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, 180 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.

Superhost

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.

Apartment in Kure Beach

4.81 out of 5 average rating, 155 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.

A comfortable living area showcases a taupe sofa adorned with decorative pillows. A wicker chair offers additional seating, complemented by a round coffee table with light decor. A lamp stands beside the sofa, and a small plant adds a touch of greenery to the space.

4.87 out of 5 average rating, 264 reviews

SeaScape-Top Floor Ocean Views & Dips in the Pool!

You'll love sipping coffee and watching the sunset from the front deck of this beautiful and much sought after 3rd floor ocean view condo with private pool and a beach access is just a short walk away. This NON-SMOKING condo includes, 2 flat screen SmartTVs, cable, & private WiFi. The kitchen contains all essential tool, a limited amount of spices/staples. There's also a Keurig with a variety of coffee pods for your enjoyment. The queen sofa bed sleeps 2 comfortably. No pets are allowed.

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, 169 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.

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, 255 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. Sunday -Sunday weekly rental in summer season with the exception of July 11th, 12th weekend is available.

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, 106 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!

4.96 out of 5 average rating, 186 reviews

A spacious living area offers stunning ocean views through large glass sliding doors. A comfortable couch, accented with varied cushions, faces a red coffee table. Barstools line a counter, and overhead lighting provides a warm ambiance. Red curtains frame the scene.

Flat in Carolina Beach

Cowabungalow - Luxury Condo

This custom LUXURIOUS 1-bedroom oceanfront sleeps 4 w/pull-out couch and is completely NEW inside. This unit is oceanfront, 2nd story w/elevator, covered parking in a gated parking lot, and a fully stocked kitchen, park the car & never have to drive during your stay! Right on the CB boardwalk w/ many choices for ocean view restaurants, etc. Pet friendly with an additional $60 cleaning fee per pet and early check-in and late check-out fee $150 for each request w/ 2-day notice.

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, 195 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 serene backyard oasis is depicted, featuring a heated saltwater pool surrounded by lounge chairs. Tropical plants frame the area, with a spacious deck overhead offering shade. The exterior of the house, painted in soft colors, enhances the inviting atmosphere of this private retreat.

4.96 out of 5 average rating, 162 reviews

Making Waves-Scenic Getaway- Heated Pool & Hot Tub

Add some peace and tranquility to your trip...beautifully furnished on the inside, fully stocked house, with an oasis of a backyard - this is a home you'll want to visit again and again. With your own HEATED saltwater pool & hot tub, in a private backyard paradise...you may not ever want to leave the property. Minutes away from the beach, steps away from the Intracoastal Waterway, and one street over from the scenic beach walkway, this house will not disappoint.

4.93 out of 5 average rating, 131 reviews

A covered deck offers comfortable seating for four, with soft green cushions on wicker chairs facing the ocean. A wooden table sits between the chairs. The tranquil ocean view includes sparkling water under a clear blue sky.

Flat in Carolina Beach

Beachfront condo w/pool and great views

Kick back and relax in this calm, stylish space that is oceanfront. Enjoy coffee or cocktails in the deck while watching the waves. Just steps from the beach with a garage to store all your beach and ocean toys. Everything you need is provided for your stay. Enjoy the pool and grilling area in the complex. Free parking on site. The boardwalk is 1.5 miles away with plenty of things to do and places to eat but far enough away that you have peace and quiet.

4.98 out of 5 average rating, 131 reviews

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.

Apartment in Southport

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.

Popular amenities for Oak Island rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

5 out of 5 average rating, 36 reviews

Hang Zen! This house has it all!

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

A spacious oceanfront deck is visible, featuring a dining table for four and two Adirondack chairs. The views extend to the beach and ocean, complemented by a clear blue sky. Lush grass and a pathway leading to the beach are also evident.

4.98 out of 5 average rating, 131 reviews

After Dune Delight

4.97 out of 5 average rating, 102 reviews

An outdoor space features a wooden deck surrounding a spacious saltwater pool, illuminated by soft, ambient lighting. Lounge chairs offer a comfortable spot for relaxation, while tall trees provide a natural backdrop. A privacy fence encloses the yard, enhancing the serene atmosphere.

Home in Wilmington

Maggie’s Oasis

A private pool is surrounded by textured stone and features a rock waterfall. Several sun loungers are positioned nearby on the pool deck. Lush greenery provides privacy on the perimeter, enhancing the tranquil ambiance of the outdoor space.

4.94 out of 5 average rating, 208 reviews

Mermaid Retreat* Private Pool* Pet Friendly

The spacious kitchen features light cabinetry and a large island with teal accents. High-top stools are positioned at the island. A farmhouse-style dining table is seen in the background, with natural light illuminating the area through nearby windows.

4.94 out of 5 average rating, 116 reviews

The Oasis - Heated POOL - Tiki Bar - Beach Life!

An outdoor area is highlighted by a saltwater swimming pool, surrounded by comfortable lounge chairs and a table. A fire pit is nestled among stone pathways, with an upper deck visible in the background, providing access to the house.

