Holiday rentals with a pool in Virginia Beach

4.88 out of 5 average rating, 257 reviews

A wide, sandy beach is outlined by spacious condos in soft pastel colors against a clear blue sky. Fishing rods are positioned in the sand near beach carts, indicating a relaxed atmosphere. Waves gently lap at the shoreline, creating a tranquil coastal setting.

Apartment in Sandbridge

Ocean Escape

Ocean Escape, 4th floor condo in the luxuriously upscale Sanctuary Resort at False Cape in Virginia Beach, Virginia, breathtaking views of both the Atlantic Ocean and Back Bay and is a leisurely 100 step stroll to the beautiful beach and surf. Beach chairs, coolers, umbrellas, sand toys for the kids, boogie boards and two beach cruiser bikes. Community pool area, complete with Jacuzzi tub, lounge furniture, and stainless steel gas grills. The elevator is just across from dedicated parking spot.

A private pool is surrounded by a spacious patio, featuring lounge chairs and a shaded gazebo. Lush greenery encircles the pool area, providing a sense of privacy. The clear blue water reflects the sky, inviting relaxation and enjoyment.

4.86 out of 5 average rating, 118 reviews

Private Pool at the Oceanfront in a Spacious Home

Private Pool at the Oceanfront in a spacious 2600 sq ft home. 3 blocks from the Virginia Beach Boardwalk, Vibe District. 4 bedrooms in a three-story Private Home. 1st Flr: 2 bathrms, a bedrm with Full-bunk bds, kitchen, dining rm & living rm. 2nd lvl contains a lux Mstr ste with massive jacuzzi, dbl shwr and living rm . 3rd Lvl: 2+ bedrms, bathrms & prvt balconies (queen in 1 room and 2 doubles in the other). Two-car garage and driveway, NOT a duplex. Pool unheated. Modern Tvs and cable!

4.93 out of 5 average rating, 126 reviews

A two-story house features a light-colored exterior with a peaked roof. A spacious driveway leads to a garage door, framed by manicured grass and trees. A balcony extends from the top floor, providing outdoor space above the ground level.

Home in Norfolk

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.

5 out of 5 average rating, 111 reviews

The waterfront view captures a serene sunset over the canal, with soft golden light reflecting on the water. Lush grasses and reeds line the shore, enhancing the tranquil atmosphere. Nearby homes are silhouetted against the vibrant sky, creating a peaceful retreat.

Cottage in Sandbridge

Sanctuary on Sandpiper - Bayfront in Sandbridge

Relax in this renovated 1950's flat-top beach cottage in gorgeous Sandbridge Beach. This waterfront home, on a canal off the beautiful Back Bay, is an easy five-minute, two-block walk to the ocean and the perfect setting for your family beach vacation. With three king beds, a custom-built bunk room, two full baths, a well-equipped kitchen, a spacious backyard, saltwater pool, and all linens and beach gear included, it's got everything you need to spend quality time away with your family.

4.89 out of 5 average rating, 141 reviews

Half house w/pool & new patio all to yourself

PLEASE READ TO THE END!!!!!! Our home is close to restaurants, parks, the resort oceanfront and art and culture. You’ll love our place because of the location and the ambiance. Our space is good for couples, solo adventurers, business travelers or small families. Please know that my wife and I live in the other half of the house. There is NO shared space!!! You have a private entrance with full & private access to all amenities. Our home is LGBTQ+ friendly because LOVE IS LOVE!

Guest suite in Greenbrier

The exterior of a private attached suite is shown, featuring a welcoming entrance with white steps and a small porch. Lush greenery and colorful flowers frame the walkway, leading to a paved driveway. A wooden fence provides privacy, while a well-maintained lawn enhances the setting.

4.95 out of 5 average rating, 626 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 private pool area features comfortable lounge chairs with floral cushions, surrounded by a clean concrete patio. A screened-in porch is visible in the background, with two inviting chairs for relaxing. The fenced yard offers additional privacy and space for outdoor enjoyment.

