Holiday rentals with a pool in Oak Island

A bright living area features a blue sofa and armchair, complemented by decorative pillows. A natural woven coffee table is placed on a soft blue and white area rug. Large glass doors open to a private balcony, allowing natural light and ocean views to fill the space.

4.99 out of 5 average rating, 181 reviews

Rise and Shine! Beach, pool, & amazing views!

Welcome to RISE AND SHINE at Oak Island Beach Villas! Fabulous location on tranquil Caswell Beach. Close to amazing food, the iconic Oak Island Lighthouse, and top rated golf yet you feel the peaceful vibe of being on the east end of the island. Steps from the beach with breathtaking views, this beautifully decorated condo features 2 bedrooms, 1 bath and sleeps 5-6. Choose a short walk to the pool (seasonal) or simply relax on the private balcony listening to the soothing sounds of the ocean.

A private balcony features a hanging chair and an adirondack chair, providing a comfortable seating space. A small table sits between the chairs, with the ocean visible beyond the railing. The walls are painted in a soft blue, complementing the coastal atmosphere.

4.81 out of 5 average rating, 162 reviews

Oceanfront Condo With Balcony and Pool

Welcome to our beachfront 1 bedroom condo at "The Riggings"! Enjoy the stunning ocean views from the comfort of your own private balcony. Inside, you'll find a cozy queen size bed, perfect for a romantic getaway or a solo retreat. We also have a twin size bunk bed and a pull out couch, making it perfect for families or groups of friends. Whether you're looking for a romantic escape, a family vacation, or a relaxing solo trip, our beachfront condo has everything you need for a perfect stay.

Condo in Ocean Isle Beach

An aerial view captures the oceanfront duplex amidst nearby residences. The beach stretches along the horizon with golden sand and gentle waves, while a pool is visible on the property. The location is marked for clarity, emphasizing proximity to the shoreline.

4.99 out of 5 average rating, 174 reviews

Oceanfront Duplex~ linens included!

2 bdrm, 2 1/2 bth oceanfront duplex with 3 pools and tennis courts! Bed and Bath linens included! Private driveway for Golf cart rental permitted. Sorry, strict no pet policy. Sat -Sat weekly rentals in summer season. PLEASE NOTE: All three pools are for our guests to use and are maintained thru the HOA and we do not have any control over exactly when they open (Usually April 1st ) or if any of them closes for any reason. No refunds will be given if any of the pools are closed temporarily.

Apartment in Carolina Beach

A cozy living area is presented with a light blue sofa adorned with decorative pillows. A round black coffee table is centered in the space, featuring a magazine and candles. Framed photographs hang on the wall, complemented by a large plant and a floor lamp.

4.96 out of 5 average rating, 120 reviews

Vista North (OCEAN+MARSH+POOL)

This is the perfect escape for those looking for waterfront cozy chic luxury. Just steps away from a pristine oceanfront preserve and biking distance to the boardwalk, restaurants and nightlife. Our recently updated stylish condo will give you an emersion of coastal beauty and an array of local attractions along with access to marsh side pool, bikes and grills. Start your day with a cup of coffee and an ocean sunrise and unwind with a glass of wine for an unmatched marsh view sunset.

The charming exterior of a two-story beach house is highlighted by a red metal roof and white siding. Surrounded by landscaped greenery, the front yard features a welcoming pathway leading to the entrance. A private swimming pool and outdoor seating area can be seen in the background.

4.87 out of 5 average rating, 108 reviews

Private Heated Pool, Steps to Beach, Pets OK

Happy Hour at OKI by Hearth and Horizon Family Getaways – Just a 4-min verified walk to the beach! 1. Enjoy a private pool with fountains, 2. outdoor dining under a pergola, and a fire pit (wood provided). 3. Game room features air hockey, arcade (Mortal Kombat), kids’ books & toys. 4. Relax in 2 king bedrooms, including a spa-style primary bath with rain shower. Perfect for families looking for beach fun and cozy comfort! 5. Fenced backyard for your fur baby to run around!

