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2026-11-07
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Holiday Homes in Kissimmee

New Luxury Family Villa With Custom Bunk Rooms And Golf Course Views Near Disney

7435 Gathering Court, Kissimmee, United States Show map

Located a 10-minute drive from Orlando Tree Trek Adventure Amusement Park Zip Line, New Luxury Family Villa With Custom Bunk Rooms And Golf Course Views Near Disney Kissimmee offers a casino for… More

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Nard Jolie Kay

1434 Lund Avenue, Kissimmee, United States Show map

Offering a location 4.2 km from Eagle Park Orlando, the 1-bedroom Nard Jolie Kay Villa Kissimmee gives access to various tourist spots in the area. More

From US$ 195 Book Now

4 Bed Townhome With Private Pool Near Disney! Townhouse

3115 Tocoa Circle, Kissimmee, United States Show map

Featuring an outdoor swimming pool, 4 Bed Townhome With Private Pool Near Disney! Townhouse Kissimmee villa is suitable for up to 8 people and is located a 10-minute drive from the adventure-themed… More

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Sea Haven

2550 World Drive, Kissimmee, United States Show map

Featuring a swimming pool, the 4-bedroom Sea Haven Villa Kissimmee is suitable for up to 8 people and is located 3.6 km from the outlet mall "Lake Buena Vista Factory Stores". More

From US$ 399 Book Now

Spacious 5Br Home With Pool Near Disney

770 Sticks Street, Kissimmee, United States Show map

Featuring an outdoor swimming pool, Spacious 5Br Home With Pool Near Disney Kissimmee is suitable for up to 14 people and is located 4.4 km from Rum Run. Providing guests with Wi-Fi and a car park… More

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Casa 4Q Em Championsgate C/ Piscina Privada

1074 1074 Splash Shot Place, Kissimmee, United States Show map

Featuring an outdoor swimming pool, Casa 4Q Em Championsgate C/ Piscina Privada Villa Kissimmee is suitable for up to 10 people and is located a 10-minute drive from Tuscan Hills Boulevard. Providing… More

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Fairway Magic

1168 Castle Pines Ct, Kissimmee, United States Show map

Fairway Magic Villa Kissimmee enjoys a convenient location, 25 minutes' walk from ChampionsGate Golf Club, and offers guests to unwind in a Jacuzzi. The 6-bedroom holiday home features an outdoor… More

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5Br House With Spa Near Disney Area

1640 Tropical Palms Cir, Kissimmee, United States Show map

Featuring a swimming pool, the 5-bedroom 5Br House With Spa Near Disney Area Kissimmee villa is suitable for up to 13 people and is located around 5 km from Indian Ridge. More

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8947 Sd 4Br Home In West Lucaya Near Disney

8947 Shine Dr Kissimmee Fl, Kissimmee, United States Show map

8947 Sd 4Br Home In West Lucaya Near Disney Kissimmee entices active guests with access to a fitness studio and is located approximately a 10-minute ride from Emerald Island Boulevard. More

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1804 Solara 22 Guests 9Bdrs Summer Kitchen Pool

1804 Caribbean View Terrace, Kissimmee, United States Show map

Located in the West Kissimmee district of Kissimmee and nearly 25 minutes' walk from Highlands Reserve Boulevard, the 9-bedroom 1804 Solara 22 Guests 9Bdrs Summer Kitchen Pool Kissimmee villa… More

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1712 Lima

1712 Lima Ave, Kissimmee, United States Show map

Situated about 25 minutes' walk from Tuscan Hills Boulevard, the 5-bedroom 1712 Lima Villa Kissimmee offers guests to enjoy a sunbathing terrace and a picnic area. Featuring a Jacuzzi, the holiday… More

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15 Min To Disney: Private Pool, Games, Sleeps 19

7890 Poplin St, Kissimmee, United States Show map

Featuring an outdoor swimming pool, 15 Min To Disney: Private Pool, Games, Sleeps 19 Kissimmee villa is suitable for up to 19 people and is located about 7 km from Reunion Resort Water Park. More

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Nice Second Floor Upgraded Condo In Bahama Bay

211 Rum Run, Kissimmee, United States Show map

Located a mere 5 minutes' walk from Rum Run, Nice Second Floor Upgraded Condo In Bahama Bay Kissimmee villa offers fisheries to diversify guests' leisure. The 3-bedroom holiday home boasts an aqua… More

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Brand New Storey Lake 8Br Villa With Lake View

4300 Prologue Way, Kissimmee, United States Show map

The 7-bedroom Brand New Storey Lake 8Br Villa With Lake View Kissimmee hosts up to 16 guests and is nestled 3.2 km from natural sites such as Shingle Creek Regional Park. Located approximately 10… More

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A Cozy Stay With Everything You Need!

