Family-friendly vacation rentals in Osceola County
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Osceola County
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Osceola County family-friendly rentals
Family-friendly home rentals with a hot tub
Condo in Kissimmee
4.92 out of 5 average rating, 204 reviewsResort Villa near Disney* 2BR+Loft* 5 pools! Fun!
I chose this place because I liked the fact that I could use the pastel-toned accommodation and the pool. The accommodation was the same as the photos, and I was happy with my time in Florida thanks to the beautiful scenery, convenient location, and direct contact Patsy. The first Milton hurricane preparedness was more attentive than anyone else, and at Patsy's request, a neighbor came to our place to check how our family was doing. Thank you again for your hard work while you were busy. Also, due to the flight cancellation, we had to tie up more in Florida, but Patsy did his best to help our family. even though I only communicated with the test message, I could feel Patsy's kindness and warmth. I came to Korea and was busy again, but I can think of a relaxing time in Orlando. Thank you so much. I pray that all the days of Patsy are happy. Take care!
Townhouse in Kissimmee
4.8 out of 5 average rating, 136 reviewsOrlando, Kissimmee, Terra Verde! Perfect stay!
Great location . Beautiful and cozy home. The host was very helpful with answering all questions and concerns. Would highly recommend.
Townhouse in Kissimmee
4.92 out of 5 average rating, 125 reviewsAmazing Location in Regal Oaks close to Disney
best airbnb i’ve stayed in !! extremely clean and well-equipped home. neighborhood was very quiet and peaceful, but pretty close to many orlando attractions. overall, fantastic stay and would most definitely come back ! :)
Home in Kissimmee
4.89 out of 5 average rating, 192 reviewsPrivate Jacuzzi-Heated ResortPool-BBQ-7 mls Disney
Nice place that accommodated pets. Very private resort, very close to the major attractions. All 3 bedrooms are upstairs.
Home in Kissimmee
4.98 out of 5 average rating, 145 reviews5 acres of Nature - Private Retreat
This was my second time staying at the Private Retreat! I loved my first stay so much I decided to come back for my second! This house is on-grid, off the grid style of location. The beautiful natural surroundings make you forget that you are still in the heart of Orlando and close to everything. The grounds keeper, Mark, is also fantastic. He helped ensure that we had everything that was needed for a smooth vacational stay. I recommend this place 10,000%. Kitchen fully stocked Comfy Beds and linens Water Filtration System Jacuzzi Bath Natural Quiet Surroundings PRIVACY Gated Property Affordable Price Close to all things entertainment What else is needed ? :) :)
Condo in Kissimmee
4.79 out of 5 average rating, 199 reviewsCondo near Disney Orlando 3 Bdr
In love with this place ,we definitely come back again ! It’s a beautiful place to stay with family or friends and very clean with a lot of stuff to make you feel in home
Home in Kissimmee
4.89 out of 5 average rating, 166 reviewsLuxurious Private Retreat w/Spa & Saltwater Pool
My family and I had a great time. We loved how peaceful it was.
Home in Kissimmee
4.79 out of 5 average rating, 119 reviewsStunning Lake View w/Pool -Disney Area -No Carpet
We really liked the place. The pool is the best part
Family- and pet-friendly home rentals
Condo in Champions Gate
4.85 out of 5 average rating, 271 reviewsMagical Champions Gate 3/2 Tuscan Penthouse
The place was well-kept and clean. It is in a great location close to Disney. There are plenty of restaurants nearby, and the condo has a great pool. Jarrod answered our questions quickly and was a very gracious host. I would recommend this place and would be very happy to stay there again. We had 4 adults, a teen and a 4 year old; the place provided plenty of space for all of us.
Townhouse in Kissimmee
4.8 out of 5 average rating, 135 reviewsCompass Bay 5164 AD - Beautiful and Near Disney
Beautiful place , everything is in a close proximity to what Orlando has to offer the host was always a click away.
Home in Kissimmee
4.83 out of 5 average rating, 103 reviews5 Stars Vacation Home with Private Pool/Jacuzzi
We really enjoyed our stay here. The house was clean and in a very nice and safe neighborhood. We have 3 small children so it is hard finding a place that has children in mind. The kids bedroom was full of books and toys and our children loved it. You can tell the owners put a lot of thought into making it easier for parents and their children which we appreciated SO much. If we are ever in Orlando again we will for sure be staying here!