A cozy living area is highlighted by large windows offering a view of the ocean. Neutral tones and natural light create a relaxing space, featuring a comfortable brown sofa, a decorative coffee table, and soft lighting from lamps. A ceiling fan adds to the inviting atmosphere.

4.96 out of 5 average rating, 397 reviews

Best Location! Beachfront-Boardwalk-Pool-Balcony

Unbeatable location directly on the famous Carolina Beach Boardwalk! Step outside the door and you’re just seconds away from the beach and ocean, where you can enjoy swimming, sunbathing, and even spotting dolphins from the shoreline. The boardwalk itself is a hub of activity, with bars, restaurants, shops, and live music just steps away. Whether you’re in the mood for a casual meal, a fun night out, or exploring the local boutiques, you’ll find it all within walking distance.

A spacious living area features a comfortable sectional sofa facing a large window that offers ocean views. A ceiling fan adds to the airy atmosphere, while a wooden sideboard and round coffee table provide functional decor. Light enters from the sliding glass doors leading to the balcony.

4.99 out of 5 average rating, 198 reviews

The Coastal Coconut: Beautiful Ocean View Condo

This spectacular ocean view condo with top notch 2022 renovations is just steps from the beach. Be swept away by the view of the rolling waves, whitecaps, and the OKI Pier as you relax and enjoy a beverage on the balcony. You will also be treated to a breathtaking sunset as the colors change each minute across the sky. Retire to the living room and rest your tired feet on a comfy sectional sofa as you interact with others in an aesthetically pleasing open floorplan setting.

A covered oceanfront deck presents a serene view of the sunrise over the water. A round table and several white outdoor chairs are positioned to enjoy the scenery, with soft sand dunes visible in the foreground.

4.97 out of 5 average rating, 183 reviews

Oceanfront | Breathtaking Sunrise l Pool

Peach on the Beach is a modern & newly renovated one bedroom condo, with a spacious open living room/kitchen area. This is a corner unit, which provides breathtaking views with access to a large covered oceanfront deck. Just a 2 minute walk to the beach. Perfect location for the sunrise and sunset lovers! Enjoy the ocean sunrise from the deck or beach & directly accross the street at the Fort Fisher Air Force Recreational Center are the best sunsets on the river.

Condo in Ocean Isle Beach

A wooden boardwalk leads directly to the sandy beach, lined with lush greenery. The calm ocean stretches into the distance, showcasing a serene blue hue under a clear sky. Gentle waves meet the shore, creating a peaceful coastal scene.

4.98 out of 5 average rating, 260 reviews

OIB Oceanfront 3 Bd, 2 Bth with linens!

Beautifully decorated beach themed OSW1 complex top floor keyless entry 3 bdrm, 2 bath oceanfront condo with panoramic views of the sea. This unit boosts a fully stocked kitchen, ready made beds with all linens and two baths with a set of towels per guest. New furniture, two large wall mounted TV’s, beach chairs, umbrella and beach towels are available for your convenience. Sat-Sat weekly rentals in season. No golf carts or trailers allowed. No pets allowed.

A spacious bedroom features a large bed dressed in a light-colored patterned comforter with decorative pillows. Two bedside tables with lamps are positioned on either side of the bed. Natural light enters through a window adorned with light curtains, illuminating the wood flooring.

4.98 out of 5 average rating, 132 reviews

Stones Throw to downtown Southport

Welcome to our gorgeous 1 bedroom/ 1bath home away from home! These roomy accommodations are just steps from the Southport Marina and in the heart of historic Southport. You have at your disposal boat parking, outdoor pool area, and walking access to Southport's many charms, such as fine dining and shopping. Bikes and beach chairs are in the closet in the covered parking. Your relaxation begins with easy self check-in and keyless entry! Enjoy your stay.

Two blue wine glasses are positioned alongside a bottle of Clos du Bois wine on a table, with an expansive view of the ocean and shoreline in the background. The light reflects off the water, creating a serene atmosphere.

