
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.

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.

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!

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.

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.

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!

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.

VB. Oceanfront/ Boardwalk,Beach, Pool, Balcony
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 on the balcony 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.

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!

THE OLD BEACON 3 I Beach Living
The Old Beacon unit 3 is a two story unit with living space on the first floor and bedrooms on the second floor. It’s one of the units of the back cottage on the property. Adorable, cozy interior with access to the amazing outdoor common area - pool, cornhole, porch swings, outdoor dining area, and outdoor shower for when you return from the beach! Kick back and relax in this calm, stylish space that’s two blocks to the beach and Virginia Beach boardwalk!

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.

WOW Location! Beach Paradise on Boardwalk w/Pool
Enjoy a piece of the Oceanfront with this gorgeous updated condo! Walk out your front door to the beach, pool, boardwalk, the historic Cavalier hotel, restaurants, shops and many entertainments on the beach! Newly renovated, this beachy North End paradise is the perfect getaway for a couple. One parking spot, deck area , a lawn on the beach with lounge chairs and coin operated laundry available on premises.
Popular amenities for Virginia Beach rentals with a pool
House rentals with a pool

Two Pools + Hot Tub - Come Visit The Golden Hour

Ocean Front Studio on Boardwalk

Chesapeake Bay Retreat Waterfront Indoor Pool

Modernist Oasis | 2 Luxury Homes & Private Pool

The Seaglass Cottage

Private Pool at the Oceanfront in a Spacious Home

Stunning Views of Back Bay & Seconds to the Beach

Private Pool/Hot Tub - 4x4 Carova Beach Cottage
Apartment rentals with a pool

Beach Luxury Beachfront

Boardwalk Resort & Villas - 1BR/1BA - Oceanfront!

Good Vibes at the Beach

Ocean & Bay Views - Local Family Owned & Operated

Paradise at the Beach

Oceanfront, beach, boardwalk, fun, dolphin, sunris

Coastal Beach condo-amazing view and indoor pool

Oceanfront - Balcony Views - Walk to Beach & Shops
Other holiday rentals with a pool

Ava’s Estuary

The Green Bean Bungalow

VA Beach Oceanfront Studio, Beach, Boardwalk, Pool

Sandbridge Ocean Paradise, Pool, Hot Tub,

Nates Nook on Back Bay

Oceanfront Building Boardwalk Pool Beach 3 Beds

Oceanfront 2BR Luxury • Private Balcony

Key Lime Cabana at Surfside
When is the best time to visit Virginia Beach?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $195 SGD | $221 SGD | $231 SGD | $255 SGD | $293 SGD | $364 SGD | $418 SGD | $411 SGD | $305 SGD | $283 SGD | $256 SGD | $234 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 1,410 holiday rentals in Virginia Beach

Nightly prices starting at
Virginia Beach holiday rentals start at $13 SGD 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, Virginia Aquarium & Marine Science Center and Norfolk Botanical Garden
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- Rentals with pools United States
- Chesapeake Bay
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- Busch Gardens Williamsburg
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- Water Country USA
- First Landing State Park
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