Holiday rentals with a pool in Virginia Beach

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

Boutique style building with a pool, designated parking, and coded door access. 2 bedrooms and 2 baths with a full kitchen and all amenities. Enjoy the pool during the summer months (May28th-Sept. 30th) or walk another block to enjoy the Beach at all times of the year. Multiple restaurants of all types surrounding this location and a large Harris Teeter grocery store only steps away. Come enjoy the Beach Life where music and arts are abundant. Primary booking guest must be at least 21 yrs old

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, 155 reviews

Oceanfront, beach, boardwalk, fun, dolphin, sunris

Fantastic condo on the beach. Floor to ceiling windows in living-room, bedrooms. Watching waves, sunrise, dolphins. Enjoy the ocean, boardwalk, beach gym, playground right at downstairs. Extra-large end-unit with fully equipped kitchen, saves you $$$ on meals. One free parking. Walking distance to restaurants, bars, stores, beach concerts, activities, art shows, performance. New 65” QLED TV, new sofa and dining set. Ask for extended stay discount! Up to 45% off Winter Special Deals. Book now!

4.86 out of 5 average rating, 120 reviews

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.

Home in Virginia Beach

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!

4.94 out of 5 average rating, 155 reviews

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

Wooded Wonderland Miniature Golf Hot tub Pool

Make yourself at home! This property offers a warm and welcoming environment for guests, 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!

4.93 out of 5 average rating, 149 reviews

Apartment in Sandbridge

Ocean & Bay Views - Newly Renovated! Local Family!

Just steps away from the sand, "Carolina on My Mind" is a 2b/2ba oceanside condo at the exclusive Sanctuary at False Cape, the only Oceanfront complex at Sandbridge in Virginia Beach. You'll enjoy a private patio with both Ocean and Back Bay views. The condo features a large open-concept living space, and a fully equipped gourmet kitchen, and high end finishes. Free access to all condo amenities, including free parking, 3 pools, grills, and a fitness center! Your beach vacation awaits!

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.

The outdoor pool area features a well-maintained pool surrounded by lounge chairs. A clear blue sky is noted above, with clouds adding texture. Nearby greenery and structures contribute to the atmosphere, allowing for a relaxing outdoor experience.

4.98 out of 5 average rating, 106 reviews

Paradise at the Beach

Our newly renovated condo has all of the comforts of home. Accommodates 6 adults or perfect for families. Bedroom #1 has a KING SUITE, with sliding glass door that leads to the pool. The pool is open from Memorial weekend til the end of September. Bedroom 2 has a Queen size bed and livingroom has a sofabed. Blackout curtains in both bedrooms. Cable TV and Wi-Fi in ALL rooms. Secured building. Outdoor shower and shared grill. Come have a relaxing and fun vacation at the beach.

4.95 out of 5 average rating, 109 reviews

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.

Home in Virginia Beach

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!

4.84 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! 🌊🏖️ Pool open from May 1st - October 31st

4.85 out of 5 average rating, 108 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 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, 170 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

4.97 out of 5 average rating, 277 reviews

Cottage in Norfolk

Villa Positano

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.

Popular amenities for Virginia Beach rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

An aerial view captures a modern beach house with a fenced in-ground pool and patio. Surrounding homes are visible, along with a distant ocean view. The landscape is characterized by greenery and a well-maintained yard, contributing to the coastal atmosphere.

5 out of 5 average rating, 27 reviews

Smack Attack: New Construction, North End, Pool

4.83 out of 5 average rating, 29 reviews

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.

Home in Virginia Beach

Ocean Front Studio on Boardwalk

4.79 out of 5 average rating, 52 reviews

Home in Willoughby

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

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, 89 reviews

Just steps from the beach! 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)

4.93 out of 5 average rating, 128 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

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, 87 reviews

Ocean Pearl- Canal View and Minutes to the beach

A two-story beach house is shown with a light-colored exterior, featuring multiple entrances, and a spacious driveway. A basketball hoop is visible on one side, while shaded areas under the elevated deck offer additional outdoor space. The surrounding landscape includes pine trees and low shrubbery.

4.88 out of 5 average rating, 8 reviews

"Seas Get Degrees" 6BR-Pool- Poolhouse-Oceanviews

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, 70 reviews

Beach Luxury Beachfront

A private backyard area is visible, featuring well-maintained grass and colorful flowering plants. Seating areas with chairs and umbrellas overlook the beach, which is just beyond the fence. The ocean appears calm under a clear sky, enhancing the serene atmosphere.

4.87 out of 5 average rating, 90 reviews

Oceanfront Condo with Spectacular Beach View

5 out of 5 average rating, 10 reviews

A dining table is set with an array of fresh fruits and cheeses, complemented by a vibrant blue arrangement of hydrangeas and two blue candles. The ocean can be seen in the background, enhancing the inviting beachside dining experience.

Apartment in Sandbridge

Oceanfront Condo with Balcony & Pool

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.

4.88 out of 5 average rating, 41 reviews

Beach Studio - Oceanside, Pool, Boardwalk, Bikes

An aerial view showcases the surrounding area of the condo complex, with a direct line of sight to the beachfront. Nearby buildings and establishments are visible, providing a visual reference for the convenient location relative to the beach and boardwalk.

4.97 out of 5 average rating, 33 reviews

Paradise Cove

4.9 out of 5 average rating, 10 reviews

Oceanfront Condo/ Pool/ Surfing/ Fishing / EW 1002

5 out of 5 average rating, 15 reviews

Boardwalk Oceanfront Studio near Top Dining

5 out of 5 average rating, 3 reviews

Apartment in Sandbridge

Bayview Sunset Beach Retreat | 4th Floor

Other holiday rentals with a pool

5 out of 5 average rating, 35 reviews

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

Ava’s Estuary

4.9 out of 5 average rating, 52 reviews

A tiny home is showcased from the outside, featuring a deck with white railings and a colorful red umbrella. The home sits on a grassy area with patches of shrubs, under a clear blue sky, creating a serene outdoor setting.

Tiny home in Sandbridge

Nates Nook on Back Bay

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 serene waterway is illuminated by the warm glow of sunset, with vibrant hues of orange and purple reflected on the surface. Tall grasses frame the scene, creating a tranquil atmosphere. The horizon features the silhouette of distant trees and the sky is dotted with soft clouds.

4.71 out of 5 average rating, 93 reviews

Beach House with breathtaking sunsets

Camper van/Motorhome in Sandbridge

4.96 out of 5 average rating, 51 reviews

Waterfront On Back Bay In Sandbridge.

4.91 out of 5 average rating, 74 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

4.97 out of 5 average rating, 34 reviews

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

Key Lime Cabana at Surfside

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.