
Holiday rentals with a pool in Hampton Roads
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Top-rated rentals with a pool in Hampton Roads
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Popular amenities for Hampton Roads rentals with a pool
House rentals with a pool

Corova Beaches 5BR w/Heated Pool & Hot Tub!
Our family had a wonderful time and couldn’t have asked for a nicer property. NorthStar was beautifully furnished, clean as a whistle, very well-stocked and is run by a top-notch management company. Grace was proactive and extremely responsive. We will return next summer when the water is warmer. Thanks Grace and all at Oak Realty for a wonderful weekend of memories and allowing us such a nice home to call ours for Memorial Day Weekend 2025!

New fully loaded, Firepit, pool/hottub, ocean view
My family came together for a 3-day stay at Nomad Dunes. It was everyone's 1st time to the OBX. There's 16 of us ranging in age from 9-74! There are 3 levels to this home with sleeping areas on all levels which was great for us. I think we used every entertaining and relaxing spot in this house!! You can see the ocean from the top floor and it truly is easy enough to walk to the beach or hop in the car and drive back and forth. Having the pool was perfect for our family. It is about 5ft deep at most so all the kids could access the pool without worry. And the hot tub was VERY popular with our group! Hardly anyone picked up a phone or devise other than to take photos or videos and we watched one movie. The drive on the beach to get to the home was a LOT more than we expected!! Videos do not do this justice. It's long, and bumpy, and feels out of control at times. SHOP beforehand!! Beds and furnishings are comfy and pretty. I suggest mentioning if you plan to use the bunks and sofa bed.

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!!

Stunning Views of Back Bay & Seconds to the Beach
Great location and host. The home was the perfect size for my family and friends.

Salida del Sol, North End Beach
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.

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.

Splash of Lime Carova 4x4 Beach Cottage
What a great place to stay. Splash of lime worked great for our group. The house is set up nicely and has lots of storage available. We were lucky enough to get daily visits from the wild horses throughout the day. Martin is an excellent host and responded very quickly to answer any questions we had.

Coconut Cottage-Sleeps 2,Pool,Beach
The Pool House was exactly as described — clean, comfortable, and welcoming! Denise had thoughtful touches like snacks, water, and coffee ready for us when we arrived. Both she and her sweet dog Murphy made us feel right at home. We were also able to check in when we arrived in Sandbridge a little early. The Pool House was ready and waiting. We were in town for a wedding, and when a last-minute issue came up with the newlyweds’ accommodations, Denise was incredibly gracious and allowed us to turn the Pool House over to them. It ended up being the perfect space for the couple to relax for a couple of days before leaving on their honeymoon. The couple and their parents were very grateful for Denise’s kindness and willingness to help. The stress of not having a place to stay on their wedding night melted away. I would absolutely recommend staying here — Denise is a wonderful host, and Murphy is a joy! God bless you, Denise.
Condo rentals with a pool

Beautiful Beachfront Condo
The only issue we had was our code for the building and parking did not work at first! Pam was very quick to resolve! There are no elevators in parking garage, I would take my stuff in at the entrance and then park! Dolphin run staff was not much help! We had a second car that we were supposed to get a parking permit for. They just told us to park and not worry about signs that clearly stated towed with no permit. Our car did NOT get towed!

Boardwalk Resort & Villas - 1BR/1BA - Oceanfront!
We stayed a week at Kerri’s place in Virginia. She went above and beyond our expectations, very communicative and organized. She offered a ton of information and insights before and during our stay. Her place offers a delightful and relaxing getaway experience. The resort's picturesque location by the ocean provides stunning views and a serene atmosphere. The rooms are spacious, well-appointed, and comfortable, ensuring a pleasant stay. The resort amenities such as the pool, spa, and on-site restaurants add to the overall wonderful experience. The staff is friendly, accommodating, and dedicated to providing top-notch service to guests. Whether you're looking to relax by the beach or explore the nearby attractions, Boardwalk Resort is a fantastic choice for a vacation in Virginia. I would definitely recommend and revisit Kerri’s place.

2BD2BA Condo w/Pool2Blocks2Beach
Susan's Airbnb is the place to be in Virginia Beach. We felt at home right away and loved to short walk to the beach. We would definitely come back!

Oceanfront Studio: Boardwalk, Beach, & Pool Views
Frances’ condo was in a great location right at the end of the boardwalk. We were able to get up in the morning and walk to breakfast with multiple other restaurants within walking distance. The view of the pool and ocean was nice and the condo felt bright and sunny. There was one dedicated parking spot which was nice. Everything in the condo was clean and nicely decorated. We enjoyed our stay and highly recommend!

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

Oceanfront, beach, boardwalk, fun, dolphin, sunris
We enjoyed staying at Kelly's place in VB. Its an ideal location for anyone who wants to stay right at the boardwalk. We witnessed amazing sunrises and moonrises. The ocean was right in front of us and from the 6th floor, the view was expansive. A lot of restaurants were also nearby. Kelly was always very communicative, polite and professional. The apartment was clean with the kitchen well stocked with utensils The bedrooms were of a pretty large size. And parking was on the premises. Overall, it was a wonderful experience and holiday for us. We strongly recommend Kelly's place.

Lovely 2 Bedroom Condo in 4Diamond Historic Resort
Spacious 2 bed/2 bath combo on a golf course in the Kingsmill Resort. Place is exactly as it looks in the photos posted and furniture was comfortable. Easy parking as well. I would definitely stay here again.

Ocean Escape
We have stayed at Randy's condo several times. The condo exceeded our expectations in every way. The pool is always a fantastic addition, providing us with a great opportunity to relax and unwind. The condo is well-maintained and clean. I appreciate Randy and his exceptional responsiveness throughout our stay. His prompt assistance and friendly demeanor were truly appreciated. We enjoyed our time there along with relaxing at the beach, watching the dolphins and the sunrise every morning. I highly recommend Randy's place and plan to stay there again.
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- Chesapeake Bay
- Virginia Beach Oceanfront
- Carova Beach
- Resort Beach
- Busch Gardens Williamsburg
- Buckroe Beach
- First Landing State Park
- Water Country USA
- Buckroe Beach and Park
- Kingsmill Resort
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- Outlook Beach
- Jamestown Settlement
- Haven Beach
- Ocean Breeze Waterpark
- Sarah Constant Beach Park
- Virginia Beach National Golf Club
- Norfolk Botanical Garden
- Wilkins Beach
- Royal New Kent Golf Club
- Little Creek Beach
- Kiptopeke Beach
- Golden Horseshoe Golf Club
- Chrysler Museum of Art