Holiday rentals with a pool in Croatan Beach, Virginia

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.

4.87 out of 5 average rating, 138 reviews

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!

LocationValueGetting around

4.93 out of 5 average rating, 175 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!

FamilyValueBarbecue

Top Guest favourite

A modern kitchen area is visible, featuring stainless steel appliances and a granite countertop with bar seating. Two stylish light fixtures hang above, while the space is illuminated by natural light from large windows covered with light curtains. A seating arrangement includes sleek black bar stools.

Home in North Virginia Beach

4.97 out of 5 average rating, 250 reviews

Sunrise, North End Beach / Oceanfront Area

Immaculate 2 bedroom/2 private bath condo. 5 Star unit is located on the Va Beach North End across the street from the Atlantic Ocean with public beach access. The unit is fully furnished to accommodate 6 guests. Fully stocked kitchen, beach gear (cart/chairs/umbrella), outdoor grill, 2 patio areas, WIFI, 3 flat screen TV’s, 2 private parking spaces, keyless entry. 2026 Pool Season May 22-Sept 7. PLEASE NOTE. We are unable to accommodate late checkouts (AFTER 10:00AM ) May-September!

FamilyValueKitchen

5.0 out of 5 average rating, 20 reviews

5BR + 2 Bonus Rooms Beach, Pool, Hot Tub

Luxury 5BR + 2 Bonus Rooms Beach Retreat | Pool, Hot Tub, Elevator | Steps to Ocean Welcome to your ultimate beach escape to this luxury vacation rental at Croatan Beach, Virginia Beach’s premier residential beachfront community. This spacious beach house rental is just steps from the pristine sands of Croatan, yet minutes from the Virginia Beach Boardwalk, Rudee Inlet, Aquarium, Adventure Park, Atlantic Park Surf, The Dome Concert Venue, Ocean Breeze Water Park, and restaurants.

FamilyLocationComfort

Top Guest favourite

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.

4.96 out of 5 average rating, 132 reviews

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!

LocationFamilyDecor

Apartment in Virginia Beach

A large window frames a view of the ocean, showcasing sandy beach umbrellas and beachgoers below. Natural light fills the room, highlighting a glass table and a chair nearby. The air conditioning unit adds functionality to the space.

4.67 out of 5 average rating, 171 reviews

* Penthouse on Atlantic Ave* 2bdrm

This penthouse is on the 6th floor of the Days Inn Motel and is across the street from the beach. Enjoy the pool (mid April-Sept) and gym on the 1st floor. It's located in the resort, close to many activites,shops and restaurants. Beach Coffee downstairs makes the best Avocado toast and Acia bowls and of course coffee! Il Giardino Ristorante is next door and offers upscale Italian dining. Bike/surrey rentals are close by and enjoyed along the oceanfront on the bike path.

LocationValueAmenities

An aerial view captures the expansive backyard setting, featuring a large blue swimming pool and a spillover hot tub. The area is surrounded by well-maintained greenery and palm trees, with outdoor furniture arranged for relaxation. Spacious outdoor areas are visible, complementing the nearby structures.

4.76 out of 5 average rating, 59 reviews

Luxury Home, 50' pool, hot tub, grill & pool house

Reunion Paradise! Upscale 5300 SQ FT PLUS Hot Tub, Sauna, Steam Shower, 50' Pool. Quiet & safe when you want to walk, bike or go for a jog at any time. This home is furnished with Ethen Allan tables & chairs, Restoration Hardware and Pottery Barn Bedrooms. Plenty of room in the backyard for a great family reunion. Enough grass space for put up a volleyball. 50' pool, 8 foot deep end, 3.5' shallow end (over 1/2 the pool) Spill over hot tub and a 2 bedroom pool house.

ValueLocationAir conditioning

4.93 out of 5 average rating, 106 reviews

A bright outdoor pool area is surrounded by lounge chairs, with a cabana featuring a bar in the background. Modern multi-story buildings with vibrant yellow and orange accents create a lively atmosphere near the water's edge. Clear blue skies enhance the inviting scene.

Condo in Sandbridge

Cher's Place @ The Beach

Relax with the whole family at this peaceful place to stay in Sandbridge! This property is ON the beach (unit itself is not facing the ocean) with access to 3 pools, a gym, local restaurants and much more! As you can see, guests LOVE my place! I frequently travel for work, spending a lot of time in hotel rooms. I know the NECESSITIES! ** I am currently replacing furniture and bedding so pics may not match perfectly. Need more room?? See my other property!

FamilyValueHospitality

Home in North Virginia Beach

A welcoming living area features a tan leather sofa and two light-colored armchairs arranged around a wooden coffee table. A textured area rug covers the floor, and large windows provide natural light. The open kitchen is visible in the background, enhancing the spacious feel.

4.97 out of 5 average rating, 101 reviews

Condo with pool & beach access!

Our family beach condo is ready to welcome you too! All new flooring, furnishings, bedding, TVs, & decor... you're going to love it! Open kitchen and gathering space for the family to relax, just steps away from the beautiful community pool and across the street from the north end beaches! This two bedroom, two bath unit sleeps up to six guests! A 2 minute drive to the shopping and nightlife on the boardwalk! Enjoy a peaceful oasis with access to all the fun!

FamilyLocationShared spaces

Top Guest favourite

Cottage in Norfolk

4.96 out of 5 average rating, 302 reviews

Positano Villa

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.

FamilyValueGetting around

4.95 out of 5 average rating, 133 reviews

A welcoming living area features a large orange sofa adorned with white cushions, paired with two light-colored armchairs. A round wooden table sits at the center, complemented by a beige area rug. The open kitchen behind includes modern bar stools and stylish pendant lighting.

Home in Sandbridge

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.

ValueFamilySleep quality

A charming coastal cottage exterior is depicted, featuring a white clapboard façade and a shingled roof. The blue front door is framed by decorative shutters, with a welcoming wreath displayed. An American flag hangs proudly, completing the inviting entrance.