4 Bedrooms 3 Bathrooms Pool

2472 Reading Trail, Kissimmee, United States Show map

Hosting up to 8 guests, the 4-bedroom 2472Pb Townhouse 4 Bedrooms 3 Bathrooms Pool Kissimmee villa offers a convenient location around 25 minutes' walk from sports attractions such as the miniature… More

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8Br House With Spa Near Disney Area

8919 Coconut Breeze Dr, Kissimmee, United States Show map

Situated in the West Kissimmee district of Kissimmee, approximately a 10-minute ride from Highlands Reserve Boulevard, the 8-bedroom 8Br House With Spa Near Disney Area Kissimmee villa comes with a… More

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3Br House With Pool Table Near Disney

7658 Whisper Way, Apto 104, Kissimmee, United States Show map

Located around 5 minutes' walk from Reunion Resort Water Park, the 3-bedroom 3Br House With Pool Table Near Disney Kissimmee villa offers a swimming pool for guests to relax by. The accommodation… More

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Serene 3Br Encantada Retreat With Private Pool Near Disney

8564 Bay Lilly Loop,, Kissimmee, United States Show map

Along with access to such natural sites as Northeast Regional City Park, around 4 km away, the 3-bedroom Serene 3Br Encantada Retreat With Private Pool Near Disney Kissimmee villa offers a heated… More

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Pet Friendly Escape Pool Spa Minutes From Disney 185

8860 Cabot Cliffs Drive, Kissimmee, United States Show map

Pet Friendly Escape Pool Spa Minutes From Disney 185 Kissimmee villa offers proximity to nearby tourist spots, such as West Gate Flea Market, situated around 7 km away. This Kissimmee holiday home is… More

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3 Bd 25 Ba Fiesta Key 1286 Sb

1286 South Beach Circle, Kissimmee, United States Show map

Located 10 minutes' drive from the nonprofit Give Kids The World Village Resort, 3 Bd 25 Ba Fiesta Key 1286 Sb Villa Kissimmee provides access to various tourist attractions in the vicinity. More

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2574 Archfeld

2574 Archfeld Blvd, Kissimmee, United States Show map

Mystic Dunes Golf Course is in the immediate vicinity of 2574 Archfeld Villa Kissimmee, offering a Jacuzzi for guests' relaxation. The 6-bedroom holiday home features opportunities for mini golf in… More

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9 Bd 5 Ba Storey Lake 4629 Tb

4629 Target Boulevard, Kissimmee, United States Show map

Offering access to entertainment venues such as Hawks Landing Golf Club, situated approximately 6 km away, the 9-bedroom 9 Bd 5 Ba Storey Lake 4629 Tb Kissimmee villa can host up to 26 guests. More

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Close To Disney: Tuscana Resort Condo, Family Fun

1361 Tuscan Terrace 7208, Kissimmee, United States Show map

The 3-bedroom Close To Disney: Tuscana Resort Condo, Family Fun Kissimmee villa is located approximately 10 minutes' drive from Indian Ridge and provides hiking and squash for active guests. Offering… More

From US$ 116 Book Now

8 Bedroom & Theme Rooms For Kids In Storey Lake Home

2862 Bookmark Drive, Kissimmee, United States Show map

Offering a hot tub for a relaxing experience, 8 Bedroom & Theme Rooms For Kids In Storey Lake Home Kissimmee is located a 10-minute drive from Shingle Creek Regional Park. Providing guests with Wi-Fi… More

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Rc165P Fairway Evergreen

1165 Castle Pines Court, Kissimmee, United States Show map

Situated about 10 minutes by car from Orlando Tree Trek Adventure Amusement Park Zip Line, the 5-bedroom Rc165P Fairway Evergreen Kissimmee villa offers guests to enjoy an aqua park and a golf course… More

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Cozy Home Storey Lake Resort Pool Spa Near Disney

2736 Bookmark Dr, Kissimmee, United States Show map

Providing guests with a patio and playground to ensure a memorable stay, Cozy Home Storey Lake Resort Pool Spa Near Disney Kissimmee is 8 minutes' walk from the miniature Congo River Golf. Located 4. More

From US$ 443 Book Now

Beautiful Disney House At Storey Lake

4818 Lullaby Lane, Kissimmee, United States Show map

Located 4.3 km from Osceola County Welcome Center and History Museum, the 4-bedroom Beautiful Disney House At Storey Lake Kissimmee villa has a swimming pool and is ideal for up to 10 guests. More

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Toy Story Magic Studio Close To Disney

5245 West Irlo Bronson Memorial Highway, Kissimmee, United States Show map

Positioned 2.9 km from bustling shopping destinations such as the open-air mall "Lake Buena Vista Factory Stores", Toy Story Magic Studio Close To Disney Kissimmee villa offers guests to use a… More

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9Br House With Pool Near Disney Area

9163 Breeze Mist Ter, Kissimmee, Fl 34747, Usa, Kissimmee, United States Show map

Situated in the West Kissimmee district of Kissimmee, approximately a 15-minute drive from Pandora, the 9-bedroom 9Br House With Pool Near Disney Area Kissimmee villa comes with a swimming pool for… More

