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2026-11-07
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Holiday Homes in Kissimmee

800Mo Villa 5 Bedroom 5 Bath

800 Sticks Street, Kissimmee, United States Show map

Offering a location 4.3 km from Tuscan Hills Boulevard, the 1-bedroom 800Mo Villa 5 Bedroom 5 Bath Kissimmee gives access to various tourist spots in the area. This villa hosts up to 10 guests and… More

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8131 Sun Palm

8131 Sun Palm Dr, Kissimmee, United States Show map

Featuring a year-round outdoor swimming pool, the 6-bedroom 8131 Sun Palm Villa Kissimmee is suitable for up to 12 people and is located 4.5 km from Rum Run. Providing guests with Wi-Fi and a car… More

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6 Bedrooms 5 Bathrooms Storey Lake 4286 Pd

4286 Paragraph Dr, Kissimmee, United States Show map

During the stay at 6 Bedrooms 5 Bathrooms Storey Lake 4286 Pd Kissimmee villa, guests can indulge in billiard or visit Old Town Shopping Mall, located 7 km away. Hosting up to 14 guests, the 1… More

From US$ 490 Book Now

Legends Estate

334 Muirfield Loop, Kissimmee, United States Show map

Situated nearly a 10-minute ride from Mystic Dunes Golf Club, the 6-bedroom Legends Estate Villa Kissimmee includes an outdoor swimming pool, as well as a Jacuzzi to relax in. More

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New Management And Remodeled- Oneidas Paradise

2677 Oneida Loop, Kissimmee, United States Show map

Situated within 6 km of Disney's Blizzard Beach Water Park, the 5-bedroom New Management And Remodeled- Oneidas Paradise Kissimmee villa is suitable for 11 guests and provides a swimming pool for… More

From US$ 196 Book Now

Mickey And Minnies Vacation Hideaway

4562 Corsa Ln, Kissimmee, United States Show map

Offering a swimming pool, the 2-bedroom Mickey And Minnies Vacation Hideaway Kissimmee villa is situated only 8 minutes' walk from Medieval Times Dinner & Tournament and can accommodate up to 8… More

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Moana Adventure Suite Near Disney

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

The 1-bedroom Moana Adventure Suite Near Disney Kissimmee villa is located approximately 7 km from the film-centric theme park "Disney's Hollywood Studios" and provides a swimming pool, ensuring a… More

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Star Wars Disney Themed 10Br Villa Pool/Spa/Game

2726 Oxymoron Way, Kissimmee, United States Show map

Situated approximately a 10-minute drive from Fantasy Surf, the 10-bedroom Star Wars Disney Themed 10Br Villa Pool/Spa/Game Kissimmee includes a heated pool, as well as a Jacuzzi to relax in. More

From US$ 565 Book Now

9Br House With Game Room Near Disney Area

8833 Cruden Bay Ct, Kissimmee, United States Show map

Offering a location 3.4 km from Highlands Reserve Boulevard, 9Br House With Game Room Near Disney Area Kissimmee villa gives access to various tourist spots in the area. More

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Near Disney Cozy 2Br Townhouse With Hot Tub

3071 Yellow Lantana Lane, Kissimmee, United States Show map

Nestled a 15-minute ride from Disney's Blizzard Beach Water Park, Near Disney Cozy 2Br Townhouse With Hot Tub Kissimmee villa entices guests to explore various tourist destinations nearby. More

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Masters Getaway

765 Golden Bear, Kissimmee, United States Show map

Offering a Jacuzzi for a relaxing experience, Masters Getaway Villa Kissimmee is located 10 minutes' drive from Orlando Tree Trek Adventure Amusement Park Zip Line. The 5-bedroom villa features… More

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Calabria Luxury 6 Bed Pool Spa Home, Consonservation View, Disney 5 Minutes By Orlando Holiday Rental Homes 9124

9124 Stromboli Court, Kissimmee, United States Show map

Located about 7 km from Lake Davenport, Calabria Luxury: Poolside Disney Retreat Kissimmee villa gives access to various tourist sites in the vicinity. More

From US$ 194 Book Now

670 Whistling Straits

670 Whistling Straits Blvd, Kissimmee, United States Show map

During the stay at the 4-bedroom 670 Whistling Straits Villa Kissimmee, guests can indulge in bowling and mini golf or visit Rum Run, located 4.6 km away. Featuring a Jacuzzi, this 5-bathroom villa… More

