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

Ocean Front Studio on Boardwalk
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!

Hot Tub - Massage Chair - Golf Cart - Beach Gear
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.

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

Sunrise, 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.

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.

Beach Home, Upscale Croatan Resort + Private Pool
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

Beach Haven House
We had a wonderful stay at this Airbnb! The house was exactly as described—clean, cozy, and well-stocked with everything we needed. The location was perfect for our trip, quiet and safe, yet close to local attractions and amenities. The host was friendly, responsive, and made check-in a breeze. We especially appreciated the thoughtful touches throughout the home, which made it feel warm and welcoming. The beds were comfortable, and we had plenty of space to relax and enjoy our time. We would absolutely stay here again and highly recommend it to anyone looking for a comfortable and hassle-free Airbnb experience!

Nicebay Getaway
Tiffany’s place was the perfect stay for our family! There was a glider/rocking chair in the bunk room that really came in handy for our little ones. The location was perfect - at the end of a cul de sac - and everything was just as it was advertised. Tiffany was extremely helpful and responsive. You get a lot of bang for your buck with this rental!
Apartment 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!

Beach Luxury Beachfront
Great location! Clean, comfortable stay and the host was helpful and responsive. Would recommend for others.

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!

Good Vibes at the Beach
Colin is an impeccable host! He’s caring-he’s honest- he answers all concerns immediately- His “home” is one of the nicest beautifully decorated homes we have stayed in-and so clean!!! Thank you for the privilege of staying at your place

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
My family really enjoyed our vacation. It was a great location to the beach and a private pool. It was our first vavation w/ an 18month old and 1 on the way. Randy was very quick to respond to any questions. A+
Quick stats about holiday rentals with a pool in Portsmouth
Total rentals
20 properties
Nightly prices starting at
₹3,462 before taxes and fees
Total number of reviews
580 reviews
Family-friendly rentals
10 properties are a good fit for families
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
20 properties include access to wifi
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- Chesapeake Bay
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- Busch Gardens Williamsburg
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