Villas and Holiday homes in Kissimmee

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Kissimmee holiday homes
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8901 Villa rentals in Kissimmee

Compare Holiday Homes with a Pool in Kissimmee

Every holiday home with a pool in Kissimmee ensures that a proper swim in the heart of the city is always an effortless option.

Cozy Family 4-bedroom Bella Vida Home Near Disney World - Kissimmee
9.0 63 reviews
Kissimmee
18/09 – 20/09
£285/nighttotal: £570 (2 )

Cozy Family 4-bedroom Bella Vida Home Near Disney World

4 8
house , Kissimmee
This spacious villa is located in the Bella Vida Resort, just 6 kilometres from Walt Disney World and within walking distance of a shopping centre with restaurants and a Walmart. It has received excellent ratings for location, cleanliness and user experience.
The property spans 191 square metres and comfortably accommodates up to 12 guests in its four bedrooms. The villa boasts a private pool and spa, a fully equipped kitchen, a games room, a patio with sun loungers and an outdoor table, a covered lanai and a private screened-in pool area.
Close To Disney And All Orlando Attractions Including Outlet Malls And Dining & Minutes To Hwy 192 - Kissimmee
9.4 78 reviews
Kissimmee
09/09 – 19/09
£154/nighttotal: £1540 (10 )

Close To Disney And All Orlando Attractions Including Outlet Malls And Dining & Minutes To Hwy 192

5 6
house , Kissimmee
This five-bedroom villa is located in Bellavida, Kissimmee, just 2.4 kilometres from Medieval Times and within easy reach of other popular attractions like the 192 Flea Market and Shingle Creek Regional Park. The property has received excellent ratings for its location, cleanliness, and overall experience.
The 224 square metre villa comfortably accommodates up to 10 guests and features a private pool, a spacious garden, a fitness centre, and a spa. Guests can enjoy a range of amenities including a fully equipped kitchen, air conditioning, and a terrace, as well as family-friendly features like a water park and a games room.
Spectacular! Townhome 9 Miles To Disney World! - Kissimmee
9.0 15 reviews
Kissimmee
06/11 – 08/11
£181/nighttotal: £362 (2 )

Spectacular! Townhome 9 Miles To Disney World!

3 2
house , Kissimmee
This three-bedroom, three-bathroom Kissimmee townhome is conveniently located approximately 14.5 kilometres from Walt Disney World Resort and other major attractions including Gatorland and Disney's Hollywood Studios.
The 148 square metre property offers a spacious layout, sleeping up to 11 guests, and boasts a private swimming pool, Jacuzzi, fully equipped kitchen with dishwasher, and free Wi-Fi and parking.
2466 Sweetwater - Kissimmee
Kissimmee
02/07 – 05/07
£192/nighttotal: £576 (3 )

2466 Sweetwater

3 7
house , Kissimmee
This three-bedroom Kissimmee holiday home, located at 2466 Sweetwater, offers convenient access to local attractions; precise distances to landmarks require further clarification.
The 121 square metre property sleeps up to 15 guests, boasting a private terrace, swimming pool, garden, and fully equipped kitchen including a dishwasher and microwave, plus free Wi-Fi and in-unit laundry.

Best family friendly Kissimmee villas and holiday home

Among the 8901 accommodations in Kissimmee, here are the 4 best family friendly villas and holiday homes

Comfortable House With Hot Tub Close To Disney - Kissimmee
10 4 reviews
Kissimmee
17/07 – 19/07
£282/nighttotal: £564 (2 )

Comfortable House With Hot Tub Close To Disney

5 3
house , Kissimmee
This spacious five-bedroom Kissimmee villa is ideally located approximately 16-18 kilometres from Walt Disney World Resort, Gatorland, and Disney Springs.
The 241-square-metre property boasts a private pool, hot tub, and terrace, comfortably accommodating up to 23 guests with five bathrooms and a fully equipped kitchen; enjoy nearby attractions including outdoor dining.
Modern Unbeatable Experience Home - Kissimmee
Kissimmee
17/07 – 19/07
£215/nighttotal: £430 (2 )