4.96 out of 5 average rating, 116 reviews

Sand Surf & Sunset Ocean View Condo - 2 Bed 2 Bath

Welcome to your perfect beachside retreat! This beautiful 2-Bedroom ocean-view condo in Caswell Beach, NC, offers breathtaking sunsets and panoramic ocean views right from your private covered decks - perfect for outdoor dining or unwinding to the sound of the waves. Just steps from the sand, this peaceful getaway is ideal for families or two couples looking to relax, recharge, and soak up the coastal charm. Walkable to restaurants, pier and golf.

A spacious deck overlooks the ocean, providing expansive views of the sandy beach and gentle waves. The clear blue sky is complemented by wispy clouds, enhancing the serene coastal landscape. Green dunes are visible, adding to the natural beauty of the surroundings.

4.92 out of 5 average rating, 167 reviews

Oceanfront Paradise 1BR condo in Kure Beach

Beautiful oceanfront three bedroom beach condo with spectacular ocean views. This is an end unit, which means natural light and the best view on the island. The spacious deck offers a place to enjoy gorgeous ocean views while sipping on your morning coffee or afternoon libation. The property has 4 outdoor pools, an indoor pool, hot tub, tennis courts, basketball, shuffleboard and a workout room. Kure Beach offers activities for all ages.

Popular amenities for Oak Island rentals with a pool

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

An aerial view of the oceanfront retreat showcases a private pool surrounded by wooden decking, with lounge chairs arranged nearby. The multi-level house features multiple decks and is positioned close to a sandy beach, providing easy access to ocean views and outdoor relaxation.

4.91 out of 5 average rating, 35 reviews

Oceanfront Retreat w/ Pool - Dog Friendly

An outdoor space is presented, featuring a spacious private pool alongside a heated spa. Sturdy wooden stairs lead to a deck area. Colorful kayaks are evident, resting against the side of the building. The property is enclosed by a fence for privacy.

5 out of 5 average rating, 27 reviews

Shake it Off

A spacious beach house is presented with a striking metal roof, surrounded by a fenced-in area featuring a private saltwater pool. Multiple decks provide access, while nearby homes maintain a charming coastal aesthetic. Clear skies above enhance the inviting atmosphere of this outdoor retreat.

5 out of 5 average rating, 34 reviews

Family Beach Escape 2nd Row Pool Elevator & Views

The property features a multi-story structure with balconies overlooking a private heated saltwater pool, surrounded by palm trees and outdoor seating. The setting is complemented by a vibrant sunset in the background, with nearby beach access visible. Ample space for recreation is provided.

4.97 out of 5 average rating, 69 reviews

Gather at the Beach! | Ocean Views | Elevator

An inviting open-concept space features light blue walls and ample natural light. The living area with a ceiling fan seamlessly connects to a fully equipped kitchen and dining area with seating for six. A cozy sleeping space offers a spacious bed and crisp linens.

5 out of 5 average rating, 7 reviews

Pool | Views | Sleeps 8 | Linens | Yacht Drive

The outdoor area features a private saltwater pool surrounded by a spacious deck. Lounge chairs are positioned for relaxation, and a dining set is visible under a shaded umbrella. The backyard's fencing offers privacy, enhancing the tranquil atmosphere at sunset.

4.87 out of 5 average rating, 47 reviews

5 o’clock Always

5 out of 5 average rating, 13 reviews

Luxury Oceanview Home - New Construction

5 out of 5 average rating, 4 reviews

Home in Wilmington

OG Paradise | Private Pool & Hot Tub | Luxe Oasis

Condo rentals with a pool

A spacious living area showcases a modern sectional sofa with blue accent pillows, paired with a glass coffee table. The room is illuminated with contemporary lighting, while art pieces adorn the walls, contributing to a stylish and comfortable environment.

4.99 out of 5 average rating, 208 reviews

Beach vacation condo at Ft Fisher! Riggings

Condo in Wrightsville Beach

A welcoming living area is shown, featuring a dark leather sofa and two comfortable armchairs. A wooden coffee table is positioned in front, complemented by a textured rug. Large windows offer views of palm trees and natural light fills the space.

