Some info has been automatically translated. Show original language

Vacation rentals with a pool in Williamsburg

Find and book unique homes with a pool on Airbnb

0 of 0 items showing
1 of 3 pages

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
4.95 out of 5 average rating, 104 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 stars3 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 stars4 weeks 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
Home in Virginia Beach
4.86 out of 5 average rating, 134 reviews

Beach Home, Upscale Croatan Resort + Private Pool

DylanRating, 5 stars1 month ago
Such a wonderful place!! Beverly was more than accommodating and was very responsive to all of our questions🙌🏽 we would love to stay here again in the future

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!
The reception area features a warm wooden front desk, accented by soft lighting. A welcoming ambiance is created by light-colored walls and a stylish area rug. Information desks and neatly organized shelves are visible, providing guests with easy access to essential services.
Condo in Williamsburg
4.91 out of 5 average rating, 22 reviews

Patriots Place, one bedroom condo, cozy space

NatalyaRating, 5 stars13 months ago
Place was as advertised. It was clean and had all the stated amenities. Comfortable place to stay while visiting family. Just a note the laundry is not in the unit but is free to use in the building.
A well-maintained outdoor swimming pool is surrounded by lounge chairs under green umbrellas. Lush trees and landscaped greenery provide a serene backdrop, enhancing the relaxing atmosphere of the area.
Condo in Williamsburg
4.58 out of 5 average rating, 12 reviews

Wyndham Patriots Place | King Bed Studio

ToriRating, 5 stars8 months ago
We had a great stay here. Check in was easy and the suite had everything you need to feel at home. Staff was also very nice and helpful. Would recommend!
Superhost
A large outdoor pool is surrounded by lounge chairs and partially shaded by lush landscaping. The modern clubhouse, featuring a mix of brick and stucco, is visible in the background under a clear blue sky dotted with clouds.
Condo in Williamsburg
4.6 out of 5 average rating, 5 reviews

Relax in Style: 1BR Condo w/ Balcony at CW Governo

SamuelRating, 5 stars4 months ago
Hello everyone! If you never been to the Wyndham Resort in Williamsburg you have to go. Great stay, amazing scenery, and everyone is very friendly. The host I had name is Anna. Anna did an amazing job communicating with me throughout my booking process. I loved everything about resort when i stayed for 2 nights. The jet tub was amazing OMG I dont know what else to say lol. It was so fun , and peaceful to be away. One more thing the restaurants are really nice as well to go eat at. THANK YOU ANNA I REALLY APPRECIATE YOU.
Guest favorite
An indoor swimming pool is framed by large windows allowing natural light to fill the space. The pool area features comfortable lounge chairs lined up along the edges, with a light blue wall contrasting against white beams of the ceiling.
Condo in Williamsburg
4.89 out of 5 average rating, 9 reviews

Charming 1BR Colonial Condo at Wyndham Kingsgate

ShaunaRating, 5 stars7 months ago
Working with David was great and our stay was comfortable. I would definitely stay there again.
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
4.75 out of 5 average rating, 16 reviews

Patriots Place 2 Bedroom

JosephineRating, 5 stars1 month ago
We really enjoyed our stay. Ryan was quick to respond. His place had ample room for kids and I. People at front desk were very nice and welcoming. Some things that were not in Ryan’s control, was told pool was heated and it was not. It was freezing cold. And we needed to check out late d/t sports even starting later in afternoon, and the resort would not accommodate us. Other than that great place would recommend.
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.
Guest favorite
A spacious living area is showcased, featuring comfortable seating arrangements including a dark sofa and accent chairs. Natural light is welcomed through large glass doors leading to a balcony, with views of the lush surroundings. A fireplace and modern decor enhance the warm ambience.
Condo in Williamsburg
4.97 out of 5 average rating, 32 reviews

Cozy 2BR Condo in Williamsburg

JackieRating, 5 stars1 week ago
Glad we spent the extra money for this place compared to some of the larger rental companies’ condos. Nicole and Mark have added some really nice extra touches to the place like nicer towels, shower soap dispensers, and a few snacks. The place was spotless and smelled good when we walked in. Great location both in Williamsburg and this resort- we walked to the coffee shop and the playground.

Quick stats about vacation rentals with a pool in Williamsburg

  • Total rentals

    1.6K properties

  • Nightly prices starting at

    G$6,276 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

Destinations to explore