Modern Unbeatable Experience Home

2 3
house , Kissimmee
This two-bedroom holiday home in Kissimmee is conveniently located approximately 11.7 kilometres from Disney Springs and 11.9 kilometres from Gatorland, with other major attractions such as Disney's Hollywood Studios and SeaWorld Orlando within a 14.6-kilometre radius.
This air-conditioned property accommodates up to 21 guests, offering complimentary on-site parking, free Wi-Fi, a fully equipped kitchen, a swimming pool, and a terrace, making it an ideal base for exploring local theme parks.
Brand New Cozy Space - 15 Min From Disney & Shops. - Kissimmee
10 15 reviews
Kissimmee
01/11 – 15/11
£84/nighttotal: £1176 (14 )

Brand New Cozy Space - 15 Min From Disney & Shops.

1 2
house , Kissimmee
This private studio guesthouse is located in a secure, 24/7 gated community in Kissimmee, offering convenient access within 32 kilometres of Orlando International Airport (MCO) and 16-24 kilometres to Walt Disney World Resort and Universal Studios Florida.
This family-friendly accommodation for four guests features a fully equipped kitchen with a fridge, freezer, and microwave oven, air conditioning, complimentary Wi-Fi, a swimming pool, a fitness centre, and free parking for one vehicle.
Once Upon A Stay - Kissimmee
9.4 28 reviews
Kissimmee
15/07 – 27/08
£83/nighttotal: £3569 (43 )

Once Upon A Stay

3 4
house , Kissimmee
This holiday home in the gated Fiesta Key community, Kissimmee, is conveniently located just a short drive from Walt Disney World Resort, Universal Orlando Resort, and SeaWorld.
This pet-friendly villa accommodates up to seven guests across three bedrooms, featuring resort-style amenities such as a swimming pool and fitness centre, alongside a screened patio overlooking a pond and themed rooms including a Mario-themed bedroom with a slide.

Frequently asked questions about villa rentals in Kissimmee

  • What are the must-see attractions in Kissimmee?

    Kissimmee is a great base for exploring the area. You've got to check out the theme parks like Walt Disney World Resort, Universal Orlando Resort, and SeaWorld Orlando. If you're looking for something a bit different, head to the Kennedy Space Center Visitor Complex, which is a great day out for all ages.
  • What are the best holiday homes in Kissimmee?

  • What types of villa rentals are available in Kissimmee?

    You have a wide range of villa rentals to choose from in Kissimmee. There are luxury villas with glass-covered pools overlooking the lake or even villas right on the doorstep of Disney World. Most villas are modern, and some can even fit more than 10 guests. We can help you find the right villa rental in Kissimmee for you and your party.

  • What indoor activities for families are available in Kissimmee on rainy days?

    If the weather's not playing ball, there are plenty of indoor options for families. The Orlando Science Center is a great choice, especially for kids who love hands-on exhibits. For something a bit more interactive, check out WonderWorks, which is an upside-down amusement park.
  • What are the best holiday homes with a pool in Kissimmee?

  • What can you do in Kissimmee?

    Where to even begin with what you can do in Kissimmee? Of course, you have a wide selection of theme parks offering fun for all the family, but if you are an outdoorsy-type or someone who loves sports, you'll find plenty to do. Whether you want to go on an airboat across the Central Florida Everglades, go skydiving, ride a hot air balloon, go horse riding, go fishing, or even play a round of golf, then Kissimmee has what you want.

  • What are the best activities in Kissimmee?

    Kissimmee has something for everyone. Of course, the theme parks are a big draw, but if you're looking for something a bit more laid-back, head to the Kissimmee Lakefront Park. It's a great place to go for a walk, have a picnic, or just relax by the water. And if you're a golf enthusiast, you'll be spoilt for choice with the many golf courses in the area.
  • What are the best holiday homes with a jacuzzi in Kissimmee?

