Vacation Rentals in Kissimmee, FL

15321 available vacation rental offers

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Kissimmee, FL vacation rentals
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15321 Vacation rentals and Airbnb in Kissimmee, FL

Best family friendly Kissimmee, FL vacation rentals

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

Sleeps 4-6. Near Theme Parks, Airports, Shops, Etc - Kissimmee, FL
9.8 62 reviews
Kissimmee, FL
15/07 – 31/08
₹12283/nighttotal: â‚¹5060596 (412 )

Sleeps 4-6. Near Theme Parks, Airports, Shops, Etc

3 3
apartment , Kissimmee
This three-bedroom, two-bathroom holiday home is located in the Mill Run neighbourhood of Kissimmee, Florida, approximately 24-32km from Walt Disney World Resort and Universal Orlando Resort, and 8km from Gatorland.
Sleeping up to six guests, the property boasts a boho-rustic interior, a 55" Smart TV with Roku, Wi-Fi, a Nest smart thermostat, a garden, parking for two vehicles, and is pet-friendly.
Royal Palm Bay 3 Bedroom Condo Resort Pool 10 Min Disney - Kissimmee, FL
Kissimmee, FL
10/07 – 24/07
₹38230/nighttotal: â‚¹535220 (14 )

Royal Palm Bay 3 Bedroom Condo Resort Pool 10 Min Disney

6 15
house , Kissimmee
This family-friendly condominium in Kissimmee is situated approximately 11.8 kilometres from Walt Disney World Resort, with Disney's Hollywood Studios and Disney's Wide World of Sports being about 7.3 miles (11.7 kilometres) away.
This property offers 123 square metres of living space, accommodating up to 15 guests across 3 bedrooms, and features a swimming pool, hot tub, balcony, and free Wi-Fi.
Cozy 3 Bd/ 2.5 Ba Sleeps 8! Fiesta Key (4728 Hh) - Kissimmee, FL
9.3 49 reviews
Kissimmee, FL
04/07 – 01/08
₹11617/nighttotal: â‚¹325276 (28 )

Cozy 3 Bd/ 2.5 Ba Sleeps 8! Fiesta Key (4728 Hh)

1 4
house , Kissimmee
This Fiesta Key property in Kissimmee offers a family-friendly holiday home, conveniently located approximately 19-26 km from Walt Disney World Resort, Universal Orlando Resort, and SeaWorld Orlando.
Sleeping up to eight guests in three bedrooms and two bathrooms, this self-catering villa boasts a private pool, fitness centre access, and a fully equipped kitchen including a dishwasher, plus free Wi-Fi and parking within a gated community.
3br. Modern Resort-style Townhouse Near Disney - Kissimmee, FL
9.7 15 reviews
Kissimmee, FL
15/07 – 27/08
₹11918/nighttotal: â‚¹512474 (43 )

3br. Modern Resort-style Townhouse Near Disney

1 4
house , Kissimmee
This centrally located townhouse in Kissimmee places you mere minutes from the entrance of Walt Disney World Resort, Universal Studios Florida, and SeaWorld Orlando, with local shops and restaurants also within a short walk.
This family-friendly accommodation offers three bedrooms, two bathrooms, and sleeps up to seven guests, featuring a fully equipped kitchen, air conditioning, a private swimming pool, a jacuzzi, and access to resort amenities including a fitness centre and sports courts.

Best Kissimmee, FL holiday rentals with parking

Luxe King Suite Bliss Getaway Condo Near Disney - Kissimmee, FL
9.2 36 reviews
Kissimmee, FL
21/08 – 24/08
₹11493/nighttotal: â‚¹34479 (3 )

Luxe King Suite Bliss Getaway Condo Near Disney

1 1
apartment , Kissimmee
This Kissimmee condo is conveniently located near Walt Disney World® Resort and Disney's Hollywood Studios®, offering easy access to major theme parks, golf courses (including Reunion Resort Golf Course and Mystic Dunes Golf Club), and shopping outlets such as Orlando Vineland Premium Outlets.
This 71 square metre (764 square foot) one-bedroom, one-bathroom apartment sleeps four guests and boasts a king-size bed, two 65-inch smart TVs, a fully equipped kitchen with a Keurig coffee maker, resort access including swimming pools and a fitness centre, plus a complimentary bottle of wine on arrival.
Storey Lake Home Close To Disney And Other Parks - Kissimmee, FL
9.8 113 reviews
Kissimmee, FL
07/11 – 17/11
₹21623/nighttotal: â‚¹216230 (10 )

Storey Lake Home Close To Disney And Other Parks

4 10
house , Kissimmee
This Storey Lake residence is situated approximately 13 kilometres from Gatorland and around 13 kilometres from Disney Springs and Disney's Wide World of Sports in Kissimmee, Florida.
This four-bedroom, three-bathroom property boasts a private pool, free Wi-Fi, private parking, and on-site amenities including a children's playground, snack bar, and bar, perfect for families visiting the area's theme parks.
Disney Getaway Villa With Private Pool Hot Tub. Book Now Vp140 - Kissimmee, FL
Kissimmee, FL
01/07 – 07/07
₹39859/nighttotal: â‚¹239154 (6 )

