
Family-friendly vacation rentals in Kissimmee
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Kissimmee
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Popular amenities for Kissimmee family-friendly rentals
Family-friendly home rentals with a pool

Hidden Treasure Very Comfy! Pool Home - Sleeps 6
Wonderful place to stay!! Neighborhood was quiet, house was just as pictured. Pool heat worked out very well for our stay. Property management team stopped by to make sure the trash made it to the road, had the pleasure of speaking with him for a while he seemed to take real pride in the property all the way around a great home for a wonderful price wouldn’t mind to stay again at all!!

Welcoming fully equipped villa in Davenport
We have rented Jane and Brian’s villa now for several years in a row and it is our home away from home! The villa is always clean and welcoming! Although the villa is self serving, it also comes with an abundance of items to start you off and keep you comfortable during your stay. The beds are comfortable, and there are plenty of seating options inside and out. The lanai and pool area is always clean and very spacious. The location is perfect in a quaint neighborhood with access to everything you can think of. Communications with the hosts are quick and pleasant! Once again we have no complaints and can’t wait to return next year. Thank you Jane and Brian for sharing your villa with us!

Majorca Paradise: Townhome Near Magic Disney
Beautiful location, felt safe, plenty of space and the kids enjoyed the pool

Veranda Palms Luxurious Home w/Pool & NEAR DISNEY
What a fantastic trip! Thank you so much for making our vacation stay easy and relaxed! We will def be back!

The Shire -Private Pool & Hot Tub, Close to parks!
Monica was very responsive when we had an issue with one of the bathrooms and got it promptly fixed! We have stayed at this house previously and love the location and amenities. We will be back!

Beautiful 4 bed home, south-facing pool,games room
This home was fabulous! We had college athletes in the area playing their sports for 8 days … this was the perfect getaway after long days in the sun! The home is very nice and well stocked. We will come back again next year!

Beautiful Home, 6Bdrm,5Bath, near Disney, Pool&Spa
Emma and Rene’s place was excellent! We have stayed in many Air BnB’s and this one was a fantastic, family friendly and all around excellent rental. The space was comfortable and there was plenty of room for everyone, it was very clean and the kids enjoyed the pool and the play area. We didn’t want to leave. The location was perfect to go to the Hideway Club and easy access to the Celebration area. We had a blast just hanging out at the property and we would highly recommend Emma and Rene’s place for your next stay. Photos were as advertised and the hosts were very responsive and accommodating. We will book this rental next time we return to the area. Thanks again for a great stay!

Elegant 4bdrs lakefront w/private pool
We enjoyed our stay at this property! The house matches the pictures and description. We paid to heat the pool and it was the perfect temperature. The beds were comfortable in all the rooms. We enjoyed using the clubhouse amenities such as pool and basketball court. The staff there were friendly too. I would recommend this house to others! Thanks for a great stay.
Family-friendly home rentals with a hot tub

The Orlando Oasis 1
This was our 3rd summer booking Robert’s place. Robert is the best host. His home is Beautiful and what’s great about him is that he puts back into the house. He doesn’t just sit back collecting money and leave the house the same. Every year there has been renovations done. Always clean and feels like home. Thanks Robert for everything. And we’re already looking forward to next summer.

Resort Living 4 Bed 3.5 Bath Townhome
Brandon’s place was perfect for our family. We particularly enjoyed the lanai. We spent quite a bit of time out there unless the neighbors were in the hot tub right next door. Brandon thought of everything we could possibly need for an enjoyable stay. It is rare to find so many things in an AirBnb from pots, pans, utensils, to hair dryers in each bathroom plus tv’s in all the rooms. The proximity to all the parks and restaurants for on this community is also a plus. The only slight negative is the closeness in proximity to the other units. If the people renting the next unit over are in their hot tub late, you will hear the full conversation.

Comfy Lake View Jacuzzi Terra Verde Resort
The house is very good, exactly as in the listing. The location is also good, there is a Walmart nearby and it is not far from Disney. Communication with the owner was good, always responding very quickly.

Private Jacuzzi-Heated ResortPool-BBQ-7 mls Disney
Tetyana's place made my stay in Orlando easy and fun, easy because checking in and out was simple and fun because there is so much to do on location. Wish I had more time to challenge my son at the pool table and ping pong table. Avoid the overpriced small hotel rooms and do yourself and your family a favor and stay at this wonderful place.

Disney 3 bed 2 bath pool hot tub RR
We thoroughly enjoyed your lovely home. It was perfect for our needs. Everything was very well-kept and clean. We especially enjoyed the hot tub after long days walking through the Disney and Universal parks! It saved our aching feet. We felt right at home immediately!

