Holiday rentals with a pool in Suffolk

4.9 out of 5 average rating, 200 reviews

An outdoor area features a community pool surrounded by wooden decking, with lounge chairs positioned around it. The pool overlooks a grassy shoreline that leads to the ocean, where the sun reflects on the water under a partly cloudy sky.

Apartment in Kitty Hawk

Oceanfront-"Sun-Sational Setting" in heart of Duck

OCEANFRONT, 2nd fl. condo in the heart of Duck, NC is just minutes from the beach, shops, restaurants and public bike paths in this charming town. New flooring, appliances, fully stocked kitchen, and comfortable bedding compliment this vacation retreat! Amenities include a community pool, dune top deck, and community boardwalk to the beach. Comfortable and spacious living area for 5. Large 10X14 deck great for enjoying morning coffee relaxing. Tennis, pickle/basket ball and Playground for kids.

4.93 out of 5 average rating, 152 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!

Superhost

A two-story house features a light-colored exterior with a peaked roof. A spacious driveway leads to a garage door, framed by manicured grass and trees. A balcony extends from the top floor, providing outdoor space above the ground level.

Home in Norfolk

4.93 out of 5 average rating, 125 reviews

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.

4.89 out of 5 average rating, 141 reviews

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!

Guest suite in Chesapeake

The exterior of a private attached suite is shown, featuring a welcoming entrance with white steps and a small porch. Lush greenery and colorful flowers frame the walkway, leading to a paved driveway. A wooden fence provides privacy, while a well-maintained lawn enhances the setting.

4.95 out of 5 average rating, 622 reviews

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.

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.

4.95 out of 5 average rating, 104 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!

4.85 out of 5 average rating, 107 reviews

A two-story house featuring a welcoming porch with white railings and steps leading to the front door. The exterior is clad in light siding, complemented by well-kept landscaping and a driveway leading to a garage on the right. Trees provide a natural backdrop.

Home in Suffolk

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!

4.93 out of 5 average rating, 156 reviews

A wooden boardwalk leads toward a peaceful home nestled among lush greenery and palm trees. The house features a spacious deck, offering a view of the surrounding nature. Tall grasses frame the path, enhancing the serene atmosphere of the setting.

Home in Duck

Chill, Play & Soak in the Views at DuckUtopia!

Looking for a peaceful Outer Banks retreat with something for everyone? Welcome to your perfect getaway! This charming, multi-level hideaway in Duck, NC combines relaxation, adventure, and coastal charm — all wrapped up in one unforgettable stay. From peaceful mornings on the deck to afternoons full of paddleboarding, swimming, or beachcombing, this home is the kind of place where lasting memories are made. Book your stay now and let the Sound be your soundtrack!

Superhost

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.

4.82 out of 5 average rating, 148 reviews

THE OLD BEACON 1 | Beach Living

The Old Beacon is the perfect vacation blend of beach time and poolside sunbathing. This is the downstairs unit of the front cottage and the largest of The Old Beacon units. Stylish and comfortable 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 vacation home that’s two blocks to the beach and Virginia Beach boardwalk!

4.98 out of 5 average rating, 190 reviews

Cottage in Duck

New Pool! Ping-Pong * Near Beach & Duck Village

Welcome to the heart of Duck, NC - Your Outer Banks Beach Escape! This freshly decorated, fully stocked 3-level cottage is just .2 miles from the ocean—a quick stroll and your toes are in the sand. Designed with privacy and comfort in mind, this home features 3 spacious bedrooms, each with its own private en suite bathroom, making it the perfect retreat for a family or a group. ★ Stay tuned for photos of the brand new heated pool - opening April 2026!

4.97 out of 5 average rating, 274 reviews

Cottage in Bayview

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.

4.97 out of 5 average rating, 258 reviews

A cozy living room is presented, featuring a light-colored sofa adorned with blue accent pillows. A wooden coffee table is centered on a natural fiber rug, with a modern lamp alongside. A television is mounted on the wall, complemented by a wooden console table.

Guest house in Duck

North Duck Bungalow - Short Walk to the Beach!

North Duck Bungalow is located in the gorgeous town of Duck - a 3-minute walk to the beach and a 3-minute drive to Downtown Duck! This bungalow offers a comfortable living room with a smart TV, a fully stocked kitchen, and 1 bedroom with a King. Guests will also get access to the community pool (open seasonally) which is just steps from the bungalow. Come enjoy North Duck Bungalow with your friends and family - we would love to host you!

Popular amenities for Suffolk rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.99 out of 5 average rating, 205 reviews

A spacious waterfront home is showcased with a well-maintained lawn and blooming yellow flowers near the entrance. A large driveway leads to a brick facade, complemented by a garage. Clear blue skies can be seen in the background, enhancing the welcoming appearance of the property.

Home in Gloucester Point

York River Vacation Home

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.

4.86 out of 5 average rating, 118 reviews

Private Pool at the Oceanfront in a Spacious Home

4.96 out of 5 average rating, 93 reviews

A wooden barrel sauna is positioned next to a private saltwater pool, surrounded by landscaped greenery. The pool area features lounge chairs and a well-maintained patio with stone tiles, creating a serene outdoor setting.

Home in Powells Point

Indoor Hot Tub, Barrel Sauna, Pool, Natural Light!

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.

4.97 out of 5 average rating, 228 reviews

Sunrise, North End Beach

5 out of 5 average rating, 13 reviews

A two-story house is positioned by the water, featuring large windows and a spacious balcony adorned with white chairs. Exterior lighting casts a warm glow, reflecting on the calm surface of the water. A wooden dock is visible in the foreground.

