Family-friendly holiday rentals in Maitland

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Maitland family-friendly rentals

Family-friendly home rentals with a hot tub

Superhost
Apartment in Orlando
4.75 out of 5 average rating, 591 reviews

Luxury condo in Orlando 1 br/1 ba

RabindraRating, 5 stars1 month ago
good place to stay, close to all attractions and MCO airport.
Guest favourite
Condo in Florida Center
4.81 out of 5 average rating, 164 reviews

INTERNATIONAL dr/UNIVERSAL 2 BEDROOMS KING SUITES

ArlindaRating, 5 stars2 weeks ago
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.
Top Guest favourite
Home in Kissimmee
4.92 out of 5 average rating, 143 reviews

Disney Playhouse, Private Pool & Spa, Near Disney

AnyelisRating, 5 stars3 weeks ago
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!
Superhost
Townhouse in Kissimmee
4.88 out of 5 average rating, 129 reviews

Orlando Disney new House at Resort with lake view!

LisaRating, 5 stars2 weeks ago
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.
Guest favourite
Condo in Orlando
4.89 out of 5 average rating, 209 reviews

VISTA CAY RESORT, 3 BEDROOM STANDARD APARTMENT

FatemehRating, 5 stars1 month ago
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!
Top Guest favourite
Townhouse in Orlando
4.9 out of 5 average rating, 357 reviews

* Conv Center OutBack * 3 Bedroom 4 Ba 6 Beds

PilarRating, 5 stars2 weeks ago
Awesome place very clean and comfortable. Have a beautiful Pool and everything around is just a few minutes.
Guest favourite
Townhouse in Kissimmee
4.88 out of 5 average rating, 321 reviews

Roomy 2br w/ jacuzzi close to Disney

JonishaRating, 5 stars2 weeks ago
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!
Superhost
Townhouse in Kissimmee
4.75 out of 5 average rating, 520 reviews

Disney 5 minutes away! Runaway Beach Club - 2br

DelaneyRating, 5 stars1 week ago
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

Guest favourite
Condo in Orlando
4.95 out of 5 average rating, 127 reviews

Vista Cay Luxury Vision Walk to EPIC and OCCC

ReneeRating, 5 stars2 weeks ago
Great place to stay and certainly a great price for what you get .
Superhost
Townhouse in Kissimmee
4.71 out of 5 average rating, 167 reviews

Cozy Townhouse in Kissimmee, near Orlando!

LynnRating, 5 stars2 months ago
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.
Guest favourite
Home in Oviedo
4.9 out of 5 average rating, 311 reviews

🧡Unique 6/3 ✅Pool ✔Pergola ✅Movie Room ✔UCF, 5⭐s

Paramount Property GroupRating, 5 stars3 days ago
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.
Top Guest favourite
Villa in Kissimmee
4.86 out of 5 average rating, 411 reviews

OMG! Disney Area, Movie Theater, Game Room & Pool!

ShamayaRating, 5 stars2 weeks ago
We had a wonderful stay !! It was very roomy and exactly like the pictures! Definitely would recommend and stay again !
Guest favourite
Home in Orlando
4.84 out of 5 average rating, 212 reviews

Waterside Pet Friendly Lakefront

KennethRating, 5 stars3 weeks ago
Place was exactly as described. Virginia was a great host. Would stay here again.
Top Guest favourite
Townhouse in Kissimmee
4.99 out of 5 average rating, 104 reviews

Family friendly/Pet friendly Orlando paradise

CatherineRating, 5 stars6 days ago
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!!
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 Apopka
4.94 out of 5 average rating, 191 reviews

Wekiva Springs 5br 4 ba, spacious & lovely home

ClaryRating, 5 stars2 weeks ago
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

Guest favourite
Apartment in Sorrento
4.93 out of 5 average rating, 342 reviews

Quiet Neighborhood in the Country

YarleneRating, 5 stars1 week ago
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.
Top Guest favourite
Houseboat in Sanford
4.98 out of 5 average rating, 191 reviews

Floating Cottage - Summer/Fall Rates Reduced

MarilynRating, 5 stars1 month ago
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.
Guest favourite
Cottage in Kissimmee
4.95 out of 5 average rating, 481 reviews

Bright & Cozy Cottage Near Disney

KellyRating, 5 stars1 week ago
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.
Guest favourite
Cottage in Kissimmee
4.94 out of 5 average rating, 471 reviews

Entire cottage for 5, close to Disney, Universal!

RaishRating, 5 stars1 week ago
Very peaceful and beautiful! Had an excellent trip. Will try to stay here every time I go to Orlando.
Superhost
Guest suite in Kissimmee
4.83 out of 5 average rating, 590 reviews

Private 2 bedroom w/bathrm in portion of POOL home

JessicaRating, 5 stars6 days ago
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.
Superhost
Home in Davenport
4.81 out of 5 average rating, 126 reviews

Mintra’s Villa Pool & Spa

DemetriusRating, 5 stars1 month ago
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
Guest favourite
Condo in Orlando
4.91 out of 5 average rating, 115 reviews

VC7 306 - Lake and Pool view by Universal Studios

ShellyRating, 5 stars2 weeks ago
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!
Superhost
Condo in Kissimmee
4.77 out of 5 average rating, 126 reviews

1-101 Heated Pool, gym, tennis, Close To Disney!

ValentinaRating, 5 stars3 weeks ago
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