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Vacation rentals with a pool in Portsmouth

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Portsmouth

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Top guest favorite

A spacious waterfront home is showcased with a well-maintained lawn and blooming yellow flowers near the entrance. A large driveway leads to a brick facade, complemented by a garage. Clear blue skies can be seen in the background, enhancing the welcoming appearance of the property.

Home in Gloucester Point

4.99 out of 5 average rating, 195 reviews

York River Vacation Home

This lovely, spacious waterfront home is located on the York River in Gloucester County Virginia. It is the perfect get away to enjoy the relaxing sounds and sights of nature. The views are spectacular! Keep an eye out for osprey and dolphins as you enjoy watching the sunrise and set over the water. There is plenty to do! Relax in the salt water pool overlooking the water, bring a pole & fish and crab right off of the private dock, or venture out on the kayaks. 16 ton boat lift, Jet ski lifts.

An aerial view of the property reveals a spacious backyard featuring a swimming pool surrounded by lounge chairs and inflatable pool toys. Lush greenery encircles the area, enhancing the sense of privacy, and the house is seen with its inviting deck and patio area.

Home in Portsmouth

4.93 out of 5 average rating, 123 reviews

Wooded Wonderland Miniature Golf Hot tub Pool

Make yourself at home! This property offers a warm and welcoming environment for guest, located in a quiet and established neighborhood in the middle of Portsmouth, VA. Guests should expect a clean space equipped with modern technology and appliances. Attractions aren’t too far; 41mi from Busch Gardens, 24 mi from Virginia Beach Ocean Front, 7.3 mi from Waterside District Norfolk, and 2.9 mi from Rivers Casino Portsmouth. Peaceful mornings and a comfortable stay awaits at Wooded Wonderland!

Top guest favorite

A charming gazebo is set beside a sparkling blue pool, surrounded by lush greenery and colorful flowers. The fenced area provides a sense of privacy, while the clear sky above creates a serene atmosphere. Sunlight reflects off the water's surface, enhancing the tranquil scene.

Apartment in Hampton

4.96 out of 5 average rating, 391 reviews

"Shangri-La", of Hampton, Virginia

2nd story 1200 square foot apartment with 2 BR's, Wi-Fi, microwave, fridge and bar with sink. Walk in glass enclosed shower & soaker tub. Private deck with gas grill down the spiral stairs below on ground level patio. Pool table in BnB. We share our pool with our BnB guests seasonally. Please inquire about pool availability if important to your booking. Local history, sites, nature and beaches abound. Security cameras surround the exterior of our home for our protection as well as yours!

A well-appointed backyard patio features a dining table accompanied by several chairs. A swimming pool is situated nearby, surrounded by a wooden fence and trees. Sunlight illuminates the area, creating a bright and inviting outdoor space.

Home in Norfolk

4.94 out of 5 average rating, 112 reviews

Gorgeous Vacation House

This is is the perfect home away from home! Enjoy cozy furnishings and modern amenities in this 3bed/2.5 bath house located in the vibrant city of Norfolk oceanview. The house is renovated with top notch material and artistic touch. The kitchen, living room, and private backyard with deck/patio swimming pool make it the ideal place to relax. Shopping, restaurants, and entertainment are all within minutes; plus onsite parking and self-check-in make this an ideal destination for travelers.

A community pool is visible, featuring a clear blue water surface and surrounded by a spacious pool deck. Lounge chairs are positioned along the perimeter, with ocean views and a white fence providing a boundary. A building with a light exterior stands nearby, contributing to a serene environment.

Condo in Virginia Beach

4.88 out of 5 average rating, 234 reviews

Oceanfront Gem VaB Studio Exceptional Views

Newly renovated modern studio condo, owners personal getaway now open to guests. This corner unit, the largest and most private in Oceans ll Condominium complex, is on the 3rd floor and offers beautiful, expansive views at both sunrise and sunset. Just off the boardwalk with community pool, this unit sleeps three. Right on the oceanfront, you won't find a more peaceful getaway! Beach chairs and towels provided. Please note: due to the open layout of the building, there is no elevator.

Top guest favorite

A private backyard pool area is highlighted, featuring a large in-ground pool surrounded by a concrete deck. Lush greenery and trees provide a natural backdrop, while a wooden fence offers privacy. Pool accessories are visible, indicating a space for relaxation and enjoyment.

