
Holiday rentals with a pool in Virginia Beach
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Virginia Beach
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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!

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!

3bd Sandbridge - Sunset Bay views! Newly Remodeled
Welcome to "Heels in the Sand", a 3bed-2bath luxury condo in the exclusive Sanctuary at False Cape, the only oceanfront complex at Sandbridge in Virginia Beach. Inside, there is space aplenty with a open-concept living area with Roku TV, a fully-stocked gourmet kitchen, high-end finishes & sleeping for 9! Two huge patios offer stunning views of the scenic Back Bay. Free access to all condo amenities, including free parking, 3 pools, grills, and a fitness center! Your beach vacation awaits!

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!

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.

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!

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.

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!

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!

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.

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! 🌊🏖️

Walk-to-Beach Apt with Shared Pool
Escape to The Old Beacon, Unit 2! This 1940’s upstairs surfer nest was updated in 2021 with stylish accents and is an Airbnb private retreat favorite! Located just two blocks from the Virginia Beach boardwalk. Perfect for 1 or 2, it features a modern kitchen, dedicated workspace, and access to a shared pool and fire pit. Enjoy the best of the oceanfront in this cozy, well-appointed space that comfortably fits up to 2 guests.
Popular amenities for Virginia Beach rentals with a pool
House rentals with a pool

Ocean Front Studio on Boardwalk

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

Just steps from the beach! 8bdrm, 6bath

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

Gorgeous Vacation House

Family and dog friendly home steps to the beach!

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

Ocean Pearl- Canal View and Minutes to the beach
Apartment rentals with a pool

Beach Luxury Beachfront

Sandbridge Beach - DeepSeaSide Retreat

Oceanfront Condo with Spectacular Beach View

Oceanfront Gem VaB Studio Exceptional Views

OBC - 2BR/2BA Suite - City View

Oceanfront Condo with Balcony & Pool

Paradise Cove

Boutique Oceanfront Condo - Boardwalk + Top Dining
Other holiday rentals with a pool

Ava’s Estuary

Nates Nook on Back Bay

Beach House with breathtaking sunsets

Waterfront On Back Bay In Sandbridge.

Oceanfront 2BR Retreat • Private Balcony

Key Lime Cabana at Surfside

Popsicle Palace, Fun in the sun! Carova Beach!

6BR Sandbridge Family Retreat w/ Pool
When is the best time to visit Virginia Beach?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £115 | £130 | £136 | £150 | £172 | £214 | £246 | £242 | £179 | £145 | £134 | £131 |
| Avg. temp | 6°C | 7°C | 10°C | 16°C | 20°C | 25°C | 27°C | 26°C | 23°C | 18°C | 12°C | 8°C |
Quick stats about holiday rentals with a pool in Virginia Beach

Total holiday rentals
Explore 1,410 holiday rentals in Virginia Beach

Nightly prices starting at
Virginia Beach holiday rentals start at £8 per night before taxes and fees

Verified guest reviews
Over 24,970 verified reviews to help you choose

Family-friendly holiday rentals
720 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 140 rentals that welcome pets

Rentals with dedicated workspaces
560 properties have a dedicated workspace

Wifi availability
1,400 of Virginia Beach holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Virginia Beach rentals

4.6 Average rating
Virginia Beach stays receive an average rating of 4.6 out of 5 from guests

Nearby attractions
Virginia Beach’s top spots include First Landing State Park, Norfolk Botanical Garden and Virginia Aquarium & Marine Science Center
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- Chesapeake Bay
- Virginia Beach Oceanfront
- Busch Gardens Williamsburg
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- Water Country USA
- First Landing State Park
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