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Holiday rentals with a pool in Hampton Roads

Find and book unique homes with a pool on Airbnb

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Popular amenities for Hampton Roads rentals with a pool

House rentals with a pool

Superhost
Home in Virginia Beach
4.73 out of 5 average rating, 15 reviews

Ocean Front Studio on Boardwalk

JanRating, 5 stars1 week ago
Great location close to the beach and lots of things to do. Also quiet and walkable. The room is cozy and the view is amazing. We would absolutely stay again!
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.
Guest favourite
Home in Cape Charles
4.9 out of 5 average rating, 10 reviews

Hot Tub - Massage Chair - Golf Cart - Beach Gear

ThomasRating, 5 stars2 weeks ago
Nate was very responsive from booking , all the way through our stay. He was very flexible due to our circumstances and juggling vacation with 2 young children and 2 labradors. I would recommend this home to anyone with a family or pets as it offers the interior space that cape Charles historic homes lack while maintaining the same proximity to the town’s attractions.
Superhost
Home in Virginia Beach
4.88 out of 5 average rating, 32 reviews

VA Beach-Town Center Escape

KaylaRating, 5 stars2 weeks ago
This is my 2nd stay in Krystal’s Air BNB. This was the place I knew where I feel safe and comfortable at. The location is close great restaurants and shopping locations. The neighborhood is very quiet. Krystal is responsive, friendly, and respectful. When I do visit VA again I’ll probably be at this particular Air BNB!
Superhost
Home in Virginia Beach
4.84 out of 5 average rating, 129 reviews

Stunning Views of Back Bay & Seconds to the Beach

GregRating, 5 stars2 weeks ago
Great location and host. The home was the perfect size for my family and friends.
Top Guest favourite
Home in Virginia Beach
4.97 out of 5 average rating, 203 reviews

Sunrise, North End Beach

CraigRating, 5 stars4 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 favourite
Home in Virginia Beach
5 out of 5 average rating, 21 reviews

Coconut Cottage-Sleeps 2,Pool,Beach

LoriRating, 5 stars1 week ago
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.
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

Guest favourite
Condo in Virginia Beach
4.84 out of 5 average rating, 286 reviews

Beautiful Beachfront Condo

JeffreyRating, 5 stars1 week ago
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!
Superhost
Condo in Virginia Beach
5 out of 5 average rating, 4 reviews

Boardwalk Resort & Villas - 1BR/1BA - Oceanfront!

AldoRating, 5 stars11 months ago
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.
Guest favourite
Condo in Virginia Beach
4.85 out of 5 average rating, 20 reviews

2BD2BA Condo w/Pool2Blocks2Beach

ConnieRating, 5 stars1 week ago
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!
Guest favourite
Condo in Virginia Beach
4.97 out of 5 average rating, 93 reviews

Oceanfront Studio: Boardwalk, Beach, & Pool Views

HannahRating, 5 stars3 weeks ago
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!
Guest favourite
Condo in Virginia Beach
4.86 out of 5 average rating, 138 reviews

Oceanfront, beach, boardwalk, fun, dolphin, sunris

AnitaRating, 5 stars2 months ago
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.
Guest favourite
Condo in Williamsburg
4.94 out of 5 average rating, 71 reviews

Lovely 2 Bedroom Condo in 4Diamond Historic Resort

AnthonyRating, 5 stars3 weeks ago
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.
Superhost
Condo in Virginia Beach
5 out of 5 average rating, 3 reviews

Oceanfront Modern Condo | Steps to Beach & Pool

OliviaRating, 5 stars2 weeks ago
This was the perfect space for two people for a long weekend. The views were incredible and we loved having good restaurants within walking distance since we had our 4 month old baby with us.
Guest favourite
Condo in Virginia Beach
4.87 out of 5 average rating, 238 reviews

Ocean Escape

AmandaRating, 5 stars3 days ago
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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