Vacation rentals with a pool in Oak Island

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Top-rated rentals with a pool in Oak Island

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Guest favorite
A dining table with white wooden chairs overlooks the ocean, set with a bottle of wine and two glasses. The scene is framed by an awning, with a clear view of the shoreline and bright blue sky adorned with fluffy clouds.
Apartment in Carolina Beach
4.91 out of 5 average rating, 177 reviews

Take a Break at Shore Break!

First floor, beautiful one bedroom oceanfront condo with all the amenities you need for a relaxing vacation by the sea. Fully stocked kitchen with granite countertops and new furnishings to ensure a comfortable and stylish stay. The large deck is perfect for outdoor dining or relaxing while taking in the ocean views. Wake up in the King size bed to the sound of the waves! Enjoy the resort style pool and picnic area. WIFI, coffee, beach chairs and linens included. Free Parking. Laundry on-site

Guest favorite
A serene view from a spacious deck presents a vibrant sunrise over the calm ocean waves. Two white Adirondack chairs surround a small round table, inviting guests to relax and enjoy the peaceful beach atmosphere.
Condo in Carolina Beach
4.92 out of 5 average rating, 133 reviews

☀️Oceanfront with Beach Access "Carla's Cabana"☀️

Carla's Cabana is a top floor condo in the sought after Sea Colony complex with it's beautiful pool, outdoor grill and green space area. Enjoy your morning coffee sitting on the spacious deck overlooking the sunrise, listening to the rolling waves. 3rd floor condo boasts an open floor plan with a King bed in the master, 2 twin bunks in the "cozy corner" hall alcove, and a Queen sofa bed. Full kitchen and dining table, washer/dryer in unit, all of the necessities for your perfect beach vacation!

Guest favorite
A charming cottage exterior features a blue facade with white trim and a welcoming front porch. Several tall trees provide shade, while a driveway accommodates parking. An American flag decorates the front, accentuating the inviting atmosphere of the property.
Home in Oak Island
4.93 out of 5 average rating, 114 reviews

5BR*Dbl. Master*1 Block to Beach* GAMEROOM* Yaupon

3-4 min. walk to the beach! 2 night min stay June 2024. 4 night min stay July-August 2024. Stay at our spacious "American Dreaming" cottage on Yaupon Beach/Oak Island and check off all of your vacation boxes! Sit by the firepit and listen to the sounds of the crashing waves, which are only 1 block away. Head down to the beach during the day and then cool off in our private stock tank pool while your kids play ping pong in the game room. Enjoy a short 10 minute drive down to historic Southport!

Top guest favorite
A wooden walkway leads toward the beach, framed by lush greenery and a palm tree. The sun sets on the horizon, casting warm orange and yellow hues across the sky. Calm ocean waters reflect the evening light, creating a serene atmosphere.
Apartment in Kure Beach
4.98 out of 5 average rating, 120 reviews

Surfrider Siesta -Indoor Pool -Hot Tub - Elevator

Relax with the family at this peaceful retreat. Surfrider Siesta is a very comfortable, family friendly place to stay. Fully equipped with all the cooking essentials, washer & dryer unit within condo, WiFi and cable. Private beach access is 100 steps from the front door. The complex has three outdoor pools which are seasonal and a recreational building with a heated indoor pool open all year round. It also has sauna, hot tub, gym and changing rooms. Sorry no pets allowed in rentals as per HOA.

Top guest favorite
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.
Condo in Oak Island
4.99 out of 5 average rating, 185 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.

Top guest favorite
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.
Condo in Ocean Isle Beach
4.99 out of 5 average rating, 186 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.

Guest favorite
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.
Home in Oak Island
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!

Top guest favorite
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.
Apartment in Carolina Beach
4.96 out of 5 average rating, 194 reviews

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.

Top guest favorite
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.
Condo in Oak Island
4.99 out of 5 average rating, 201 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.

Top guest favorite
A serene backyard oasis features a heated saltwater pool, surrounded by lounge chairs and tropical landscaping. The two-story house is elevated, showcasing a spacious deck with shaded seating and stairs leading down to the pool area, inviting relaxation and enjoyment.
Home in Oak Island
4.96 out of 5 average rating, 163 reviews

Scenic Getaway with 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.

Top guest favorite
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.
Condo in Ocean Isle Beach
4.98 out of 5 average rating, 267 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.

Guest favorite
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.
Home in Carolina Beach
4.94 out of 5 average rating, 119 reviews

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

WELCOME to THE OASIS Beach House! Ready for the ULTIMATE Vacation!? The Oasis features a full-size saltwater pool, fire pit, tiki bar, grill, and an outdoor TV. This backyard beauty has everything you could want! Located just 7 blocks to the ocean in Carolina Beach, spend days on the sand and evenings under the string lights around the pool, bar, or fire pit. Brand new listing with beautiful furnishings. Pool heated during shoulder season on request with fee.

Popular amenities for Oak Island rentals with a pool

When is the best time to visit Oak Island?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceﺩ.ﺇ602ﺩ.ﺇ569ﺩ.ﺇ694ﺩ.ﺇ819ﺩ.ﺇ992ﺩ.ﺇ1,146ﺩ.ﺇ1,102ﺩ.ﺇ1,058ﺩ.ﺇ892ﺩ.ﺇ643ﺩ.ﺇ654ﺩ.ﺇ584
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Quick stats about vacation rentals with a pool in Oak Island

  • Total vacation rentals

    Explore 600 vacation rentals in Oak Island

  • Nightly prices starting at

    Oak Island vacation rentals start at ﺩ.ﺇ220 per night before taxes and fees

  • Verified guest reviews

    Over 6,540 verified reviews to help you choose

  • Family-friendly vacation rentals

    510 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 180 rentals that welcome pets

  • Rentals with dedicated workspaces

    240 properties have a dedicated workspace

  • Wi-Fi availability

    600 of Oak Island vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Oak Island rentals

  • 4.7 Average rating

    Oak Island stays receive an average rating of 4.7 out of 5 from guests

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