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Vacation rentals with a pool in Williamsburg

Find and book unique homes with a pool on Airbnb

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Popular amenities for Williamsburg rentals with a pool

House rentals with a pool

Guest favorite
Aerial view of the property showcasing a fenced backyard with a sparkling blue pool surrounded by concrete. A seating area with lounge chairs and various floatation devices is visible beside the pool. Lush greenery from surrounding trees frames the scene, providing a sense of privacy.
Home in Portsmouth
4.94 out of 5 average rating, 115 reviews

Wooded Wonderland Miniature Golf Hot tub Pool

JoeyRating, 5 stars2 weeks ago
Me and my family loved our stay. The pool and hot tub was great and lots of fun, we didn’t expect how deep it was. The mini golf course is a good time as well. There was so much to enjoy at the house we barely had time to go to the beach. And the host and owner were extremely friendly, and helpful.
Guest favorite
A well-appointed backyard patio features a dining table accompanied by several chairs. A swimming pool is situated nearby, surrounded by a wooden fence and trees. Sunlight illuminates the area, creating a bright and inviting outdoor space.
Home in Norfolk
4.94 out of 5 average rating, 105 reviews

Gorgeous Vacation House

AlexisRating, 5 stars2 weeks ago
The house was super clean when we got there, the temperature of the house was great the entire stay. The pool was certainly clean, but since we went early, June the water was a little bit cold, but it felt really nice and refreshing honestly. There were three beach chairs and a wagon there that were helpful for traveling to the beach. There were available cups plate, utensils, and all the necessities that you would need, they even had shampoo and conditioner bottles there for us. We weren’t aware that there was a code to get into the house so instructions for check-in were a little bit unclear, but all I had to do is message and they responded. Overall, I would recommend staying here because even though the area surrounding isn’t the nicest, I felt safe the entire time at that house!
Guest favorite
A paved driveway is framed by trees on either side, leading to a two-story home with a welcoming front porch. A white picket fence borders the property, complemented by vibrant yellow flowers in the garden, creating a serene entrance.
Home in Cobbs Creek
4.98 out of 5 average rating, 156 reviews

Blue Heron WaterSide

DeborahRating, 5 stars2 weeks ago
Of my many Airbnb stays, Laura’s comes up with the very best. Her home is lovely, inside and out, with a lot of fun activities to choose from. Located on a beautiful creek opening to wide water gave us a chance to explore in her kayaks and paddle board. Rainy weather meant indoor board games, reading etc on the beautiful protected porch. The kitchen had all sorts of amenities for cooking. Plenty of bedrooms for sleeping in the peaceful atmosphere. I can’t wait to return there!
Guest favorite
A spacious backyard features a saltwater inground pool surrounded by manicured grass. A two-level deck is visible with patio furniture, offering comfortable seating options. The exterior of the two-story house is seen in the background, under a partly cloudy sky.
Home in Suffolk
4.84 out of 5 average rating, 95 reviews

Perfect Getaway!

JimRating, 5 stars2 weeks ago
We had a great family visit at this house. We really enjoyed the pool and whole house was very comfortable and clean! It was nice to just hang all day by the pool or top for a sanctuary from a long day of events. Sabrina was very attentive and responsive with questions and situations, appreciate her flexibility as a host!
Top guest favorite
An outdoor swimming pool is surrounded by a spacious deck area. Several white lounge chairs are arranged neatly along the poolside, providing spots for relaxation. Shade umbrellas are positioned at intervals, enhancing the leisure space. The pool is bordered by landscaped greenery and residential buildings.
Home in Virginia Beach
4.97 out of 5 average rating, 203 reviews

Sunrise, North End Beach

CraigRating, 5 stars5 days ago
Mark is a great host. The house is immaculate. Every little detail is perfect. By far the nicest AirBNB I have ever rented. Mark made sure everything was perfect for our visit with our son in the Navy.
Top guest favorite
A refreshing swimming pool is visible, bordered by a concrete deck. Two charming structures resembling small cottages stand nearby, complemented by several white lounge chairs and vibrant umbrellas. Lush greenery surrounds the area, creating a serene backdrop.
Home in Irvington
4.99 out of 5 average rating, 116 reviews

The Rosé Retreat: Pool-Screened Porch-RELAX

KristiRating, 5 stars1 month ago
We had a really nice stay at the Rose Retreat! The home is wonderfully appointed with nice furnishings. We especially appreciated the well stocked kitchen with upscale drink and dinnerware. The hand written welcome note, bottle of wine and snacks were so thoughtful - thank you! A perfect location from which to enjoy Irvington and the surrounding towns. We hope to come back in warmer weather to enjoy the pool!
Guest favorite
The cottage features distinctive gothic architecture with arched windows, nestled among trees. A welcoming front porch is visible, with comfortable seating inviting guests to relax. Lush greenery surrounds the exterior, enhancing the peaceful wooded setting.
Home in Irvington
4.98 out of 5 average rating, 139 reviews

Magical wooded cottage pool +priv hottub walk2town

KimberlyRating, 5 stars2 weeks ago
We needed a peaceful, relaxing weekend away and that’s exactly what we got by choosing this AirBnB. While neighbors were close, the trees made it feel like we were secluded. The home was comfortable. We especially enjoyed the back room off the kitchen for just hanging out and chatting. Maria provided thorough details up front and was responsive during our stay. We are already planning our next trip.
Superhost
A light-colored house sits under a clear blue sky, showcasing a welcoming front porch with a sloped roof. Lush green grass surrounds the home, while a flower bed with blooming flowers adds a touch of color to the well-maintained yard.
Home in Virginia Beach
4.88 out of 5 average rating, 135 reviews

Half house w/pool & new patio all to yourself

JordanRating, 5 stars2 weeks ago
Great location and setup. Pool on the back patio was great and my kids loved it. Close to the beach and plenty of restaurants and stores. It made things for me and my children super convenient. House was extremely clean and organized. Very comfortable stay for me plus 4 children.

