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.

Gated 4br Pool Home, 20 Min-disney, 30 Min-epic Universe, Sleeps 12 - Kissimmee
10 1 review
Kissimmee
01/07 – 02/07
£217/nightfor 1 night

Gated 4br Pool Home, 20 Min-disney, 30 Min-epic Universe, Sleeps 12

2 2
house , Kissimmee
This detached house in Kissimmee is located 12.5 kilometres from Gatorland and approximately 16 kilometres from major Disney attractions, offering convenient access to theme parks.
This property provides accommodation for up to 12 guests with 2 bedrooms, 3 bathrooms, a private swimming pool, complimentary high-speed WiFi, and a fully equipped kitchen.
Private Tiny Home For Your Vaca! - Kissimmee
9.8 83 reviews
Kissimmee
04/08 – 18/08
£61/nighttotal: £854 (14 )

Private Tiny Home For Your Vaca!

1 2
cabin , Kissimmee
This one-bedroom Kissimmee holiday home, ideal for families, offers excellent value and is conveniently located near Walt Disney World Resort, Universal Orlando Resort, and SeaWorld Orlando, though precise distances aren't specified.
The self-catering property sleeps four guests and boasts a full kitchen, in-unit laundry, a private pool, and a fitness centre, providing a comfortable and convenient alternative to a hotel.
Last Minute Disney Getaway! Private Pool, Hot Tub & Game Room. Book Now! #41843 - Kissimmee
9.3 84 reviews
Kissimmee
26/07 – 30/07
£258/nighttotal: £1032 (4 )

Last Minute Disney Getaway! Private Pool, Hot Tub & Game Room. Book Now! #41843

4 8
house , Kissimmee
Bella Vida Resort 64 is located in Kissimmee, just 2 kilometres from Shingle Creek Regional Park, Give Kids the World Village, and the 192 Flea Market, offering easy access to a variety of attractions. The resort boasts excellent ratings for user experience, location, and cleanliness, ensuring a comfortable and enjoyable stay.
This four-bedroom villa spans 223 square metres and offers a fully equipped kitchen, three bathrooms, a washing machine, a sofa bed, and a Smart TV, providing ample space and convenience for families or groups. Guests can enjoy the resort's swimming pool, jacuzzi, terrace, garden, fitness centre, and barbecue grills, while also benefitting from concierge services and a restaurant on-site.
15min To Disney 4 Bedrooms Resort House - Kissimmee
9.9 32 reviews
Kissimmee
24/07 – 31/07
£118/nighttotal: £826 (7 )

15min To Disney 4 Bedrooms Resort House

1 3
house , Kissimmee
This spacious four-bedroom, three-bathroom holiday home is located in a quiet resort community in Kissimmee, providing easy access to Orlando's major theme parks and attractions, with the nearest park entrance approximately 5 kilometres away.
This self-catering property accommodates up to eight guests and offers a private swimming pool, hot tub, and fitness centre, alongside community amenities including a movie theatre and playground, with designated parking for three vehicles and exterior security cameras for your peace of mind.

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

3br 3bath Townhome Bbq Pool 15min Disney 1291ft - Kissimmee
8.8 51 reviews
Kissimmee
03/10 – 17/10
£152/nighttotal: £2128 (14 )

3br 3bath Townhome Bbq Pool 15min Disney 1291ft

3 2
house , Kissimmee
This Kissimmee townhouse, located 15 minutes' drive (approx. 24 km) from Walt Disney World, 11.7 km from Gatorland, and 13.8 km from Disney's Wide World of Sports, offers convenient access to major attractions.
The 120-square-metre property boasts three bedrooms and three bathrooms, sleeping up to six guests, and includes a private swimming pool, Jacuzzi, and terrace alongside free Wi-Fi, parking, and on-site fitness centre.
Family Oasis With Private Pool & 15 Min To Disney! - Kissimmee
Kissimmee
06/11 – 08/11
£174/nighttotal: £348 (2 )

Family Oasis With Private Pool & 15 Min To Disney!

