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Vacation rentals with a pool in Oak Island

Find and book unique homes with a pool on Airbnb

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 favourite
A multi-level townhome complex is visible, featuring balconies on the upper levels. The building is surrounded by natural vegetation and sand, leading towards a wooden boardwalk that provides access to the beach.
Condo in Oak Island
4.8 out of 5 average rating, 69 reviews

Oceanfront 2 BR/2.5 BA Condo

Come enjoy our townhome in the Oak Island Beach Villas #206 located on Caswell Beach! Lounge on the oceanside deck incorporated into the living room, or enjoy a private balcony off the main bedroom upstairs overlooking the Atlantic Ocean! Make the most amazing memories watching the dolphins, observing the sea turtles lay their eggs, and watching the most amazing sunsets/sunrises you'll ever see. This condo is right across from the golf course. This is by far the most beautiful beach ever!

Top guest favourite
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, 205 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 favourite
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.
Apartment in Ocean Isle Beach
4.98 out of 5 average rating, 123 reviews

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

3 bd, 2BA Oceanfront Condo in the sought after less crowded West End of Ocean Isle Beach! Only steps to the beach via our private walkway pass our complex pool. This tastefully decorated, freshly painted, keyless entry unit boosts amazing full panoramic views of the ocean, fully equipped kitchen with large island and comes with many new furnishings, all new Egyptian cotton bed and bath linens, new comforters, blankets and pillows. Sorry but pets, golf carts, RV’s and trailers are prohibited.

Top guest favourite
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, 211 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.

Top guest favourite
Home in Oak Island
5 out of 5 average rating, 22 reviews

Luxury Oceanview Home - Steps to Beach

Indulge in the luxury of beachside living at Casa Allora, a stunning Oak Island Beach House. This exquisite newly built 5-bedroom, 3.5-bathroom retreat comfortably accommodates 10 guests. Revel in modern comforts with amenities like a private pool, patio, BBQ grill, 3 king bedrooms, and 2 oversized front decks. Whether you love a cup of coffee while watching the sunrise over the ocean or enjoying a glass of wine at sunset with the breeze in your hair, Casa Allora has it all!

Top guest favourite
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.
Condo in Southport
4.92 out of 5 average rating, 133 reviews

Escape to the Cape On the Gorgeous SPT Waterfront

Located on the beautiful Southport Waterfront you'll enjoy a well-appointed gem located within the RiverHotel of Southport that includes a small balcony with views of the Cape Fear River, guest pool, and private beach exclusively for our guests. We also have a huge deck with lots of tables and chairs to enjoy the spectacular water views! Covered parking is available within steps of the elevator. Make your Southport vacation memorable! Escape to the Cape awaits you!

Top guest favourite
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, 215 reviews

The Coastal Coconut: Beautiful Ocean View Condo

This spectacular ocean view condo with top notch 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 favourite
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, 174 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 favourite
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, 296 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.

Top guest favourite
An outdoor pool is surrounded by a paved deck, featuring several lounge chairs arranged nearby. The clear water reflects the sky, while palm trees stand in the background, adding a tropical touch to the setting.
Apartment in Oak Island
4.98 out of 5 average rating, 61 reviews

The Villas at Oak Island #8, Pool and Ocean views

This ocean view beach condo, part of The Villas at Oak Island, features 2 bedrooms, 1 full bathroom, and a fully equipped kitchen, along with a cozy combined living and dining area. Situated on the second row, it’s just a short walk to the beach, making it perfect for a family getaway. The Villas at Oak Island boasts a garden-style setting with an outdoor pool for your enjoyment. Linen, bath towels, and basic toiletries are provided for your convenience.

Top guest favourite
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.
Home in Oak Island
4.98 out of 5 average rating, 82 reviews

Gather at the Beach! | Ocean Views | Elevator

FANTASTIC BEACH ACCESS & Heated Pool Perfect for Extended Families: -Sleeps 18 People -6 Bedrooms & 5 Bathrooms -Dine Together Indoors & Out -Fantastic Kitchen: 2 Fridges & 2 Dishwashers -Additional Kitchenette -Private Heated* Saltwater Pool -Elevator -Pool Toys, Towels, Chairs Provided -Linens Provided -Free Beach Parking for 8 Cars -EV Charger -Gas Grill -4 Balconies -Amazing Ocean Views! *Sorry, we can't heat the pool November-February.

Top guest favourite
A private pool area features a rectangular inground pool surrounded by a spacious deck. A small plant stands in a pot, adding greenery to the space. Sunlight reflects off the water, and comfortable outdoor seating is arranged close to the screened porch.
Home in Oak Island
4.97 out of 5 average rating, 36 reviews

Beach Cottage Getaway with a private pool!

Relax with the whole family at our beach cottage - enjoy a short 1/2 mile walk to the beach or the intercoastal or enjoy the private new inground pool with loads of decking, seating for the whole family and a screened in porch! Lots of room to spread out and great outdoor entertainment area with a fire pit. Large living room, dining room and kitchen and a workspace as well. Perfect spot to enjoy all that Oak Island has to offer!

Popular amenities for Oak Island rentals with a pool

When is the best time to visit Oak Island?

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Avg. price$278 CAD$278 CAD$380 CAD$311 CAD$377 CAD$435 CAD$419 CAD$402 CAD$339 CAD$271 CAD$264 CAD$311 CAD
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Quick stats about vacation rentals with a pool in Oak Island

  • Total vacation rentals

    Explore 640 vacation rentals in Oak Island

  • Nightly prices starting at

    Oak Island vacation rentals start at $84 CAD per night before taxes and fees

  • Verified guest reviews

    Over 6,810 verified reviews to help you choose

  • Family-friendly vacation rentals

    580 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 260 rentals that welcome pets

  • Rentals with dedicated workspaces

    150 properties have a dedicated workspace

  • Wifi availability

    640 of Oak Island vacation rentals include wifi 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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