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Family-friendly holiday rentals in Williamsburg

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Williamsburg family-friendly rentals

Family-friendly home rentals with a hot tub

Guest favourite
Home in Kissimmee
4.89 out of 5 average rating, 172 reviews

VerandaPalms/HeatedPool/Carpet free/NearDisney

YessicaRating, 5 stars5 days ago
The house was incredibly clean and very spacious. I appreciated that someone came regularly to clean the pool—especially since I’m very clean and a bit of a germophobe! The host was also very responsive, which I truly appreciated. We had a small issue with the HOA, and I’m grateful the host was on top of it and supportive throughout. I felt safe at all times in the gated community, and my kids really enjoyed the pool.
Top Guest favourite
Home in Kissimmee
4.92 out of 5 average rating, 144 reviews

Private Pool & Spa, Close Disney, Disney Playhouse

SarahRating, 5 stars2 weeks ago
Very clean and convenient transportation
Superhost
Condo in Orlando
4.67 out of 5 average rating, 417 reviews

Sleeps 8 near Sea World & Disney

KatieRating, 5 stars1 month ago
Very spacious, balcony was a highlight! Very convenient bathroom space. We’ll definitely book again soon!
Guest favourite
Condo in Kissimmee
4.82 out of 5 average rating, 289 reviews

Beautiful 2/2 Gem, 2 mi to Disney with Water Park!

SharondaRating, 5 stars3 weeks ago
Great!!! Vacation home had all the amenities a woman like me love. Plenty of everything from dishes to sheets very clean and comfortable. To say the least just right in the day far as neighborhood activities and quite peaceful and serene at night. Everything imaginable is located right around the corner a big bonus . It Felt like home away from home. Mrs.Mary place was sunshine after the rain Thanks for saving my vacation I will be recommending you to another who wants a fabulous place to stay while on vacation
Superhost
Home in Kissimmee
4.89 out of 5 average rating, 182 reviews

Luxurious Private Retreat w/Spa & Saltwater Pool

JessicaRating, 5 stars1 month ago
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!
Superhost
Apartment in Orlando
4.61 out of 5 average rating, 41 reviews

Luxury Lakeview | 5mins to Disney | Sleeps 6

ChristineRating, 5 stars3 weeks ago
Had a great time, loved the view of lake and sun coming up every day. Very clean would stay again.
Superhost
Condo in Orlando
5 out of 5 average rating, 14 reviews

VISTA CAY RESORT, 2 BEDROOM LUXURY APARTMENT

EmilyRating, 5 stars12 months ago
This place exceeded our expectations! We were close to everything and lots to do close.
Superhost
Apartment in Florida Center
4.77 out of 5 average rating, 22 reviews

Universal-Disney Dream Studio - Enclave 1211

AaronRating, 5 stars4 weeks ago
Great stay, the hosts were amazing and very accommodating!

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 .
Top Guest favourite
Home in Kissimmee
4.83 out of 5 average rating, 109 reviews

5 Stars Vacation Home with Private Pool/Jacuzzi

JasonRating, 5 stars2 months ago
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.
Guest favourite
Townhouse in Orlando
4.84 out of 5 average rating, 291 reviews

Close to Convention, Epic Universal, Disney, Icon

LachlanRating, 5 stars1 week ago
The stay was great, very clean house and very cozy too. It was a great hangout spot for me and my friends, and it was very easy to get everywhere with ubers always in the area. We didn’t have time to use the amenities at all but it was nice knowing we had access to them. The house was also in really good condition. The only thing I noticed is that most of the doors with locks didn’t lock (bathrooms did though don’t worry). Maybe that was on purpose but it wasn’t an issue just an observation.
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 !
Top Guest favourite
Guesthouse in Windermere
4.94 out of 5 average rating, 269 reviews

Paradise nook near Orlando's theme parks

SarahRating, 5 stars1 month ago
We loved our stay. Beautiful place, very quiet and private. Clear instructions, easy check-in, place was very clean and comfortable. Right down the road from Yellow Dog Eats which was fantastic. Thank you Noga!
Guest favourite
Condo in Orlando
4.99 out of 5 average rating, 139 reviews