1 2
house , Kissimmee
This holiday home in Kissimmee is located 16 kilometres from Orlando International Airport and 16 kilometres from major Disney attractions such as Disney's Wide World of Sports, Disney Springs, and Disney's Hollywood Studios, as well as Gatorland.
This air-conditioned property offers accommodation for up to 19 guests with 1 bedroom, a fully equipped kitchen, a terrace with garden views, a private swimming pool, free Wi-Fi, and free private parking.
4 Bedroom 3 Bathroom Villas At Sevendwarfs 17-101 - Kissimmee
Kissimmee
23/07 – 08/08
£125/nighttotal: £2000 (16 )

4 Bedroom 3 Bathroom Villas At Sevendwarfs 17-101

4 2
house , Kissimmee
This Kissimmee villa, situated approximately 11 kilometres from Disney Springs and Gatorland, offers convenient access to major theme parks.
The 137-square-metre property boasts four bedrooms, three bathrooms, sleeps up to 15 guests, and includes a private pool, fully equipped kitchen, free Wi-Fi, and parking; plus on-site amenities such as a fitness centre, tennis court and children's play area.
Storey Lake Townhome | Private Pool | Disney - Kissimmee
9.8 69 reviews
Kissimmee
03/07 – 06/07
£267/nighttotal: £801 (3 )

Storey Lake Townhome | Private Pool | Disney

1 7
house , Kissimmee
This Kissimmee property, in a modern resort-style community near Kissimmee's major attractions and shopping malls (exact distances unspecified), offers a convenient base for exploring the area.
Sleeping up to 11 guests in four bedrooms and three bathrooms, this pet-friendly holiday home boasts a private swimming pool, fitness centre, and fully equipped kitchen, plus a gated community with keypad entry and Ring doorbell for security.

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

Bitty Bliss Tiny House| Near Disney & Universal - Kissimmee
9.9 346 reviews
Kissimmee
06/11 – 08/11
£93/nighttotal: £186 (2 )

Bitty Bliss Tiny House| Near Disney & Universal

1 2
house , Kissimmee
This charming cottage is located in Kissimmee, just a 20-minute drive from both Disney and Universal Studios, with shopping and restaurants within a 5-minute drive. It has consistently received excellent ratings for its location, cleanliness, and overall guest experience.
The cottage features one bedroom with a queen-sized bed, a comfortable queen-sized sofa bed in the living area, and can accommodate up to four guests. The property offers a range of amenities, including a private swimming pool, a well-equipped kitchen, a relaxing porch, and access to a fitness centre and laundry facilities.
5br 3bath Private Townhome 13min Disney 1496ft - Kissimmee
9.1 32 reviews
Kissimmee
18/09 – 20/09
£277/nighttotal: £554 (2 )

5br 3bath Private Townhome 13min Disney 1496ft

5 8
house , Kissimmee
This sustainable vacation home is located in Kissimmee, Florida, just 13 minutes from Disney and 7.6 miles from Gatorland, making it a convenient base for exploring the area's attractions. The property has received excellent ratings for its location, cleanliness, and overall user experience.
The five-bedroom, three-bathroom townhome provides ample space for families or groups of friends. Guests can enjoy a range of amenities, including a swimming pool, hot tub, bar, fitness centre, tennis court, and a garden, as well as family-friendly features like a kids' pool, an indoor play area, and a children's playground.
Bikini Bottom - 4 Bed Disney Pool Home - Kissimmee
8.0 18 reviews
Kissimmee
03/07 – 05/07
£348/nighttotal: £696 (2 )