4.96 out of 5 average rating, 84 reviews

Swimming Pool, Elevator, Fire Pit, Walk to Beach

The living area features a spacious white sectional sofa with colorful throw pillows, a stylish area rug, and a large flat-screen TV. Floor-to-ceiling windows provide coastal views, while natural light brightens the room. A decorative table and seating options invite relaxation and enjoyment.

4.92 out of 5 average rating, 104 reviews

BIG DECK! Tiki Bar! Oceanfront Pool! Elevator!

Apartment rentals with a pool

A private porch overlooks the ocean, featuring two classic white adirondack chairs and a small round table. The expansive view captures the sandy beach and gentle waves, with people walking along the shore in the distance under a clear blue sky.

4.81 out of 5 average rating, 208 reviews

Ocean cove Mermaid

Superhost

A sliding glass door opens to a small balcony featuring two wicker chairs. The view showcases the ocean and surrounding buildings, with soft sunlight illuminating the space.

4.86 out of 5 average rating, 221 reviews

The Gathering Place Condo w/ Ocean Views & Pool

Two comfortable armchairs are positioned in front of a large window, offering stunning ocean views. The chairs feature beach-themed cushions, and a small side table is situated between them. The bright room is accentuated by soft natural light streaming in from the window.

4.99 out of 5 average rating, 143 reviews

Coastal Escapes Luxury 3 bdrm Oceanfront Condo

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, 130 reviews

*Renovated* Top Floor Oceanfront Condo w/ Pool

Superhost

The expansive view of the Atlantic Ocean is captured, showcasing a sandy beach with gentle waves. Colorful beach umbrellas and chairs are visible dotting the shoreline, while fluffy white clouds are present in a bright blue sky. A rocky barrier lines the beach.

4.77 out of 5 average rating, 246 reviews

OCEANFRONT PARADISE WITH SPECTACULAR OCEAN VIEWS

A spacious balcony overlooks a serene ocean view, featuring a round wooden table surrounded by captain chairs. The sun illuminates the scene, highlighting the natural landscape with a mix of coastal grass and distant dunes.

4.98 out of 5 average rating, 242 reviews

OIB~Oceanfront Condo 3 Bd/2Bath, linens included!

A cozy balcony space features bright blue adirondack chairs arranged around a matching table. Decorative string lights enhance the inviting atmosphere, and a sign reading 'OUR HAPPY PLACE' is mounted on the wall. Views of the surrounding area are seen through large open windows.

4.97 out of 5 average rating, 155 reviews

Surf Shack! Carolina Beach Amazing Location!

A cozy seating area on the patio features soft striped pillows resting atop a dark cushion. A small table holds snacks, with sweeping views of the Atlantic Ocean visible through the open sliding door. A wooden walkway leads to the beach, framed by the natural landscape.

4.95 out of 5 average rating, 239 reviews

Oceanfront Condo, Spacious Private Deck & Pool!

Other holiday rentals with a pool

5 out of 5 average rating, 35 reviews

A bright living area is presented with a soft-colored sofa and an ottoman centered on a textured area rug. A ceiling fan hangs above, and natural light enters through large windows, illuminating the space. A screened porch is visible, featuring wicker seating and greenery outside.

Apartment in Saint James

Sanctuary Condo in St.James

The open-concept living space features a well-equipped kitchen with white cabinetry and modern appliances. A dining area with two wooden chairs is visible, complemented by vibrant wall decor displaying the phrase 'BEACH PLEASE,' creating a welcoming atmosphere for guests.

4.87 out of 5 average rating, 62 reviews

BEACH PLEASE │ 2BR/2BA w/ 2 K in the heart of OKI!

5 out of 5 average rating, 85 reviews

An aerial view showcases the oceanfront condo complex nestled near the beach, with a private walkway leading directly to the sandy shore. The blue ocean sparkles in the sunlight, with gentle waves lapping at the beach. Surrounding grassy areas and landscaped shrubs enhance the tranquil setting.

Flat in Ocean Isle Beach

OIB~Oceanfront Condo 3 BD/2BA, Linens Included!

The image displays a private heated pool surrounded by a spacious patio. Colorful lounge chairs and a shaded tiki hut with seating enhance the relaxation space. Lush greenery complements the outdoor atmosphere, and the inviting façade of the retreat is visible in the background.

4.92 out of 5 average rating, 37 reviews

Private Heated Pool, Tiki Hut- 10min walk to beach

A bright living area features a large sectional sofa adorned with decorative pillows, a wall-mounted TV, and a cozy electric fireplace. Natural light fills the space through sliding glass doors, which offer views of the balcony and outdoor seating. A ceiling fan provides additional comfort.

5 out of 5 average rating, 16 reviews

New, Oceanfront, 50 Steps to the Sand, Pool, Views

A covered balcony is visible, featuring a table with two chairs, overlooking green grass and nearby coastal homes. The ocean is seen in the distance under a clear blue sky, providing a peaceful and serene atmosphere.

4.98 out of 5 average rating, 58 reviews

Oceanview Condo, Pool, 2 min walk to the sand

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

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.