Serene Lakeview By DisneyWorld -Universal Stds 8mi

CarrieRating, 5 stars1 month ago
Adir's place was fantastic. There were many personal touches that made it feel more cozy, which I've found in Orlando can be a struggle. I loved how there were cozy blankets, bathrobes, and a few treats when we arrived. The location is awesome. Very close to anything you could need, Disney, Universal, and the airport. Dollar Tree, Starbucks, Dunkin, Chick-Fil-A, Walgreens, and many more places are all within walking distance. I loved how peaceful the condo and location felt, despite being surrounded by everything. The view was beautiful to wake up to and my kids enjoyed playing in the pool. We would definitely recommend and be happy to stay again!
Superhost
Home in Kissimmee
4.79 out of 5 average rating, 526 reviews

Private Pool Villa near Disney & Orlando sleeps 12

Girish KumarRating, 5 stars3 weeks ago
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!
Guest favourite
Condo in Orlando
4.87 out of 5 average rating, 144 reviews

403 - Near Universal, Disney - Convention Center

SadiqRating, 5 stars2 weeks ago
Great location!! We really loved our stay here. Quick walk to Publix and Chipotle. Quick drive to Universal and The Pointe Orlando district. Twenty minute drive to Disney. 15 minute ride to downtown Orlando. Can't say enough great things about this place. It was beautiful inside and out and really comfy just to lounge in. The pool in the condo is beautiful and our hosts are very responsive to any request

Family-friendly home rentals with a pool

Apartment in Florida Center
4.58 out of 5 average rating, 618 reviews

Studio with an amazing terrace

JonnyRating, 5 stars1 day ago
Had an amazing stay, would definitely stay here again
Apartment in Orlando
4.79 out of 5 average rating, 172 reviews

Stay Sky Suites/Entire apartment /free parking/314

AndzelikaRating, 5 stars1 month ago
It was perfect for what we were there for, it was comfortable for us
Guest favourite
Condo in Orlando
4.91 out of 5 average rating, 76 reviews

1-304 Legacy Dunes, Close to Disney, Pool View

OliviaRating, 5 stars1 month ago
Amazing place to stay! Pool was right downstairs and was so good! Everything was easy to find and accessible around the resort. The airb&b was clean and spacious. They have a binder with instructions to any questions you could have and it is very simple to follow. Recommend if you want to have a wonderful and stress free stay.
Guest favourite
Townhouse in Orlando
4.82 out of 5 average rating, 202 reviews

Vista Cay 3BR Condo Amazing View

LauraRating, 5 stars3 weeks ago
Great place to stay. So convenient to everything. Loved it beautiful place
Apartment in Orlando
4.71 out of 5 average rating, 237 reviews

Comfortable Apartment -Parc Corniche /I-Drive

RenatoRating, 5 stars2 months ago
It's the third time we've hosted in Monique's apartment. As always she was very attentive, answering us very quickly when we had any questions. As for the space, I reiterate all the comments I have already made. Excellent apartment, with all the utilities we need and located in a strategic point, super close to International Drive, restaurants, markets, etc. I highly recommend it.
Superhost
Townhouse in Orlando
4.75 out of 5 average rating, 64 reviews

Vista Cay/ Universal/Disney/ Convention Center

ChristyRating, 5 stars1 month ago
Great location for families traveling for sports at the convention center and other local theme parks and activities! Great host and space that met all of our needs!
Guest favourite
Guesthouse in Orlando
4.83 out of 5 average rating, 341 reviews

Nice Brand New Studio !!

VanessaRating, 5 stars3 months ago
Cute, cozy place with a pool. Perfect for a couple, close to everything. Hosts were friendly and responsive.
Condo in Orlando
4.69 out of 5 average rating, 216 reviews

Close to the parks 1 Bdm #2205

SusanRating, 5 stars2 weeks ago
George’s matched the pictures and was great. It was a very homey atmosphere. It was super close to all the parks and amazing food places. He was very helpful and super responsive. Would definitely return.

Quick stats about holiday rentals that are family-friendly in Williamsburg

  • Total rentals

    480 properties

  • Nightly prices starting at

    $15 AUD before taxes and fees

  • Total number of reviews

    12K reviews

  • Pet-friendly rentals

    30 properties allow pets

  • Rentals with a pool

    460 properties have a pool

  • Rentals with dedicated workspaces

    280 properties have a dedicated workspace

Destinations to explore