Bikini Bottom - 4 Bed Disney Pool Home

4 7
house , Kissimmee
This four-bedroom house is ideally located in Kissimmee, just 13 kilometres from Gatorland and 16 kilometres from Disney Springs, making it a convenient base for exploring the area’s many attractions. The property has received very good user ratings, an excellent location rating, and an OK cleanliness rating.
The house spans 144 square metres and offers a comfortable living space for families or groups. Guests can enjoy a range of amenities including a private pool and tennis court, a bar, a hot tub, a fully equipped kitchen, a children's playground, table tennis, free Wi-Fi, private parking, and the option to heat the pool for an additional fee.
Blue Beach At Storey Lake By Shine Villas #400 Townhouse - Kissimmee
9.8 89 reviews
Kissimmee
27/07 – 04/08
£163/nighttotal: £1304 (8 )

Blue Beach At Storey Lake By Shine Villas #400 Townhouse

4 4
house , Kissimmee
This four-bedroom Kissimmee villa is ideally situated approximately 13 kilometres from Gatorland and Disney Springs, and within 16 kilometres of Disney's Hollywood Studios and SeaWorld's Discovery Cove.
The 178 square metre property boasts a private pool, jacuzzi, and balcony, alongside a fully equipped kitchen, free Wi-Fi, and parking; sleeping up to eight guests comfortably.

Best Kissimmee villas and holiday homes with a garden

119 M² House ∙ 3 Bedrooms ∙ 6 Guests - Kissimmee
Kissimmee
17/07 – 19/07
£171/nighttotal: £342 (2 )

119 M² House ∙ 3 Bedrooms ∙ 6 Guests

3 3
house , Kissimmee
This townhouse is situated in the Terra Verde Resort, Kissimmee, approximately 32 kilometres from Walt Disney World and 48 kilometres from Universal Studios.
This spacious 119 square metre property offers six bedrooms, three bathrooms, and accommodates up to six guests, featuring a fully equipped kitchen, air conditioning, a private patio, and access to resort amenities including a heated pool and mini-golf.
4 Bedroom 3 Bathroom Villas At Seven Dwarfs 24-102 - Kissimmee
9.5 4 reviews
Kissimmee
04/07 – 14/07
£142/nighttotal: £1420 (10 )

4 Bedroom 3 Bathroom Villas At Seven Dwarfs 24-102

4 2
house , Kissimmee
This Kissimmee villa is conveniently located 11.3km from Disney Springs and 11.4km from Gatorland, offering easy access to other major Orlando attractions.
The 137 square metre property boasts four bedrooms, three bathrooms, sleeps fifteen guests, and includes a private pool, fitness centre, tennis court, and fully equipped kitchen.
Happiest House On Earth Near Disney World 9 Bedroom, Pool, Theater, Gameroom, Mickey Bunk Room With Twisty Slide In Storey Lake - Kissimmee
10 80 reviews
Kissimmee
23/07 – 26/07
£655/nighttotal: £1965 (3 )

Happiest House On Earth Near Disney World 9 Bedroom, Pool, Theater, Gameroom, Mickey Bunk Room With Twisty Slide In Storey Lake

9 13
house , Kissimmee
This nine-bedroom Kissimmee holiday home is situated approximately 12 kilometres from Gatorland, 12.4 kilometres from Disney Springs, and 12.9 kilometres from Disney's Boardwalk.
The 395-square-metre property boasts a private pool, jacuzzi, fitness centre, and a Mickey-themed bunk room with slide, sleeping up to a large family or group, and includes a fully equipped kitchen, game room, and home theatre.
Villa Azul Townhouse - Kissimmee
10 3 reviews
Kissimmee
08/09 – 12/09
£165/nighttotal: £660 (4 )

Villa Azul Townhouse

4 2
house , Kissimmee
Villa Azul, a Kissimmee townhouse, is conveniently located approximately 13.8 kilometres from Disney's Wide World of Sports and Gatorland, and within 16 kilometres of several other Disney parks including Disney's Blizzard Beach and Disney's Hollywood Studios.
This 152-square-metre property boasts four bedrooms, a private pool, free on-site parking, a fully equipped kitchen with dishwasher and microwave, free Wi-Fi, and in-unit laundry facilities, perfect for families or groups visiting the theme parks.
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