Home in Kissimmee
4.91 out of 5 average rating, 122 reviewsDisney Playhouse, Pool, Jacuzzi,Themed Game Room
great location! around 8 mins drive and you are in disney property with a big walmart for all your essentials only 4mins drive away also. the house was super. lovely pool which the kids loved. inside the house was clean,neat and tidy with everything you could possibly need for your stay here. our host was great. very responsive and helpful from booking right through check-in, whilst we were there and again for checking out. top host! all in all a fantastic time staying here and our host couldn't be any better! we will hopefully be back again in the future.
Townhouse in Kissimmee
4.7 out of 5 average rating, 151 reviewsCozy Townhouse in Kissimmee, near Orlando!
Thank you for everything. Everything is great.
Condo in Kissimmee
4.75 out of 5 average rating, 204 reviewsOrlando's Affordable Luxury
Thank you for the stay!
Villa in Kissimmee
4.85 out of 5 average rating, 390 reviewsDisney Area w/ Movie Theater, Game Room and Pool!
I can’t say enough about Douglas as a host! First, the home was beautiful! We were surprised to be the first ones to stay after a renovation but it still matched the description, just with fresh paint. The house was clean and comfortable. I appreciated the extra touches left for children, children’s utensils, booster seat, etc. Douglas was proactive and clear in all of his instructions. We decided to leave early to evacuate for the hurricane and Douglas has been understanding and helpful. He has gone above and beyond! The location was close to and easy to get to Disney, just account for morning traffic. We did get to use the pool and it was fabulous. My son LOVED the minion themed room with the LED lights. We will look for rentals from Douglas when we get to return.
Villa in Kissimmee
4.91 out of 5 average rating, 195 reviewsMad Men Magic Kingdom House*FAB POOL*OutdoorMOVIE
We thoroughly enjoyed our stay at Rebecca’s home near Orlando! It is close to all the Disney parks, as well as Disney springs, shopping, and other amenities. We loved the pool and outdoors area! It was perfect after a long day at the park and also for the break days in between! We enjoyed grilling out there, swimming, and just relaxing in that area! The rooms are themed and cute, and the kids loved the pirate/princess rooms. Rebecca was very responsive to issues, and she quickly responded to our concerns. She also made sure we were aware of the oncoming hurricane! The upstairs Cinderella and Ariel room get warm at night, but there are fans available. I’m not sure why those rooms get so warm, but they were noticeably warmer than the rest of the rooms. There was, as previously mentioned in other reviews, some cleanliness issues which Rebecca said she would reach out to her cleaning service and make them aware. Overall, we would stay here again! It was a great vacation in a lovely home!
Family-friendly home rentals with a pool
Home in Kissimmee
4.93 out of 5 average rating, 111 reviewsMICKEY'S LAKE VILLA 2 Only 3 MILES To DISNEY
We had a great stay at MICKEY'S LAKE VILLA 2. The home was perfect, very clean, comfortable, just as you see in the photos, with an amazing lake view. Its just what you need to relax on a busy theme park holiday. Check-in was also seamless, with Phil and Debbie so organised and proactive in providing the information needed. The house is in a perfect location, so close to local amenities and the parks too. Unfortunately the holiday was slightly interrupted by Hurricane Milton, however I couldn't ask for more amazing hosts during this time, so kind, helpful and thoughtful, making sure we were okay. I honestly couldn't recommend this house and Phil and Debbie enough! We're already looking forward to returning :-)
Villa in Kissimmee
4.96 out of 5 average rating, 170 reviews4 bed villa w/private pool near Disney, sleeps 6+
We had a great stay. The house was wonderful and close to activities. Hosts were very responsive and friendly. A++ stay. Thank you!
Tiny home in Kissimmee
4.86 out of 5 average rating, 253 reviewsSmall World near Disney sleeps 4-5
Sue's place was a fun place to stay and it was close to the conference we attended at the Gaylord Palms Resort. It's a great tiny house with a pool and playground. It would be a great place to take your kids. The loft is so much fun. Having a porch and a deck was very nice. I think it is a very good choice for a place to stay when you are in the area.
Condo in Kissimmee
4.88 out of 5 average rating, 245 reviewsLarge Resort Condo Near Disney.