  • What top attraction is Kissimmee famous for?

    Although Kissimmee has many theme parks and natural sites, the attraction it's best known for is Walt Disney World.

  • What are the advantages of renting a house or a villa in Kissimmee

    Renting a house or villa in Kissimmee can be a great option, especially for families or groups. You'll have more space than a hotel room, and you'll often have access to amenities like a private pool and a kitchen. It can also work out cheaper than staying in a hotel, especially if you're travelling with a large group.
  • What are the best holiday homes for families and kids in Kissimmee?

  • How can you get to Kissimmee?

    Orlando International Airport (MCO) is just 30 minutes from Kissimmee, but you also have Kissimmee Gateway Airport (ISM) nearby. You can also travel to Kissimmee by train, as Amtrak has a rail service to Kissimmee, which is also the closest to the Walt Disney World Resort.

  • What exclusive experiences are available when visiting Kissimmee?

    There are lots of exclusive experiences available in the area. You could try a private tour of the Kennedy Space Center, or go on a behind-the-scenes tour of one of the theme parks. If you're feeling adventurous, you could even go on a hot air balloon ride over the theme parks.
  • What are the best pet friendly holiday homes in Kissimmee?

  • Are there any dishes you should try while staying in Kissimmee?

    You'll find all kinds of dishes in Kissimmee, but for something that is special to Kissimmee, you'll want to try some ice cream. You can get ice cream made with liquid nitrogen in front of your eyes or try a Twistee Treat, shaped like an ice cream cone, but you can also get it in waffle tacos and banana splits. This is Central Florida's favorite ice cream.

  • Which part of Kissimmee would be ideal for a villa rental?

    The Westside area of Kissimmee is a popular choice for villa rentals. It's close to the theme parks, but it's also a bit more peaceful than the main tourist areas. You'll find plenty of family-friendly villas in this area, with access to all the amenities you could need.
  • What are the best holiday homes with parking in Kissimmee?

Destinations nearby

Best Kissimmee villas and holiday homes with parking

Relaxing 3br Haven For 8 At Seven Dwarfs Sd2610 - Kissimmee
8.4 28 reviews
Kissimmee
22/11 – 19/02
£177/nighttotal: £15753 (89 )

Relaxing 3br Haven For 8 At Seven Dwarfs Sd2610

3 2
house , Kissimmee
This 3-bedroom house is located in Kissimmee, just a short drive from Disney Springs, Gatorland, and other major theme parks. The property has received excellent ratings for location, cleanliness, and user experience.
The 120 square metre property offers a comfortable and spacious layout for up to 8 guests. Amenities include a private pool, a Jacuzzi, a fully equipped kitchen, a fitness centre, a tennis court, and a bar, ensuring a relaxing and enjoyable stay.
Once Upon A Stay - Kissimmee
10 1 review
Kissimmee
22/07 – 02/08
£113/nighttotal: £1243 (11 )

Once Upon A Stay

3 7
house , Kissimmee
This Kissimmee holiday home is conveniently located approximately 16km from Walt Disney World's Wide World of Sports Complex, Hollywood Studios, and Disney Springs, and 16km from Gatorland.
The 164 square metre property boasts three bedrooms, three bathrooms, sleeps up to 13 guests, and includes a private pool, garden, fitness centre, free Wi-Fi, and a fully equipped kitchen with dishwasher.
Beautiful Spacious 3 Bedroom Villa With Private Pool And Wonderful Lake View - Kissimmee
8.6 98 reviews
Kissimmee
02/07 – 05/07
£165/nighttotal: £495 (3 )

Beautiful Spacious 3 Bedroom Villa With Private Pool And Wonderful Lake View

3 2
house , Kissimmee
This Kissimmee villa enjoys a waterfront location, within 5km of Give Kids the World Village and 10km of Old Town, offering convenient access to attractions such as the 192 Flea Market and Shingle Creek Regional Park.
The 158 square metre property sleeps six guests in three bedrooms and two bathrooms, boasting a private pool, terrace, garden, free Wi-Fi, and a fully equipped kitchen including a fridge, microwave, and dishwasher.
Private Pool With A Beautiful View Overlooking The Lake! Near Disney - Universal - Kissimmee
9.4 29 reviews
Kissimmee
05/11 – 08/11
£178/nighttotal: £534 (3 )

