Family-friendly holiday 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 hot tub

Superhost
Flat in Orlando
4.75 out of 5 average rating, 590 reviews

Luxury condo in Orlando 1 br/1 ba

RabindraRating, 5 stars3 weeks ago
good place to stay, close to all attractions and MCO airport.
Superhost
Townhouse in Kissimmee
4.7 out of 5 average rating, 166 reviews

Cozy Townhouse in Kissimmee, near Orlando!

LakmalRating, 5 stars2 months ago
We stayed for 7 days at this lovely townhouse and had a fantastic time. The location was ideal—just a short drive from Disney and other major attractions. The neighborhood felt safe and quiet, which was great for relaxing after busy days out. The townhouse was clean, spacious, and well-equipped. The kitchen had everything we needed to cook meals, and having a washer and dryer was super convenient. The Wi-Fi worked well, and the air conditioning kept the whole place cool and comfortable. The kids especially loved the community pool.
Superhost
Home in Kissimmee
4.82 out of 5 average rating, 200 reviews

Villa near Disney 4Bd Luxury Villa Private pool

WendyRating, 5 stars2 months ago
We had the happiest of stays in this villa. The Villa was even better than the photos we had seen and we had such an enjoyable time. Very close to the parks and good restaurants. Bedrooms were clean and comfortable and well organised. Great washing machine and tumble dryer and pool table! Everything you could possibly need for a long stay in Kissimmee. The pool was clean and so lovely to come home too. Jeanine is an excellent host so we would highly recommend and hope to come back!!
Top guest favourite
Apartment in Kissimmee
4.82 out of 5 average rating, 135 reviews

Stunning view, near Disney.

ShannaRating, 5 stars2 weeks ago
This was a great place to stay. Guylaine was VERY accommodating after our prognosis stay canceled on us. He airbnb turned out to be closer to where we were working so it worked out perfectly.
Guest favourite
Apartment in Kissimmee
4.82 out of 5 average rating, 289 reviews

Beautiful 2/2 Gem, 2 mi to Disney with Water Park!

SharondaRating, 5 stars1 week ago
Great!!! Vacation home had all the amenities a woman like me love. Plenty of everything from dishes to sheets very clean and comfortable. To say the least just right in the day far as neighborhood activities and quite peaceful and serene at night. Everything imaginable is located right around the corner a big bonus . It Felt like home away from home. Mrs.Mary place was sunshine after the rain Thanks for saving my vacation I will be recommending you to another who wants a fabulous place to stay while on vacation
Top guest favourite
Apartment in Kissimmee
4.96 out of 5 average rating, 222 reviews

Family Resort by Disney, Roomy 2BR+Loft & 5 Pools!

JamesRating, 5 stars1 week ago
Nice place, 15 min drive to the Disney parks as well as Gatorland. Walmart, Publix, and a number of restaurants are 5 minutes away. We had Dominican food for the first time at Picalonga Mix, highly recommend. Clean and well maintained. AC and fans keep the place cool. Plenty of space for a large group. Always quick and friendly communication with Patsy the host. We didn't visit the pools across the street, but the pool on site was nice and the grounds are well maintained. I wouldn't hesitate to book again.
Guest favourite
Townhouse in Kissimmee
4.87 out of 5 average rating, 289 reviews

Meet Mickey! Steps from fun and Water Slides!

BereniceRating, 5 stars5 days ago
Apartment felt right as home. Great place to spent vacation. Host was always in touch for everything we need. I recommed it to everyone.
Guest favourite
Townhouse in Kissimmee
4.95 out of 5 average rating, 292 reviews

Disney/Universal Home Away from Home!

JenniferRating, 5 stars2 weeks ago
Went to Florida to celebrate my niece’s graduation. They live in Celebration, so we were 7 minutes away from them. It was a perfect location for us. The pool/slides were a lot of fun. They also had table tennis and games by the pool. We would definitely stay again when we visit my family.

Family- and pet-friendly home rentals

Guest favourite
Townhouse in Kissimmee
4.87 out of 5 average rating, 136 reviews

Disney Vacation 8 miles to Disney World

Marcus Rating, 5 stars1 week ago
Great place enjoyable visit
Superhost
Home in Kissimmee
4.9 out of 5 average rating, 162 reviews

Luxury Disney Vacation Home on Reunion Golf Resort

LaurenRating, 5 stars3 weeks ago
Jason’s home was beautiful and very comfortable. Great location as I always love to stay in the reunion as it is gated. The host was always quick to respond with any questions that arose. Would definitely recommend.
Top guest favourite
Home in Kissimmee
4.83 out of 5 average rating, 109 reviews

5 Stars Vacation Home with Private Pool/Jacuzzi

JasonRating, 5 stars2 months 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 favourite
Home in Kissimmee
4.89 out of 5 average rating, 130 reviews

Remy's Refuge: Stylish 4BR - 10 min to Disney!

MarthaRating, 5 stars1 month ago
We really enjoyed our stay! The house had plenty of room for all of us. The view was amazing outback. It was peaceful and quiet. Amanda and Trevor were very quick to answer any questions.
Guest favourite
Townhouse in Davenport
4.79 out of 5 average rating, 217 reviews

Family Home near Orlando amusement parks!

