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2026-11-07
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Holiday Homes in Kissimmee

2744Hm Villa 5 Beds & 5 Baths With Private Pool-Spa

2744 Bookmark Dr, Kissimmee, United States Show map

Situated merely a 6-minute walk from Monument of States, 2744Hm Villa 5 Beds & 5 Baths With Private Pool-Spa Kissimmee offers a games room to diversify guests' entertainment. This 5-bedroom villa… More

From US$ 199 Book Now

Allure - Sleeps 8 - 3 Bdm - Disney

1007 Park Ridge Circle, Kissimmee, United States Show map

Featuring a year-round outdoor swimming pool, the 3-bedroom Allure - Sleeps 8 - 3 Bdm - Disney Kissimmee villa is suitable for up to 6 people and is located 1.5 km from Give Kids The World Village… More

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3 Bedroom 2 Bathroom Villas At Sevendwarfs 19-106

2609 Gala Road North 19-106, Kissimmee Fl, 34746, Kissimmee, United States Show map

The 3-bedroom 3 Bedroom 2 Bathroom Villas At Sevendwarfs 19-106 Kissimmee offers easy access to such tourist spots as Sam's Club, located only a 5-minute walk away. Providing guests with Wi-Fi and a… More

From US$ 179 Book Now

Fantastic Townhouse In Lux Community Sleeps 8, 10' To Disney!!

8965 Shine Drive, Kissimmee, United States Show map

Featuring a swimming pool, Fantastic Townhouse In Lux Community Sleeps 8, 10' To Disney!! Kissimmee villa is suitable for up to 8 people and is located a 10-minute drive from Emerald Island Boulevard… More

From US$ 188 Book Now

5Br Villa With Game Room And Spa, 12 Min To Disney

Scrapbook St, Kissimmee, United States Show map

Located around a 10-minute ride from Kissimmee Korners Shopping Center, the 5-bedroom 5Br Villa With Game Room And Spa, 12 Min To Disney Kissimmee boasts a heated pool with a hot tub. Featuring… More

From US$ 526 Book Now

1969An Villa 6 Beds 4.5 Baths With Private Pool & Spa

1969 Tropical Palms Cir, Kissimmee, United States Show map

1969An Villa 6 Beds 4.5 Baths With Private Pool & Spa Kissimmee is located in the West Kissimmee district, a 25-minute walk from Publix Super Market at Berry Town Center and features an outdoor… More

From US$ 248 Book Now

4 Mi To Disney: Emerald Island Resort Home!

8456 Crystal Cove Loop, Kissimmee, United States Show map

4 Mi To Disney: Emerald Island Resort Home! Kissimmee is located in the immediate vicinity of Emerald Island Boulevard and offers guests to enjoy hiking. Nestled in the West Kissimmee district, the 3… More

From US$ 146 Book Now

Sonoma Resort 6 Bedroom Vacation Home 2693

2693 Calistoga Avenue, Kissimmee, United States Show map

Sonoma Resort 6 Bedroom Vacation Home 2693 Kissimmee is located 4.9 km from Museum of Military History and provides billiard for active guests. Located 10 minutes' drive from the adventure-themed… More

From US$ 328 Book Now

Newly Renovated | Walk To Clubhouse | South-Facing Pool Near Disney

8952 Candy Palm Road,, Kissimmee, United States Show map

The 4-bedroom Newly Renovated | Walk To Clubhouse | South-Facing Pool Near Disney Kissimmee villa is situated a stone's throw from Paradise Palms Boulevard, featuring such comforts as Wi-Fi and… More

From US$ 184 Book Now

Upstay Villa Sleeps 26 - Theater, Arcade, Pool

8824 Cruden Bay Court, Kissimmee, United States Show map

Located 4.8 km from Orlando Tree Trek Adventure Amusement Park Zip Line, Upstay Villa Sleeps 26 - Theater, Arcade, Pool Kissimmee has an outdoor swimming pool and is ideal for up to 26 guests. More

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Gorgeous 5Bd W Private Pool Windsor Westside 8893

8893 Rhodes Street, Kissimmee, United States Show map

The 5-bedroom Gorgeous 5Bd W Private Pool Windsor Westside 8893 Villa Kissimmee entices active guests with access to a fitness suite and is located approximately a 10-minute drive from Rum Run. The… More

From US$ 264 Book Now

3151 Pc - Storey Lake Escape

3151 Paradox Cir 101, Kissimmee, United States Show map

Staying at the 1-bedroom 3151 Pc - Storey Lake Escape Kissimmee villa, guests can visit the air mall "Lake Buena Vista Factory Stores", which is approximately 3 km away. This Kissimmee holiday home… More

