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Kissimmee, FL villas
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8901 Villa rentals in Kissimmee, FL

Choose the Right Holiday Houses with Swimming Pool in Kissimmee, FL

Having a pool at your vacation home in Kissimmee, FL lets you enjoy a proper swim in the city without any extra planning.

Luxury 4br Villa With Private Pool For 10 Guests - Kissimmee, FL
9.9 134 reviews
Kissimmee, FL
07/26 – 07/30
$260/nighttotal: $1040 (4 )

Luxury 4br Villa With Private Pool For 10 Guests

4 8
house , Kissimmee
This Kissimmee vacation home is located in the Storey Lake Resort, approximately 16 minutes from Walt Disney World and 24 minutes from Universal Studios Florida.
The four-bedroom, three-bathroom house sleeps ten guests and boasts a private pool, access to resort amenities including a fitness center and lazy river, and a fully equipped kitchen.
4572 Perfect Home For Your Family Close To All Parks - Kissimmee, FL
8.7 51 reviews
Kissimmee, FL
07/15 – 08/27
$244/nighttotal: $10492 (43 )

4572 Perfect Home For Your Family Close To All Parks

4 4
house , Kissimmee
This Kissimmee vacation home is conveniently located near major attractions, approximately 7-9 miles from Gatorland, Disney's Wide World of Sports Complex, and Disney's Hollywood Studios.
This 1660-square-foot property features four bedrooms, a private pool, a fully equipped kitchen with a dishwasher, and accommodates families or groups; nearby amenities include Disney's Blizzard Beach Water Park.
Last Minute Disney! Private Pool, Hot Tub & Themed Bedrooms. Book Now! #Slr566 - Kissimmee, FL
Kissimmee, FL
07/10 – 07/24
$483/nighttotal: $6762 (14 )

Last Minute Disney! Private Pool, Hot Tub & Themed Bedrooms. Book Now! #Slr566

6 15
house , Kissimmee
This 6-bedroom, 5-bathroom villa in Kissimmee is located within the Storey Lake Resort, offering convenient access to Walt Disney World (5 miles) and Universal Studios (10 miles), with shopping malls 2 miles away and supermarkets 1 mile away.
This family-friendly vacation home accommodates up to 16 guests and features a private screened pool, a game loft with foosball, themed bedrooms, and access to resort amenities including a lazy river, splash pad, and fitness center.
Roomy 3-bed/2.5-bath Townhome - Disney - Kissimmee, FL
9.3 100 reviews
Kissimmee, FL
12/27 – 01/03
$136/nighttotal: $952 (7 )

Roomy 3-bed/2.5-bath Townhome - Disney

1 7
house , Kissimmee
This three-bedroom, two-and-a-half-bathroom townhome is located in the Lake Berkley Resort in Kissimmee, Florida, minutes from Walt Disney World and Universal Studios.
The 8-guest property boasts a private patio and balcony, full kitchen, laundry facilities, access to resort amenities including pools, a fitness center, and tennis/basketball courts, plus proximity to shopping and dining.

Best family friendly Kissimmee, FL villas and beach houses

Among the 8901 accommodations in Kissimmee, FL, here are the 4 best family friendly villas and beach houses

Ref 01 Lake Berkley. Stunning Villa Own Pool. Near Disney - Kissimmee, FL
9.5 140 reviews
Kissimmee, FL
12/24 – 01/05
$565/nighttotal: $6780 (12 )

Ref 01 Lake Berkley. Stunning Villa Own Pool. Near Disney

5 6
house , Kissimmee
This 4-bedroom Kissimmee apartment is located in Lake Berkley Resort, within walking distance of Lake Berkley and less than 20 minutes from Disney World and other theme parks. The apartment has received excellent ratings for location, cleanliness, and user experience.
The 1800 square foot home is a single-story layout with two bathrooms. Guests can enjoy amenities like a private heated pool, a fitness center, and a community pool, as well as a full kitchen, a washer and dryer, and cable TV and free high-speed internet.
Relaxing Getaway Near Disney With Pool & Themed Ro - Kissimmee, FL
9.8 10 reviews
Kissimmee, FL
08/10 – 08/24
$173/nighttotal: $2422 (14 )