CynthiaRating, 5 stars10 months ago
Alison’s place was great! It was very clean and very comfortable. She accommodated early check in which was very helpful after our long travel. Very few cons that were simple work arounds, is we wish there were more towels and pool towels. We also would’ve liked extra blankets. Overall, it was a great place and we would book again.
Guest favourite
Villa in Kissimmee
4.9 out of 5 average rating, 212 reviews

Mad Men Magic Kingdom House*FAB POOL*OutdoorMOVIE

ShakeriaRating, 5 stars1 week ago
My Daughter Spent Her 8th Birthday In Disney But The House Was The Icing On The Cake✨ My Family Enjoyed The Pool & The Heated Hot Tub, She Provided The Necessary Necessities & Overall The Place Was Beautiful, I Love The Master Shower That’s My Favorite Part Of The House, The House Is Spacious With Tons Of Restaurants & Stores Just A Few Miles Aways, Disney Was Super Close & Overall We Enjoyed Our Stay Here At Mad Men Magic Kingdom House. There Was A Misunderstanding With A Neighbor & When I Reached Out To Rebecca She Responded In A Timely Manner & I Appreciate That! I Would Definitely Recommend Mad Men Magic Kingdom House To Everyone I Know🤍 Thank You For This Experience
Guest favourite
Home in Davenport
4.83 out of 5 average rating, 103 reviews

Highgate Palace-near Disney World. 20min Drive

AleishaRating, 5 stars1 month ago
Aaron is an amazing host that truly cares about what is happening with his guests. We had a little trouble with our travel and Aaron went above and beyond to accommodate us when things went out of our control. The home is very nice and exactly as described. It was clean and looked well kept. The beds are extremely comfortable and the home is spacious. I will definitely book with Aaron again if I am back in Orlando!
Guest favourite
Home in Kissimmee
4.89 out of 5 average rating, 188 reviews

Modern home with heated pool 15 min. to Disney

KiarinnaRating, 5 stars1 month ago
The house was great and perfect to accommodate a big family. Everything was clean and ready when we arrived.

Family-friendly home rentals with a pool

Superhost
Home in Kissimmee
4.66 out of 5 average rating, 53 reviews

Free Water Park & Luxury Living!

Donna LorainneRating, 5 stars2 months ago
Stay was wonderful, close to Disney, and close to airport. Beautiful place to come home to after long hot day at Disney. Pool was great to relax in and home was big enough for 2 families with one child each and grandparents. Quiet bedrooms and fun games room which was a nice touch. Kitchen had all amenities you needed. Private location.
Top guest favourite
Bungalow in Clermont
4.93 out of 5 average rating, 73 reviews

The Groves Florida Villa near Disney World

RichardRating, 5 stars1 week ago
Absolutely fantastic stay very clean and spoil was amazing after parks all day , central to everything what ever you want to do will recommend to all my friends and family who go to Disney every few years
Guest favourite
Home in Davenport
4.95 out of 5 average rating, 99 reviews

Luxury Champions Gate Villa

AliciaRating, 5 stars4 days ago
This place was absolutely amazing. Plenty of room for our group of 6. Beautiful outdoor area. Pool and spa were clean. Steve was always responsive to any messages sent. Would definitely stay again.
Top guest favourite
Home in Kissimmee
4.98 out of 5 average rating, 88 reviews

Pool Resorthome w/PrivateTheater/Race Car Arcades!

StevenRating, 5 stars2 weeks ago
Stayed here for Memorial Day weekend to celebrate my birthday. Home is as described in the pictures. Communication with the owners was quick and thorough. Check in was quick and easy. The house is clean and well maintained in a nice gated community. You are centrally located with no shortage of stores & restaurants in the immediate area. Interior is in good condition and plenty of space. The kids had a blast in the Arcade Room and it kept them busy and occupied for hours and hours. Doesn't take much to make me happy, that being said, having a pool, a spa tub and a a covered lanai, is all I need. Cookware needs replacing & upgrading BUT I attribute this to simple wear and tear and owners can't fix problems which they may not know about. Overall, everything that I needed for my stay was flawless and accommodating. Hats of to this owner for providing 5 star service and not asking for it.
Guest favourite
Home in Kissimmee
4.82 out of 5 average rating, 73 reviews

Spacious 6BR Villa w/ Pool, Game Room & View

JamieRating, 5 stars2 months ago
We truly enjoyed our stay at Victor’s place and would definitely stay here again. Victor was a great communicator and responded quickly to a couple minor issues and questions we had. We have stayed at Paradise Palms many times and love the community and amenities. Victor’s home is a very easy walk to the resort amenities and it was nice to be on the pond, we paid extra for pool heat and it was well worth it. We spent a lot of time on the back patio. Thanks again for a great stay!
Guest favourite
Home in Kissimmee
4.92 out of 5 average rating, 60 reviews

Luxury 4 Bedroom Home - Resort Access! Disney!

WayneRating, 5 stars1 month ago
A beautiful home on the unrivalled Reunion private resort and a great base to explore the parks from.
Top guest favourite
Flat in Kissimmee
4.93 out of 5 average rating, 366 reviews

Great Full Apartment. Just 5' from Disney Orlando

Mallory & JuniorRating, 5 stars5 days ago
This place was clean, surprisingly spacious and perfect for our family of 5. Really close to the parks, and the community of legacy dunes was really nice. Getting in and out of the gate was a breeze. We would totally stay here again.
Superhost
Townhouse in Kissimmee
4.77 out of 5 average rating, 313 reviews

Disney on a Budget Townhome

ArjenRating, 5 stars1 month ago
Very nice house to stay and close to all amusement parks. I can really recommend this house especially with kids as a pool is also present.

Quick stats about holiday rentals that are family-friendly in Kissimmee

  • Total rentals

    6.1K properties

  • Total number of reviews

    2.2L 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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