Condo Minutes from Disney - No Hidden Fees
The apartment is very comfortable, it has everything you need for a good stay with the family and is located in a quiet area with easy access to everything. It is close to Disney parks and close to all kinds of shops, supermarkets and restaurants. Gary is very diligent, offers clear instructions, and was on the lookout for us to have no issues on arrival.

Luxurious Private Retreat w/Spa & Saltwater Pool
Carrie was great! The house was beautiful and had more than what could even do with! We had a hiccup with the AC which led to a warm night after a hot day at Disney, however Carrie was so quick to resolve the issue and even allowed us to heat the pool for a night free of charge for the inconvenience. It was a lovely home that we will be staying in again our next visit to Disney! The neighborhood was easy to find and navigate. The perfect distance from the main interstates that had all food locations. The house was clean and comfortable! Carrie even made check out so seamless we had to confirm with her she didn’t want anything more for us to do! Would recommend staying here and would stay here again in a heart beat.

Fantastic 4B4B Townhouse 3-mi Diney
Mary’s place was perfect for a family of six. It was clean, lots of space, had access to a beautiful pool and only 10 minutes to Disney. We loved it!
Family-friendly home rentals with air conditioning

Beautiful Beach Style Condo minutes from Disney
We had an amazing stay at Francois’s condo! The value for the money was excellent, making it a perfect choice for our trip. Francois was a fantastic host, very responsive and welcoming throughout our stay. The area was wonderful, peaceful, and felt very safe. We especially loved the pool, which was clean and relaxing. The condo’s location was ideal, just a short drive from Disney, which made our visits so convenient. One of the highlights was the stunning artwork throughout the condo, adding a unique and beautiful touch to the space. We highly recommend this place and would love to stay again!

Six Bedrooms home next to Disney Parks
Great place to stay- we were in town visiting Disney- and took a few days to the beach. Conveniently located.

5 Stars Vacation Home with Private Pool/Jacuzzi
We booked this airbnb with 5 guests. The home has plenty of space, in a very welcoming and peaceful neighborhood. The house was spotless, and check in was a breeze. Tons to do around the house with a little games room in the garage, and a beautiful backyard with a pool, netted to keep the bugs away. Great communication with the host. Will definitely be coming back.

Nana & Pops Magical Villa ~ Disney ~ Heated Pool
Lori’s place is exactly as described and it was perfect for our long weekend for a family get together. Communication was prompt and everything from check-in to checkout was so easy. The house had everything we needed and was clean and well maintained. If we are back in the area, we will absolutely stay again!

4731 208 - 3 Bedroom Condo in Storey Lake Resort
So close to Disney, less than 10 miles away from all the parks! Super clean!

Private Pool Villa near Disney & Orlando sleeps 12
Sam was always responding to my questions and inquiries, was quick to respond, and very helpful. House was within minutes of Disney, nice pool, and plenty of grocery stores nearby, and other stores as well. The family had a great time and hope to be able to book again when we make another trip to Disney! Thanks Sam!

3830 Premier Trendy Place
We had a great stay. The rooms were spacious and the outside was quiet .

South facing home, gated, quiet & close to Disney
This place is everything it states to be. We were very comfortable and anything that we brought up was addressed within the same day. Mary was remarkable and her husband as well. We would not hesitate to book this place again and will be recommending it to family and friends. Clean, comfortable, close to all that you could want, including theme parks. It was simply amazing. Thank you Mary for a great vacation.
Quick stats about vacation rentals that are family-friendly in Kissimmee
Total rentals
6.1K properties
Total number of reviews
218K reviews
Pet-friendly rentals
1K properties allow pets
Rentals with a pool
5.8K properties have a pool
Rentals with dedicated workspaces
3.4K properties have a dedicated workspace
Wifi availability
6K properties include access to wifi
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- Universal Studios Florida
- Orange County Convention Center
- Universal's Volcano Bay
- Old Town Kissimmee
- Reunion Resort Golf Courses - Palmer & Watson
- Discovery Cove
- Disney's Animal Kingdom Theme Park
- Disney Springs
- SeaWorld Orlando
- Cocoa Beach Pier
- ESPN Wide World of Sports
- Universal Orlando Resort
- Reunion West
- Amway Center
- Kissimmee Lakefront Park
- ChampionsGate Golf Club
- Epcot
- Disney's Hollywood Studios
- Universal's Islands of Adventure
- Blue Spring State Park
- Magic Kingdom Park
- Aquatica
- ICON Park
- Island H2O Water Park
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