Relaxing Getaway Near Disney With Pool & Themed Ro

1 2
house , Kissimmee
This house is located in the Storey Lake district, offering a prime location just 10 minutes from Walt Disney World.
This family-friendly villa accommodates up to 8 guests with 3 bathrooms, featuring a private heatable pool, themed bedrooms, and access to resort amenities like a lazy river and fitness center.
Escape To A Cozy 3-bedroom Villa With Exclusive Resort Access - Kissimmee, FL
9.5 186 reviews
Kissimmee, FL
07/02 – 07/05
$497/nighttotal: $1491 (3 )

Escape To A Cozy 3-bedroom Villa With Exclusive Resort Access

6 10
house , Hunters Creek
This Hunters Creek house is located in Kissimmee, just a short drive from popular attractions like Gatorland and Disney Springs, making it an ideal base for exploring the area. Guests consistently rate this property excellent for its cleanliness, location, and overall experience.
The home features a private pool, tennis court, and a fully equipped kitchen for convenient self-catering. Enjoy the patio with pool views, relax in the spa and wellness center, and keep the kids entertained in the dedicated play area.
119 M² House ∙ 3 Bedrooms ∙ 6 Guests - Kissimmee, FL
Kissimmee, FL
07/17 – 07/19
$229/nighttotal: $458 (2 )

119 M² House ∙ 3 Bedrooms ∙ 6 Guests

3 3
house , Kissimmee
This townhouse is situated in the Terra Verde Resort in Kissimmee, Florida, offering a location approximately 20 minutes from Walt Disney World and 30 minutes from Universal Studios, with a Publix Market just 3.3 miles away.
This 1280 square foot residence accommodates up to 6 guests with 6 bedrooms and 3 bathrooms, featuring a private patio, full kitchen, in-home laundry, high-speed Wi-Fi, and access to resort amenities like a heated pool, mini-golf, and fitness center.

Frequently Asked Questions about villa rentals in Kissimmee, FL

  • What are the must-see attractions in Kissimmee?

    Kissimmee is home to some of the most famous theme parks in the world, like Walt Disney World, Universal Orlando Resort, and SeaWorld Orlando. You can't visit Kissimmee without experiencing at least one of these mega-parks. Of course, there are other attractions in Kissimmee like the 'Old Town' area with its historic buildings and shops, or the 'Celebration' town center, a planned community with a charming downtown area.
  • What are the best villa rentals in Kissimmee, FL?

  • What are the top cultural attractions in Kissimmee that culture lovers should not miss?

    Culture lovers in Kissimmee should not miss attractions like the Osceola County Historical Society Pioneer Village, the Osceola Arts, and the Museum of Military History, which offer insights into the region's history and cultural heritage.
  • What indoor activities for families are available in Kissimmee on rainy days?

    On rainy days, you can head to the 'WonderWorks' amusement park, a unique upside-down building with interactive exhibits. Another great option for a rainy day is the 'Dinosaur World' museum, which has life-sized dinosaur models and fossil exhibits. If you're looking for something a little more relaxed, the 'Kissimmee Museum of History' has exhibits on the history of the area.
  • What are the best villa rentals with a pool in Kissimmee, FL?

  • Are there any nearby UNESCO sites of profound cultural or natural significance in Kissimmee?

    While there are no UNESCO sites in Kissimmee, nearby attractions like the Everglades National Park or the Castillo de San Marcos in St. Augustine hold profound cultural and natural significance.
  • What are the best activities in Kissimmee?

    Kissimmee has something for everyone, from thrill seekers to nature lovers. You can spend your days at the theme parks, exploring the 'Kissimmee Prairie Preserve State Park' with its hiking trails and wildlife, or relaxing at one of the many water parks in the area. For a unique experience, try airboating through the 'Everglades' to see alligators and other wildlife.
  • What are the best villa rentals with a jacuzzi in Kissimmee, FL?

