Compare Vacation Rentals & Airbnb in Kissimmee

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Kissimmee vacation rentals
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15321 Rentals and Airbnb in Kissimmee

Best family friendly Kissimmee vacation rentals

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

2611- Great Family Home Near Disney, Private Pool And Beautiful Views. - Kissimmee
9.6 84 reviews
Kissimmee
16/10 – 30/10
$279/nighttotal: $3906 (14 )

2611- Great Family Home Near Disney, Private Pool And Beautiful Views.

4 2
apartment , Kissimmee
This family-friendly vacation home is situated in Veranda Palms, Kissimmee, within a 3 km radius of popular attractions like Capone's Dinner Show, Kissimmee Go-Karts, and the 192 Flea Market. The property has received excellent ratings for its cleanliness, location, and overall user experience.
This 4-bedroom property can comfortably accommodate up to 12 guests, offering a spacious 189 square metre living space. The home features a private pool, a fully equipped kitchen, a fitness centre, and a spa, providing a range of amenities and activities for all ages.
Modern Unbeatable Experience Home - Kissimmee
Kissimmee
01/07 – 02/07
$406/nightfor 1 night

Modern Unbeatable Experience Home

2 2
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.
4bd/3b,executive Villa With Spa,must See,10 Min From Disney - Kissimmee
8.8 144 reviews
Kissimmee
03/10 – 17/10
$234/nighttotal: $3276 (14 )

4bd/3b,executive Villa With Spa,must See,10 Min From Disney

4 2
house , Kissimmee
This Kissimmee villa enjoys a waterfront location, within 5km of Green Meadows Petting Farm, Give Kids the World Village, and Shingle Creek Regional Park, and 10km from Old Town and Kissimmee Go-Karts.
The 177 square metre property boasts four bedrooms, three bathrooms, sleeps eight guests, and includes a private pool, Jacuzzi, and spa, alongside free Wi-Fi.
25 Minutes To Disney World! Family-sized Townhouse - Kissimmee
9.6 126 reviews
Kissimmee
22/07 – 22/08
$170/nighttotal: $5270 (31 )

25 Minutes To Disney World! Family-sized Townhouse

4 3
apartment , Kissimmee
This four-bedroom Kissimmee holiday home is located in the Venetian Bay Villages community, less than 1.6km from Shingle Creek Regional Park and within 4.8km of Give Kids the World Village and Kissimmee Go-Karts.
The 137 square metre property boasts a private pool, Jacuzzi, and tennis court, accommodating up to eight guests and offering free Wi-Fi, a fully equipped kitchen, and access to on-site amenities including a fitness centre and games room.

Best Kissimmee vacation rentals with parking

Paradise Dream Home Near All Attractions - Kissimmee
10 7 reviews
Kissimmee
17/07 – 19/07
$367/nighttotal: $734 (2 )

Paradise Dream Home Near All Attractions

3 3
apartment , Kissimmee
This three-bedroom townhouse is located in Kissimmee, just a short drive from Walt Disney World® Resort and Disney's Hollywood Studios®, making it a great choice for families and groups visiting the area. It has consistently received excellent ratings from previous guests.
The property can accommodate up to 10 guests, offering plenty of space for everyone to relax. It includes a fully equipped kitchen, a private pool, a spa, and a garden, perfect for enjoying the Florida sunshine and making the most of your holiday.
Upgrade All, 24 Hrs Gated Guard Community, Lakeview, Spa, Bbq, Near Parks - Kissimmee
9.4 85 reviews
Kissimmee
26/07 – 30/07
$327/nighttotal: $1308 (4 )

Upgrade All, 24 Hrs Gated Guard Community, Lakeview, Spa, Bbq, Near Parks

3 8
apartment , Kissimmee
This waterfront holiday home is located in Kissimmee, just under 5km from Medieval Times, Give Kids the World Village, and Kissimmee Go-Karts, offering a peaceful escape from the city's hustle and bustle. The property has consistently received excellent user ratings, highlighting its appeal to travellers.
This 3-bedroom, 3-bathroom villa spans 119 square metres and comfortably accommodates up to 8 guests. The home features a range of amenities, including a private pool, jacuzzi, sauna, fitness centre, tennis court, and a fully equipped kitchen, ensuring a comfortable and enjoyable stay.
Family Stay Near Disney - Kissimmee
9.0 2 reviews
Kissimmee
01/07 – 02/07
$374/nightfor 1 night

