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2026-11-07
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Holiday Homes in Kissimmee

Terra Verde Lakeview Escape

154 Hideaway Beach Lane, Kissimmee, United States Show map

Staying at the 7-bedroom Terra Verde Lakeview Escape Kissimmee villa, guests can easily reach the miniature Pirates Island Adventure Golf, located about a 25-minute walk away. With a maximum capacity… More

From US$ 288 Book Now

La Isla Retreat - Amazing 6 Bedroom Pool House Near Disney Parks

8577 La Isla Drive, Kissimmee, United States Show map

Situated 3.6 km from Northeast Regional City Park, the 6-bedroom La Isla Retreat - Amazing 6 Bedroom Pool House Near Disney Parks Kissimmee villa is suitable for 12 guests and provides an outdoor… More

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Modern 3Bd End Unit With Garage & Water View 7904

7904 Spectrum Drive, Kissimmee, United States Show map

Situated approximately 7 km from Reunion Resort Water Park, the 3-bedroom Modern 3Bd End Unit With Garage & Water View 7904 Villa Kissimmee offers guests to enjoy an aqua park and a golf course. The… More

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Bellavida Palms Private Screened Pool Home

390 Las Fuentes Drive, Kissimmee, United States Show map

The 4-bedroom Bellavida Palms Private Screened Pool Home Kissimmee entices active guests with access to a fitness room and is located around a 15-minute ride from the creative Mortem Manor Haunted… More

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Paradise Falls Stay For 13

2662 Santosh Cove, Kissimmee, United States Show map

Featuring an outdoor swimming pool for guests' relaxation, the 5-bedroom Paradise Falls Stay For 13 Kissimmee villa is located around 2 km from Capone's Dinner and Show. More

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Orlando Vacation Home | Pool + Near Parks

8042 King Palm Cir, Kissimmee, United States Show map

The 1-bedroom Orlando Vacation Home | Pool + Near Parks Kissimmee can host up to 8 guests and is situated about a 10-minute ride from family venues such as Orlando Tree Trek Adventure Amusement Park… More

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Marvelous 3Bd W Jacuzzi At Terra Verde Resort 4757

4757 Vero Beach Place, Kissimmee, United States Show map

Offering an aqua park and a golf course for guests' leisure, the welcoming Marvelous 3Bd W Jacuzzi At Terra Verde Resort 4757 Kissimmee villa is situated 10 minutes' drive from Medieval Times Dinner… More

From US$ 177 Book Now

New Resort Lifestyle Escape

7808 Whitemarsh Way, Kissimmee, United States Show map

Located about a 25-minute walk from Indian Ridge, the 4-bedroom New Resort Lifestyle Escape Kissimmee villa has an outdoor swimming pool and is ideal for up to 8 guests. More

From US$ 157 Book Now

Sunnyside Up - Luxurious Townhome W/Private Pool

8938 Sydney Avenue, Kissimmee, United States Show map

Offering a Jacuzzi for a relaxing experience, Sunnyside Up - Luxurious Townhome W/Private Pool Kissimmee villa is located a 25-minute walk from Northeast Regional City Park. Providing guests with Wi… More

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Family Friendly Vacation Home With South Facing Pool - Hot Tub - Game Room - Near Disney

1315 Seasons Boulevard, Kissimmee, United States Show map

Offering a Jacuzzi for a relaxing experience, Family Friendly Vacation Home With South Facing Pool - Hot Tub - Game Room - Near Disney Kissimmee is located 6 km from Old Town Shopping Mall. Providing… More

From US$ 330 Book Now

Two King En-Suites …Inside The Prestigious Reunion Resort

1061 Castle Pines Court, Kissimmee, United States Show map

The 5-bedroom Two King En-Suites …Inside The Prestigious Reunion Resort Kissimmee villa entices active guests with access to a fitness studio and is located around a 10-minute ride from Mystic Dunes… More

From US$ 303 Book Now

The Bikini Bottom Threshold

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

Featuring a swimming pool for guests' relaxation, the 1-bedroom The Bikini Bottom Threshold Villa Kissimmee is located about a 25-minute stroll from the creative Mortem Manor Haunted Attraction. More

From US$ 174 Book Now

4741 Kings Castle C

4741 Kings Castle Circle, Kissimmee, United States Show map

Featuring an outdoor swimming pool, the 6-bedroom 4741 Kings Castle C Villa Kissimmee is located just around the corner from Lennar at Storey Lake and is suitable for up to 12 guests. Offering a… More