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Bsv8867 - Luxury 4 Bedroom 3 Bath Town Home With Private Pool And Free Wifi

8867 Geneve Ct, Kissimmee, United States Show map

During the stay at Bsv8867 - Luxury 4 Bedroom 3 Bath Town Home With Private Pool And Free Wifi Kissimmee, guests can indulge in spa treatments, such as body wraps, pedicure, and manicure or visit… More

From US$ 197 Book Now

4381Fa Townhouse 4 Bedrooms & 3 Bathrooms + Pool

4381 Quote St, Kissimmee, United States Show map

The 4-bedroom 4381Fa Townhouse 4 Bedrooms & 3 Bathrooms + Pool Kissimmee villa can host up to 12 guests, boasting a convenient location nearly a 10-minute drive from iconic cultural attractions such… More

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Stunning 5Bd Single Family Home With Pool Close To Disney 7420

Soiree Way 7420, Kissimmee, United States Show map

Overlooking the garden, Stunning 5Bd Single Family Home With Pool Close To Disney 7420 Kissimmee enjoys a convenient setting a 6-minute walk from Reunion Resort Golf Course. Located 2.7 km from… More

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Villa Smile - 4Q/3B Storey Lake *Casa Luxuosa*

2665 Reading Trail, Kissimmee, United States Show map

Offering a Jacuzzi for a relaxing experience, the 4-bedroom Villa Smile - 4Q/3B Storey Lake *Casa Luxuosa* Kissimmee is located about a 25-minute walk from Shingle Creek Regional Park. Providing… More

From US$ 235 Book Now

Colorful Unique Private Pool 1561

1561 Carey Palms Circle, Kissimmee, United States Show map

Situated in the West Kissimmee district of Kissimmee, about a 15-minute ride from The Legends Golf Course, the 5-bedroom Colorful Unique Private Pool 1561 Villa Kissimmee comes with a heated pool for… More

From US$ 252 Book Now

Family Home With Pool, Game Room, And Grill Near Disney

3285 Tomahawk Drive, Kissimmee, United States Show map

Providing guests with 24-hour desk and late check-out, the 3-bedroom Family Home With Pool, Game Room, And Grill Near Disney Kissimmee gives access to tourist attractions such as Hawks Landing Golf… More

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Price Drop! Oct-Nov - Cozy 5Br - Private Pool - Themed Rooms!

2464 Dubai Street, Kissimmee, United States Show map

Price Drop! Oct-Nov - Cozy 5Br - Private Pool - Themed Rooms! Kissimmee villa is located in the West Kissimmee district, a 25-minute walk from Rum Run and features a swimming pool as well as views of… More

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Epic Seven Eagles Escape

1330 Seven Eagles Court, Kissimmee, United States Show map

Featuring an aqua park and a patio for a delightful experience, the 3-bedroom Epic Seven Eagles Escape Villa Kissimmee offers a convenient location a mere 5 minutes' walk from Reunion Resort the… More

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Exclusive 6 Bedroom Family Home

1811 Sawyer Palm Pl, Kissimmee, United States Show map

Situated in the West Kissimmee district of Kissimmee, nearly 25 minutes' walk from Highlands Reserve Boulevard, the 6-bedroom Exclusive 6 Bedroom Family Home Kissimmee comes with a heated pool for… More

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Charming 3 Bed Villa At Seven Dwarfs

4552 Jona Free Ln, Unit 104, Kissimmee, United States Show map

Located 6 minutes' walk from Sam's Club, Charming 3 Bed Villa At Seven Dwarfs Kissimmee provides guests with a Jacuzzi. Located within reach of the miniature Congo River Golf, this 3-bedroom villa… More

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2549 Maneshaw

2549 Maneshaw Lane, Kissimmee, United States Show map

The 3-bedroom 2549 Maneshaw Villa Kissimmee is nestled only 6 minutes on foot from Mystic Dunes Golf Course and entices guests with a Jacuzzi. Located within a 4-km distance of Pandora, the Kissimmee… More

From US$ 323 Book Now

4724 Sleepy Hollow

4724 Sleepy Hollow Drive, Kissimmee, United States Show map

Lennar at Storey Lake is just around the corner from the 5-bedroom 4724 Sleepy Hollow Kissimmee villa, offering a Jacuzzi for guests' relaxation. The holiday home features opportunities for bowling… More

From US$ 406 Book Now

Upstay Modern 3Br Townhome With Pool Near Disney

5354 Diplomat Ct 11 107, Kissimmee, United States Show map

Located 1.3 km from Falcon's Fire Golf Course, Upstay Modern 3Br Townhome With Pool Near Disney Kissimmee villa has a swimming pool and is ideal for up to 8 guests. Offering a car park as well as… More

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5 Mi To Disney World: Spacious Kissimmee Home!

