
Family-friendly holiday rentals in Casselberry
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Casselberry
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.
Holiday rentals for every style
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Popular amenities for Casselberry family-friendly rentals
Family-friendly home rentals with a hot tub

Luxury condo in Orlando 1 br/1 ba
good place to stay, close to all attractions and MCO airport.

Disney Playhouse, Private Pool & Spa, Near Disney
The house was absolutely gorgeous and was exactly like in the pictures. The hosts were extremely friendly and communicative through our entire stay and even before. It was very clean, had everything one needs during a vacation, and very peaceful. We will be booking again soon!

King Bed Small Studio Disney World Universal
Good location, restaurants 10 mins to walk and most of all a kind host ever and provided me useful information. Thank you.

The Point Hotel & Suites - 705H Luxury - Pool View
Ronaldo’s place was amazing, everything was as described, all the main attractions are nearby and he was always responsive to all our questions since day 1, definetely a great place to stay in Orlando

Luxurious Private Retreat w/Spa & Saltwater Pool
Carrie thank you so much for hosting our family! This was so much better for our family than a hotel! Our kids never said they were bored! The next time we are in the Orlando area we will book again for sure!

Disney Orlando Bahama Bay Resort Theme Parks &More
We really liked staying here during our Disney vacation. It’s about 20-25 minutes from the parks. Condo was clean, well stocked, and very quiet in the area. Bed was very comfortable. We would definitely stay here again. 2 pools/hot tubs close to unit as well as splash pad.

Updated Pics | 5 Miles to Disney | Themed bunkroom
This was our second stay in the Windsor Hills community townhouses. Last year we paid about the same amount as we did for Heather’s place this year, and I would say that was worth the price, but Heather’s place was a step above our place last year! Everything is new, hard flooring throughout, nice furniture, linens, and blankets. My kids loved the ocean/character themed room. The house was very clean and had baby gates available to use, a stroller, and more for those with small kids. You can tell a lot of care has gone into making this house special!

Disney World Condo w/ Full Kitchen, Balcony & Pool
Adam is a great host. We really appreciate the extra amenities that most airbnbs skimp out on like extra toilet paper rolls, my kids adored the extra Disney touches, and although having to wait for 3 toddlers to make it up to the 3rd floor was challenging for me they had no complaints! We very much enjoyed our stay and took advantage of what the resort had to offer! Thank you Adam for helping me find the airbnb when I accidentally put in the wrong directions. Your communication was greatly appreciated. Would stay again.
Family- and pet-friendly home rentals

Vista Cay Luxury Vision Walk to EPIC and OCCC
Great place to stay and certainly a great price for what you get .

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.

OMG! Disney Area, Movie Theater, Game Room & Pool!
We had a wonderful stay !! It was very roomy and exactly like the pictures! Definitely would recommend and stay again !

Waterside Pet Friendly Lakefront
Place was exactly as described. Virginia was a great host. Would stay here again.

Private Pool Villa near Disney & Orlando sleeps 12
I had a wonderful experience staying at Sam’s place. The house was very clean, well-maintained, and located in a quiet, safe, and family-friendly neighborhood. It truly felt like a home away from home. Sam was an exceptional host—very responsive, friendly, and helpful throughout our stay. He made sure we had everything we needed and offered great local tips that made our Disneyland trip even more enjoyable. The house was spacious, comfortable, and perfect for our family of six. The kitchen was fully equipped, and the beds were cozy. One of the highlights for us was the swimming pool—my kids absolutely loved it and spent hours enjoying themselves! We especially appreciated the smooth check-in and check-out process. I highly recommend Sam’s home to anyone visiting the area. Thank you once again, Sam, for your warm hospitality!

View the Disney fireworks from your pool!
We enjoyed our stay at Judy’s house. We found that it was very close to the magic and a nice and comfortable escape from the parks. We didn’t have much luck seeing the full fireworks show (the trees across the way have gotten a bit tall), but enjoyed the pool and outdoor space.

