
Vacation 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

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.

The Seaglass Cottage
The host was so kind and made sure we had a comfortable stay! The AC ended up not working due to an accidental mishap when she was working on her yard! She was able to get the AC fixed as we arrived to the Air BNB and we had the coolest room ever ( which we love) especially on a hot day! We are thankful for the time she took to get that done ASAP! She also had a wonderful cute cottage with all that you’d need for a short stay! It was equipped with great dishes and all the things you’d need for a perfect stay in a home :) it was extremely clean and decorated nicely for your small family! It also has a beautiful back yard oasis to sit out and relax or go for a swim :) you won’t want to miss this Airbnb!! Located near the beach and a great park and walking paths for you kiddos!! All you need nearby just a short walk away!! It was a great getaway for the weekend with a very kind host who is always there to help if needed :)

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

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.

Beach Home, Upscale Croatan Resort + Private Pool
Beverly's home was perfect for our family and situation: family vacation with a 2 year old. The neighborhood is gorgeous and very peaceful; access to a very quiet beach is one block away. The aquarium, dolphin tours, and several dockside restaurants are 3 minute drives. The main boardwalk is a 5 minute drive. The home itself was nicer than pictured, and had just about everything we needed, including linens and towels, beach wagons, chairs, and umbrellas. The pool was extremely well-designed, and terrific for warm days before/after the beach. The Internet was not the most reliable, and the cable TV would cut out for 3-5 seconds every 30 minutes or so... these may have been attributed to the storms early in our trip Recommendations: 1. Bring a coffee machine or k cup filter for ground coffee (only Keurig is available) 2. Be aware there are plenty of stairs (30) in this 3 story home. Beverly communicated very well, and gave the number of her nextdoor neighbor for any timely needs.

Designer 7BR w/ Pool and Hot Tub. Pets welcome!
This rental property was the ideal spot for our family reunion of 16, ages 8 to 78. This was one of the most well-equipped properties we have stayed at. We have stayed at several rental properties in Sandbridge Beach, VA in previous years, and this is our favorite. The kitchen was well equipped and stocked with essentials (coffee, sugar, creamers, paper towels, toilet paper, regular and beach towels, etc.) The kids loved the game room and outdoor pool. The adults enjoyed the hot tub and ping pong room. Two big dining tables easily accommodated our group size (8 adults at one and 8 kids at the other). The beds and pillows were all comfortable. Amy, the Operations Manager, was most helpful and very responsive to any of our questions. We plan to return to this property sometime in the future. Definitely a 5-star experience for everyone in our family.

Half house w/pool & new patio all to yourself
Great location and setup. Pool on the back patio was great and my kids loved it. Close to the beach and plenty of restaurants and stores. It made things for me and my children super convenient. House was extremely clean and organized. Very comfortable stay for me plus 4 children.
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!

Williamsburg Plantation ThanksGiving Large Condo 2
Amazing experience! communication was amazing! I'm a firm believer that communication sets the tone for an experience. The resort is beautiful! the amenities were top tier. The biweekly poolside party was a hit with the family. We felt safe and very welcomed. Great experience!

Beach Luxury Beachfront
We frequently go to Virginia Beach and now that our boys are grown, it was nice to have the space of an apartment on the beach instead of 2 hotel rooms. The location is right where we usually stay when we go to Virginia Beach. Walkable to all of our favorite restaurants, clean, comfortable beds… just perfect!

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.

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.

2BR Suite @ Historic Resort! Amenities Galore!
Powhatan is a lively resort. Close to attractions and restaurants, plus many things to do right on the grounds. Host was awesome to work witg; great communication, fast response time. Definately will book 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.
Quick stats about vacation rentals with a pool in Portsmouth
Total rentals
20 properties
Nightly prices starting at
G$8,364 GYD 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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