4.95 out of 5 average rating, 104 reviews

Artful Retreat with a Private Pool

Take a break and unwind at your private pool! Stylish, updated interior and a spacious backyard with pool and lounge area. Rinse off at the outdoor shower after a day at the beach and enjoy your private retreat! The Rudee Inlet is less than a block away with great restaurants, fishing, and water activities. A path along the Rudee Inlet leads to the beach and shops - a quick 4 block trip with the included bikes! Outdoor seating and gas fire pit added for the cooler months!

4.85 out of 5 average rating, 107 reviews

A two-story house featuring a welcoming porch with white railings and steps leading to the front door. The exterior is clad in light siding, complemented by well-kept landscaping and a driveway leading to a garage on the right. Trees provide a natural backdrop.

Home in Suffolk

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 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.

4.97 out of 5 average rating, 122 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.

A view of the beach stretches towards the horizon, framed by green grass and a flower pot. White lounge chairs are arranged for relaxation, while colorful umbrellas dot the sandy shore, providing shade to beachgoers enjoying the ocean.

4.96 out of 5 average rating, 168 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

Guest suite in Sandbridge

A wooden bar top overlooks a shared pool area, surrounded by colorful seating options in vibrant hues. The pool is framed by palm trees and offers a relaxing view of the outdoors, with a white fence enclosing the vibrant space.

4.92 out of 5 average rating, 115 reviews

"Forget About It" Guest Suite- 300 STEPS TO BEACH!

Come and "Forget About It" in a 1000 sqft 2 bedroom guest suite on the first floor. Quietly and conveniently located on a cul-de-sac. Only a short walk (approximately 300 steps) to the beach! Listen to the ocean waves as you relax out back by the pool. Enjoy the quiet north end of Sandbridge Beach where there is no public parking. Virginia Beach Oceanfront is only 7 miles away. Owners live upstairs and are here to help and assist as needed.

4.84 out of 5 average rating, 159 reviews

Beach & Boardwalk at Your Door-New Renovated &Pool

Enjoy a piece of the Oceanfront in this gorgeous newly renovated studio condo. Step out your door to the beach, boardwalk, pool, restaurants, shops, and the historic Cavalier Hotel. The condo features a brand-new kitchen with modern appliances and a bright beachy feel—perfect for couples. Includes one parking spot, deck area, beachfront lawn with lounge chairs, and coin-operated laundry on the premises. Ideal North End getaway! 🌊🏖️

Popular amenities for Virginia Beach rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

An outdoor space is shown featuring green grass and a view of the ocean. White tables and chairs are arranged on the lawn, while a cluster of trees stands nearby. A pathway along the beach can be seen in the distance, leading to the sandy shore.

4.81 out of 5 average rating, 27 reviews

Ocean Front Studio on Boardwalk

An aerial view captures a spacious beach house surrounded by lush greenery, with two inviting pools visible in the backyard. The shimmering Atlantic Ocean is seen in the background, framed by a quiet residential area. Sunny skies contribute to a bright and welcoming scene.

4.99 out of 5 average rating, 88 reviews

Discounts for winter season! 8bdrm, 6bath

An aerial view of the backyard showcases a large pool with a sun ledge, a lazy river with vibrant umbrellas, and a splash pad. Surrounding seating areas are arranged for relaxation. Fixed and floating piers provide access to the water, complemented by water equipment visible in the background.

4.96 out of 5 average rating, 25 reviews

8br, Pool, Lzy Rvr, Pier, Pool, Hot Tub (Sandbridge)

An outdoor pool is positioned on a deck overlooking a tranquil canal. Surrounding the pool, several lounge chairs are arranged for relaxation. The landscape features houses lining the opposite bank, with greenery in view. A small boat dock is also visible in the distance.

4.87 out of 5 average rating, 84 reviews

Ocean Pearl- Canal View and Minutes to the beach

An aerial view captures the Sea Star home framed by sand dunes and an expansive ocean. The setting sun casts warm hues across the sky and water, while the nearby beach path leads toward the shoreline, emphasizing the proximity to the ocean.

4.91 out of 5 average rating, 11 reviews

"Sea Star" 8BR- Pool- Hottub- Oceanfront!

A spacious open-concept living area features a light-filled layout with a cozy sofa, a television mounted above a modern fireplace, and a large dining table surrounded by black chairs. Natural wood flooring complements the neutral color scheme, enhancing the welcoming atmosphere.