2902 Dunblane Court, Kissimmee, United States Show map

Staying at A Cozy Stay With Everything You Need! Kissimmee villa, guests can visit Mindy O Waterpark, which is about a 15-minute ride away. More

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300 New Providence Promenade 315

300 New Providence Promenade #315, Kissimmee, United States Show map

Situated merely 9 minutes' walk from Rum Run, 300 New Providence Promenade 315 Villa Kissimmee offers a game room to diversify guests' entertainment. Featuring private car parking on site, this 1… More

From US$ 299 Book Now

5Br Home W Private Pool Near Disney

951 Lake Berkley Drive, Kissimmee, United States Show map

Up to 10 guests can stay at the 5-bedroom 5Br Home W Private Pool Near Disney Kissimmee and enjoy lake berkley, located around 5 minutes' walk away. This 3-bathroom villa features opportunities for… More

From US$ 441 Book Now

3 Bedrooms 3 Bathrooms Windsor Palms 2318Sp

2318 Silver Palm Drive, Kissimmee, United States Show map

Located nearly 25 minutes' walk from A World of Orchids, the 3-bedroom 3 Bedrooms 3 Bathrooms Windsor Palms 2318Sp Kissimmee villa provides access to various tourist attractions in the vicinity. With… More

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Mg765B Masters Getaway

765 Golden Bear Drive, Kissimmee, United States Show map

During the stay at the 5-bedroom Mg765B Masters Getaway Villa Kissimmee, guests can indulge in a hot tub or visit Orlando Tree Trek Adventure Amusement Park Zip Line, located 3.5 km away. Located… More

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Private Pool Home Near Disney & Universal Studios

108 Stetson Court, Kissimmee, United States Show map

Situated about 7 km from Old Town Shopping Mall, the 4-bedroom Private Pool Home Near Disney & Universal Studios Kissimmee offers guests to enjoy an aqua park and a golf course. This 2-bathroom villa… More

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8761 Zd - Elegant 3Br Villa In The Hub Resort - Comfort, Style, And Luxury For Your Perfect Getaway

8761 Zen Dr, Kissimmee, United States Show map

Situated nearly a 10-minute ride from Rum Run, the 3-bedroom 8761 Zd - Elegant 3Br Villa In The Hub Resort - Comfort, Style, And Luxury For Your Perfect Getaway Kissimmee includes an outdoor swimming… More

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5Br Townhouse With Spa Near Disney Area

2417 Dubai St, Kissimmee, Fl 34747, Usa, Kissimmee, United States Show map

Situated 2.8 km from Highlands Reserve Boulevard, 5Br Townhouse With Spa Near Disney Area Kissimmee villa provides access to numerous tourist attractions in the area. More

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Grh9330 - Storey Lake Resort - 4 Bed 3 Baths Townhome

3070 Gatsby Street, Kissimmee, United States Show map

The 4-bedroom Grh9330 - Storey Lake Resort - 4 Bed 3 Baths Townhome Kissimmee villa accommodates up to 8 guests and offers a convenient location 3.6 km from shopping venues such as the air mall "Lake… More

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Solara Resort 6 Bedroom Private Pool Spa Home 1735

8999 Amelia Downs Trail, Kissimmee, United States Show map

Located around 10 minutes' drive from Rum Run, the 6-bedroom Solara Resort 6 Bedroom Private Pool Spa Home 1735 Kissimmee has an outdoor swimming pool and is ideal for up to 12 guests. Offering… More

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5 Bedrooms 5 Bathrooms Champions Gate 9051Pt

9051 Play Through Drive, Kissimmee, United States Show map

Featuring a swimming pool, the 5-bedroom 5 Bedrooms 5 Bathrooms Champions Gate 9051Pt Kissimmee villa is suitable for up to 12 people and is located 4.9 km from Highgate Park Boulevard. Providing… More

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Storey Lake 9Br Lakeview Home Pool/Spa/Game Disney