Stay in the best neighborhood in downtown Orlando!
We were helping to move our daughter to Orlando area from out of state and needed a home base for a few days while we got everything set up for her. David’s place fit the bill perfectly - clean, lots of space, quiet, quick responses to any questions. It was exactly what we needed.

Historic Sanford Sunshine Cottage w/ Treetop suite
This was a really fun, unique place to stay while we were in town for a family wedding. We particularly enjoyed hanging out on the screened porch upstairs. Sara was really accommodating with an early check-in when we ended up on a very early morning flight, which was SO appreciated. We’d definitely stay again.
Family-friendly home rentals with a pool

Floating Cottage - Summer/Fall Rates Reduced
We loved feeding the turtles 🐢. You have to check out downtown Sanford, walk the Riverwalk & go to the Central Florida Zoo & Botanical Gardens. Don't forget to try the Jailhouse Restaurant - in a real old jailhouse, great food! She was an amazing host.

Quiet Neighborhood in the Country
Great area to stay! Chuck was great to deal with and gave us some recommendations on local things to do! Loved the area and the neighbourhood was very peaceful. Enjoyed the pool many days of our stay here. Would highly recommend and would definitely stay again! Thanks Chuck:)

Bright & Cozy Cottage Near Disney
this is my second time staying here and I loved it. we had a peaceful, enjoyable week, walking the grounds and enjoying the pool. The space is so close to so many attractions and awesome restaurants. The house had everything that we need including laundry so our stay was extra relaxing.

Entire cottage for 5, close to Disney, Universal!
Very peaceful and beautiful! Had an excellent trip. Will try to stay here every time I go to Orlando.

B-Gated Resort-5 miles to Disney-2 FREE Water Park
James’ place was the perfect hub to make our family vacation seamless. The unit was as described and very family friendly. We appreciated having multiple pack-n-play’s and a high chair- Overall we would recommend this place and would rent from James again.

Private 2 bedroom w/bathrm in portion of POOL home
This place was so nice for my daughter and I. We were welcomed with open arms and the place was just as described. We met the grounds keeper CC who was a joy to meet. It was quiet and conveniently located. We will definitely stay again.

*HALF HOME* (read desc) Pool/Disney/Universal
this family is beyond accommodating. I don't typically do airbnbs with the in home post this was the first for me. They are very accommodating and welcoming. They made me feel right at home and like part of the family. Their home is clean and very well decorated. If I am ever in the area again I would stay there without hesitation. They do have dogs which for me was great. But if you are uncomfortable with them I am sure they would make sure that you do not have to interact with them. But for me the dogs made it feel more like home. I cannot say enough nice things about this family and how accommodating and friendly they are. If you're unsure about staying with an in home host I would urge you to stay with this family. You won't regret it. Just like their ad says you will be staying with friends you just haven't met yet. Cannot recommend this location enough.

VC7 306 - Lake and Pool view by Universal Studios
My family and I had a wonderful stay! The unit was spacious, pretty, and well-appointed. We wanted to stay close to Universal’s Epic Universe and we were within five minutes from it. The pool area was great and my husband enjoyed the workout facility. We’ll definitely be back!
Quick stats about holiday rentals that are family-friendly in Casselberry
Total rentals
70 properties
Nightly prices starting at
₹2,597 before taxes and fees
Total number of reviews
2.9K reviews
Pet-friendly rentals
30 properties allow pets
Rentals with a pool
30 properties have a pool
Rentals with dedicated workspaces
40 properties have a dedicated workspace
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- Universal Studios Florida
- Orange County Convention Center
- Universal's Volcano Bay
- Old Town Kissimmee
- Discovery Cove
- Disney's Animal Kingdom Theme Park
- Universal Orlando Resort
- SeaWorld Orlando
- Disney Springs
- Playalinda Beach
- ESPN Wide World of Sports
- Titusville Beach
- Amway Center
- Epcot
- Daytona International Speedway
- Magic Kingdom Park
- Reunion West
- Aquatica
- ChampionsGate Golf Club
- Disney's Hollywood Studios
- Kissimmee Lakefront Park
- Walt Disney World Resort Golf
- Island H2O Water Park
- Blue Spring State Park