Holiday Rentals in Kissimmee, FL

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Kissimmee, FL holiday rentals
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15321 Holiday Rentals and Airbnb in Kissimmee, FL

Best family friendly Kissimmee, FL holiday rentals

Among the 15321 accommodations in Kissimmee, FL, here are the 4 best family friendly rentals

1192sbc South Beach Villa - Kissimmee, FL
9.5 130 reviews
Kissimmee, FL
08/08 – 15/08
NZ$271/nighttotal: NZ$1897 (7 )

1192sbc South Beach Villa

3 4
house , Kissimmee
This South Beach Villa is located in Kissimmee, Florida, just 16 kilometres from Gatorland and Disney's Wide World of Sports, and 18 kilometres from Disney Springs. The villa has consistently received excellent ratings for its location, cleanliness, and overall experience.
This three-bedroom property comfortably accommodates families or groups of friends. Guests can enjoy a range of amenities including a swimming pool, Jacuzzi, garden, spa, fitness centre, and parking, as well as free Wi-Fi and cable TV.
4bd/3ba New Themed Townhome W/pool At Storey Lake #123 - Kissimmee, FL
9.5 98 reviews
Kissimmee, FL
10/07 – 13/07
NZ$509/nighttotal: NZ$1527 (3 )

4bd/3ba New Themed Townhome W/pool At Storey Lake #123

4 8
apartment , Kissimmee
This Storey Lake Hideaway Club townhouse in Kissimmee's Cove East offers easy access to Disney Parks (8-16 km), Universal Studios (32-40 km), and SeaWorld (16-24 km).
The 181 square metre, four-bedroom, three-bathroom property sleeps eight, features a private pool with lake views, and includes access to resort amenities such as a lazy river and fitness centre.
Family-friendly Villa: Pool, Spa, Game Room & Minutes To Disney - Kissimmee, FL
9.0 97 reviews
Kissimmee, FL
01/11 – 15/11
NZ$365/nighttotal: NZ$5110 (14 )

Family-friendly Villa: Pool, Spa, Game Room & Minutes To Disney

4 2
house , Kissimmee
This family-friendly villa is situated in Veranda Palms, Kissimmee, just 3km from attractions like Capone's Dinner Show, Kissimmee Go-Karts, and the 192 Flea Market, offering easy access to the area's entertainment options. The property consistently receives excellent ratings for its cleanliness, location, and overall user experience.
This spacious home comfortably sleeps 8 guests and features 4 bedrooms and 3 bathrooms. Amenities include a private pool, a water park, a spa tub, an arcade/game room, a fully equipped kitchen, laundry facilities, and a patio, making it perfect for families and groups seeking a relaxing and enjoyable stay.
Lake View/spa/game Room/storey Lake 22102 - Kissimmee, FL
9.2 56 reviews
Kissimmee, FL
13/07 – 17/07
NZ$1252/nighttotal: NZ$5008 (4 )

Lake View/spa/game Room/storey Lake 22102

9 15
house , Kissimmee
This Storey Lake villa in Kissimmee, Florida, is conveniently located approximately 13 kilometres from Walt Disney World Resort, 13 kilometres from SeaWorld Orlando, 14 kilometres from Universal Orlando Resort, and 15 kilometres from the Orange County Convention Center.
This spacious nine-bedroom, five-bathroom holiday home sleeps up to 25 guests, boasting a private pool and spa, game room with pool table and air hockey, and access to Storey Lake's clubhouse with a gym, sports courts, and water park amenities.