8805 Kensington Ct, Kissimmee, United States Show map

Situated 3.2 km from Northeast Regional City Park, the 4-bedroom 5 Mi To Disney World: Spacious Kissimmee Home! is suitable for 10 guests and provides a swimming pool for additional relaxation. More

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Paradise 4Bd W Private Pool & Waterpark 8951

2941 Banana Palm Drive, Kissimmee, United States Show map

Located 25 minutes' walk from Emerald Island Boulevard, the welcoming Paradise 4Bd W Private Pool & Waterpark 8951 Kissimmee villa offers a games room for guests' leisure. The 4-bedroom holiday home… More

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Kissimmee Home W/ Private Pool & Lanai

405 Anise Pl, Kissimmee, United States Show map

The historical Kissimmee Home W/ Private Pool & Lanai is located a 10-minute ride from Lake Marion and provides an outdoor swimming pool, ensuring a relaxing stay. This 3-bedroom holiday home hosts… More

From US$ 183 Book Now

Homestead Beech

7409 Soiree Way, Kissimmee, United States Show map

Homestead Beech Kissimmee villa enjoys a prime location, an 18-minute walk from Watson Golf Course, and offers guests to unwind in a Jacuzzi. The 4-bedroom holiday home features an outdoor swimming… More

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Newly Built Villa With Pool, Cinema & Games Room

7899 Poplin Street, Kissimmee, United States Show map

Featuring a swimming pool, the 5-bedroom Newly Built Villa With Pool, Cinema & Games Room Kissimmee is suitable for up to 14 people and is located around 7 km from Reunion Resort Water Park. More

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5 Bedrooms 55 Bathrooms Solara 1620 Hg

1620 Herrons Green Path, Kissimmee, United States Show map

The 1-bedroom 5 Bedrooms 55 Bathrooms Solara 1620 Hg Kissimmee villa is located 4.3 km from Emerald Island Boulevard and provides billiard for active guests. This property can host up to 15 guests… More

From US$ 1108 Book Now

Royal Homes

2073 Heritage Key Boulevard, Kissimmee, United States Show map

During the stay at Royal Homes Kissimmee, guests can indulge in a sauna or visit Osceola County Stadium, located 25 minutes' walk away. Located a mere 1.2 km from Crystalbrook Golf Course, the 4… More

From US$ 213 Book Now

Amazing Pool Spacious 3Br House Near Disney

2968 Viscount Circle, Kissimmee, United States Show map

Featuring private parking, the 3-bedroom Amazing Pool Spacious 3Br House Near Disney Kissimmee villa is located in the West Kissimmee district of Kissimmee and approximately a 15-minute drive from… More

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Disney Getaway W/ Private Hot Tub 14 Mi To Parks

512 Lost Creek Court, Kissimmee, United States Show map

Featuring an outdoor swimming pool, the 4-bedroom Disney Getaway W/ Private Hot Tub 14 Mi To Parks Kissimmee villa is suitable for up to 8 people and is located 2.6 km from Archie Gordon Memorial… More

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The Villa At Terra Verde

156 Hideaway Beach Lane, Kissimmee, United States Show map

The 6-bedroom The Villa At Terra Verde Kissimmee can host up to 12 guests and is situated within a 7-km distance of family venues such as the creative Mortem Manor Haunted Attraction. Offering a… More

From US$ 361 Book Now

15 Bedrooms155 Bathroomsveranda Palms 2521Sd

2521 Shanti Drive, Kissimmee, United States Show map

Featuring a heated pool, the 3-bedroom 15 Bedrooms155 Bathroomsveranda Palms 2521Sd Kissimmee villa is suitable for up to 37 people and is located 2.2 km from Give Kids The World Village Resort. The… More

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Disney Area Resort Villa Private Pool, Spa & Game Room At Windsor Palms

2240 Wyndham Palms Way, Kissimmee, United States Show map

Hosting up to 8 guests, the 4-bedroom Disney Area Resort Villa Private Pool, Spa & Game Room At Windsor Palms Kissimmee offers a prime location within a 7-km distance of sports attractions such as… More

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7654 Comrow #403

7654 Comrow Street, Kissimmee, United States Show map

7654 Comrow #403 Villa Kissimmee is a 6-minute walk from Mystic Dunes Golf Course, offering guests to unwind at a Jacuzzi. Located 3.7 km from Dinosaur, the 3-bedroom holiday home provides Wi-Fi and… More