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Adorable 4Br Home, Cute Mickey Tangled Rooms

Splash Shot Place, Kissimmee, United States Show map

Nestled 4.7 km from Tuscan Hills Boulevard, the welcoming Adorable 4Br Home, Cute Mickey Tangled Rooms Kissimmee is boasting a patio, a picnic area, and grill for guests' enjoyment. Located about 10… More

From US$ 210 Book Now

Heated Pool Resort Lazy River & Free Waterpark

730 Drop Shot Drive, Kissimmee, United States Show map

Featuring an outdoor swimming pool, Heated Pool Resort Lazy River & Free Waterpark Kissimmee villa is suitable for up to 14 people and is located 10 minutes' drive from Tuscan Hills Boulevard. More

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Heatherlake Villa, Close To Disney

5007 Heatherlake Terrace, Kissimmee, United States Show map

Situated approximately 7 km from Kissimmee Oaks Golf Course, the 4-bedroom Heatherlake Villa, Close To Disney Kissimmee provides access to numerous tourist attractions in the area. The holiday home… More

From US$ 256 Book Now

4 Bedroom 3 Bathroom Villas At Sevendwarfs 12-108

2624 Lodi Circle 12-108, Kissimmee, United States Show map

The 4-bedroom 4 Bedroom 3 Bathroom Villas At Sevendwarfs 12-108 Kissimmee accommodates up to 8 guests and offers a convenient location 3.6 km from shopping venues such as the outlet mall "Lake Buena… More

From US$ 202 Book Now

Family-Friendly Disney Retreat | Private Pool, Game Room & Lake View-2201Em

8629 La Isla Drive, Kissimmee, United States Show map

Located around a 10-minute ride from Avatar Flight of Passage Tourist Information Center, the 4-bedroom Family-Friendly Disney Retreat | Private Pool, Game Room & Lake View-2201Em Kissimmee villa has… More

From US$ 252 Book Now

8893 Candy Palm Road

8893 Candy Palm Road, Kissimmee, United States Show map

Located in the West Kissimmee district and approximately a 5-minute walk from Paradise Palms Boulevard, the 4-bedroom 8893 Candy Palm Road Kissimmee villa provides guests with a hot tub to ensure a… More

From US$ 694 Book Now

Bright Modern Townhome Retreat

8742 Good Vibes Place, Kissimmee, United States Show map

Located approximately a 25-minute walk from Emerald Island Boulevard, the 3-bedroom Bright Modern Townhome Retreat Kissimmee villa gives access to various tourist sites in the vicinity. This… More

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Magical Retreat At Championsgate

830 Pebble Beach Drive, Kissimmee, United States Show map

Situated 3.4 km from Highlands Reserve Boulevard, the 5-bedroom Magical Retreat At Championsgate Villa Kissimmee offers guests to enjoy an aqua park and a golf course. Featuring a hot tub, the villa… More

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Large Themed Pool Home At Windsor At Westside

1500 Mumbai Way, Kissimmee, United States Show map

Featuring an outdoor swimming pool, the 6-bedroom Large Themed Pool Home At Windsor At Westside Kissimmee is suitable for up to 12 people and is located around 4 km from Highgate Park Boulevard. More

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Fabulous Townhome Near The Parks

Shine Drive 8919, Kissimmee, United States Show map

Situated in the West Kissimmee district of Kissimmee, approximately 7 km from Disney's Blizzard Beach Water Park, the 1-bedroom Fabulous Townhome Near The Parks Kissimmee villa comes with a swimming… More

From US$ 139 Book Now

Relax Water View With Hammock Near Disney 4736

4736 Terra Esmeralda Drive, Kissimmee, United States Show map

Featuring a swimming pool, Relax Water View With Hammock Near Disney 4736 Kissimmee villa is suitable for up to 13 people and is located about 6 km from Museum of Military History. Providing guests… More

From US$ 565 Book Now

Brand New Luxury 5 Bedroom Pool Home 272

1066 Splash Shot Pl, Kissimmee, United States Show map

During the stay at the 5-bedroom Brand New Luxury 5 Bedroom Pool Home 272 Kissimmee, guests can indulge in a Jacuzzi or visit Highlands Reserve Boulevard, located 3.4 km away. Located 10 minutes by… More

