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Family-friendly vacation rentals in Kissimmee

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Kissimmee family-friendly rentals

Family-friendly home rentals with a pool

Top guest favorite
Home in Kissimmee
4.92 out of 5 average rating, 105 reviews

Hidden Treasure Very Comfy! Pool Home - Sleeps 6

MarcusRating, 5 stars3 months ago
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!!
Superhost
Home in Davenport
4.8 out of 5 average rating, 153 reviews

Welcoming fully equipped villa in Davenport

AngelaRating, 5 stars2 weeks ago
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!
Superhost
Townhouse in Kissimmee
4.84 out of 5 average rating, 110 reviews

Majorca Paradise: Townhome Near Magic Disney

Justin KyleRating, 5 stars1 month ago
Beautiful location, felt safe, plenty of space and the kids enjoyed the pool
Superhost
Villa in Kissimmee
4.81 out of 5 average rating, 229 reviews

Veranda Palms Luxurious Home w/Pool & NEAR DISNEY

DerrickRating, 5 stars3 weeks ago
What a fantastic trip! Thank you so much for making our vacation stay easy and relaxed! We will def be back!
Top guest favorite
Home in Davenport
4.91 out of 5 average rating, 126 reviews

The Shire -Private Pool & Hot Tub, Close to parks!

DanaRating, 5 stars2 weeks ago
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!
Superhost
Home in Davenport
4.79 out of 5 average rating, 139 reviews

Beautiful 4 bed home, south-facing pool,games room

LisaRating, 5 stars1 month ago
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!
Superhost
Home in Kissimmee
4.96 out of 5 average rating, 106 reviews

Beautiful Home, 6Bdrm,5Bath, near Disney, Pool&Spa

JohnRating, 5 stars4 months ago
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!
Superhost
Townhouse in Kissimmee
4.87 out of 5 average rating, 174 reviews

Elegant 4bdrs lakefront w/private pool

TaraRating, 5 stars2 weeks ago
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

Guest favorite
Home in Davenport
4.88 out of 5 average rating, 16 reviews

The Orlando Oasis 1

ReynaldoRating, 5 stars9 months ago
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.
Guest favorite
Townhouse in Kissimmee
4.83 out of 5 average rating, 303 reviews

Resort Living 4 Bed 3.5 Bath Townhome

MarkRating, 5 stars3 weeks ago
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.
Superhost
Townhouse in Kissimmee
4.8 out of 5 average rating, 127 reviews

Comfy Lake View Jacuzzi Terra Verde Resort

AndréRating, 5 stars2 weeks ago
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.
Top guest favorite
Home in Kissimmee
4.89 out of 5 average rating, 198 reviews

Private Jacuzzi-Heated ResortPool-BBQ-7 mls Disney

AngelRating, 5 stars2 weeks ago
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.
Superhost
Home in Kissimmee
4.67 out of 5 average rating, 57 reviews

Disney 3 bed 2 bath pool hot tub RR

DavidRating, 5 stars26 months ago
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!
Superhost
Condo in Kissimmee
4.78 out of 5 average rating, 94 reviews

Condo Minutes from Disney - No Hidden Fees

Jesus H.Rating, 5 stars15 months ago
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.
Superhost
Home in Kissimmee
4.89 out of 5 average rating, 175 reviews

Luxurious Private Retreat w/Spa & Saltwater Pool

Ashleigh JaneRating, 5 stars2 weeks ago
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.
Superhost
Condo in Kissimmee
4.73 out of 5 average rating, 88 reviews

Fantastic 4B4B Townhouse 3-mi Diney

MelindaRating, 5 stars24 months ago
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

Guest favorite
Condo in Kissimmee
4.91 out of 5 average rating, 299 reviews

Beautiful Beach Style Condo minutes from Disney

MelissaRating, 5 stars4 days ago
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!
Superhost
Home in Kissimmee
4.73 out of 5 average rating, 142 reviews

Six Bedrooms home next to Disney Parks

CaseyRating, 5 stars3 weeks ago
Great place to stay- we were in town visiting Disney- and took a few days to the beach. Conveniently located.
Top guest favorite
Home in Kissimmee
4.83 out of 5 average rating, 108 reviews

5 Stars Vacation Home with Private Pool/Jacuzzi

JasonRating, 5 stars1 week ago
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.
Top guest favorite
Home in Kissimmee
4.91 out of 5 average rating, 212 reviews

Nana & Pops Magical Villa ~ Disney ~ Heated Pool

SonjaRating, 5 stars3 weeks ago
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!
Guest favorite
Condo in Kissimmee
4.86 out of 5 average rating, 71 reviews

4731 208 - 3 Bedroom Condo in Storey Lake Resort

AshleyRating, 5 stars1 month ago
So close to Disney, less than 10 miles away from all the parks! Super clean!
Superhost
Home in Kissimmee
4.8 out of 5 average rating, 519 reviews

Private Pool Villa near Disney & Orlando sleeps 12

JordanRating, 5 stars2 weeks ago
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!
Superhost
Home in Kissimmee
4.8 out of 5 average rating, 5 reviews

3830 Premier Trendy Place

TabithaRating, 5 stars1 month ago
We had a great stay. The rooms were spacious and the outside was quiet .
Guest favorite
Home in Davenport
4.94 out of 5 average rating, 53 reviews

South facing home, gated, quiet & close to Disney

LucieRating, 5 stars3 months ago
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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