Best Kissimmee, FL holiday rentals with parking

Luxurious With Privacy In 5 Bedroom With Private Pool By Florida Dream Homes - Kissimmee, FL
9.2 12 reviews
Kissimmee, FL
27/06 – 04/07
NZ$612/nighttotal: NZ$4284 (7 )

Luxurious With Privacy In 5 Bedroom With Private Pool By Florida Dream Homes

5 12
apartment , Kissimmee
This spacious five-bedroom, three-bathroom apartment in Crystal Cove, Kissimmee, offers excellent privacy as a corner unit backing onto nature, and is conveniently located within 8 kilometres of Walt Disney World Resort and 3 kilometres of Disney Springs.
This professionally cleaned holiday home, accommodating up to 12 guests, features a kitchen with a fridge, microwave oven, and dishwasher, air conditioning, a swimming pool, and is situated near various attractions and entertainment venues.
Villas At Seven Dwarfs - 4br, 3ba, 2 Ensuite King - Kissimmee, FL
9.2 107 reviews
Kissimmee, FL
29/06 – 03/07
NZ$358/nighttotal: NZ$1432 (4 )

Villas At Seven Dwarfs - 4br, 3ba, 2 Ensuite King

4 2
apartment , Kissimmee
This four-bedroom, three-bathroom house in Kissimmee is ideally located within walking distance of Capone's Dinner Show and Kissimmee Go-Karts, and a short drive from the 192 Flea Market and Lake Buena Vista Factory Stores. The family-friendly property offers a fitness centre, a fully equipped kitchen, and laundry facilities, comfortably accommodating up to eight guests.
4 Bedroom 3 Bathroom Villas At Seven Dwarfs 24-102 - Kissimmee, FL
9.5 4 reviews
Kissimmee, FL
22/06 – 06/07
NZ$327/nighttotal: NZ$4578 (14 )

4 Bedroom 3 Bathroom Villas At Seven Dwarfs 24-102

4 4
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.
Sw40 - 3br Tropical Oasis Near Disney & Pool - Kissimmee, FL
9.6 132 reviews
Kissimmee, FL
01/01 – 28/02
NZ$334/nighttotal: NZ$19372 (58 )

Sw40 - 3br Tropical Oasis Near Disney & Pool

4 2
apartment , Kissimmee
This newly renovated three-bedroom apartment, located in the Sweetwater Club community in Orlando, Florida, offers easy access to Walt Disney World and other Kissimmee attractions.
The 3-bedroom, 2-bathroom property sleeps six guests and features a full kitchen, in-unit laundry, a private balcony, Smart TVs, complimentary Wi-Fi, and access to a swimming pool and fitness centre; self check-in is available.

Frequently asked questions about holiday rentals in Kissimmee, FL

  • Which neighborhood in Kissimmee should you consider for a vacation rental?

    The best neighbourhood for a vacation rental really depends on what you're looking for. If you want to be close to the theme parks, then the area around US 192 is a good option. If you're looking for something quieter, then the Celebration area might be more your style. It's a bit further from the parks, but it's a lovely, family-friendly community.
  • What are the best Airbnb and holiday rentals in Kissimmee, FL?

  • What types of vacation rentals can I find in Kissimmee?

    You can find all kinds of vacation rentals in Kissimmee, Florida. There are entire houses, apartments, bungalows and cottages you can rent out, as well as more unique vacation rentals, such as cabins, tree houses, or tiny houses. We can help you find the right vacation rental for your stay in Kissimmee.

  • What are the top family-friendly attractions in Kissimmee?

    Kissimmee is a great place for families. You've got the theme parks, of course, but there are also loads of other things to do. The Old Town is a great place to spend an evening, with lots of restaurants and shops. You can also head to the Osceola Heritage Park for some fun at the zoo or the museum.
  • What are the most popular Airbnbs in Kissimmee, FL?

  • What is there to do in Kissimmee?

    Kissimmee is world-famous for its theme parks, like Walt Disney World Resorts, Seaworld Parks & Resorts, and Universal Orlando Resort. However, there is much more to Kissimmee than theme parks. You can get out in nature, go fishing, ride a hot air balloon, go on an airboat adventure through the Central Florida Everglades, visit a Native American Village, go horse riding and more. You can also catch a game with the Orlando Solar Bears or get a round of golf in. There is something for everyone in Kissimmee.

  • What are the best budget-friendly activities in Kissimmee?

    There are plenty of budget-friendly activities in Kissimmee. You can take a walk or cycle around the Lakefront Park, which is a lovely spot to relax and enjoy the scenery. If you're looking for something a bit more active, you can head to the Kissimmee Prairie Preserve State Park for some hiking or birdwatching.
  • What are the best holiday rentals with a pool in Kissimmee, FL?