From US$ 709 Book Now

Lakeside View Pool Home, Close To Disney, Malls

3133 Bear Path, Kissimmee, United States Show map

Featuring a car park, Lakeside View Pool Home, Close To Disney, Malls Kissimmee is located in Lake Buena Vista with diverse options and great deals and a 5-minute drive from such cultural tourist… More

From US$ 210 Book Now

The Blue Oasis - Private Pool, Lazy River, Steps To Clubhouse & Minutes From Disney

2082 Rome Drive, Kissimmee, United States Show map

Featuring a heated pool, the 4-bedroom The Blue Oasis - Private Pool, Lazy River, Steps To Clubhouse & Minutes From Disney Kissimmee villa is suitable for up to 8 people and is located 2.5 km from… More

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Casa Luxo 7Q C/ Piscina E Game Room

8912 Caroline Bay Court, Kissimmee, United States Show map

Offering a Jacuzzi for a relaxing experience, Casa Luxo 7Q C/ Piscina E Game Room Kissimmee is located 2.7 km from Northeast Regional City Park. Providing guests with Wi-Fi and a car park, this 7… More

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Paradise Home Close To Disney And Other Parks

765 Ocean Course Avenue, Kissimmee, United States Show map

During the stay at the 3-bedroom Paradise Home Close To Disney And Other Parks Kissimmee, guests can indulge in mini golf or visit Rum Run, located 4.5 km away. Featuring a Jacuzzi, this holiday home… More

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New Reunion Resort Poolside Panorama Villa

7659 Heritage Crossing Way, Kissimmee, United States Show map

The 2-bedroom New Reunion Resort Poolside Panorama Villa Kissimmee is situated around 5 minutes' walk from Publix Super Market at Ovation, featuring such comforts as Wi-Fi and parking. This… More

From US$ 244 Book Now

Lakeview Villa Near Disney With Pool & Resort

2900 Simile Street, Kissimmee, United States Show map

Situated within a 3-km distance of the nonprofit Give Kids The World Village Resort, the 10-bedroom Lakeview Villa Near Disney With Pool & Resort Kissimmee includes a swimming pool, as well as a… More

From US$ 1202 Book Now

Welcome To Paradise | Windsor At Westside Resort

1961 Majorca Dr., Kissimmee, United States Show map

Situated 3.1 km from Highgate Park Boulevard, the 5-bedroom Welcome To Paradise | Windsor At Westside Resort Kissimmee villa offers guests to enjoy an aqua park and a golf course. Offering horse… More

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Spacious Family Townhouse Sleeps 8

1330 Las Fuentes Drive, Kissimmee, United States Show map

Along with proximity to Medieval Times Dinner & Tournament, located merely 0.8 km away, the 4-bedroom Spacious Family Townhouse Sleeps 8 Kissimmee villa provides access to a fitness club. Hosting up… More

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15 Mi To Universal: Home W/ Pool

4309 Bayside Dr, Kissimmee, United States Show map

Offering a location about 25 minutes' walk from Xtreme Paintball Xperience, 15 Mi To Universal: Home W/ Pool Kissimmee gives access to various tourist spots in the area. The 5-bedroom welcoming villa… More

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5-Bedroom Villa With Private Pool & Spa Near Disney

5423 Harmony Lane, Kissimmee, United States Show map

The 5-bedroom 5-Bedroom Villa With Private Pool & Spa Near Disney Kissimmee is situated within a 6-km distance of Forgotten Citrus Center Monument #2 and provides a Jacuzzi, ensuring a relaxing stay. More

From US$ 278 Book Now

7756 Grassendale

7756 Grassendale Street, Kissimmee, United States Show map

The 6-bedroom 7756 Grassendale Villa Kissimmee is located in close proximity to Mystic Dunes Golf Course and provides guests with an aqua park and a terrace to ensure a memorable stay. Featuring a… More

From US$ 304 Book Now

4Br Champions Gate Townhome With Private Pool And Resort Amenities

1184 Kingsbarn St, Kissimmee, United States Show map

The 3-bedroom 1184 Ks - Champions Gate Retreat With Private Pool Villa Kissimmee is situated only 550 metres from ChampionsGate Country Club Golf and provides a Jacuzzi and an indoor pool, ensuring a… More

From US$ 196 Book Now

Luxury Resort Condo Minutes From Disney 169

529 Ocean Course Av, Kissimmee, United States Show map

Featuring an outdoor swimming pool, the 2-bedroom Luxury Resort Condo Minutes From Disney 169 Kissimmee villa is suitable for up to 6 people and is located within 5 km of Northeast Regional City Park… More