Private Pool With A Beautiful View Overlooking The Lake! Near Disney - Universal

3 6
house , Kissimmee
This Kissimmee holiday home is ideally situated approximately 12.4-13 kilometres from both Disney's Hollywood Studios and Disney's Wide World of Sports, offering easy access to the area's major theme parks.
This three-bedroom, two-bathroom property boasts a spacious 1000 square metre floor area, comfortably accommodating up to 11 guests, and features a private pool with lake views, a fully equipped kitchen, free Wi-Fi, and a private parking space; laundry facilities are also included.

Best Kissimmee villas and holiday homes with a garden

Perfect & Modern 3br Townhouse - Kissimmee
10 59 reviews
Kissimmee
01/12 – 08/12
£142/nighttotal: £994 (7 )

Perfect & Modern 3br Townhouse

1 2
house , Kissimmee
This three-bedroom, two-bathroom house is located in the Venetian Bay Villages gated community in Kissimmee, Florida, offering proximity to Disney World and Universal Studios, both within a few kilometres.
The property sleeps six guests and boasts a private swimming pool, jacuzzi, and access to extensive community amenities including multiple pools, a gym, and tennis courts, all within a short driving distance of shops and restaurants at The Loop, Publix, Walmart, and Crossland.
Luxury Disney Villa | No Clean Fee | Pool + Arcade - Kissimmee
9.9 96 reviews
Kissimmee
03/07 – 05/07
£376/nighttotal: £752 (2 )

Luxury Disney Villa | No Clean Fee | Pool + Arcade

1 5
house , Kissimmee
This five-bedroom, four-bathroom holiday home, 'Themed Home Near Disney! Pool/spa/game Room/resort', is situated in the Terra Verde Resort near North Poinciana Boulevard and US 192 in Kissimmee, Florida, approximately 14-23 kilometres from Walt Disney World and 24 kilometres from Universal Studios.
Sleeping up to eleven guests, the property boasts a private pool and spillover spa, access to resort amenities including a heated pool, mini-golf, and a fitness centre, plus a fully equipped kitchen, smart TVs, and a games room.
171 M² House ∙ 4 Bedrooms ∙ 10 Guests - Kissimmee
8.6 12 reviews
Kissimmee
31/07 – 03/08
£196/nighttotal: £588 (3 )

171 M² House ∙ 4 Bedrooms ∙ 10 Guests

4 9
house , Kissimmee
This four-bedroom holiday home is located in the Cumbrian Lakes community, Kissimmee, Florida, approximately 13km from Walt Disney World, 30km from Universal Studios, and 20km from SeaWorld.
The 171 square metre property boasts a private pool and spa, a fully equipped kitchen, and comfortably accommodates up to ten guests, with added benefits including Smart TVs in each bedroom and 24/7 maintenance support.
Luxury 6br Pool Villa! Near Disney-close To Everything, Spa, 3000ft2!! - Kissimmee
9.4 3 reviews
Kissimmee
01/07 – 07/07
£349/nighttotal: £2094 (6 )

Luxury 6br Pool Villa! Near Disney-close To Everything, Spa, 3000ft2!!

6 11
house , Kissimmee
This six-bedroom Kissimmee villa is situated within 1.6km of Shingle Creek Regional Park and Capone's Dinner & Show, and within 3.2km of Kissimmee Go-Karts and the 192 Flea Market.
The property boasts a private pool, hot tub, fitness centre, and tennis court, alongside a fully equipped kitchen, free Wi-Fi, and accommodates up to 15 guests, making it ideal for large families or groups seeking a self-catering holiday home near popular attractions.
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