
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.

Stunning Views of Back Bay & Seconds to the Beach
Be our guest and enjoy some of the most spectacular views in all of Virginia Beach. Lounge in the pool and watch the sun set over Back Bay or enjoy exploring Back Bay with fishing and site seeing. With the beach being a block away, you can get your feet wet with surfing or snorkeling or simply relax on the beach with your favorite beverage. Little Island Park, Back Bay Wildlife Refuge & The Baja are just a few minutes away as well. This 6 bedroom home, with 11 beds will be the perfect get away.

Ocean & Bay Views - Local Family Owned & Operated
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 Bay views and you'll have access to all the exclusive amenities of the complex. The condo features a large open-concept living space and a fully equipped gourmet kitchen. The master has a king bed, the second bedroom has king bed w/ twin loft. Queen sleeper sofa.

Oceanfront Building Boardwalk Pool Beach 3 Beds
Welcome to the Cozy Crab – updated, comfort-focused & steps from the sand! Located in a quiet corner of a beachfront building on the Virginia Beach boardwalk with a seasonal pool (open mid-May–mid-Oct). Sleeps 4 with 3 real beds: one queen and two singles, all with real mattresses. Features a large, updated bathroom with full vanity and a kitchen. Just a few steps up—no elevator needed. No chore checkout, pro cleaning, fresh linens/towels, WiFi. 2nd-floor grills. Eat! restaurant is downstairs!

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!

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.

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.

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.

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!

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.

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

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.

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.
Popular amenities for Virginia Beach rentals with a pool
House rentals with a pool

Corova Beaches 5BR w/Heated Pool & Hot Tub!

Ocean Front Studio on Boardwalk

The Seaglass Cottage

Private Pool at the Oceanfront in a Spacious Home

Gorgeous Vacation House

Salida del Sol, North End Beach

Splash of Lime Carova 4x4 Beach Cottage

4BD home w/ game room & pool near Langley & PTC!
Apartment rentals with a pool

Sandbridge Beach - DeepSeaSide Retreat

2BD2BA Condo w/Pool2Blocks2Beach

Good Vibes at the Beach

Paradise at the Beach

Oceanfront, beach, boardwalk, fun, dolphin, sunris

Coastal Beach condo-amazing view and indoor pool

OBC - 2BR/2BA Suite - City View

Back Bay Breeze
Other holiday rentals with a pool

The White Lotus, Luxury Vacation in Carova Beach

Ava’s Estuary

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

The Green Bean Bungalow

Coconut Cottage-Sleeps 2,Pool,Beach

VA Beach Ocean Sands 1BR/1BA

The Sportman's Lodge

Designer 7BR w/ Pool and Hot Tub. Pets welcome!
When is the best time to visit Virginia Beach?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $197 SGD | $222 SGD | $233 SGD | $256 SGD | $295 SGD | $366 SGD | $415 SGD | $374 SGD | $323 SGD | $283 SGD | $257 SGD | $235 SGD |
| 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 1,520 holiday rentals in Virginia Beach

Verified guest reviews
Over 24,290 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 160 rentals that welcome pets

Rentals with dedicated workspaces
700 properties have a dedicated workspace

Wifi availability
1,500 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, Virginia Aquarium & Marine Science Center and Norfolk Botanical Garden
Destinations to explore
- New York City Holiday rentals
- Washington Holiday rentals
- East River Holiday rentals
- Myrtle Beach Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
- South Jersey Holiday rentals
- Mount Pocono Holiday rentals
- Charlotte Holiday rentals
- Outer Banks Holiday rentals
- Ocean City Holiday rentals
- Cape Fear River Holiday rentals
- Resort rentals Virginia Beach
- Tiny house rentals Virginia Beach
- Guest house rentals Virginia Beach
- Rentals with a firepit Virginia Beach
- Rentals with a patio Virginia Beach
- Rentals with breakfast Virginia Beach
- Rentals with an EV charger Virginia Beach
- Rentals with a hot tub Virginia Beach
- Beachfront rentals Virginia Beach
- Villa rentals Virginia Beach
- Flat rentals Virginia Beach
- Mansion rentals Virginia Beach
- Rentals with a fireplace Virginia Beach
- Rentals with beach access Virginia Beach
- Private suite rentals Virginia Beach
- Townhouse rentals Virginia Beach
- House rentals Virginia Beach
- Waterfront rentals Virginia Beach
- Rentals with a washing machine and dryer Virginia Beach
- Rentals with an accessible-height bed Virginia Beach
- Pet-friendly rentals Virginia Beach
- Beach house rentals Virginia Beach
- Hotel rentals Virginia Beach
- Rentals with lake access Virginia Beach
- Fitness-friendly rentals Virginia Beach
- Rentals with outdoor seating Virginia Beach
- Cottage rentals Virginia Beach
- Rentals with a kayak Virginia Beach
- Family-friendly rentals Virginia Beach
- Serviced apartment rentals Virginia Beach
- Apartment rentals Virginia Beach
- Motorhome rentals Virginia Beach
- Rentals with pools Virginia
- Rentals with pools United States
- Chesapeake Bay
- Virginia Beach Oceanfront
- Busch Gardens Williamsburg
- Carova Beach
- Buckroe Beach
- Corolla Beach
- Water Country USA
- First Landing State Park
- Haven Beach
- Buckroe Beach and Park
- Grandview Beach
- Bethel Beach
- Outlook Beach
- Kiptopeke Beach
- Ocean Breeze Waterpark
- Norfolk Botanical Garden
- Virginia Beach National Golf Club
- Chrysler Museum of Art
- Golden Horseshoe Golf Club
- Cape Charles Beachfront
- James River Country Club
- Wilkins Beach
- Little Creek Beach
- Red Wing Lake Golf Course