Guest suite in Chesapeake

4.95 out of 5 average rating, 584 reviews

Sweet Suite!

Private attached MOTHER IN LAW suite (not the whole house) in a quiet neighborhood in the heart of Hampton Roads. We offer keyless entry and a private parking space, private pool and backyard grill area. All are welcome here, including pets. We ask that you tell us if you are bringing a pet(s) and I'll message you about the added pet fee. We are minutes away from all major attractions and less than 5 minutes from major highways. Our location gives you easy access to the Outer Banks.

A spacious backyard features a saltwater inground pool surrounded by manicured grass. A two-level deck is visible with patio furniture, offering comfortable seating options. The exterior of the two-story house is seen in the background, under a partly cloudy sky.

Home in Suffolk

4.84 out of 5 average rating, 102 reviews

Perfect Getaway!

Home away from home!! Beautiful 2 story house with 3 bedrooms, 3 bathrooms, and a huge playroom over the garage. The master suite has a beautiful bathroom with a jacuzzi tub, and huge walk in shower. The fenced in backyard has plenty of space to run around, and has an awesome saltwater inground pool for fun! In addition, there is a 2 level, new deck, and patio furniture to sit and relax on. There is something for everyone to do here.. I’m positive you will love it!

A serene outdoor area features a sparkling blue pool surrounded by a sunlit patio. Comfortable seating arrangements are positioned beneath a white pergola, enhancing the inviting space. The building's light-colored siding and a mural in the background create a relaxed atmosphere of leisure and comfort.

Home in Virginia Beach

4.82 out of 5 average rating, 138 reviews

THE OLD BEACON 1 | Beach Living

The Old Beacon is the perfect vacation blend of beach time and poolside sunbathing. This is the downstairs unit of the front cottage and the largest of The Old Beacon units. Stylish and comfortable interior with access to the amazing outdoor common area - pool, cornhole, porch swings, outdoor dining area, and outdoor shower for when you return from the beach! Kick back and relax in this vacation home that’s two blocks to the beach and Virginia Beach boardwalk!

A clear blue saltwater pool is framed by a smooth beige deck. Sun loungers are positioned around the pool, offering space for relaxation. Nearby buildings create a simple backdrop, with bright blue skies overhead enhancing the inviting atmosphere.

Condo in Virginia Beach

4.97 out of 5 average rating, 104 reviews

Oceanfront Studio: Boardwalk, Beach, & Pool Views

Atlantic Ocean views from the comfort of an Oceanfront studio, perfect for beach-loving travelers. Reserved parking space just steps from the beach, indulge in the sand & surf without having to cross a street. Park your car, & let your toes sink into the sand for a truly relaxing stay. Equipped with Wi-Fi & Roku TV, you can stay connected throughout your visit. Take a refreshing dip in the saltwater pool or lounge on the lawn just steps from the beach.

Top guest favorite

A saltwater pool is surrounded by a spacious deck with lounge chairs and shaded areas for relaxation. The view includes a nearby building and a church steeple rising in the background, providing a sense of community.

Condo in Virginia Beach

4.96 out of 5 average rating, 144 reviews

VB Condo,Boardwalk/Oceanfront,Beach, Pool,Kitchen

Nestled on the desirable north end of the boardwalk, close to the area’s best attractions, the top restaurants and bars. Just steps to the boardwalk, beach and ocean. Enjoy a nice meal or a early morning cup of coffee while enjoying a beautiful view of the Atlantic Ocean. Our studio includes a reserved parking space, saltwater pool, large BBQ deck area and a lawn on the beach. This small oceanfront complex is a great place for couples or a small family

Top guest favorite

A private saltwater pool is depicted, surrounded by a spacious patio area. The pool's clear blue water is inviting, with a ladder providing easy access. Lush greenery and a white fence frame the background, enhancing the serene ambiance near the Chesapeake Bay.

Cottage in Norfolk

4.97 out of 5 average rating, 259 reviews

Positano Villa

This recently remodeled home build in 1933 and located on the Chesapeake Bay is a perfect place to vacation. Direct private beach access with a beautiful salt water pool to enjoy. Around the pool there is plenty of space for games, grilling, and relaxing. Use the newly renovated kitchen or visit one of several local restaurants serving fresh local seafood to satisfy your appetite. Williamsburg, Jamestown and Yorktown are only a short drive away.