  • Are there opportunities to learn about traditional customs or take workshops in local crafts or cooking in Kissimmee?

    Yes, visitors to Kissimmee can learn about traditional customs and take workshops in local crafts or cooking at places like the Osceola Arts or through cultural organizations like the Osceola County Historical Society.
  • What are the advantages of renting a house or a villa in Kissimmee

    Renting a house or a villa in Kissimmee can be a great option for families or groups. You'll have more space and privacy than a hotel room, and many rentals come with amenities like a private pool and a fully equipped kitchen. You can also save money on dining out by cooking meals at home.
  • What are the best villa rentals for families and kids in Kissimmee, FL?

  • Are there local guides, lecturers, or resources offering deeper insights into Kissimmee's culture?

    Kissimmee offers local guides, lecturers, and resources like the Osceola County Historical Society, the Osceola Arts, and the Osceola County Welcome Center and History Museum, which provide deeper insights into the region's culture through tours, lectures, and exhibits.
  • What exclusive experiences are available when visiting Kissimmee?

    You can have a unique experience in Kissimmee by taking a hot air balloon ride over the 'Kissimmee Prairie Preserve State Park' at sunrise. You can also go on a guided tour of the 'Walt Disney World' resort, which includes behind-the-scenes access to some of the most iconic attractions.
  • What are the best pet friendly villa rentals in Kissimmee, FL?

  • What are the best cultural activities and events in Kissimmee that one should attend?

    Attend events like the Osceola County Fair, the Kissimmee Sculpture Experience, or performances at the Osceola Arts to experience the best of Kissimmee's cultural activities and events.
  • Which part of Kissimmee would be ideal for a villa rental?

    The area around 'Celebration' is a great location for a villa rental. It's close to all of the theme parks and other attractions, but it also has a more relaxed atmosphere. The 'Reunion Resort' is another popular area for villa rentals, with its world-class amenities.
  • What are the best villa rentals with parking in Kissimmee, FL?

  • Are there any local markets or shops in Kissimmee that sell traditional local crafts and goods?

    Yes, visitors can explore local markets like the Celebration Farmers Market, the Osceola County Farmers Market, or boutique shops in downtown Kissimmee that sell traditional local crafts and goods, providing opportunities to support local artisans and find unique souvenirs.

Destinations nearby

Best Kissimmee, FL houses with parking

The Perfect Family Escape: 4bd W/ Pool, Bbq & Fun! - Kissimmee, FL
9.9 35 reviews
Kissimmee, FL
07/20 – 07/29
$188/nighttotal: $1692 (9 )

The Perfect Family Escape: 4bd W/ Pool, Bbq & Fun!

1 7
house , Kissimmee
This Le Reve Resort gated community house in Kissimmee is located minutes from Walt Disney World and Universal Studios, offering convenient access to theme parks, dining, and shopping. This family-friendly 4-bedroom, 3-bathroom villa sleeps 8 guests and features a private pool, a fully equipped modern kitchen, free Wi-Fi, and free parking.
4 Bedroom 3 Bathroom Villas At Seven Dwarfs 24-102 - Kissimmee, FL
9.5 4 reviews
Kissimmee, FL
06/27 – 07/04
$208/nighttotal: $1456 (7 )

4 Bedroom 3 Bathroom Villas At Seven Dwarfs 24-102

4 2
house , Kissimmee
This Kissimmee villa, located 7 miles from Disney Springs and within 7 miles of Gatorland and Disney's Wide World of Sports, offers convenient access to major theme parks.
This 1,470-square-foot vacation home boasts 4 bedrooms, 3 bathrooms, sleeps up to 15 guests, and includes a private pool, fitness center, and tennis court.
Marvelous 4bd With Pool At Storey Lake Resort 2601 - Kissimmee, FL
9.2 19 reviews
Kissimmee, FL
12/25 – 01/03
$559/nighttotal: $5031 (9 )