The space was perfect and accommodated all of our needs. It was in a great location with a easy check in process. Hector was an incredible host, providing clear instructions and providing maps to navigate the property to avoid confusion. Will definitely be staying here again when in the area!
Townhouse in Kissimmee
4.83 out of 5 average rating, 286 reviewsResort Living 4 Bed 3.5 Bath Townhome
Great stay so close to the parks! The space worked perfectly for our large family. Located in a gated community with access to the community pool and waterslides! Very drivable to all of the Disney parks and Disney Springs. Also only about 25 minutes from the airport! My one critique is that the beds could be comfier but besides that this was a great stay for the price! Will definitely consider again on our next Disney trip!
Condo in Kissimmee
4.9 out of 5 average rating, 115 reviews2-207 Gated Resort, minutes to Disney, Heated Pool
It is a well located place, it is very central, surrounded by shops, restaurants and close to the parks! The apartment is very comfortable, clean and organized! I had everything I needed!!! I recommend it 100%
Townhouse in Kissimmee
4.87 out of 5 average rating, 334 reviewsSplendid house 1, 5 miles to Disney
This was a great spacious place. The 3 bathrooms were super nice! It was very close to Disney which was exactly what we needed. Hermes communicated well especially with the hurricane. We were checking in the day of Hurricane Milton. He informed us a head of times that flights might be delayed/cancelled and kept in touch the day of to ensure the property was safe/good to go!
Townhouse in Kissimmee
4.83 out of 5 average rating, 180 reviews4 bedroom townhouse at The Villas at Seven Dwarfs
Perfect for our families short stay for Disney but we wish we stayed longer in general and to use the splash pad and pool! Will definitely stay again.
Destinations to explore
- Family-friendly rentals United States
- Family-friendly rentals Orlando
- Family-friendly rentals Florida
- Family-friendly rentals Florida
- Family-friendly rentals Kissimmee
- Rentals with a hot tub Osceola County
- Condo rentals Osceola County
- Monthly Rentals Osceola County
- Cottage rentals Osceola County
- Apartment rentals Osceola County
- Rentals with a washer and dryer Osceola County
- Luxury rentals Osceola County
- Rentals with breakfast Osceola County
- Pet-friendly rentals Osceola County
- Boutique hotel rentals Osceola County
- Rentals with an accessible height bed Osceola County
- Hotel rentals Osceola County
- Villa rentals Osceola County
- Waterfront rentals Osceola County
- Rentals with beach access Osceola County
- Rentals with a fire pit Osceola County
- Rentals with pools Osceola County
- Ski-in/ski-out rentals Osceola County
- House rentals Osceola County
- Rentals with an accessible height toilet Osceola County
- Tiny house rentals Osceola County
- Rentals with lake access Osceola County
- Rentals with a kayak Osceola County
- Kid-friendly rentals Osceola County
- Rentals with outdoor seating Osceola County
- Rentals with an EV charger Osceola County
- Cabin rentals Osceola County
- Serviced apartment rentals Osceola County
- Resort rentals Osceola County
- Fitness-friendly rentals Osceola County
- Rentals with a sauna Osceola County
- Townhouse rentals Osceola County
- Rentals with a home theater Osceola County
- Smoking-friendly rentals Osceola County
- Rentals with a patio Osceola County
- Rentals with a fireplace Osceola County
- Private suite rentals Osceola County
- Cabins United States
- Treehouses United States
- Glamping United States
- Tiny Houses United States
- Beach Houses United States
- Campers and RVs United States
- Lakehouses United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Things to do United States
- Sports activities United States
- Food and drink United States
- Art and culture United States
- Wellness United States
- Sightseeing United States
- Entertainment United States
- Nature and outdoors United States
- Things to do Florida
- Entertainment Florida
- Sightseeing Florida
- Art and culture Florida
- Nature and outdoors Florida
- Wellness Florida
- Sports activities Florida
- Food and drink Florida
- Things to do Osceola County
- Art and culture Osceola County
- Family travel hub Tips and inspiration
- Family budget travel Get there for less
- Vacation ideas for any budget Make it special without making it spendy
- Travel Europe on a budget How to take the kids to Europe for less
- Outdoor adventure Explore nature with the family
- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes