
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.

Bayfront Pool Retreat, Walk to Beach
Experience one of Sandbridge’s most unique waterfront retreats, featuring a private pool overlooking Back Bay, a private dock, and a private boat ramp directly on the property. The beach is just a short walk away, giving you rare access to both the bay and ocean in one location. Newly refreshed on the exterior, this spacious 6-bedroom home is perfect for boating, fishing, kayaking, relaxing poolside, and enjoying unforgettable sunsets over the water. Steps to the beach with unforgettable sunsets

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 & towels provided in season. Please note: due to the open layout of the building, there is no elevator.

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

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 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!

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!

Jen n John's Mini Mansion.
Welcome to Surfside at Sandbridge!!! Sandbridge is the northern most portion of the OBX!!! Location location location. this tiny home is 3 years old and was previously a vacation property. This will be it's first year on airbnb. there is a queen adjustable bed in the master and two twins in the loft. There is room for a air mattress in the loft also. This unit comes fully stocked for everything you'd need for a beach vacation. Towels..chairs..beach canopy..boogie boards..ect.

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!

New Renovated-Beach & Boardwalk at Your Door &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

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!

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

Designer Beach House | Pool, Hot Tub, Walk to Sand
Breaker Bay is a fully renovated 5BR, 3BA beach cottage in the heart of Sandbridge. With a private pool, hot tub, spacious deck, and open living space, it’s perfect for families or groups. Just minutes from the sand, it offers the ideal blend of comfort and coastal charm. Wake up to ocean sunrises, unwind with bay sunsets, and enjoy all that this peaceful beach community has to offer. Your perfect coastal getaway starts here.
Popular amenities for Virginia Beach rentals with a pool
House rentals with a pool

Beach Retreat w/ Pool & Hot Tub

Oceanfront | 7BR | Pool | Hot Tub | Sleeps 20

The White Lotus - Oceanview Retreat + Wild Horses

New! Boat Dock /Pool /HotTub/ Waterfront/ Beach

Gorgeous Vacation House

Private Pool at the Oceanfront in a Spacious Home

Sunrise, North End Beach / Oceanfront Area

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

Beach Luxury Beachfront

Oceanfront Studio: Boardwalk, Beach, & Pool Views

Paradise at the Beach

Oceanfront, beach, boardwalk, fun, dolphin, sunris

Oceanfront Condo with Balcony & Pool

Boardwalk Oceanfront Studio near Top Dining

Ocean Escape

OceanKeyResort 2BR2BA Sleeps 6 Superior & Aquarium
Other holiday rentals with a pool

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

3 Bdrm home with Hot Tub

Relax & Enjoy 2 blocks to beach w/ pool

North End Home with pool, beach & state park.

Luxury Oceanfront 2BR Condo Balcony Pool Kitchen

Key Lime Cabana at Surfside

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

Farmhouse Retreat-POOL, Sauna, 10 min to BEACH
When is the best time to visit Virginia Beach?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £126 | £120 | £144 | £149 | £171 | £213 | £244 | £241 | £178 | £144 | £133 | £130 |
| 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 1,330 holiday rentals in Virginia Beach

Nightly prices starting at
Virginia Beach holiday rentals start at £23 per night before taxes and fees

Verified guest reviews
Over 23,150 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 140 rentals that welcome pets

Rentals with dedicated workspaces
590 properties have a dedicated workspace

Wifi availability
1,300 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
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- Virginia Beach Oceanfront
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- Chesapeake Bay
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- Water Country USA
- First Landing State Park
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