2993 Protagonist St, Kissimmee, United States Show map

The 9-bedroom Storey Lake 9Br Lakeview Home Pool/Spa/Game Disney Kissimmee hosts up to 28 guests and is nestled 3.4 km from natural sites such as Shingle Creek Regional Park. Located approximately 15… More

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Luxury Retreat At Reunion Resort

7467 Gathering Loop, Kissimmee, United States Show map

Featuring an outdoor swimming pool, the 6-bedroom Luxury Retreat At Reunion Resort Kissimmee villa is suitable for up to 14 people and is located 2.6 km from Orlando Tree Trek Adventure Amusement… More

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4 Bedrooms 3 Bathrooms Storey Lake 2673Ss

2673 Scrapbook Street, Kissimmee, United States Show map

Featuring a swimming pool, 4 Bedrooms 3 Bathrooms Storey Lake 2673Ss Kissimmee villa is suitable for up to 12 people and is located 10 minutes' drive from Museum of Military History. More

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8976 Amelia Downs

8976 Amelia Downs Trail, Kissimmee, United States Show map

Situated 3.2 km from Highgate Park Boulevard, the 4-bedroom 8976 Amelia Downs Villa Kissimmee offers guests to enjoy an aqua park and a terrace. Nestled in the West Kissimmee district, this villa… More

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Gorgeous 6Br Petfriendly Pool Next To Disney - 2004

2004 Fleming Mist Place, Kissimmee, United States Show map

Located a 10-minute drive from Northeast Regional City Park, Gorgeous 6Br Petfriendly Pool Next To Disney - 2004 Kissimmee villa offers a games room for guests' leisure. Offering a private parking… More

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Centre Court Amore

1366 Centre Court Ridge Drive, Kissimmee, United States Show map

The 3-bedroom Centre Court Amore Kissimmee villa accommodates up to 6 guests and offers a prime location nearly a 15-minute drive from such places of worship as Corpus Christi Catholic Church. The… More

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1830 Sawyer Palm Kissimmee 9 Beds

1830 Sawyer Palm Place, Kissimmee, United States Show map

The 9-bedroom 1830 Sawyer Palm Kissimmee 9 Beds Villa is nestled approximately 25 minutes' walk from Highlands Reserve Boulevard and provides an indoor pool. Offering a swimming pool, this Kissimmee… More

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Resort Home With Pool & Spa Game Room Near Disney

8935 Amelia Downs Trail, Kissimmee, United States Show map

Located approximately 10 minutes by car from Rum Run, the 6-bedroom Resort Home With Pool & Spa Game Room Near Disney Kissimmee has a heated pool and is ideal for up to 18 guests. The availability of… More

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5 Bedroom Home 8 Minutes To Disney! Townhouse

8900 Sydney Ave, Kissimmee, United States Show map

Situated in the West Kissimmee district of Kissimmee, nearly a 10-minute drive from Rum Run, the 5-bedroom 5 Bedroom Home 8 Minutes To Disney! Townhouse Kissimmee comes with a heated pool for guests… More

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Comfortable 5Br Villa W Pool Arcade Near Disney

7459 Excitement Drive, Kissimmee, United States Show map

Comfortable 5Br Villa W Pool Arcade Near Disney Kissimmee offers proximity to nearby tourist spots, such as Champions Gate Downtown Shopping Center, situated approximately 10 minutes away by car. More

From US$ 310 Book Now

My Condo 2Bd 2Bth Close To Disney World 315

4751 Clock Tower Unit 307, Kissimmee, United States Show map

My Condo 2Bd 2Bth Close To Disney World 315 Kissimmee villa can host up to 4 guests and is situated approximately a 10-minute ride from family venues such as the creative Mortem Manor Haunted… More

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Stylish Family Home | Private Pool | 111

4341 Quote St, Kissimmee, United States Show map

Located approximately 6 km from Old Town Shopping Mall, the 4-bedroom Stylish Family Home | Private Pool | 111 Kissimmee has a swimming pool and is ideal for up to 10 guests. More

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The Fantasy Hero Mansion W Pool Near Disney

2496 Shanti Drive, Kissimmee, United States Show map

Offering a location 3.3 km from Dare 2 Escape, The Fantasy Hero Mansion W Pool Near Disney Kissimmee villa gives access to various tourist spots in the area. More

