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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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A view from a covered porch is presented, featuring two black barstools and a small table. Beyond, the ocean stretches into the distance, with clear blue skies and fluffy white clouds. The shoreline is lined with rocks and grassy areas.
Condo in Carolina Beach
4.87 out of 5 average rating, 293 reviews

Oceanfront 1 bedroom condo with pool

Relax at our ocean front condo close to the best of Carolina Beach but far enough from the hustle to enjoy the quiet and amazing views! Walk south to enjoy shopping, restaurants, music and entertainment at our family friendly boardwalk. Or walk north to fish and grab a drink at the pier. Bring your bikes, golf cart, as well as beach and pool toys and store them in the unit’s garage. Pull out sofa bed in lvng room allows you to accommodate up to 4 guests. Come make memories at our beautiful CB.

Top guest favorite
A vibrant sunset casts warm hues across the sky, reflecting on the serene Atlantic Ocean. The scene includes a sandy beach bordered by wooden walkways, with gentle waves lapping at the shore. Lush greenery is visible along the pathways in the foreground.
Condo in Carolina Beach
4.94 out of 5 average rating, 202 reviews

OCEANFRONT & ON the BOARDWALK! Unbelievable VIEWS

This OCEANFRONT penthouse, on the Carolina Beach Boardwalk, is the perfect beach vacation home - offering a unique combination of a truly prime location and amenity-rich accommodations. Walking distance to everything, with an elevator and pool! INCREDIBLE, unimpaired 180 degree views of the beach & Atlantic Ocean, with huge windows; you can see for miles. Breathtaking sunrises & sunsets. Ocean and marina/city views from ALL living spaces. Watch Fireworks from the balcony during the summer.

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, 187 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.

Guest favorite
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.
Condo in Carolina Beach
4.87 out of 5 average rating, 269 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.

Top guest favorite
Condo in Carolina Beach
4.97 out of 5 average rating, 411 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.

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, 203 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 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, 271 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 favorite
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.
Condo in Southport
4.98 out of 5 average rating, 138 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.

Top guest favorite
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.
Condo in Oak Island
4.96 out of 5 average rating, 116 reviews

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

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.

Top guest favorite
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
5 out of 5 average rating, 104 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 no pets!

Top guest favorite
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.
Condo in Ocean Isle Beach
4.98 out of 5 average rating, 254 reviews

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

Oceanfront keyless entry condo with amazing full views off a spacious deck with a pool, and only steps to the beach. This beautifully decorated unit boosts a fully equipped kitchen with a large island, coffee bar, new bathrooms with luxury towels and ready made beds with Egyptian Cotton premium linens and bed quilts. Stackable washer/Dryer, living room has a 60 inch wall TV. Friday-Friday weekly rentals in summer season. Strict no pet policy.

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, 181 reviews

Take a Break at Shore Break!

Wake up to ocean views—and often dolphins 🐬—in this first-floor, oceanfront one-bedroom condo with the best seat in the house. Enjoy a king bed, fully stocked kitchen with granite counters, and stylish new furnishings. Relax on the large deck with outdoor dining and sweeping ocean views. Resort-style pool, picnic area, WiFi, coffee, beach chairs, linens, free parking, and on-site laundry included for an easy, relaxing stay by the sea.

Popular amenities for Oak Island rentals with a pool

When is the best time to visit Oak Island?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$34,288 GYDG$32,406 GYDG$39,515 GYDG$46,623 GYDG$56,450 GYDG$65,231 GYDG$62,722 GYDG$60,213 GYDG$50,805 GYDG$40,560 GYDG$39,515 GYDG$46,623 GYD
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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 G$12,544 GYD 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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