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Tropical 7Br Heated Pool Pet Friendly Disney

8452 Secret Key Cove, Kissimmee, United States Show map

Located 9 minutes on foot from Emerald Island Boulevard, Tropical 7Br Heated Pool Pet Friendly Disney Kissimmee villa is suitable for 16 guests and provides a steam room and a Jacuzzi for a truly… More

From US$ 464 Book Now

Stylish & Fun Retreat Pool Themed Rooms

4379 Scene Lane, Kissimmee, United States Show map

With a maximum capacity of 11 guests, Stylish & Fun Retreat Pool Themed Rooms Kissimmee villa provides them with an outdoor swimming pool and access to such wellness attractions as Give Kids The… More

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Villa Helena - Windsor Palms

8125 Fan Palm Way, Kissimmee, United States Show map

Located nearly 20 minutes' walk from Shingle Creek Regional Park, the 4-bedroom Villa Helena - Windsor Palms Kissimmee has an outdoor swimming pool and is ideal for up to 8 guests. Guests can enjoy… More

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Price Drop! Oct-Nov - 9Br Mansion - Pool - Spa - Game Fun!

1658 Lima Avenue, Kissimmee, United States Show map

Price Drop! Oct-Nov - 9Br Mansion - Pool - Spa - Game Fun! Kissimmee villa is located in the West Kissimmee district, a 10-minute drive from Indian Ridge and features an outdoor swimming pool as well… More

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Ultimate Luxury Home-Private Pool Themed Bedroom

Reading Trail 2416, Kissimmee, United States Show map

Ultimate Luxury Home-Private Pool Themed Bedroom Kissimmee enjoys a convenient location, a 25-minute walk from Medieval Times Dinner & Tournament, and offers guests to unwind in a Jacuzzi. Featuring… More

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Remodeled 7 Bedroom Retreat Near Disney World

8538 Sunrise Key Drive, Kissimmee, United States Show map

Located a mere 1.3 km from Emerald Island Boulevard, the 7-bedroom Remodeled 7 Bedroom Retreat Near Disney World Kissimmee villa has a swimming pool and is ideal for up to 14 guests. Nestled in the… More

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South Facing Private Pool With Lake View & Spa - Quiet Vacation Area - Family Friendly

2424 Hybrid Drive, Kissimmee, United States Show map

Located around 7 km from Kissimmee Oaks Golf Course, the 3-bedroom South Facing Private Pool With Lake View & Spa - Quiet Vacation Area - Family Friendly Kissimmee villa offers a games room for… More

From US$ 269 Book Now

Bright Hub Townhome Near Attractions

3292 Tranquil Trail, Kissimmee, United States Show map

Featuring a charging station for electric vehicles, the 3-bedroom Bright Hub Townhome Near Attractions Kissimmee villa is located in the West Kissimmee district of Kissimmee and within 6 km of such… More

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Charming Family Retreat W Pool & Bbq Near Disney

8971 Majesty Palm Road, Kissimmee, United States Show map

Up to 8 guests can stay at the 4-bedroom Charming Family Retreat W Pool & Bbq Near Disney Kissimmee villa and enjoy Paradise Palms Boulevard, located approximately 5 minutes' walk away. Located 3.3… More

From US$ 186 Book Now

Windsor Palm Resort Pool 3 Miles To Disney

2300 Wyndham Palms Way, Kissimmee, United States Show map

Nestled nearly a 25-minute walk from Windsor Hills, the 3-bedroom Windsor Palm Resort Pool 3 Miles To Disney Kissimmee villa entices guests to explore various tourist destinations nearby. Offering… More

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Modern 5Br Downstairs Room Pool & Lazy River 2402

2402 Dubai Street, Kissimmee, United States Show map

Modern 5Br Downstairs Room Pool & Lazy River 2402 Kissimmee villa is located in the West Kissimmee district, 25 minutes' walk from Northeast Regional City Park and features an outdoor swimming pool… More

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1802Al Townhouse 5 Bed/4.5 Ba

1802 Tropical Palms Cir, Kissimmee, United States Show map

Nestled 2.9 km from Northeast Regional City Park, the 5-bedroom 1802Al Townhouse 5 Bed/4.5 Ba Villa Kissimmee is boasting an aqua park and barbecue for guests' enjoyment. Offering a convenient… More

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