  • What are the main attractions in Kissimmee?

    Top attractions in Kissimmee include Old Town, where you'll find a Ferris wheel, ride attractions like a roller coaster, a classic merry-go-round and more. You can visit Old Town for free anytime, and there are many places to eat and drink. Medieval Times Dinner and Tournament is another popular attraction, where you're welcomed into the king's court for a four-course feast and a show complete with jousting and more. Then, of course, there's Walt Disney World, which needs no introduction.

  • What are the best restaurants with local dishes in Kissimmee?

    For a taste of local cuisine, you've got to try the Cuban food at the Santiago's Cuban Restaurant on 192. They have a great selection of traditional dishes, including ropa vieja and lechon asado. If you're looking for something a bit more casual, the Dixie Crossroads in Titusville is a great place to try fresh seafood, although it's about a 30-minute drive from Kissimmee.
  • What are the best rentals for families and kids in Kissimmee, FL?

  • How can I get around Kissimmee?

    It's easy to get around Kissimmee, as you'll find a range of transportation options, from taxis and rideshares like Uber and Lyft to shuttles and LYNX, the public transportation system for Central Florida mostly consisting of local bus services.

  • What are the best walking or cycling routes in Kissimmee?

    Kissimmee has a great network of walking and cycling trails. The East Tohopekaliga Trail is a popular choice, running along the shores of Lake Tohopekaliga. If you're looking for something a bit shorter, the Shingle Creek Trail is a good option, with a paved surface and plenty of shade.
  • What are the best rentals or Airbnbs with a jacuzzi in Kissimmee, FL?

  • When is the best time to go to Kissimmee?

    The best time to come to Kissimmee is between January and April, as there is little rain and the temperatures are warm, but not too hot.

  • Are there pet-friendly attractions in Kissimmee?

    There are a few pet-friendly attractions in Kissimmee. The Kissimmee Lakefront Park is a great place to take your dog for a walk, and there are a few dog-friendly restaurants in the area. The theme parks are generally not pet-friendly, but you can find pet-sitting services if you need to leave your dog for a few hours.
  • What are the benefits of choosing a vacation rental in Kissimmee?

    Vacation rentals in Kissimmee offer a lot of benefits, including more space and privacy than a hotel. They're also often more affordable, especially if you're traveling with a large group. Plus, you can cook your own meals, which can help you save money.

Destinations nearby

Best Kissimmee, FL holiday rentals with a balcony

New Listing! Storey Lake Resort, 6mi To Disney & 11mi To Universal - Grh596616 - Kissimmee, FL
Kissimmee, FL
10/07 – 24/07
NZ$1568/nighttotal: NZ$21952 (14 )

New Listing! Storey Lake Resort, 6mi To Disney & 11mi To Universal - Grh596616

8 15
resort , Kissimmee
New Listing! Storey Lake Resort, GRH596616, is a centrally located Kissimmee holiday home, approximately 3km from Shingle Creek Regional Park and Capone's Dinner & Show, and under 5km from Kissimmee Go-Karts and Give Kids the World Village.
This eight-bedroom, six-bathroom villa boasts 372 square metres of space, accommodating up to 16 guests and offering a private pool, water park access, fitness centre, hot tub, and concierge services.
Terra Verde Lakeview Escape - Kissimmee, FL
10 2 reviews
Kissimmee, FL
12/07 – 16/07
NZ$801/nighttotal: NZ$3204 (4 )

Terra Verde Lakeview Escape

7 15
apartment , Kissimmee
This seven-bedroom Kissimmee holiday home, situated within the gated Terra Verde Resort, is conveniently located 16km from Walt Disney World and 19km from Disney Springs.
The 263 square metre, two-story property boasts six bathrooms, sleeps sixteen guests, and includes a private south-facing pool, screened lanai with lake views, and access to resort amenities such as a heated pool, hot tub, and fitness centre.
Stylish And Cozy Pool Home Near Disney In A Gated Community - Kissimmee, FL
9.6 25 reviews
Kissimmee, FL
14/10 – 18/10
NZ$672/nighttotal: NZ$2688 (4 )