4.9 out of 5 average rating, 63 reviews

Silver Strand, Pool, Dock w/ Kayaks, Sunset Views

5 out of 5 average rating, 9 reviews

A three-story beach house is showcased, featuring a classic design with wrap-around decks and expansive views of the surrounding area. The structure is situated on sandy terrain, emphasizing its coastal location. A clear sky enhances the overall bright appearance of the property.

Home in Currituck County

Popsicle Palace, Fun in the sun! Carova Beach!

A private backyard pool is surrounded by a spacious patio area featuring multiple lounge chairs. The clear blue water of the pool contrasts with the light-colored concrete. Above, a wrap-around deck is visible, enhancing the outdoor recreational space.

4.91 out of 5 average rating, 22 reviews

6BR Sandbridge Family Retreat w/ Pool

Apartment 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.

4.93 out of 5 average rating, 67 reviews

Beach Luxury Beachfront

5 out of 5 average rating, 66 reviews

Apartment in Sandbridge

Sandbridge Beach - DeepSeaSide Retreat

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.

4.87 out of 5 average rating, 109 reviews

Good Vibes at the Beach

A charming private balcony offers a dining setup for two with white Adirondack chairs and a table, overlooking the beach. A stunning sunset illuminates the horizon, while the seaside view provides a serene backdrop for the table adorned with floral centerpiece and tableware.

4.88 out of 5 average rating, 252 reviews

Oceanfront Gem VaB Studio Exceptional Views

A sunset view over the ocean is captured from a balcony, where warm colors blend in the sky. Gentle waves lap at the shore, and silhouettes of distant boats are visible on the horizon. The sandy beach offers a serene atmosphere.

4.87 out of 5 average rating, 154 reviews

Oceanfront, beach, boardwalk, fun, dolphin, sunris

5 out of 5 average rating, 3 reviews

OBC - 1BR/1BA - Partial Ocean View - Great Pools!

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.

4.87 out of 5 average rating, 39 reviews

Beach Studio - Oceanside, Pool, Boardwalk, Bikes

A swimming pool is surrounded by a paved area and sun loungers. Lush greenery is visible nearby, with a building in the background. Clear blue skies reflect on the water's surface, offering a refreshing space for relaxation.

4.84 out of 5 average rating, 61 reviews

Seas The Day of Virginia Beach

Other holiday rentals with a pool

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.

5 out of 5 average rating, 32 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.

4.9 out of 5 average rating, 72 reviews

The Green Bean Bungalow

Place to stay in North Virginia Beach

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.

4.93 out of 5 average rating, 87 reviews

North End Home with pool, beach & state park.

A comfortable outdoor seating area features wicker chairs adorned with colorful cushions. A wooden dining table is set for six, surrounded by a tropical-inspired rug. Decorative plants add a touch of greenery, creating an inviting atmosphere for relaxation.

5 out of 5 average rating, 30 reviews

The Surf Shack

5 out of 5 average rating, 44 reviews

A wide sandy beach stretches alongside gentle ocean waves under a clear blue sky. Colorful resort buildings line the beach, creating a welcoming coastal atmosphere. Footprints in the sand suggest leisurely strolls along the shore, inviting relaxation in this serene setting.

Flat in Sandbridge

Bayside condo on the beach in Sandbridge

4.9 out of 5 average rating, 71 reviews

A spacious living area is highlighted by large windows overlooking the ocean, allowing natural light to fill the room. A light-colored area rug rests on the floor, with two sofas and a coffee table arranged for comfort. The decor features soft tones, complemented by lamps and wall art.

Flat in Virginia Beach

Oceanfront 2BR Retreat • Private Balcony

An aerial view captures the vibrant Croatan Beach, showcasing beachfront homes along the coastline. The ocean presents rolling waves, with soft sandy shores visible. A private pool is discernible among the properties, accentuating the beach community's appeal.

4.86 out of 5 average rating, 145 reviews

Beach Home, Upscale Croatan Resort + Private Pool

Two white lounge chairs are positioned on a grassy area by the water's edge, offering a clear view of the calm Back Bay. Lush greenery with blooming flowers frames the scene under a bright blue sky dotted with clouds.