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Banana Palm Paradise Home

3209 German Flats Road, Kissimmee, United States Show map

Located around a 15-minute drive from the 145 - foot Tree of Life Sculpture, the 5-bedroom Banana Palm Paradise Home Kissimmee boasts a heated pool with a Jacuzzi. Offering a convenient location in… More

From US$ 313 Book Now

4 Mi To Disney! Pet-Friendly Home W/ Pool Access

3305 Tranquil Trl, Kissimmee, United States Show map

Staying at the 3-bedroom 4 Mi To Disney! Pet-Friendly Home W/ Pool Access Kissimmee, guests can easily reach Rum Run, located around 3 km away. Offering a convenient location in the West Kissimmee… More

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Patriots Lagoon

1473 Fairview Circle, Kissimmee, United States Show map

Patriots Lagoon Kissimmee villa is located an 18-minute walk from Oak Hill Baptist Church and provides an outdoor swimming pool, ensuring a relaxing stay. Featuring a Jacuzzi, the 5-bedroom holiday… More

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Super Boho- At Lake Toho'S Water Sleeps 6

319 East Monument Avenue, Kissimmee, United States Show map

Up to 6 guests can stay at Super Boho- At Lake Toho'S Water Sleeps 6 Kissimmee villa and enjoy Bataan-Corregidor Memorial Kissimmee, located a 5-minute walk away. More

From US$ 142 Book Now

Beautiful Hotel Of Cypress Palms 2Bd

5324 Fairfield Lake Dr, Kissimmee, Fl 34746, Usa, Kissimmee, United States Show map

Situated around 25 minutes on foot from Fantasy Surf, the 2-bedroom Beautiful Hotel Of Cypress Palms 2Bd Kissimmee includes a swimming pool, as well as a Jacuzzi to relax in. Nestled in the… More

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Magical 4Br Retreat Minutes To Disney

5143 Crown Hvn Dr, Kissimmee, Fl 34746, Kissimmee, United States Show map

Offering a location 2.5 km from Fun Spot America Kissimmee Amusement Park, Magical 4Br Retreat Minutes To Disney Kissimmee villa gives access to various tourist spots in the area. More

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Luxury Oasis 5Br Home, Private Pool - 1153 Ks

1153 Kingsbarn St, Kissimmee, United States Show map

Staying at the 4-bedroom Luxury Oasis 5Br Home, Private Pool - 1153 Ks Kissimmee, guests can easily reach Highlands Reserve GC, located nearly 10 minutes away by car. With a maximum capacity of 12… More

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Fairways & Fantasies | 9Br Luxury • Golf + Disney

641 Pebble Beach Drive, Kissimmee, United States Show map

Offering an aqua park and a patio for guests' leisure, the 9-bedroom Fairways & Fantasies | 9Br Luxury • Golf + Disney Kissimmee villa is situated 3.3 km from Highlands Reserve Boulevard. Featuring a… More

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Sleek Condo Near Disney With Resort & Waterpark Access - B26-108

7770 Sandy Ridge Drive, Kissimmee, United States Show map

Located merely 7 minutes on foot from Reunion Resort Water Park, the 3-bedroom Sleek Condo Near Disney With Resort & Waterpark Access - B26-108 Kissimmee villa can accommodate up to 8 guests… More

From US$ 185 Book Now

4718 Sleepy Hollow Drive

4718 Sleepy Hollow Drive, Kissimmee, United States Show map

The 1-bedroom 4718 Sleepy Hollow Drive Kissimmee villa offers proximity to such city sites as Lennar at Storey Lake, located nearly a 5-minute walk away. Providing guests with Wi-Fi and private… More

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9Br House With Game Room Near Disney Area

2940 Penelope Loop, Kissimmee, Fl 34746, Usa, Kissimmee, United States Show map

Offering a Jacuzzi for a relaxing experience, 9Br House With Game Room Near Disney Area Kissimmee villa is located 10 minutes' drive from Medieval Times Dinner & Tournament. The 9-bedroom holiday… More

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5 Bedrooms 45 Bathrooms Solara 1858 Tp

1858 Tropical Palms Circle, Kissimmee, United States Show map

Featuring a swimming pool for guests' relaxation, the 1-bedroom 5 Bedrooms 45 Bathrooms Solara 1858 Tp Kissimmee villa is located nearly a 25-minute stroll from Highlands Reserve Boulevard. More

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Modern 3 Bed Townhome Close To Disney

8500 Crystal Cove Loop, Kissimmee, United States Show map

Located nearly 25 minutes' walk from Mystic Dunes Golf Club at Mystic Dunes Resort, Modern 3 Bed Townhome Close To Disney Kissimmee villa provides access to various tourist attractions in the… More

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Gorgeous 6Br At Storey Lake Next To Disney - 2850

2850 Bookmark Drive, Kissimmee, United States Show map

Located a 19-minute walk from the adventure-themed Congo River Golf, Gorgeous 6Br At Storey Lake Next To Disney - 2850 Kissimmee villa offers a games room for guests' leisure. The 6-bedroom holiday… More

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