Disney Getaway Villa With Private Pool Hot Tub. Book Now Vp140

6 11
house , Kissimmee
This villa in Kissimmee offers proximity to Walt Disney World attractions, with Disney Springs situated 11.59 kilometres away and Disney's Hollywood Studios 12.71 kilometres away.
This spacious property accommodates up to 23 guests with 6 bedrooms and 4 bathrooms, featuring a private pool, hot tub, on-site water park, spa facilities, complimentary Wi-Fi, and on-site parking, alongside a fully equipped kitchen and convenient access to nearby cycling.
Last Minute Disney Private Pool Hot Tub Themed Bedrooms. Book Now Slr566 - Kissimmee, FL
Kissimmee, FL
10/07 – 24/07
₹45298/nighttotal: â‚¹634172 (14 )

Last Minute Disney Private Pool Hot Tub Themed Bedrooms. Book Now Slr566

6 15
house , Kissimmee
This villa in Kissimmee is situated approximately 11.9 kilometres from Disney Springs and within 13 kilometres of major Disney theme parks.
This accommodation offers a private pool, hot tub, on-site water park, spa facilities, themed bedrooms, a fully equipped kitchen with a washing machine, free Wi-Fi, and satellite TV, accommodating up to 20 guests.

Frequently asked questions about holiday rentals in Kissimmee, FL

  • What should a first-time visitor not miss in Kissimmee?

    You definitely want to check out the theme parks like Walt Disney World, Universal Orlando Resort and SeaWorld. And don't forget to visit the Kennedy Space Center Visitor Complex, it's a great way to learn about space exploration.
  • What are the best Airbnb and vacation rentals in Kissimmee, FL?

    Modern Luxury Villa In Storey Lake, 2bd/2ba Condo (Ground-level) Near Disney #71 and Amazing New Home In Storey Lake 10 Min To Disney are the most popular Airbnb and vacation rentals in Kissimmee, FL among travelers.

  • 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.

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

    The Reunion Resort area is popular, it's close to all the attractions and has lots of great amenities like golf courses and water parks. If you want to be closer to the action, try the Celebration area, which is a charming town with lots of shops and restaurants.
  • 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 top family-friendly attractions in Kissimmee?

    Of course, there's the theme parks, but also consider the Gatorland theme park, where you can see alligators and other reptiles. For something a bit different, try the Medieval Times dinner and tournament show, it's a fun night out for the whole family.
  • What are the best vacation 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.

  • When is the best time to book a vacation rental in Kissimmee?

    The best time to book is during the off-season, from April to May and September to November. Prices are lower and the crowds are smaller. If you're looking for a bargain, you can often find good deals on last-minute rentals.
  • 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 events or festivals should visitors check out in and around Kissimmee?

    Kissimmee hosts a number of events and festivals throughout the year, including the Osceola County Fair in March and the Kissimmee Air & Space Show in October. You can find more information on the Kissimmee Convention & Visitors Bureau website.
  • 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.

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

    You can take a walk or cycle around the Lakefront Park, it's a beautiful spot with a playground and picnic areas. You can also visit the Kissimmee Museum of History, which is free to enter on the first Saturday of the month.
  • What are the best restaurants with local dishes in Kissimmee?

    For a taste of Florida, try the seafood at The Boathouse Restaurant, it's on the shores of Lake Tohopekaliga. If you're looking for something a bit more casual, try the Cuban sandwiches at the Santiago's Cafe, they're delicious.
  • What are the best walking or cycling routes in Kissimmee?

    The East Tohopekaliga Trail is a paved path that runs along the lake, it's great for walking, cycling, and rollerblading. The Shingle Creek Trail is a bit more challenging, but it's a beautiful route through the wetlands.
  • Are there pet-friendly attractions in Kissimmee?

    Yes, there are a few! The Kissimmee Prairie Preserve State Park is a great place to take your dog for a walk, and you can even take them on a boat ride on the lake at the Lakefront Park.
  • What are the benefits of choosing a vacation rental in Kissimmee?

    Vacation rentals offer more space and privacy than a hotel room, and they are often more affordable, especially for larger groups. You can also find rentals with amenities like a private pool and a hot tub, which are not always available in hotels.
  • What are the top sports attractions and facilities in Kissimmee?

    The ESPN Wide World of Sports Complex is a major sports facility, hosting a variety of events throughout the year. You can also find golf courses, tennis courts, and other sports facilities throughout the area.