4.92 out of 5 average rating, 193 reviews

Shell of a Vibe Beach Condo - Oceanfront and Chill

A covered balcony features a round table surrounded by two wooden chairs in soft blue. The ocean and sandy beach are visible in the distance, under a bright sky. Light waves can be seen gently breaking on the shore.

4.94 out of 5 average rating, 132 reviews

*Renovated* Top Floor Oceanfront Condo w/ Pool

An open-concept living area includes a spacious sectional sofa in a calming blue hue. A natural wicker coffee table sits in front of the sofa. The kitchen features modern cabinetry with light countertops, while a small dining area is visible in the background.

4.82 out of 5 average rating, 175 reviews

A Wave From It All - Carolina Beach Condo

The image captures a poolside view at dusk, with a multi-story condo building in the background. Soft orange and blue clouds create a serene sky above. Lounge chairs surround the pool area, and the water reflects the evening colors, inviting relaxation.

4.98 out of 5 average rating, 164 reviews

No Cleaning Fee - Condo With Waterfront Pool/Beach

The living area features a comfortable seating arrangement with two patterned chairs and a sofa, creating a relaxed environment. A coffee table occupies the center space, complemented by a large television. Expansive sliding doors provide an unobstructed view of the ocean, allowing natural light to fill the room.

4.89 out of 5 average rating, 213 reviews

Spectacular * Oceanfront Condo - Once Upon A Tide

A clear view of the Cape Fear River is presented, featuring a pool bordered by lounge chairs. A wooden deck extends towards the water, alongside private beach access and a dock. Bright blue skies and gentle clouds create a serene backdrop.

4.91 out of 5 average rating, 116 reviews

Escape to the Cape On the Southport Waterfront!

A coastal deck features a round table with a lantern and an open book. Two colorful chairs overlook a serene ocean view, with soft pastel hues filling the sky at dawn and the silhouette of a fishing pier in the distance.

4.94 out of 5 average rating, 131 reviews

Beautiful Ocean Front Condo!

Other holiday rentals with a pool

Condo in Windy Hill Beach

4.92 out of 5 average rating, 73 reviews

Oceanfront Balcony | Low Floor | Pools | Hot tub

4.85 out of 5 average rating, 13 reviews

The image shows a shared outdoor pool surrounded by a fenced area. Several sun loungers are positioned around the pool, complemented by green umbrellas. Nearby, a small building and parking lot are visible, along with trees and shrubs lining the exterior.

Apartment in Southport

St. James Condo | Wooded Views | Quiet & Peaceful

5 out of 5 average rating, 17 reviews

Oceanfront Gem: Balcony, Views, Beach Access, Pool

The open living area features a brown leather sofa and a contrasting black coffee table, creating a comfortable seating arrangement. A dining space with turquoise bar stools is nearby. Light from the screened porch enhances the soothing coastal decor, with artwork complementing the green walls.

5 out of 5 average rating, 26 reviews

St James - King Bed & Porch (No Cleaning Fee)

4.75 out of 5 average rating, 32 reviews

A view of the beach is captured, showcasing gentle waves lapping at the sandy shore under a soft evening light. The sun is seen setting on the horizon, casting a warm glow across the water, which sparkles with reflections.

Apartment in Kure Beach

1st fl Beachfront Condo w/pool

A comfortable living area is showcased with a light-colored sofa positioned against a wall, complemented by two blue curtains framing a sliding door. A dining table with two chairs occupies the foreground, while artwork hangs on the opposite wall, adding subtle visual interest.

4.8 out of 5 average rating, 80 reviews

Sea-clusion: A ground floor beach front condo

4.88 out of 5 average rating, 52 reviews

Portabella Paradise ~ Beach, Boardwalk, Fishing

A private balcony features a mix of seating options, including rocking chairs and a small table. The ocean view stretches out towards the horizon, where the water meets the sky. A shared outdoor pool is visible below, framed by a grassy area.