
Family-friendly holiday rentals in Maitland
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Maitland
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Maitland 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.

INTERNATIONAL dr/UNIVERSAL 2 BEDROOMS KING SUITES
Good location with lots of restaurants in the area. The building feels dated but the apartment is clean and good value. We cooked a couple meals and the kitchen was adequate. The host communicated throughout our stay and friendly. There was adequate parking. We did not check out the amenities.

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!

Orlando Disney new House at Resort with lake view!
This property lived up to the poctures. It was well equipped, clean, comfortable. We have stayed at a number of places in Orlando amd other cities. This one is in the top 2 or 3. We would stay again.

VISTA CAY RESORT, 3 BEDROOM STANDARD APARTMENT
We felt right at home while in Orlando because of this Air BnB. I was worried we would struggle because it is a large complex, but the GPS was spot on at the correct building and the unit was very easy to find. The complex is in amazing condition, amenities were great, and the unit was so relaxing. Everyone in my group kept raving about how comfortable the mattresses and pillows were. There was an abundance of towels and they hostess will quickly respond if you need additional towels. We LOVED this Air BnB and will definitely be renting it again. Right outside the gates of the complex there are stores, liquor stores, Chipotle and other food/store options (you can walk there it is so close). Thank you for a great experience & amazing stay!

* Conv Center OutBack * 3 Bedroom 4 Ba 6 Beds
Awesome place very clean and comfortable. Have a beautiful Pool and everything around is just a few minutes.

Roomy 2br w/ jacuzzi close to Disney
Great location place was very nice and kept well enjoyed the hot tub and the resort this place was well equipped with all necessities for your stay it was very welcoming! Great place to stay would Love to visit again!

Disney 5 minutes away! Runaway Beach Club - 2br
Our family of four stayed here for our Orlando vacation. We went to Universal, SeaWorld, and Discovery Cove. The location of the house was great. Our kids enjoyed the Minions themed bedroom and the resort pools. There were a few things that need repairs (loose curtain rod, broken oven buttons, etc) but everything worked fine and it was very clean. It was perfect for us. Recommend!
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 .

Cozy Townhouse in Kissimmee, near Orlando!
Maria's place was super cozy. It had everything we needed and then some. the property is beautiful. Pools were nice. and the staff at the gates were very welcoming. No problems. very relaxing.

🧡Unique 6/3 ✅Pool ✔Pergola ✅Movie Room ✔UCF, 5⭐s
Jeremy was a great host! The home came with everything we needed. The pool was a little dirty when we arrived, but I contacted Jeremy and he came right out to clean it so we could swim the next day.

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.

Family friendly/Pet friendly Orlando paradise
We spent two weeks at Disney parks and this place was an excellent choice for our family of 3. We were close enough to take breaks during the hottest parts of the day. Andrea's place was very clean and comfortable. We appreciated all the amenities provided and clear instructions for check in/out. We would not hesitate to stay here again. Excellent host!!

Highgate Palace-near Disney World. 20min Drive
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!

Wekiva Springs 5br 4 ba, spacious & lovely home
Spacious and comfortable home! Stayed here to attend a family wedding. It was a singularly perfect choice with a beautiful park in the backyard where we took photos. The house is so big! Our family of 6 had space to spread out and relax. Beautiful and peaceful neighborhood. Highly recommend. Michele was absolutely perfect and responsive. Would return to the area, many beautiful parks!!
Family-friendly home rentals with a pool

Quiet Neighborhood in the Country
The person in charge very attentive and willing to help in whatever is necessary flexible and very accessible entrance. Very clean place, super clean pool and very cosy place. Very quiet neighborhood.

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.

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.

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.

Mintra’s Villa Pool & Spa
My girl had a wonderful time her first time in Florida and the place was amazing and felt like home….this a great place and would rent it again…top tier

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!

1-101 Heated Pool, gym, tennis, Close To Disney!
I had a great stay! The place was clean, comfortable, and just as described. The host was very friendly and responsive, which made everything super easy. I’d definitely stay here again!
Quick stats about holiday rentals that are family-friendly in Maitland
Total rentals
50 properties
Nightly prices starting at
$33 NZD before taxes and fees
Total number of reviews
1.8K reviews
Pet-friendly rentals
20 properties allow pets
Rentals with a pool
10 properties have a pool
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Destinations to explore
- Orlando Holiday rentals
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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