Stylish And Cozy Pool Home Near Disney In A Gated Community

5 11
house , Kissimmee
This five-bedroom Kissimmee villa, situated within the Cumbrian Lakes gated community, is conveniently located 24-40km from Walt Disney World and Universal Studios.
The 297 square metre property boasts a private heated pool and spa, a dedicated games area with Xbox, foosball, air hockey and a pool table, accommodating up to 13 guests and offering themed bedrooms (Marvel and Star Wars).
Near Disney~private Patio~family~bella Vida Resort - Kissimmee, FL
9.0 2 reviews
Kissimmee, FL
01/07 – 02/07
NZ$897/nightfor 1 night

Near Disney~private Patio~family~bella Vida Resort

3 2
house , Kissimmee
This family-friendly holiday home is located within the gated Bella Vida Resort community in Kissimmee, approximately 5 kilometres from Walt Disney World Resort and a short drive from Universal Studios and SeaWorld, with numerous shops and restaurants also nearby.
This 120 square metre villa accommodates up to six guests across three bedrooms, featuring a fully equipped kitchen, air conditioning, a private screened patio, and access to resort amenities including a heated community pool and fitness centre.

Best Kissimmee, FL holiday rentals with air conditioning

Laoxury 3bd Townhome Pool Front In Brilliant Kissimmee - Kissimmee, FL
9.8 8 reviews
Kissimmee, FL
17/07 – 19/07
NZ$411/nighttotal: NZ$822 (2 )

Laoxury 3bd Townhome Pool Front In Brilliant Kissimmee

3 1
apartment , Kissimmee
This three-bedroom townhome in Kissimmee offers convenient access to Walt Disney World Resort, including Epcot and Disney's Hollywood Studios, and is located under 1 kilometre from Old Town and Disney Springs.
This family-friendly accommodation sleeps six guests, featuring air conditioning, a kitchen with a fridge, microwave, and dishwasher, and direct access to a communal swimming pool.
Family Friendly Community - Kissimmee, FL
Kissimmee, FL
01/07 – 03/07
NZ$298/nighttotal: NZ$596 (2 )

Family Friendly Community

3 2
house , Kissimmee
This three-bedroom, two-bathroom holiday home in Kissimmee is located 10.8 kilometres from Disney Springs and offers convenient access to water sports and horse riding.
This spacious property accommodates up to six guests and features free WiFi, air conditioning, a swimming pool, a fitness centre, and an on-site water park.
Bright Beautifull 3 Bedroom Near Disney - Kissimmee, FL
9.5 31 reviews
Kissimmee, FL
22/06 – 06/07
NZ$252/nighttotal: NZ$3528 (14 )

Bright Beautifull 3 Bedroom Near Disney

1 4
house , Kissimmee
This three-bedroom, two-and-a-half-bathroom house is situated in the Lake Berkeley Resort in Kissimmee, Florida, a short drive (a few kilometres) from both Walt Disney World Resort and Universal Orlando Resort.
Sleeping eight guests, the property boasts a private swimming pool, Jacuzzi, and access to resort amenities including tennis courts, basketball courts, a fitness centre and multiple pools, all within a luxuriously appointed dwelling featuring smart TVs and high-thread-count bedding.
Villa ∙ 15 Bedrooms ∙ 30 Guests - Kissimmee, FL
Kissimmee, FL
29/06 – 05/07
NZ$2319/nighttotal: NZ$13914 (6 )

Villa ∙ 15 Bedrooms ∙ 30 Guests

15 25
house , Kissimmee
This large villa is located in the Veranda Palms gated community in Kissimmee, just a few minutes drive from the entrance to Walt Disney World and bordering the Shingle Creek Nature Reserve.
This spacious property offers accommodation for up to 30 guests across 15 themed bedrooms, featuring a private swimming pool and hot tub, a games room with a pool table and arcade machines, and access to communal resort amenities including a fitness centre and basketball court.
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