From US$ 433 Book Now

Boho Lake Compound With 2 Homes And Waterfront

304 Lakeshore Boulevard Unit 1 And 2, Kissimmee, United States Show map

Boho Lake Compound With 2 Homes And Waterfront Kissimmee offers proximity to nearby tourist spots, such as Fun 'n Wheels Family Fun Parks, situated 4 km away. More

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6 Bedrooms 5 Bathrooms Champions Gate 8935 Tw

8935 Takeaway Way, Kissimmee, United States Show map

Featuring a swimming pool, 6 Bedrooms 5 Bathrooms Champions Gate 8935 Tw Kissimmee villa is suitable for up to 15 people and is located 10 minutes by car from Highlands Reserve Boulevard. More

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Championsgate Resort Vacation Pool Home 8Beds

9044 Sommerset Hills Dr, Kissimmee, United States Show map

The 8-bedroom Championsgate Resort Vacation Pool Home 8Beds Kissimmee offers proximity to such city sites as ChampionsGate Country Club Golf, located just a 6-minute walk away. Providing guests with… More

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7 Bd 7 Ba Windsor At Westside 8939 Zl

8939 Zurich Lane, Kissimmee, United States Show map

Situated in the West Kissimmee district of Kissimmee, approximately a 10-minute drive from Emerald Island Boulevard, the 1-bedroom 7 Bd 7 Ba Windsor At Westside 8939 Zl Villa Kissimmee comes with a… More

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Champions Gate 1092

1092 Leader Street, Kissimmee, United States Show map

The 4-bedroom Champions Gate 1092 Villa Kissimmee is located approximately 10 minutes' drive from Highlands Reserve Boulevard, giving access to various tourist spots nearby. More

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Family Retreat Near Disney With Private Pool

La Isla Drive 8646, Kissimmee, United States Show map

The 5-bedroom Family Retreat Near Disney With Private Pool Kissimmee villa entices active guests with access to a fitness studio and is located about a 15-minute ride from the 145-foot Tree of Life… More

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Contemporary 4 Bed 3 Bath Townhome - Near Walt Disney World W/ Great Amenities

3043 Beach Palm Avenue, Kissimmee, United States Show map

Situated merely 5 minutes on foot from Paradise Palms Boulevard, the 4-bedroom Contemporary 4 Bed 3 Bath Townhome - Near Walt Disney World W/ Great Amenities Kissimmee villa offers opportunities for… More

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Spacious Retreat W Pool Close To Disney 340

362 Ocean Course Ave, Kissimmee, United States Show map

Situated about a 10-minute ride from Northeast Regional City Park, the 4-bedroom Spacious Retreat W Pool Close To Disney 340 Kissimmee villa is suitable for 12 guests and provides a heated pool for… More

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3 Bedroom Condo And Resort Access

8861 Cabot Cliffs Drive, Kissimmee, United States Show map

The 3-bedroom 3 Bedroom Condo And Resort Access Kissimmee villa is located 4.5 km from Rum Run and provides billiard for active guests. Located about 10 minutes by car from Highlands Reserve GC, this… More

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Condo 2Br With Lanai & Shared Pool, Hot Tub, Gym

8020 Tuscany Way #6107, Kissimmee, United States Show map

Featuring an outdoor swimming pool, the 2-bedroom Condo 2Br With Lanai & Shared Pool, Hot Tub, Gym Kissimmee villa is suitable for up to 6 people and is located around 10 minutes' drive from Orlando… More

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Grand Cumbrian - Four Bedroom Home

4678 Cumbrian Lakes Drive, Kissimmee, United States Show map

The 4-bedroom Grand Cumbrian - Four Bedroom Home Kissimmee is situated about a 5-minute walk from cumbrian lakes, featuring such comforts as Wi-Fi and private parking. Staying at this holiday home… More

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Charmosa Casa 4Q C/ Piscina - Perto Da Disney

3076 3076 Tom Sawyer Drive, Kissimmee, United States Show map

Situated 3.7 km from Local amusement Theme Park, the 4-bedroom Charmosa Casa 4Q C/ Piscina - Perto Da Disney Kissimmee is suitable for 10 guests and provides a heated pool for additional relaxation. More

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2825Pa Villa 5 Beds & 5 Baths With Private Pool-Spa

