Vacation rentals with a pool in Williamsburg
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Williamsburg
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.
Vacation rentals for every style
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Popular amenities for Williamsburg rentals with a pool
House rentals with a pool
Home in Phoebus
4.95 out of 5 average rating, 61 reviewsSiren Cove a Serene Oasis Awaiting Your Arrival
We had a great stay at Siren Cove. Plenty of space and the outdoor area was perfect!
Home in Sandbridge
4.99 out of 5 average rating, 77 reviewsBreathtaking Ocean views at Pinch Me, 8bdrm, 6bath
Wonderful place and great location!
Home in East Ocean View
4.98 out of 5 average rating, 49 reviewsThe Seaglass Cottage
We had an amazing experience at this charming cottage in Norfolk, VA! The location is perfect, with the beach just a few blocks away, allowing us to enjoy the sandy beach during our stay easily. The cottage itself is a true oasis, providing a cozy and comfortable home away from home for our family. What truly sets this place apart is the exceptional hospitality of the host, Nancy. She is, without a doubt, the kindest and most welcoming host we've ever had the pleasure of staying with. Her warmth and genuine care for her guests are evident in every interaction. Nancy's passion for the area shines through, and she's happy to share her knowledge of local attractions and historic sites. The cottage is well-maintained, clean, and equipped with everything we needed for a comfortable stay. We highly recommend this little oasis to anyone looking for a delightful getaway in Norfolk, whether you're seeking a beach vacation, historic exploration, or simply a peaceful retreat.
Home in Norfolk
4.95 out of 5 average rating, 79 reviewsGorgeous Vacation House
We had a great visit with family here. The house was spacious and clean. Comfortable bedding, impressive bathrooms. We all loved the upper and lower decks to catch some fall sunshine! The neighborhood is quiet and so close to the beach. We'll look here first for our next visit!
Home in Irvington
4.99 out of 5 average rating, 122 reviewsEscape to magical wooded cottage with hot tub
This house was perfect for our family weekend trip. We stayed for a baseball tournament, and it was just a few minutes away from the fields, but it felt private and safe! The space was exactly as shown in the photos, and everything was pristine and clean. They offered many small touches that made it feel even more welcoming - a welcome note, local goodies (jam, soaps and popcorn), and chocolates on the pillows! They also had many family board and card games as well as all toiletries, soaps, trash bags, laundry detergent, and dish soap. I would stay here again!
Home in Sandbridge
4.79 out of 5 average rating, 43 reviews5BR Waterfront 350ft-Beach Salt Pool Reno 14 guest
This house was the perfect choice for our stay. The house was nice, clean, spacious, and very well stocked. The host was very responsive to our needs. The back deck overlooking the bay was beautiful and a perfect place to hang out with family and friends.
Home in Irvington
5 out of 5 average rating, 41 reviewsBlue Oyster: Perfect Getaway, Kayaks, Quiet
this is the perfect little rental home - except it doesn’t feel like a rental at all! the second you walk through the doors you feel like your “home”! as soon as you pull up to the house you’re greeted by a charming curving walkway that leads you to the cutest front porch. there are rocking chairs that look out to a beautiful view of the sunrise & sunset. you open the front doors & you’re greeted with a clean and spacious yet cozy first floor. the weather was wonderful while we were there, so we spent most mornings & evenings on the porches. the entire home is thoughtfully designed & decorated & the hosts go above & beyond to make sure you’re comfortable your entire stay! they had red wine & a few treats waiting for us on the kitchen counter upon check-in. we are already looking forwarding to visiting this property again!!
Home in Hampton
4.92 out of 5 average rating, 86 reviews4BD home w/ game room, close to Langley & PTC!
Very nice place with plenty of space. Clean and conveniently located to our family that lives in Hampton. Alonzo and Crystal answered all our questions in a timely manner. Definitely would recommend this home.
Condo rentals with a pool
Condo in Virginia Beach
4.9 out of 5 average rating, 50 reviewsOcean front best beach, boardwalk, dolphins!
Magued's place was better then described! Oceanfront condo with easy access to the boardwalk and resturants and shops within walking distance! The condo was clean, spacious, and with a well-stocked kitchen. There were towel warmers, toilet bidets, and beach towels that we were not expecting. Thanks so much, Magued! I would definitely rent from you again!
Condo in Williamsburg
4.94 out of 5 average rating, 36 reviewsMarriott's Manor Club Ford's Colony 2BD Villa Slee
The location was perfectly situated within the historic triangle and the closest to the Jamestown area. The king beds were comfortable and each room was spacious. Our kids (12 & 14) were always entertained with the amenities of the resort. They shot hoops, played pickleball, putt-putted, threw horseshoes, tossed cornhole bags, and competed in ping pong. All the pools were nice as well. The restaurant at the main pool was convenient. We loved their flatbreads.
Condo in Virginia Beach
4.99 out of 5 average rating, 71 reviewsOceanfront Studio: Boardwalk, Beach, & Pool Views
We had a wonderful time at Frances's location. It met all of our needs and I especially loved her decor! Clean, bright and functional and many things we did not expect from books to board games, beach items, even umbrellas. Frances really thought of everything that someone could need for their visit. She was very responsive to all emails. And it was good to know that she was looking out for us the one day we struggled with the door combination. It's a sweet property and we would go there again!
Condo in Virginia Beach
4.98 out of 5 average rating, 84 reviewsParadise at the Beach
Space is compact, but ideal for the 3 of us. Although we were not in town for pleasure (funeral), the beach is only a few blocks away. Kat was very quick in responding to any questions. She is a very gracious host.
Condo in Williamsburg
4.9 out of 5 average rating, 60 reviews2BR Suite @ Historic Resort! Amenities Galore!
We were so appreciative of William allowing us to stay at the Historic Powhatan. It is such a wonderful property to stay at in Williamsburg. There is so much room. The property has great amenities for families. We booked at the last minute because we had to change our spring break plans. William was so easy to work with and so accommodating. Thank you so much. We can’t wait to go back.
Condo in Virginia Beach
4.83 out of 5 average rating, 53 reviewsSeas The Day of Virginia Beach
Kevin’s place was fantastic for what we needed. It’s clean, quiet, extremely close to the grocery store, and a hop and a skip away from the beach and restaurants. The keypads on the building and the unit itself make coming and going a breeze without having to remember a key. I would definitely consider staying here again. Thanks Kevin!
Condo in Williamsburg
4.84 out of 5 average rating, 32 reviewsThe Historic Powhatan Resort- 2 bdrm condo
Stayed here for a family vacation and it was perfect for what we needed. So close to colonial Williamsburg, Jamestown and Busch gardens. Short drive to Virginia Beach. The size was great the the resort offered multiple activities as well. Definitely would stay here again!
Condo in Williamsburg
4.9 out of 5 average rating, 62 reviewsColonial Williamsburg Spacious 4 Bedroom Suite!
we joined up with relatives and rented a large condo space. very wonderful accommodation for all the kids and parents. would absolutely do it again
Quick stats about vacation rentals with a pool in Williamsburg
Total rentals
1.4K properties
Nightly prices starting at
$30 before taxes and fees
Total number of reviews
6.3K reviews
Family-friendly rentals
830 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
860 properties have a dedicated workspace
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