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Luxury 3Br Pool Home At Paradise Palms

8976 Cat Palm Road, Kissimmee, United States Show map

The 3-bedroom Luxury 3Br Pool Home At Paradise Palms Kissimmee is situated only 5 minutes' walk from Paradise Palms Boulevard, featuring such comforts as Wi-Fi and a car park. Offering a convenient… More

From US$ 153 Book Now

7713 Comrow

7713 Comrow Street, Kissimmee, United States Show map

Situated approximately 5 minutes' walk from Windsor Hills, the 5-bedroom 7713 Comrow Villa Kissimmee entices guests with mini golf in the area. Offering a Jacuzzi, the property is just moments from… More

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Spacious Home W/ Private Covered Pool & Game Room - Short Drive To Disney World

566 Eagle Pointe South, Kissimmee, United States Show map

The 4-bedroom Spacious Home W/ Private Covered Pool & Game Room - Short Drive To Disney World Kissimmee, located only a 6-minute walk from Eagle Pointe South, can host up to 10 guests. Located 4.1 km… More

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690 Drop Shot

690 Drop Shot Dr, Kissimmee, United States Show map

Offering a Jacuzzi for a relaxing experience, 690 Drop Shot Villa Kissimmee is located a 10-minute ride from Highlands Reserve Boulevard. Providing guests with Wi-Fi and a car park, the 8-bedroom… More

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6 Mins To Disney Gamethemed Rooms Pool

1817 Caribbean View Terrace, Kissimmee, United States Show map

Nestled approximately a 25-minute walk from Northeast Regional City Park, the 6-bedroom 6 Mins To Disney Gamethemed Rooms Pool Kissimmee villa is boasting an aqua park and a golf course for guests'… More

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7 Mi To Disney: Reunion Resort Oasis W/ Pool

1537 Fairview Cir, Kissimmee, United States Show map

The welcoming 7 Mi To Disney: Reunion Resort Oasis W/ Pool Kissimmee villa is located a 25-minute walk from Champions Gate Downtown Shopping Center and provides a heated pool, ensuring a relaxing… More

From US$ 326 Book Now

3 Bedrooms 2 Bathrooms Eagle Pointe 573Ep

573 Eagle Pointe South, Kissimmee, United States Show map

During the stay at the 3-bedroom 3 Bedrooms 2 Bathrooms Eagle Pointe 573Ep Kissimmee villa, guests can indulge in billiard or visit Shingle Creek Regional Park, located 2.9 km away. This property… More

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Spacious 4Br Townhome In Kissimmee, Perfect For Families, Sleeps 12!

8585 Bay Lilly Loop, Kissimmee, United States Show map

Featuring a swimming pool, Spacious 4Br Townhome In Kissimmee, Perfect For Families, Sleeps 12! villa is suitable for up to 12 people and is located 6 km from Disney's Blizzard Beach Water Park. More

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3Br Townhome At Encantada W Free Hot Tub

3074 Yellow Lantana Lane, Kissimmee, United States Show map

The 3-bedroom 3Br Townhome At Encantada W Free Hot Tub Kissimmee villa can host up to 6 guests, boasting a convenient location 4.7 km from iconic cultural attractions such as the 145 - foot Tree of… More

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Storey Lake 6Br Pool Walk To Clubhouse

4701 Sleepy Hollow Drive, Kissimmee, United States Show map

Situated approximately 7 km from Disney's Typhoon Lagoon Water Park, the 6-bedroom Storey Lake 6Br Pool Walk To Clubhouse Kissimmee villa is suitable for 14 guests and provides a swimming pool for… More

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6 Bedrooms 5 Bathrooms Solara 9055 Sr

9055 Sunshine Ridge Loop, Kissimmee, United States Show map

The 6-bedroom 6 Bedrooms 5 Bathrooms Solara 9055 Sr Kissimmee villa is located approximately 25 minutes' walk from Northeast Regional City Park, giving access to various tourist spots nearby. More

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Spacious 9Br, 9Ba Resort Home W/ Private Pool

2611 Calistoga Ave, Kissimmee, United States Show map

Situated within 25 minutes' walk of Shingle Creek Regional Park, the 9-bedroom Spacious 9Br, 9Ba Resort Home W/ Private Pool Kissimmee is suitable for 19 guests and provides an outdoor swimming pool… More

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