2825 Bookmark Dr, Kissimmee, United States Show map

Featuring a heated pool, the 5-bedroom 2825Pa Villa 5 Beds & 5 Baths With Private Pool-Spa Kissimmee is suitable for up to 15 people and is located 3.4 km from the outlet mall "Lake Buena Vista… More

From US$ 350 Book Now

Apartamento 2 Quartos Com Tema Star Wars - Champions Gate

723 Ocean Course Avenue, Kissimmee, United States Show map

Located around 10 minutes by car from Reunion Resort Water Park, the 2-bedroom Apartamento 2 Quartos Com Tema Star Wars - Champions Gate Kissimmee villa has an outdoor swimming pool and is ideal for… More

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2026 New Themed 06 Bedrooms At Solara Resort

2338 Calm Shr Wy, Kissimmee, Fl 34741, Usa, Kissimmee, United States Show map

The 6-bedroom 2026 New Themed 06 Bedrooms At Solara Resort Kissimmee villa is located approximately a 25-minute walk from Highlands Reserve GC and invites guests to join billiard. This accommodation… More

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Lake Davenport Pool House For 6 Near Disney 1034

1034 Lake Davenport Boulevard, Kissimmee, United States Show map

Located merely 0.8 km from Northeast Regional City Park, the 3-bedroom Lake Davenport Pool House For 6 Near Disney 1034 Kissimmee villa provides access to various tourist attractions in the vicinity.… More

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Luxury Lakefront Retreat Pool Spa Arcade

860 Golden Bear Dr, Kissimmee, United States Show map

Situated merely a 6-minute walk from Reunion Resort Water Park, the 6-bedroom Luxury Lakefront Retreat Pool Spa Arcade Kissimmee villa offers a games room to diversify guests' entertainment. The… More

From US$ 534 Book Now

Modern Storey Lake Resort Disney Orlando 3191-103

3191 Paradox Circle Apt 103, Kissimmee, United States Show map

The 2-bedroom Modern Storey Lake Resort Disney Orlando 3191-103 Kissimmee villa offers easy access to such tourist spots as Lennar at Storey Lake, located approximately a 5-minute walk away. More

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4 Bedrooms 3 Bathrooms Storey Lake 4863 Rc

4863 Romeo Circle, Kissimmee, United States Show map

Featuring a heated pool, 4 Bedrooms 3 Bathrooms Storey Lake 4863 Rc Kissimmee villa is suitable for up to 10 people and is located 10 minutes' drive from Local amusement Theme Park. More

From US$ 172 Book Now

Nice Villa

1861 Nice Court, Kissimmee, United States Show map

Located in the West Kissimmee district of Kissimmee and around a 10-minute ride from Emerald Island Boulevard, Nice Villa Kissimmee provides guests with a Jacuzzi to ensure a more relaxing stay. This… More

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2984Jp Townhouse

2984 Protagonist Street, Kissimmee, United States Show map

Featuring a swimming pool, 2984Jp Townhouse Villa Kissimmee is suitable for up to 8 people and is located a 10-minute drive from the open-air mall "Lake Buena Vista Factory Stores". Providing guests… More

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Family Fun Retreat Near Disney With Game Room & Themed Bedrooms

1516 Mumbai Way, Kissimmee, United States Show map

Located in the West Kissimmee district of Kissimmee, the 1-bedroom Family Fun Retreat Near Disney With Game Room & Themed Bedrooms Kissimmee villa provides active guests with access to a fitness area… More

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Cozy Townhome 4 Bd 3 Ba Lucaya Village 9-108

2950 Lucayan Harbour Circle Building 9 - Unit 108, Kissimmee, United States Show map

Featuring private parking, Cozy Townhome 4 Bd 3 Ba Lucaya Village 9-108 Kissimmee villa is located in the Celebration district and a 10-minute walk from such cultural tourist attractions as Museum of… More

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Best Location In Solara Resort

9001 Egret Mills Terrace, Kissimmee, United States Show map

Situated in the West Kissimmee district of Kissimmee, around 25 minutes' walk from Highlands Reserve Boulevard, the 6-bedroom Best Location In Solara Resort Kissimmee villa comes with an outdoor… More

From US$ 305 Book Now

4Br Home With Private Pool At Storey Lake

4979 Windermere Avenue, Kissimmee, United States Show map

Featuring a swimming pool, 4Br Home With Private Pool At Storey Lake Kissimmee is suitable for up to 11 people and is located a 10-minute drive from the open-air mall "Lake Buena Vista Factory… More