Home in Sandbridge

New! Beautiful home on canal.

4.96 out of 5 average rating, 53 reviews

A modern living area features a spacious blue sectional sofa adorned with decorative pillows. A round wooden coffee table is positioned at the center, accompanied by a neutral accent chair. Natural light fills the room through large windows and a glass door leading to an outdoor space.

Home in Corolla

Brand-New Luxury Condo, Steps to the Beach

4.87 out of 5 average rating, 84 reviews

An outdoor pool is positioned on a deck overlooking a tranquil canal. Surrounding the pool, several lounge chairs are arranged for relaxation. The landscape features houses lining the opposite bank, with greenery in view. A small boat dock is also visible in the distance.

Home in Sandbridge

Ocean Pearl- Canal View and Minutes to the beach

The charming exterior of a pink house is displayed, framed by lush greenery and flowering plants. A welcoming front porch with a decorative entrance is highlighted, and an American flag gently waves above. A brick pathway leads from the sidewalk to the door.

4.95 out of 5 average rating, 22 reviews

The Pink House

Apartment rentals with a pool

Apartment in Williamsburg

A cozy bedroom features a king-size bed with crisp white linens and decorative pillows. A large window offers a view of a green space beyond, with a sitting area including a chair and small table. A 50" TV and coffee station are positioned on a wooden dresser.

4.94 out of 5 average rating, 189 reviews

Kingsmill 1bed/1ba on Golf Course 9th Fairway

A clear view of a rectangular pool surrounded by a patio area. Lounge chairs are positioned near the pool, and a hot tub is visible adjacent to the water. Greenery and potted plants line the space, and a building with large windows is in the background.

4.87 out of 5 average rating, 109 reviews

Good Vibes at the Beach

A charming private balcony offers a dining setup for two with white Adirondack chairs and a table, overlooking the beach. A stunning sunset illuminates the horizon, while the seaside view provides a serene backdrop for the table adorned with floral centerpiece and tableware.

4.88 out of 5 average rating, 251 reviews

Oceanfront Gem VaB Studio Exceptional Views

A clear blue saltwater pool is framed by a smooth beige deck. Sun loungers are positioned around the pool, offering space for relaxation. Nearby buildings create a simple backdrop, with bright blue skies overhead enhancing the inviting atmosphere.

4.97 out of 5 average rating, 121 reviews

Oceanfront Studio: Boardwalk, Beach, & Pool Views

A sunset view over the ocean is captured from a balcony, where warm colors blend in the sky. Gentle waves lap at the shore, and silhouettes of distant boats are visible on the horizon. The sandy beach offers a serene atmosphere.

4.87 out of 5 average rating, 154 reviews

Oceanfront, beach, boardwalk, fun, dolphin, sunris

Superhost

5 out of 5 average rating, 4 reviews

Oceanfront Condo/ Pool/ Surfing/ Fishing / EW 1002

4.88 out of 5 average rating, 257 reviews

A wide, sandy beach is outlined by spacious condos in soft pastel colors against a clear blue sky. Fishing rods are positioned in the sand near beach carts, indicating a relaxed atmosphere. Waves gently lap at the shoreline, creating a tranquil coastal setting.

Apartment in Sandbridge

Ocean Escape

Apartment in Williamsburg

4.92 out of 5 average rating, 130 reviews

Colonial Williamsburg Spacious 4 Bedroom Suite!

Other holiday rentals with a pool

5 out of 5 average rating, 6 reviews

The exterior of The Colony condominium is showcased, featuring a multi-story structure with light-colored facade and prominent signage. Lush trees and landscaped greenery frame the entrance, while a clear blue sky creates a welcoming atmosphere.

Flat in Virginia Beach

The Colony - Oceanfront 2BR/2BA - Spacious Unit!

4.92 out of 5 average rating, 93 reviews

A single-story brick home is depicted with a manicured front lawn. The residence features blue shutters and a central front door. A garage is visible on the left, and a small stone pathway leads to the entrance, surrounded by greenery and landscaping.

Home in Elizabeth City

Quiet Retreat (Pet friendly)

4.9 out of 5 average rating, 72 reviews

The exterior of a modern tiny home is showcased, featuring a deck with an umbrella and steps leading to the entrance. Lush greenery and blooming flowers frame the home, which is situated near a waterfront. A clear blue sky adds to the inviting atmosphere.

Tiny home in Sandbridge

The Green Bean Bungalow

4.9 out of 5 average rating, 49 reviews

A tiny home is showcased from the outside, featuring a deck with white railings and a colorful red umbrella. The home sits on a grassy area with patches of shrubs, under a clear blue sky, creating a serene outdoor setting.

Tiny home in Sandbridge

Nates Nook on Back Bay

5 out of 5 average rating, 44 reviews

A wide sandy beach stretches alongside gentle ocean waves under a clear blue sky. Colorful resort buildings line the beach, creating a welcoming coastal atmosphere. Footprints in the sand suggest leisurely strolls along the shore, inviting relaxation in this serene setting.

Flat in Sandbridge

Bayside condo on the beach in Sandbridge

4.97 out of 5 average rating, 30 reviews

Tiny home in Sandbridge

Key Lime Cabana at Surfside

4.97 out of 5 average rating, 32 reviews

A serene view from a wooden dock extends over calm water at dusk. Two Adirondack chairs are positioned to face the horizon, where soft orange light meets a gradient of deep blue sky, reflecting on the water's surface.

Cottage in Sandbridge

Bayfront Cottage with Private Dock - Pet Friendly