Family Stay Near Disney

2 2
apartment , Kissimmee
This two-bedroom, two-bathroom Kissimmee apartment, sleeping up to 15 guests, is conveniently located approximately 11-13km from Disney Springs, Gatorland, and Disney's Wide World of Sports.
The self-catering property boasts a fully equipped kitchen, private balcony, swimming pool, Jacuzzi, free Wi-Fi, parking, and in-unit laundry facilities, ensuring a comfortable stay near major theme parks.
Charming 4-bedroom House With Pool,wifi, Ac In Kissimmee Near Disney - Kissimmee
10 32 reviews
Kissimmee
27/06 – 04/07
$425/nighttotal: $2975 (7 )

Charming 4-bedroom House With Pool,wifi, Ac In Kissimmee Near Disney

4 12
apartment , Kissimmee
This Cumbrian Lakes holiday home in Kissimmee is conveniently located 2.1km from Green Meadows Petting Farm and 4.2km from Give Kids the World Village, with Old Town and Medieval Times within 9.7km.
This four-bedroom, three-bathroom property sleeps twelve guests and boasts a private pool, hot tub, barbecue, free Wi-Fi, a fully equipped kitchen, and a smart TV; laundry facilities are also provided.

Frequently Asked Questions about vacation rentals in Kissimmee

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

    You've got to check out the theme parks, obviously! Walt Disney World Resort is a classic, and Universal Orlando Resort is great for older kids. For something a bit different, head to the Aquatica Orlando water park.
  • What are the best Airbnb and vacation rentals in Kissimmee?

    Modern Luxury Villa In Storey Lake, 2bd/2ba Condo Close To Disney At Storey Lake #96 and Locationnew 4/3 W/pool 10min To Disney-orlando are the most popular Airbnb and vacation rentals in Kissimmee 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.

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

    The best time to book is probably in the off-season, from September to November, or January to February. You'll get better deals and avoid the crowds. But remember, school holidays will always be busy.
  • What are the most popular Airbnbs in Kissimmee?

  • 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?

    You can always visit the Kissimmee Lakefront Park for a picnic or a walk around the lake. Or, if you're feeling adventurous, try the Boggy Creek Airboat Rides for a fun day out.
  • What are the best vacation rentals with a pool in Kissimmee?

  • 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?

    There's a great place called The Dixie Crossroads, known for their seafood. For something a bit more casual, try The Boathouse for their fresh fish and views of the lake. And you can't go wrong with The Old Town Restaurant, a local favourite.
  • What are the best rentals for families and kids in Kissimmee?

  • 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?

    The Shingle Creek Trail is a great option for a leisurely walk or bike ride. It's a paved trail that runs along the creek, and it's a great place to spot wildlife. The East Tohopekaliga Trail is another good choice, offering scenic views of the lake.
  • What are the best rentals or Airbnbs with a jacuzzi in Kissimmee?

  • 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?

    Yes, there are! The Kissimmee Lakefront Park is pet-friendly, and you can often see people walking their dogs around the lake. The Celebration Town Center is also a good option, with plenty of shops and restaurants that welcome furry friends.
  • What are the benefits of choosing a vacation rental in Kissimmee?

    Vacation rentals offer more space and privacy than a hotel, and they often come with amenities like a kitchen and laundry facilities. They're also a great option for families or groups of friends travelling together.
  • What are the top sports attractions and facilities in Kissimmee?

    For sports fans, there's the Silver Spurs Arena, which hosts rodeo events and concerts. You can also find golf courses like the Kissimmee Bay Country Club and the Celebration Golf Club.

Destinations nearby

Best Kissimmee vacation rentals with a balcony

4321 Qs - Magical Haven Townhome W Pool - Kissimmee
9.0 63 reviews
Kissimmee
25/12 – 07/01
$610/nighttotal: $7930 (13 )

4321 Qs - Magical Haven Townhome W Pool

4 7
house , Kissimmee
This Kissimmee townhome enjoys a convenient location, approximately 13-14km from Gatorland, Disney Springs, and various Disney parks.
The property offers a private pool, fully equipped kitchen, free Wi-Fi, laundry facilities, air conditioning, and a terrace, alongside access to a spa, fitness centre, and tennis court; perfect for families seeking a relaxing Florida holiday.
Just 8 Miles From Disney - Vacay Townhome 1123 - Kissimmee
9.3 13 reviews
Kissimmee
23/07 – 30/07
$242/nighttotal: $1694 (7 )