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The Wishing Well

4238 Paragraph Drive, Kissimmee, United States Show map

Located 3.4 km from Fun 'n Wheels Family Fun Parks, the 5-bedroom The Wishing Well Villa Kissimmee has a swimming pool and is ideal for up to 15 guests. More

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4 Bd 35 Ba Compass Bay 3183 Tc

3183 Tocoa Circle, Kissimmee, United States Show map

Featuring a swimming pool, 4 Bd 35 Ba Compass Bay 3183 Tc Villa Kissimmee is suitable for up to 8 people and is located a 10-minute ride from Gaylord Palms Resort & Convention Center. More

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4 Bedrooms 3 Bathrooms Paradise Palms 8962 Cp

8962 California Palm Road, Kissimmee, United States Show map

The 4-bedroom 4 Bedrooms 3 Bathrooms Paradise Palms 8962 Cp Kissimmee villa offers quick access to such city attractions as Paradise Palms Boulevard, located nearly a 5-minute walk away. The property… More

From US$ 262 Book Now

Qj068N Enchantment At Bear'S Den

1068 Jack Nicklaus Ct, Kissimmee, United States Show map

Located just a 5-minute walk from Reunion Resort Water Park, Qj068N Enchantment At Bear'S Den Kissimmee villa features a swimming pool and can accommodate up to 16 guests. The 8-bedroom holiday home… More

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8 Mi To Disney World: Family-Friendly Retreat!

1603 Lima Ave, Kissimmee, United States Show map

Featuring an outdoor swimming pool, the welcoming 8 Mi To Disney World: Family-Friendly Retreat! Kissimmee villa is suitable for up to 14 people and is located 2.8 km from Highlands Reserve Boulevard… More

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Dog-Friendly - Dual Master Suites - Private Pool - 5 Min To Disney

8911 Candy Palm Road, Kissimmee, United States Show map

The 5-bedroom Dog-Friendly - Dual Master Suites - Private Pool - 5 Min To Disney Kissimmee villa is situated nearly 5 minutes' walk from Paradise Palms Boulevard, featuring such comforts as Wi-Fi and… More

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Spacious 4-Bedroom Townhome, Perfect For Family Getaways!

4981 Windermere Ave, Kissimmee, United States Show map

Featuring a heated pool, Spacious 4-Bedroom Townhome, Perfect For Family Getaways! Kissimmee villa is suitable for up to 16 people and is located 4.1 km from the open-air mall "Lake Buena Vista… More

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2568 Archfeld

2568 Archfeld Blvd, Kissimmee, United States Show map

Located only 150 metres from Windsor Hills, the 4-bedroom 2568 Archfeld Villa Kissimmee offers guests to relax in a Jacuzzi, or enjoy mini golf. This Kissimmee holiday home boasts a location in the… More

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Lake Nona Medical City Retreat/Orlando Near Mco

14822 Fells Ln, Kissimmee, United States Show map

Offering a location 25 minutes' stroll from Eagle Creek Golf Club, Lake Nona Medical City Retreat/Orlando Near Mco Kissimmee villa gives access to various tourist spots in the area. The 4-bedroom… More

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2604 - Luxury 4-Br Villa With Private Pool Retreat

2604 Reading Trail, Kissimmee, United States Show map

The 4-bedroom 2604 - Luxury 4-Br Villa With Private Pool Retreat Kissimmee is located around 25 minutes' walk from Medieval Times Dinner & Tournament and has an aqua park and a golf course to ensure… More

From US$ 288 Book Now

9 Bedrooms 65 Bathrooms Solara Resort 8905 Th

8905 Tropical Haven Court, Kissimmee, United States Show map

Located a 10-minute ride from Northeast Regional City Park, 9 Bedrooms 65 Bathrooms Solara Resort 8905 Th Kissimmee villa offers a games room for guests' leisure. The 9-bedroom holiday home features… More

From US$ 524 Book Now

1804 Tropical Palms Circle

1804 Tropical Palms Circle, Kissimmee, United States Show map

Located in the West Kissimmee district, the 5-bedroom 1804 Tropical Palms Circle Villa Kissimmee is around a 25-minute walk from Tuscan Hills Boulevard and offers a Jacuzzi. Featuring fitness classes… More

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