
Holiday rentals with a pool in Surry County
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Top-rated rentals with a pool in Surry County
Guests agree: These homes with a pool are highly rated for location, cleanliness and more.
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Popular amenities for Surry County rentals with a pool
House rentals with a pool

Wooded Wonderland Miniature Golf Hot tub Pool
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.

Coastal Retreat @ Coliseum| Pool, Bonus Rm, Gazebo
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!

York River Vacation Home
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!

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

Elegance Escape on Saunders Dr
My family and I absolutely love our "Home away from home." This was our 2nd year enjoying all of the elegance and fun your home has to offer. Giovanni and family are the best host's that we have ever had. Communication is so important, and any time I reached out, I was quickly responded to. We got into town a little early, and they were very accommodating when they didn't have to be. The home is immaculate and warm and we didn't have to leave to be entertained. Visiting my son, who is active duty military is even more amazing when you have such a beautiful home with plenty of family things to do right at your fingertips. The neighborhood is peaceful and we felt safe and secure in our own private oasis! Thanks so much for making our stay just as amazing as the 1st time. Looking forward to our next trip!!

Perfect Getaway!
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!

Cute Remodeled Rancher w/ Fenced in Yard and pool
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.

Serenity Farm Equestrian Retreat in Historic VA
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

Wyndham Governor's Green (3 BD Deluxe)
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.

The Historic Powhatan 2 bdrm
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

Great family vacation resort condo. Sleeps 12.
Christian was a pleasure to work with and very helpful. The property was prefect for our stay. There was plenty of room to gather together while also allowing privacy.

1 Bdrm Condo in Williamsburg, VA
Excellent location and responsive host. Great amenities for children and adults. I would definitely stay again!

Marriott Manor Club Luxury Studio sleeps 4
10 minutes from everything to do. Great restaurants in the area. Quiet peaceful place. Hot tub and pool amenities were excellent.

Charming 1BR Colonial Condo at Wyndham Kingsgate
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.

Wyndham Governor's Green, 2 BR Deluxe
We really enjoyed our stay. Our kids were very happy with it as well. Clean, roomy and comfortable. Close to everything, with very friendly staff.

Williamsburg Vacation Villages Resort 2BR, 2BA
It was a great stay! Easy access to all of Williamsburg!
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- Busch Gardens Williamsburg
- Carytown
- Buckroe Beach
- First Landing State Park
- Water Country USA
- Pocahontas State Park
- Buckroe Beach and Park
- Kingsmill Resort
- Brown's Island
- Grandview Beach
- Outlook Beach
- Jamestown Settlement
- Haven Beach
- Sarah Constant Beach Park
- Norfolk Botanical Garden
- Science Museum of Virginia
- Royal New Kent Golf Club
- Hollywood Cemetery
- Little Creek Beach
- Kiptopeke Beach
- Golden Horseshoe Golf Club
- Chrysler Museum of Art
- Salt Ponds Public Beach
- Cape Charles Beachfront