Marvelous 4bd With Pool At Storey Lake Resort 2601

4 11
house , Kissimmee
This four-bedroom Kissimmee vacation home is conveniently located near Storey Lake Resort, approximately 8 miles from Disney Springs and Disney's Wide World of Sports, and 8.3 miles from Gatorland.
The 2,000-square-foot property boasts a private pool, Jacuzzi, and spa, sleeps up to 16 guests, and includes a fully equipped kitchen, free Wi-Fi, and on-site parking with an EV charging station.
Villa ∙ 10 Bedrooms ∙ 28 Guests - Kissimmee, FL
Kissimmee, FL
07/24 – 07/29
$921/nighttotal: $4605 (5 )

Villa ∙ 10 Bedrooms ∙ 28 Guests

10 25
house , Kissimmee
This spacious 10-bedroom, 5-bathroom vacation home is located in Storey Lake Resort, Kissimmee, Florida, just 5 miles from Disney World and 17 miles from Orlando International Airport.
The property boasts a private pool and hot tub, sleeps up to 28 guests, and includes a fully equipped kitchen, Wi-Fi, and access to resort amenities like a community pool, waterslides, and mini-golf.

Best Kissimmee, FL houses with a garden

Marvelous 3bd W Jacuzzi At Terra Verde Resort 4757 - Kissimmee, FL
9.5 10 reviews
Kissimmee, FL
12/28 – 01/09
$303/nighttotal: $3636 (12 )

Marvelous 3bd W Jacuzzi At Terra Verde Resort 4757

3 4
house , Kissimmee
This Kissimmee vacation home, near Terra Verde Resort, is conveniently located approximately 8 miles from Gatorland and 10 miles from Disney Springs and Disney's Wide World of Sports.
This 2,130-square-foot property boasts three bedrooms, three bathrooms, sleeps eleven guests, and includes a private jacuzzi, swimming pool, and access to resort amenities like a fitness center, tennis court, and bar.
Sweet Memories - Kissimmee, FL
9.4 67 reviews
Kissimmee, FL
12/23 – 12/31
$453/nighttotal: $3624 (8 )

Sweet Memories

7 7
house , Kissimmee
Sweet Memories is a vacation home located in Kissimmee, Florida, just 10 miles from Gatorland and Disney's Wide World of Sports, offering easy access to popular attractions. This property has received excellent ratings for its location, user experience, and cleanliness.
Sweet Memories is a spacious 7-bedroom, 3-bathroom home perfect for large families or groups. This vacation rental includes a private pool, a hot tub, a spa bath, a fully equipped kitchen, an indoor play area, a terrace, a garden, and free parking.
Special Offer! Lake View/themed Br/pool/spa 22093 - Kissimmee, FL
9.0 2 reviews
Kissimmee, FL
07/24 – 07/29
$671/nighttotal: $3355 (5 )

Special Offer! Lake View/themed Br/pool/spa 22093

10 25
house , Kissimmee
This 10-bedroom, 5-bathroom villa is located in Kissimmee, 8 miles from Walt Disney World and SeaWorld, 9 miles from the Convention Center, and 12 miles from Universal Studios Florida.
This expansive vacation home sleeps 25 guests and features a private screened pool, a game room with a pool table and air hockey, and complimentary access to a resort clubhouse with a gym, splash park, and lazy river.
10 Mi To Disney World: Townhome W/ Community Pool! - Kissimmee, FL
Kissimmee, FL
06/26 – 06/28
$266/nighttotal: $532 (2 )

10 Mi To Disney World: Townhome W/ Community Pool!

3 6
house , Kissimmee
This Kissimmee vacation home is situated approximately 10 miles from Walt Disney World attractions including Hollywood Studios and Disney Springs, and 9.4 miles from Gatorland.
This 1500 square foot, 3-bedroom townhome accommodates up to 11 guests and features a full kitchen, air conditioning, a community pool, and on-site parking.
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