Just 8 Miles From Disney - Vacay Townhome 1123

3 6
house , Kissimmee
This Kissimmee townhouse, situated approximately 13 kilometres from Walt Disney World and 14 kilometres from Disney's Hollywood Studios, offers easy access to major theme parks.
The 129-square-metre property boasts three bedrooms, two bathrooms, sleeps eleven guests, and includes a private pool, fitness centre, free Wi-Fi, and parking; a washing machine is also available.
Storey Lake Resort 7 Bedroom Home With Game Room+pool - Kissimmee
9.4 28 reviews
Kissimmee
23/07 – 26/07
$936/nighttotal: $2808 (3 )

Storey Lake Resort 7 Bedroom Home With Game Room+pool

7 13
resort , Kissimmee
Storey Lake Resort 737 is a family-friendly vacation home located in Kissimmee, within 5km of attractions like Capone's Dinner Show and the 192 Flea Market, and a short drive from Medieval Times. The resort has received very good ratings for location, cleanliness, and overall user experience.
This spacious property features four bathrooms and a private pool. Guests can enjoy a range of amenities including a fully equipped kitchen, a fitness centre, a spa, and a garden with a terrace.
Disney Getaway W/ Splash Pool + Kids Theme Rooms - Kissimmee
9.8 149 reviews
Kissimmee
26/07 – 30/07
$449/nighttotal: $1796 (4 )

Disney Getaway W/ Splash Pool + Kids Theme Rooms

4 8
apartment , Kissimmee
This Kissimmee holiday home boasts a superb location, less than 2.4km from Shingle Creek Regional Park and the 192 Flea Market, and under 1.6km from Give Kids the World Village and Medieval Times.
The 163 square metre property sleeps up to 12 guests in four bedrooms, offering a private pool, fully equipped kitchen, free Wi-Fi, and access to on-site amenities including a fitness centre and spa.

Best Kissimmee vacation rentals with air conditioning

3br 3bath Townhome Bbq Pool 15min Disney 1291ft - Kissimmee
8.8 51 reviews
Kissimmee
03/10 – 17/10
$203/nighttotal: $2842 (14 )

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

1 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.
Cozy 2 Pool Townhome By Disney - Kissimmee
8.9 16 reviews
Kissimmee
03/07 – 05/07
$271/nighttotal: $542 (2 )

Cozy 2 Pool Townhome By Disney

1 5
house , Kissimmee
This three-bedroom, two-bathroom townhome is centrally located in Kissimmee, Florida, offering convenient proximity to Walt Disney World, approximately 10-15 km away.
Sleeping up to seven guests, this self-catering property boasts a kitchen, air conditioning, parking, and internet access; enjoy a family-friendly stay near various Kissimmee attractions.
Newly Renovated - Family Friendly - Backs Onto Pond - Wifi - Close To Disney - Kissimmee
9.0 53 reviews
Kissimmee
10/08 – 24/08
$206/nighttotal: $2884 (14 )

Newly Renovated - Family Friendly - Backs Onto Pond - Wifi - Close To Disney

3 2
apartment , Kissimmee
This three-bedroom townhouse in the Terra Verde Resort community, Kissimmee, is situated approximately 16km from Walt Disney World and 40km from Orlando International Airport, conveniently close to US192's restaurants and shops.
The 121 square metre property boasts a private hot tub, access to resort amenities including a heated pool and spa, and sleeps up to six guests in comfort, featuring three Smart TVs and a fully equipped kitchen.
"Carri-vision Suite In Orlando/kissimmee's, Disney World - Kissimmee
Kissimmee
01/07 – 02/07
$327/nightfor 1 night

"Carri-vision Suite In Orlando/kissimmee's, Disney World

1 2
apartment , Kissimmee
This Carri-Vision Suite is a one-bedroom apartment located in Kissimmee's The Loop district, offering easy access to Orlando International Airport (within 8-48km), Walt Disney World Resort, Universal Orlando Resort, and SeaWorld (within 8-48km).
The self-catering apartment sleeps three, features a fully equipped kitchen with modern appliances, in-unit laundry, free Wi-Fi, and a swimming pool, all within close proximity to shops, restaurants and EV charging points.
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