Top guest favorite

A private pool is surrounded by a spacious patio and sun loungers. A grassy area is visible nearby, along with a trampoline and trees. The river flows gently in the background, with a clear blue sky above and a distant view of homes along the shoreline.

Guesthouse in Chesapeake

4.98 out of 5 average rating, 246 reviews

Beautiful and Chic Studio Apartment

Chic private apartment is located in a quiet neighborhood at the end of the peninsula were the Indian River flows into the Elizabeth River. Centrally located, we are nestled in the heart of Hampton roads with Virginia Beach 1 mile to the east and Norfolk 1 mile to the north. Twenty minutes from everywhere you'll want to go: the airport, the beach, multiple shopping centers and several universities.

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Popular amenities for Portsmouth rentals with a pool

Free parking on premises

Air conditioning

House rentals with a pool

A spacious pool area is highlighted, featuring a clear blue pool surrounded by a decorative fence. Brightly colored lounge chairs are positioned on the patio, with a shaded gazebo and lush greenery visible in the background.

Home in Sandbridge

4.99 out of 5 average rating, 77 reviews

The Golden Hour Pool is Open until October 5th!

A pool cover in shades of green is neatly secured on a paved surface, surrounded by tall trees and a serene landscape. A river view is visible in the background, suggesting a tranquil outdoor environment.

Home in Newport News

5 out of 5 average rating, 11 reviews

Pool River House

A private pool is surrounded by a spacious patio area, featuring lounge chairs and shaded seating. The clear water reflects the blue sky, while a white fence offers privacy. Decorative elements such as lights and tropical decor enhance the leisure space.

Home in Norfolk

4.67 out of 5 average rating, 18 reviews

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

The image presents a large outdoor pool surrounded by a deck, sun loungers, and a gazebo. Lush greenery lines the background, complementing the serene waters of Back Bay visible in the distance under a bright blue sky with scattered clouds.

Home in Sandbridge

4.85 out of 5 average rating, 132 reviews

Stunning Views of Back Bay & Seconds to the Beach

Home in Sandbridge

4.77 out of 5 average rating, 26 reviews

Coral Point - Updated Cozy 4 bedroom w/ Salt Water

A spacious beachfront property is set against a clear blue sky. A large pool is surrounded by seating areas and a manicured lawn, leading to a private dock. Nearby homes are visible, showcasing a relaxed coastal environment.

Home in Sandbridge

4.84 out of 5 average rating, 25 reviews

NEW! Boat Ramp, Dock, Pool, Hot Tub, Waterfront

An outdoor area features a floral-patterned rug, two black wicker chairs, and tall potted plants. The space is framed by a railing and a welcome mat at the entrance, with a clear blue sky visible above.

Home in Norfolk

4.89 out of 5 average rating, 28 reviews

Casita View Get Away

A spacious backyard features a blue swimming pool surrounded by a concrete patio and lush green grass. A wooden shed stands to the side, and various trees provide natural shade in the background, creating a peaceful outdoor setting.

Home in Virginia Beach

4.94 out of 5 average rating, 32 reviews

Beach Haven House

Condo rentals with a pool

The image captures a serene view of the ocean during sunrise, with soft waves lapping at the sandy beach. The sun reflects off the water, creating a shimmering effect across the surface. Gentle clouds float in the sky, enhancing the tranquil atmosphere.

Condo in Virginia Beach

4.92 out of 5 average rating, 63 reviews

Beach Luxury Beachfront

A spacious living area is displayed, featuring a gray sofa and blue armchairs. A large TV is mounted on the wall. Light shines from overhead fixtures, highlighting the open layout between the living space and kitchen, which includes a breakfast bar with seating.

Condo in Virginia Beach

4.88 out of 5 average rating, 32 reviews

2BD2BA Condo w/Pool2Blocks2Beach

A clear view of a rectangular pool surrounded by a patio area. Lounge chairs are positioned near the pool, and a hot tub is visible adjacent to the water. Greenery and potted plants line the space, and a building with large windows is in the background.

Condo in Virginia Beach

4.86 out of 5 average rating, 98 reviews

Good Vibes at the Beach

A private balcony offers unobstructed views of the ocean and beach. Two white chairs are positioned against the black railing, providing a perfect spot for relaxation. The horizon merges with the sky, accentuated by gentle waves lapping against the shore.