From US$ 210 Book Now

Minutes To Disney Private Pool, Arcade & Resort Perks

4716 Kings Castle Circle, Kissimmee, United States Show map

Situated approximately 25 minutes on foot from Museum of Military History, the 7-bedroom Minutes To Disney Private Pool, Arcade & Resort Perks Kissimmee villa includes a heated pool, as well as a… More

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6 Bedrooms 5 Bath Home In The Beautiful Paradise Palms Resort

8931 Sugar Palm Rd, Kissimmee, United States Show map

The 6-bedroom 6 Bedrooms 5 Bath Home In The Beautiful Paradise Palms Resort Kissimmee entices active guests with access to a fitness club and is located nearly a 10-minute ride from Lake Wilson. More

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Disney Themed Vacation Home With Private Heated Pool And Spa Community Water Park

9013 Flamingo Key Way, Kissimmee, United States Show map

Situated nearly a 10-minute ride from Northeast Regional City Park, the 8-bedroom Disney Themed Vacation Home With Private Heated Pool And Spa Community Water Park Kissimmee includes a heated pool… More

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Lucky Charm - Budget-Friendly 5 Bed Vacation Home, Close To Disney World

4754 Cumbrian Lakes Drive, Kissimmee, United States Show map

Situated 3.5 km from Shingle Creek Regional Park, the 5-bedroom Lucky Charm - Budget-Friendly 5 Bed Vacation Home, Close To Disney World Kissimmee is suitable for 10 guests and provides a heated pool… More

From US$ 457 Book Now

9Br Home With Game Room Near Disney

4541 Target Blvd, Kissimmee, United States Show map

9Br Home With Game Room Near Disney Kissimmee is located 25 minutes' walk from the mile-long Kissimmee Go-Karts and provides a swimming pool, ensuring a relaxing stay. With space for up to 22 guests,… More

From US$ 431 Book Now

Storey Lake Dreamy Townhome, 5 Mi Disney Universal

4865 Clocktower Drive, Kissimmee, United States Show map

Located nearly 25 minutes' walk from the open-air mall "Lake Buena Vista Factory Stores", the 5-bedroom Storey Lake Dreamy Townhome, 5 Mi Disney Universal Kissimmee villa offers fitness classes, as… More

From US$ 148 Book Now

Chic Modern Home- Mickey & Star Wars Magic

Splash Shot Place 994, Kissimmee, United States Show map

Featuring an outdoor swimming pool, the welcoming Chic Modern Home- Mickey & Star Wars Magic Kissimmee is located in an entertainment part of Kissimmee, 10 minutes' drive from Tuscan Hills Boulevard.… More

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Shvck4 - Coral Cay Resort #4 - 4 Bed 3 Baths Townhome

2380 Caravelle Cir, Kissimmee, United States Show map

Located merely 6 minutes' walk from Wat Florida Dhammaram Buddhist Monastery, the 4-bedroom Shvck4 - Coral Cay Resort #4 - 4 Bed 3 Baths Townhome Kissimmee villa provides guests with a Jacuzzi. The… More

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Outstanding 4 Bdr Near Disney 16108

Lucayan Harbour Circle, Kissimmee, United States Show map

Featuring an outdoor swimming pool, Outstanding 4 Bdr Near Disney 16108 Kissimmee villa is suitable for up to 10 people and is located 2.5 km from Local amusement Theme Park. Providing guests with Wi… More

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Lakeview 6-Bedroom Retreat With Game Room, Private Pool, Spa & Resort Amenities - Ideal For Families & Groups

1110 Marcello Blvd, Kissimmee, United States Show map

The 6-bedroom Lakeview 6-Bedroom Retreat With Game Room, Private Pool, Spa & Resort Amenities - Ideal For Families & Groups Kissimmee villa, located nearly 5 minutes' walk from lake berkley, entices… More

From US$ 484 Book Now

4817Co Townhouse 4 Beds & 3 Baths With Private Pool

4817 Memories Ln, Kissimmee, United States Show map

Located around a 25-minute walk from Gen. James A. Van Fleet State Trail, the 4-bedroom 4817Co Townhouse 4 Beds & 3 Baths With Private Pool Villa Kissimmee gives access to various tourist sites in… More

From US$ 683 Book Now

New Home 3 Bedrooms Water View Disney Universal

4728 Coral Castle Drive, Kissimmee, United States Show map

Located 3.1 km from Give Kids The World Village Resort, New Home 3 Bedrooms Water View Disney Universal Kissimmee has a swimming pool and is ideal for up to 7 guests. More

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