Destinations nearby

Best Kissimmee, FL holiday rentals with a balcony

Storey Lake Resort Condo W Patio5 Miles To Disney - Kissimmee, FL
10 1 review
Kissimmee, FL
27/06 – 04/07
₹21247/nighttotal: â‚¹148729 (7 )

Storey Lake Resort Condo W Patio5 Miles To Disney

2 3
apartment , Hunters Creek
This apartment in Hunters Creek, Kissimmee, is located approximately 8 kilometres from Walt Disney World and a 30-minute drive from Universal Studios.
This 110 square metre flat offers two bedrooms and two bathrooms, accommodating up to four guests with access to a water-park-style clubhouse, resort pool, jacuzzi, and complimentary resort amenities including mini golf and a fitness centre.
3br Home In Lake Berkley Minutes To Disney - Kissimmee, FL
8.8 6 reviews
Kissimmee, FL
03/07 – 05/07
₹23087/nighttotal: â‚¹46174 (2 )

3br Home In Lake Berkley Minutes To Disney

3 5
house , Kissimmee
This three-bedroom, three-bathroom Kissimmee holiday home is situated near nature trails, approximately 32 kilometres from Walt Disney World Resort and 12 kilometres from Gatorland.
The 105-square-metre property boasts a fully equipped kitchen, private balcony, air conditioning, free Wi-Fi, parking, and comfortably accommodates up to ten guests.
120 M² Apartment ∙ 3 Bedrooms ∙ 8 Guests - Kissimmee, FL
Kissimmee, FL
07/07 – 12/07
₹16667/nighttotal: â‚¹83335 (5 )

120 M² Apartment ∙ 3 Bedrooms ∙ 8 Guests

3 2
apartment , Kissimmee
This three-bedroom holiday home is situated within the Terra Verde Resort community in Kissimmee, Florida, approximately 24-32 km from Walt Disney World Resort and 40-48 km from Universal Orlando Resort.
The 119 square metre property boasts three bathrooms, sleeps eight guests, and offers access to resort amenities including a swimming pool, Jacuzzi, sauna, tennis court, and fitness centre, plus on-site parking.
New Listing! Crystal Cove Resort, 6mi To Disney & 11mi To Universal - 71 - Kissimmee, FL
8.9 68 reviews
Kissimmee, FL
28/08 – 05/09
₹23651/nighttotal: â‚¹189208 (8 )

New Listing! Crystal Cove Resort, 6mi To Disney & 11mi To Universal - 71

7 12
resort , Kissimmee
This spacious house is located in the Crystal Cove Resort community in Kissimmee, Florida, just a short drive from popular attractions like Gatorland and Disney's Wide World of Sports. It has consistently received excellent ratings for its location, cleanliness, and overall experience.
The property offers five bedrooms, a living room, a fully equipped kitchen, and four bathrooms, providing ample space for families or groups. Guests can enjoy a range of amenities, including a swimming pool, a Jacuzzi, a fitness centre, a tennis court, and a patio for outdoor relaxation.

Best Kissimmee, FL holiday rentals with air conditioning

3 Bedroom, 2 Bath Condo Close To Disney - Kissimmee, FL
9.5 23 reviews
Kissimmee, FL
02/07 – 05/07
₹25584/nighttotal: â‚¹76752 (3 )

3 Bedroom, 2 Bath Condo Close To Disney

3 7
apartment , Kissimmee
This three-bedroom Kissimmee apartment, situated approximately 14.5 kilometres from Walt Disney World Resort, offers easy access to major theme parks and other Kissimmee attractions.
The 111-square-metre property features two bathrooms, sleeps eight guests, includes a fully equipped kitchen with fridge, microwave, and dishwasher, and boasts excellent user ratings for location, cleanliness, and overall experience.
Marvelous Apartment Near Disney First Floor - Kissimmee, FL
9.7 305 reviews
Kissimmee, FL
10/10 – 17/10
₹12422/nighttotal: â‚¹86954 (7 )

Marvelous Apartment Near Disney First Floor

1 3
apartment , Kissimmee
This two-bedroom, two-bathroom apartment in Villa del Sol, Kissimmee, enjoys a first-floor location and is conveniently situated just 14.5 kilometres from Walt Disney World.
The self-catering property sleeps five guests, offering a fully equipped kitchen with granite countertops and a kitchen island, plus a private garden, swimming pool, jacuzzi, fitness centre, and smart TVs; nearby tennis courts provide additional leisure options.
Vilas Em Seven Dwarfs - 20 Minutes To Disney - Kissimmee, FL
9.7 81 reviews
Kissimmee, FL
26/07 – 30/07
₹17159/nighttotal: â‚¹68636 (4 )

Vilas Em Seven Dwarfs - 20 Minutes To Disney

1 8
apartment , Kissimmee
This Kissimmee condo, a short drive (approximately 20-30km) from both Walt Disney World Resort and Universal Orlando Resort, offers convenient access to Florida's major theme parks.
Sleeping up to 10 guests, this four-bedroom, three-bathroom property boasts a full kitchen with dishwasher, private terrace, resort access to multiple pools, a jacuzzi, fitness centre, and children's amenities including a water park and toys; free parking is available for two vehicles.
Very Nice Apartment 2/2, Close To Disney - Kissimmee, FL
9.0 67 reviews
Kissimmee, FL
10/10 – 17/10
₹10686/nighttotal: â‚¹74802 (7 )

Very Nice Apartment 2/2, Close To Disney

2 3
apartment , Kissimmee
This Kissimmee apartment, situated approximately 24 kilometres from Walt Disney World Resort and near various shopping centres and restaurants, offers convenient access to major attractions. This two-bedroom, two-bathroom property sleeps six guests and includes access to a resort with swimming pools, a children's play area, tennis court, and fitness centre, plus free on-site parking.
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