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Holiday rentals with a pool in Surry County

Find and book unique homes with a pool on Airbnb

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Popular amenities for Surry County rentals with a pool

House rentals with a pool

Guest favourite
Home in Portsmouth
4.94 out of 5 average rating, 115 reviews

Wooded Wonderland Miniature Golf Hot tub Pool

JoeyRating, 5 stars1 week 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 favourite
Home in Hampton
4.87 out of 5 average rating, 45 reviews

Coastal Retreat @ Coliseum| Pool, Bonus Rm, Gazebo

GustavoRating, 5 stars5 days ago
Everything was perfect, when we contacted them they responded timely and understood our dilemma which they were flexible about the hours. Our expectations about the home was More than what we thought, definitely a 5 out of 5 stars perhaps even more. Thank you once again for having us at you’re home!
Superhost
Home in Newport News
5 out of 5 average rating, 3 reviews

Gorgeous Modern Family Home

MikiasRating, 5 stars10 months ago
Great stay for one night! Host was really helpful.
Top Guest favourite
Home in Gloucester Point
4.99 out of 5 average rating, 185 reviews

York River Vacation Home

AdamRating, 5 stars1 week ago
We had a wonderful stay here! Everything was exactly as described. Eugene was really responsive when communicating and super friendly! I would highly recommend staying here if you get the chance. Thank you again for such a relaxing place to stay!
Superhost
Home in Norfolk
5 out of 5 average rating, 5 reviews

The Blue Octopus~Private Pool~HotTub~Beach~FirePit

KelleyRating, 5 stars2 days ago
We really enjoyed our stay at Blue Octopus! It was a very nice layout with a family. Loved the connecting bedrooms upstairs, and even a baby gate for the stairs and top locks on the doors to the outside. We loved how easy it was to swim and go to the beach here! We went to Mudita for coffee in the morning which was wonderful. Would love to come back for a longer stay! Willoughby beach was quiet and away from crowds.
Guest favourite
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!
Superhost
Home in Newport News
4.8 out of 5 average rating, 80 reviews

Cute Remodeled Rancher w/ Fenced in Yard and pool

CamilleRating, 5 stars23 months ago
Davina was very attentive and was always checking in to make sure things were going well. She quickly responded to messages and was very helpful.
Top Guest favourite
Home in Gloucester
5 out of 5 average rating, 14 reviews

Serenity Farm Equestrian Retreat in Historic VA

LogynRating, 5 stars1 month ago
Great accomodations for a big group. The house is huge and super interesting. While on the patio we watched the horses frolick, and were visited by a shy little dachshund, and a not-so-shy little farm cat. Beds were comfy. Lots of amenities like coffee pots, plenty of seating, a theater room, big Jacuzzi tub, and lots of bedrooms. Overall an extremely peaceful visit that I would stay at again.

Condo rentals with a pool

Guest favourite
Condo in Williamsburg
5 out of 5 average rating, 12 reviews

Wyndham Governor's Green (3 BD Deluxe)

KaraRating, 5 stars1 month ago
this is a great place to stay. Roomy and comfortable. Having three bedrooms and four beds is a real find! The communication about check-in was great. We would love to stay here again.
Superhost
Condo in Williamsburg
4.91 out of 5 average rating, 23 reviews

The Historic Powhatan 2 bdrm

BillRating, 5 stars20 months ago
Colleen was an excellent host! She was very accommodating and understanding when she walked me through the process on how to book the condo. I would definitely recommend her in this place. It is centrally located in the Williamsburg area very close to all the sites and tours around the area. The check in process was very smooth and the staff were very friendly. 10 out of 10 recommend
Guest favourite
Condo in Williamsburg
5 out of 5 average rating, 12 reviews

Wyndham Governor's Green, 2 BR Deluxe

LindaRating, 5 stars2 weeks ago
We had a wonderful experience here. There was so much for our family to enjoy. We used the indoor pool, outdoor pool, fitness center, and miniature golf course. Because we were also spending time away from the resort visiting with local relatives, we didn’t have a chance to try everything the resort had to offer (like the sand volleyball court!). Tina was a wonderful, friendly host and we greatly appreciated her thorough instructions.
Superhost
Condo in Williamsburg
5 out of 5 average rating, 10 reviews

1-Bedroom Condo in Williamsburg, VA

AquilaRating, 5 stars4 weeks ago
Excellent location and responsive host. Great amenities for children and adults. I would definitely stay again!
Guest favourite
Condo in Williamsburg
4.84 out of 5 average rating, 19 reviews

Marriott Manor Club Luxury Studio sleeps 4

LucasRating, 5 stars6 months ago
10 minutes from everything to do. Great restaurants in the area. Quiet peaceful place. Hot tub and pool amenities were excellent.
Superhost
Condo in Williamsburg
5 out of 5 average rating, 4 reviews

Charming 1BR Colonial Condo at Wyndham Kingsgate

MahamRating, 5 stars11 months ago
The room was clean and large enough for our family of 3. Resort amenities stood out. Pools were great and we got to enjoy the pool deck party. Reception staff were efficient and friendly, even when I declined the timeshare presentation. Overall, would stay again if visiting Williamsburg.
Guest favourite
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!
Superhost
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.

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