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Family-friendly vacation rentals in Osceola County

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Osceola County family-friendly rentals

Family-friendly home rentals with a hot tub

Guest favorite

Condo in Kissimmee

4.92 out of 5 average rating, 204 reviews

Resort Villa near Disney* 2BR+Loft* 5 pools! Fun!

은애Rating, 5 stars2 weeks ago
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!
Guest favorite

Townhouse in Kissimmee

4.8 out of 5 average rating, 136 reviews

Orlando, Kissimmee, Terra Verde! Perfect stay!

YvetteRating, 5 stars3 months ago
Great location . Beautiful and cozy home. The host was very helpful with answering all questions and concerns. Would highly recommend.
Guest favorite

Townhouse in Kissimmee

4.92 out of 5 average rating, 125 reviews

Amazing Location in Regal Oaks close to Disney

TiffanyRating, 5 stars4 months ago
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 ! :)
Guest favorite

Home in Kissimmee

4.89 out of 5 average rating, 192 reviews

Private Jacuzzi-Heated ResortPool-BBQ-7 mls Disney

KevinRating, 5 stars2 weeks ago
Nice place that accommodated pets. Very private resort, very close to the major attractions. All 3 bedrooms are upstairs.
Guest favorite

Home in Kissimmee

4.98 out of 5 average rating, 145 reviews

5 acres of Nature - Private Retreat

KayleeRating, 5 stars1 month ago
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 ? :) :)
Superhost

Condo in Kissimmee

4.79 out of 5 average rating, 199 reviews

Condo near Disney Orlando 3 Bdr

FridaRating, 5 stars2 months ago
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
Guest favorite

Home in Kissimmee

4.89 out of 5 average rating, 166 reviews

Luxurious Private Retreat w/Spa & Saltwater Pool

JorgeRating, 5 stars3 months ago
My family and I had a great time. We loved how peaceful it was.
Superhost

Home in Kissimmee

4.79 out of 5 average rating, 119 reviews

Stunning Lake View w/Pool -Disney Area -No Carpet

SardarRating, 5 stars3 months ago
We really liked the place. The pool is the best part

Family- and pet-friendly home rentals

Guest favorite

Condo in Champions Gate

4.85 out of 5 average rating, 271 reviews

Magical Champions Gate 3/2 Tuscan Penthouse

BradRating, 5 stars3 months ago
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.
Superhost

Townhouse in Kissimmee

4.8 out of 5 average rating, 135 reviews

Compass Bay 5164 AD - Beautiful and Near Disney

DionneRating, 5 stars3 months ago
Beautiful place , everything is in a close proximity to what Orlando has to offer the host was always a click away.
Guest favorite

Home in Kissimmee

4.83 out of 5 average rating, 103 reviews

5 Stars Vacation Home with Private Pool/Jacuzzi

TrishaRating, 5 stars1 month ago
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!
Guest favorite

Home in Kissimmee

4.91 out of 5 average rating, 122 reviews

Disney Playhouse, Pool, Jacuzzi,Themed Game Room

JackieRating, 5 stars2 months ago
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.
Superhost

Townhouse in Kissimmee

4.7 out of 5 average rating, 151 reviews

Cozy Townhouse in Kissimmee, near Orlando!

AmosRating, 5 stars2 months ago
Thank you for everything. Everything is great.
Superhost

Condo in Kissimmee

4.75 out of 5 average rating, 204 reviews

Orlando's Affordable Luxury

ElleRating, 5 stars4 days ago
Thank you for the stay!
Guest favorite

Villa in Kissimmee

4.85 out of 5 average rating, 390 reviews

Disney Area w/ Movie Theater, Game Room and Pool!

ErinRating, 5 stars3 weeks ago
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.
Guest favorite

Villa in Kissimmee

4.91 out of 5 average rating, 195 reviews

Mad Men Magic Kingdom House*FAB POOL*OutdoorMOVIE

JanelleRating, 5 stars3 weeks ago
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

Guest favorite

Home in Kissimmee

4.93 out of 5 average rating, 111 reviews

MICKEY'S LAKE VILLA 2 Only 3 MILES To DISNEY

SerenaRating, 5 stars2 weeks ago
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 :-)
Guest favorite

Villa in Kissimmee

4.96 out of 5 average rating, 170 reviews

4 bed villa w/private pool near Disney, sleeps 6+

DevinRating, 5 stars4 months ago
We had a great stay. The house was wonderful and close to activities. Hosts were very responsive and friendly. A++ stay. Thank you!
Superhost

Tiny home in Kissimmee

4.86 out of 5 average rating, 253 reviews

Small World near Disney sleeps 4-5

BebeRating, 5 stars4 days ago
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.
Guest favorite

Condo in Kissimmee

4.88 out of 5 average rating, 245 reviews

Large Resort Condo Near Disney.

NorlanRating, 5 stars1 week ago
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!
Guest favorite

Townhouse in Kissimmee

4.83 out of 5 average rating, 286 reviews

Resort Living 4 Bed 3.5 Bath Townhome

FrankRating, 5 stars3 days ago
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!
Guest favorite

Condo in Kissimmee

4.9 out of 5 average rating, 115 reviews

2-207 Gated Resort, minutes to Disney, Heated Pool

AnaRating, 5 stars1 week ago
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%
Superhost

Townhouse in Kissimmee

4.87 out of 5 average rating, 334 reviews

Splendid house 1, 5 miles to Disney

RebeccaRating, 5 stars2 weeks ago
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!
Guest favorite

Townhouse in Kissimmee

4.83 out of 5 average rating, 180 reviews

4 bedroom townhouse at The Villas at Seven Dwarfs

ChelseaRating, 5 stars2 weeks ago
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.

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