Best & Cheap Family Friendly Vacations in Kissimmee, FL

Compare family friendly vacation accommodation, From $27/night

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ACCOMMODATION TYPES

Best & Cheap Family Friendly Vacations in Kissimmee, FL: Top Deals

Spacious Home w/ Private Heated Pool, SPA and BBQ at Terra
Guest Suite · 10 Guests · 5 Bedrooms
Spacious Home w/ Private Heated Pool, SPA and BBQ at Terra
5.0 (1 review)
This Guest Suite is a spacious home located at Terra with a private heated pool, SPA and BBQ. It can accommodate up to 10 people and does not allow pets. Nearby popular restaurants include the Olive Garden Italian Restaurant, Longhorn Steakhouse and Red Lobster Seafood Restaurant. Other nearby activities include golfing at Celebration Golf Club, hiking on the Central Florida Greenway Trail and kayaking or canoeing in Lake Tohopekaliga.
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$619 /night*
Modern 5 Bed 4 Bath Townhome - Fully equipped home with pool, amenities & more
Guest Suite · 10 Guests · 5 Bedrooms
Modern 5 Bed 4 Bath Townhome - Fully equipped home with pool, amenities & more
This luxurious 5 Bedroom 4 Bathroom Townhome is the perfect place for a vacation getaway. It features a fully equipped home with pool, amenities and more. Located near popular attractions such as Disney World, Universal Studios, SeaWorld and Wet 'n Wild, you'll be able to explore all that Central Florida has to offer. Nearby restaurants include Texas Roadhouse, Red Lobster and Outback Steakhouse. You can also enjoy outdoor activities like golfing at Celebration Golf Club or hiking along Shingle Creek Regional Trail.
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$540 /night*
Lovely 4 bedroom townhouse near Disney!
Guest Suite · 2 Guests · 4 Bedrooms
Lovely 4 bedroom townhouse near Disney!
4.7 (17 reviews)
This lovely 4 bedroom townhouse near Disney is a great place to stay for 2 people, and offers plenty of nearby attractions and activities. Popular restaurants in the area include The Boathouse, Red Robin Gourmet Burgers & Brews, and Olive Garden. For outdoor activities, guests can explore Shingle Creek Regional Park or Lake Bryan Park. There are also multiple trails to take advantage of, such as the Cady Way Trail and the Little Econ Greenway Trail.
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$237 /night*
Relaxing Townhome, Lake view & minutes from Disney World!
Guest Suite · 6 Guests · 3 Bedrooms
Relaxing Townhome, Lake view & minutes from Disney World!
5.0 (1 review)
This Guest Suite is the perfect place for a family vacation near Disney World. Located in a serene lake view setting, it can sleep up to 6 people and offers a relaxing atmosphere. Nearby popular restaurants include The Boathouse, Columbia Harbour House, and Paddlefish; activities such as mini-golf, bowling, or shopping at Disney Springs are also available; and trails like the Cross Country Creek Nature Trail and Excalibur Nature Trail offer scenic outdoor experiences.
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$188 /night*
Spacious Villa with Private Pool - No Carpet - Disney Area
Villa
Spacious Villa with Private Pool - No Carpet - Disney Area
4.8 (4 reviews)
This Villa is a spacious and luxurious home located close to Disney World. It features a private pool, no carpeting, and does not allow pets. Popular nearby restaurants include Millers Ale House, Longhorn Steakhouse, and Bahama Breeze. Fun activities in the area include exploring attractions at Disney World, shopping at The Mall at Millenia, and enjoying entertainment at Universal Studios. Nature-lovers can take advantage of the nearby trails such as the West Orange Trail or Moss Park.
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$195 /night
Outstanding Home with BBQ, Heated Pool & Hot Tub.
Guest Suite · 8 Guests · 4 Bedrooms
Outstanding Home with BBQ, Heated Pool & Hot Tub.
5.0 (1 review)
This Guest Suite is an outstanding home located in Orlando, Florida that offers a BBQ, heated pool and hot tub to its guests. It can sleep up to 8 people and does not allow pets. Nearby popular restaurants include Big Fin Seafood Kitchen, The Melting Pot, and Bull & Bear. Popular activities around the area include Universal Studios Florida, Disney's Animal Kingdom, and SeaWorld Orlando. Additionally, there are also several trails nearby such as Lake Mary Jane Nature Trail, Cady Way Trail, and Lake Down Nature Trail.
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$545 /night*
Beautiful and Stylish Home close to Disney!! 3 bedrooms and 2 1/2 bathrooms
Guest Suite · 2 Guests · 3 Bedrooms
Beautiful and Stylish Home close to Disney!! 3 bedrooms and 2 1/2 bathrooms
5.0 (1 review)
This Guest Suite is a beautiful and stylish three bedroom home located close to Disney. It features two and a half bathrooms and can comfortably sleep up to two people, although pets are not allowed. Popular nearby restaurants include The Boathouse, Big Fin Seafood Kitchen, and Paddlefish. Other popular activities in the area include shopping at Disney Springs, taking a hot air balloon ride in Kissimmee, and going on nature hikes along Shingle Creek Regional Park Trail.
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$258 /night*
***Big Disney Family Home!*** Sleeps 12! Private Pool, Spa and Game Room!
Guest Suite · 12 Guests · 4 Bedrooms
***Big Disney Family Home!*** Sleeps 12! Private Pool, Spa and Game Room!
5.0 (2 reviews)
This Guest Suite is an ideal destination for a large family looking to stay close to the thrills and excitement of Disney World! Located just a short drive away, this suite boasts a private pool, spa, and game room, as well as space to sleep up to 12 people. Nearby attractions include Fun Spot America Orlando, Universal’s Islands of Adventure, Discovery Cove, and Gatorland. Popular restaurants nearby include The Rusty Spoon, Eddie V's Prime Seafood, and Hillstone Restaurant. There are also many hiking trails in the area such as Lake Hancock Outlet Trail, Shingle Creek Regional Park Trail, and Little Econ Greenway Trail.
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$464 /night*
An Oasis of 4 bedrooms 4 baths with private pool
Guest Suite · 6 Guests · 4 Bedrooms
An Oasis of 4 bedrooms 4 baths with private pool
This Guest Suite is an oasis of luxury and relaxation. Situated in the Orlando area, it offers 4 bedrooms and 4 bathrooms with a private pool that can sleep up to 6 people. Nearby popular restaurants include The Ravenous Pig, Cask & Larder, and Huey Magoo's Chicken Tenders. Popular activities include visiting Disney World, Universal Studios, SeaWorld, and Discovery Cove. Trails nearby include Lake Louisa State Park and Rock Springs Run State Reserve.
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$715 /night*
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Which Price Range Is Most Typical in Kissimmee, FL Area?
Vacation House & Villa Rental Price Information in Kissimmee, FL
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The graph shows the percentages of vacation homes in each price bucket. Kissimmee has the largest percentage (32.37%) of homes in $100 - $150 price range.
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How Many Accommodations Are Not Pets Friendly in Kissimmee, FL?
Pets Allowed vs Not Allowed in Kissimmee, FL
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7.63% of vacation homes in Kissimmee are pet friendly. Make sure you select the pet friendly home filter when you are going to bring your pet(s) for the upcoming vacation.
What are some family-friendly restaurants near Kissimmee, FL?
Family-Friendly Restaurants in Kissimmee, FL
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Kissimmee, FL has a variety of family-friendly restaurants to explore. From classic American eats to Mexican cuisine, there's something for everyone. Here are just a few of the many great places you can visit.

  • Black Angus Steakhouse: This classic steakhouse offers USDA choice steaks and other hearty dishes. The atmosphere is casual and the restaurant is known for its friendly staff.
  • Moe's Southwest Grill: Moe's Southwest Grill serves up traditional Mexican favorites like burritos and tacos. The atmosphere is lively and festive, with brightly colored walls and upbeat music.
  • The Cheesecake Factory: This chain restaurant specializes in all things cheesecake. But don't let that fool you; they also serve delicious salads, sandwiches, pastas, and more!
What are some family-friendly activities near Kissimmee, FL?
Family-Friendly Activities in Kissimmee, FL
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Kissimmee, FL is home to plenty of fun activities for families to enjoy. Whether you're looking for an educational experience or an exciting day out, here are some great ideas.

  • Gatorland: Gatorland is an amusement park where visitors can get up close and personal with Florida's iconic alligators. There are shows, exhibits, and even a zip line ride!
  • Old Town: Old Town is a shopping, dining, and entertainment complex that features rides, carnival games, and live music. It's a great place to spend a day with the family!
  • Shingle Creek Regional Park: Shingle Creek Regional Park is a great spot for outdoor activities like fishing, hiking, biking, and canoeing. Pack a picnic lunch and make a day out of it!
Best Tourist Attractions in Kissimmee, FL?
Top Rated Places to Visit in Kissimmee, FL
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What are the Airports in Kissimmee, FL?
Airports Options in Kissimmee, FL
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