Condo rentals with a pool

Superhost
A large, elegant building with a classic architectural style is reflected in a serene outdoor pool. Multiple windows and a circular balcony enhance the façade. Clear blue skies and landscaping surround the property, contributing to a relaxed environment.
Condo in Williamsburg
4.8 out of 5 average rating, 5 reviews

Williamsburg Plantation ThanksGiving Large Condo 2

KitRating, 5 stars11 months ago
Amazing experience! communication was amazing! I'm a firm believer that communication sets the tone for an experience. The resort is beautiful! the amenities were top tier. The biweekly poolside party was a hit with the family. We felt safe and very welcomed. Great experience!
Superhost
Condo in Williamsburg
4.87 out of 5 average rating, 15 reviews

Historic Powhatan 2bdrm*

DavinkaRating, 5 stars34 months ago
Great place to stayed. very clean and closer to everything. thanks
Guest favorite
An indoor swimming pool is surrounded by large windows, allowing natural light to illuminate the space. The pool features clear blue water, and metal handrails are positioned at both ends. Comfortable lounge chairs line the area, creating a relaxed environment for guests.
Condo in Williamsburg
4.84 out of 5 average rating, 25 reviews

Williamsburg Vacation Villages Resort 2BR, 2BA

DannyRating, 5 stars1 week ago
It was a great stay! Easy access to all of Williamsburg!
An outdoor swimming pool is surrounded by lush greenery and tall trees. Lounge chairs with green cushions are arranged along the poolside, offering a spacious area for relaxation. Umbrellas provide shaded spots, and the clear blue water invites guests to enjoy a refreshing swim.
Condo in Williamsburg
4.67 out of 5 average rating, 12 reviews

Wyndham Patriots Place | King Bed Studio

MichaelRating, 5 stars1 month ago
David’s place was great. The grounds are beautiful, the unit itself was clean and roomy, the bathroom was spotless, and the kitchenette was equipped with a coffee maker, refrigerator, small oven with stove top, microwave, some cups, and dishes. The bed and couch were comfortable as well. Reception had no problem checking us in a little before 10pm and allowed us to store our bags there after checkout. The unit itself is part of a timeshare, but honestly the staff member was not too pushy in asking if we wanted to come see a presentation (we declined). The place is a little far to recommend walking from Colonial Williamsburg, however, by car it is only 5-6 mins away. David was a responsive host and I’d stay again.
Superhost
An aerial view showcases the resort's expansive amenities, including a swimming pool surrounded by lounge chairs, a hot tub, and a miniature golf course with vibrant green fairways. Tennis courts and a barbecue area are also visible, set among lush landscaping.
Condo in Williamsburg
4.78 out of 5 average rating, 36 reviews

Charming 1BR Colonial Condo at Wyndham Kingsgate

WayneRating, 5 stars12 months ago
Wonderful resort. Lots of activities to keep you busy when not visiting surrounding area. Peter was fantastic activity staff Amazing arcade that was free to play
Superhost
A well-appointed guest room features a spacious bed with a light-colored coverlet, complemented by two bedside lamps on wooden tables. A large window is adorned with patterned curtains, allowing natural light to fill the space. A wooden dresser and a wall-mounted television are included.
Condo in Williamsburg
4.76 out of 5 average rating, 17 reviews

Patriots Place 2 Bedroom

MariaRating, 5 stars3 days ago
Great stay! Place was new and clean. Would stay here again.
Guest favorite
A saltwater pool is surrounded by a spacious deck with lounge chairs and shaded areas for relaxation. The view includes a nearby building and a church steeple rising in the background, providing a sense of community.
Condo in Virginia Beach
4.95 out of 5 average rating, 130 reviews

VB Condo,Boardwalk/Oceanfront,Beach, Pool,Kitchen

KitRating, 5 stars2 weeks ago
Great place for the price. The bed & pillows were very comfortable. We enjoyed the high top table & stools on the balcony. Randy seems Iike a very nice person, even though we didn't meet him. He was very quick to answer any emails that I had sent. The bikes were an added bonus. We used them the whole time we were there. I would stay here again or recommend it to someone.
A multi-story resort building is presented, featuring white siding and red brick accents. Green shutters frame the windows. A well-maintained lawn and a golf course flag are visible in the foreground, while trees line the property, contributing to the serene environment.
Condo in Williamsburg
4.57 out of 5 average rating, 7 reviews

Greensprings Vacation Resort 2br suite, Saturday c

NonnaRating, 5 stars10 months ago
We loved the location. We could easily travel around in Yorktown, Williamsburg, and Jamestown. Restaurants and shopping were just down the road.

Quick stats about vacation rentals with a pool in Williamsburg

  • Total rentals

    1.6K properties

  • Nightly prices starting at

    G$6,273 GYD before taxes and fees

  • Total number of reviews

    7.4K reviews

  • Family-friendly rentals

    900 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    1K properties have a dedicated workspace

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