Condo in Virginia Beach

4.75 out of 5 average rating, 8 reviews

Oceanfront Queen Suite in Virginia Beach

A spacious balcony is shown with six white wooden chairs and a round table, offering views of the bay and distant clouds. A relaxed blue chair adds a touch of color, while the railing provides safety and an open feel to the outdoor space.

Condo in Sandbridge

4.96 out of 5 average rating, 27 reviews

Back Bay Breeze

A welcoming entryway is framed by neatly trimmed shrubs and small hedges. The light-colored exterior of the building is complemented by green shutters. A paved pathway leads to the door beneath a covered porch, providing shelter and a sense of arrival.

Condo in Williamsburg

4.91 out of 5 average rating, 23 reviews

Historic Powhatan resort 2 bdrm

A rectangular pool is enclosed by a white fence, surrounded by lounge chairs and a green umbrella. The pool area provides a view of the ocean and a soft, colorful sunset illuminates the horizon. Nearby, vibrant beach umbrellas and greenery add to the relaxing atmosphere.

Condo in Virginia Beach

4.87 out of 5 average rating, 39 reviews

Beach Studio - Oceanside, Pool, Boardwalk, Bikes

A peaceful beach scene features a wide stretch of golden sand leading to calm ocean waters under a clear blue sky. Gentle waves lap against the shore, with a lone figure strolling along the water's edge, creating a serene atmosphere.

Condo in Virginia Beach

5 out of 5 average rating, 11 reviews

Modern Oceanfront Condo + Pool near Top Dining

Other vacation rentals with a pool

The exterior of a modern tiny home is illuminated by a radiant sunset, creating striking sun rays. The home features a spacious deck with steps leading to the ground. Nearby, similar structures are visible against a backdrop of vibrant sky colors.

Tiny home in Sandbridge

4.9 out of 5 average rating, 69 reviews

Jen n John's Mini Mansion.

A vibrant sunset paints the sky in shades of orange and pink, reflecting beautifully on the calm water below. Silhouettes of trees and buildings outline the horizon, while the stillness of the scene evokes a serene atmosphere.

Tiny home in Sandbridge

5 out of 5 average rating, 9 reviews

Ava’s Estuary

The exterior of a modern tiny home is showcased, featuring a deck with an umbrella and steps leading to the entrance. Lush greenery and blooming flowers frame the home, which is situated near a waterfront. A clear blue sky adds to the inviting atmosphere.

Tiny home in Sandbridge

4.89 out of 5 average rating, 61 reviews

The Green Bean Bungalow

A spacious pool area is presented, featuring a large, inviting blue swimming pool with a built-in hot tub. Several lounge chairs and umbrellas provide shaded seating around the pool, while sliding glass doors lead to the interior of the house.

Guesthouse in Virginia Beach

4.72 out of 5 average rating, 122 reviews

POOL, Pool House, Hot Tub, Grill, 2 bedroom

An aerial view of a tranquil pool surrounded by a wooden deck and landscaped areas. Sunlight casts reflections in the clear blue water, while several lounge chairs are positioned nearby, inviting relaxation. Trees provide a natural backdrop, enhancing the serene atmosphere.

Place to stay in Virginia Beach

4.93 out of 5 average rating, 85 reviews

North End Home with pool, beach & state park.

Top guest favorite

A private dock extends over calm waters, where three white Adirondack chairs are situated for seating, accompanied by a potted palm. Reeds line the opposite shore, and sunlight enhances the serene atmosphere of this waterfront space.

Camper/RV in Sandbridge

4.96 out of 5 average rating, 48 reviews

Waterfront On Back Bay In Sandbridge.

A balcony offers a view of the sandy beach and ocean waves. Two black chairs are positioned beside a round table, inviting relaxation. The sky is partly cloudy, and the beachfront promenade is visible below.

Apartment in Virginia Beach

4.87 out of 5 average rating, 52 reviews

Oceanfront Views! 2 BR, 2 BATH!

Two wooden adirondack chairs are placed on a stone patio, each adorned with a green tropical patterned pillow. A calm waterway is visible in the background, flanked by trees and a building. Bright blue skies add natural light to the scene.

Tiny home in Sandbridge

4.95 out of 5 average rating, 20 reviews

Key Lime Cabana at Surfside

Quick stats about vacation rentals with a pool in Portsmouth

Total rentals
20 properties
Nightly prices starting at
ﺩ.ﺇ184 before taxes and fees
Total number of reviews
570 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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