Family-friendly holiday rentals in Williamsburg
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Williamsburg
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 Williamsburg family-friendly rentals
Family-friendly home rentals with a hot tub
Flat in Orlando
4.91 out of 5 average rating, 318 reviewsOrlando Vacation Condo - 3bed/2bath
6–13 Nov
Townhouse in Kissimmee
4.95 out of 5 average rating, 251 reviewsDisney/Universal Home Away from Home!
5–12 Sep
Townhouse in Kissimmee
4.94 out of 5 average rating, 180 reviewsNew Resort near Orlando Disney Private Hot Tub
31 Aug – 7 Sep
Apartment in Orlando
4.87 out of 5 average rating, 396 reviewsDELUXE STUDIO NEAR UNIVERSAL/DISNEY/CONVEN. CENTER
11–18 Mar
Apartment in Orlando
4.89 out of 5 average rating, 110 reviewsThe Point Hotel & Suites - 705H Luxury - Pool View
13–20 Jan
Flat in Kissimmee
4.87 out of 5 average rating, 268 reviewsKing Bed Family Condo Orlando Disney Universal
22–29 Sep
Apartment in Kissimmee
4.83 out of 5 average rating, 170 reviewsDisney Adorable Condo in the heart of it ALL! 1/1
6–13 Apr
Apartment in Orlando
4.85 out of 5 average rating, 142 reviewsWelcome to this Blue Heron Beach Beauty.
8–15 Jun
Family- and pet-friendly home rentals
Home in Orlando
4.85 out of 5 average rating, 124 reviewsThe Prince House w/Free Parking (Central Location)
8–15 Sep
Guest house in Windermere
4.94 out of 5 average rating, 240 reviewsSmall Guesthouse near Orlando's Theme Parks
12–19 Dec
Guest suite in Orlando
4.93 out of 5 average rating, 563 reviewsCharming Comfortable Cottage in College Park
21–28 Oct
Apartment in Orlando
4.94 out of 5 average rating, 219 reviews210 - Disney, Universal, International Dr, OCCC
4–11 Feb
Flat in Orlando
4.88 out of 5 average rating, 211 reviewsVista Cay Orlando Convention Luxury 3 bed condo
29 Nov – 6 Dec
Home in Kissimmee
4.89 out of 5 average rating, 177 reviewsPrivateJacuzzi-BBQ-ResortPool-Gym-7mlsDisney
11–18 Oct
Guest house in Orlando
4.96 out of 5 average rating, 367 reviewsThe Coach House- 2 bedroom/3 bath Orlando Getaway!
23–30 Nov
Guest house in Maitland
4.87 out of 5 average rating, 381 reviewsChez Bienvenu
29 Mar – 5 Apr
Family-friendly home rentals with a pool
Cottage in Kissimmee
4.94 out of 5 average rating, 461 reviewsJU Super Duper Tiny House, 15 minutes to Disney
4–11 Jan
Cottage in Kissimmee
4.9 out of 5 average rating, 212 reviewsBe Our Guest Sandcastle Cottage 81
5–12 Oct
Flat in Orlando
4.9 out of 5 average rating, 240 reviewsVista Cay Orlando Lakeview Condo
1–8 Apr
Guest suite in Kissimmee
4.86 out of 5 average rating, 567 reviewsPrivate Studio in POOL home
7–14 Jul
Townhouse in Kissimmee
4.84 out of 5 average rating, 161 reviews4 bedroom townhouse at The Villas at Seven Dwarfs
21–28 Jan
Home in Orlando
4.79 out of 5 average rating, 120 reviewsPrivate Home w/ Pool/3 Bd 2 Bath/Close to Disney
24–31 May
Flat in Kissimmee
4.9 out of 5 average rating, 145 reviewsYour cozy spot
16–23 Aug
Townhouse in Orlando
4.9 out of 5 average rating, 252 reviewsNewly Renovated - Townhome 3BR - Vista Cay
20–27 Oct
Quick stats about holiday rentals that are family-friendly in Williamsburg
Total rentals
340 properties
Rentals with dedicated workspaces
170 properties have a dedicated workspace
Rentals with a pool
330 properties have a pool
Pet-friendly rentals
40 properties allow pets
Total number of reviews
9.5K reviews
Nightly prices starting at
€ 19 before taxes and fees
Destinations to explore
- Kissimmee Holiday rentals
- Orlando Holiday rentals
- Tampa Holiday rentals
- Sarasota Holiday rentals
- Anna Maria Island Holiday rentals
- West Palm Beach Holiday rentals
- Naples Holiday rentals
- Boca Raton Holiday rentals
- Fort Lauderdale Holiday rentals
- Miami Beach Holiday rentals
- Miami Holiday rentals
- Key West Holiday rentals
- Family-friendly rentals United States
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