Holiday 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 favourite
Home in Oak Island
5 out of 5 average rating, 9 reviews

Private Pool Oasis I Hot Tub I Free Golf Cart!

Welcome to Beech2Beach, your ultimate coastal escape tucked away on the peaceful west end of Oak Island, NC. This charming 3-bedroom, 2-bath home is designed for relaxation, comfort, and making memories—with space to accommodate up to 8 guests with ease. From the moment you arrive, you’ll feel the shift into vacation mode. Surrounded by quiet streets and coastal breezes, this home offers the perfect balance of privacy and convenience—just a short ride to the beach, local dining, and island favo

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.
Apartment in Oak Island
4.99 out of 5 average rating, 208 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
A spacious living area features high ceilings with a ceiling fan and large windows allowing ample natural light. Comfortable seating arrangements are provided by several plush sofas, complemented by a dining table set for guests. Decorative plants and a wooden cabinet enhance the inviting ambiance.
Apartment in Southport
4.94 out of 5 average rating, 54 reviews

Coastal Serenity

St. James Plantation / Harborwalk Condo With Pool And Private Beach Club! Enjoy our professionally decorated, immaculate three-bedroom, three full-bath condo. Located on the second floor, this condo features over 2000 sq ft of living space, Two private porches (one screened, one open air) steps away from the marina, dining, shopping, and entertainment. Only 15 minutes from the entrance, enjoy James by the Sea, an exclusive private beach club featuring a pool and restrooms, and showers.

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.
Apartment in Ocean Isle Beach
4.99 out of 5 average rating, 212 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
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.
Apartment in Southport
4.93 out of 5 average rating, 134 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 bright and airy living room is filled with large windows offering panoramic views of the surrounding area. Comfortable seating, including a light blue sofa and accent chairs, is complemented by a coffee table. A television and dining table are visible in the background.
Flat in Ocean Drive Beach
4.99 out of 5 average rating, 105 reviews

WOW! Corner unit, jaw-dropping views, Avista#1614*

Why guests love our condo: *Our condo has it all! Two balconies to view panoramic views of the beach, one in the front of the condo to see the sunrise, one on the side to see city views of North Myrtle Beach and the sunset! Complete with high top table and chairs to admire the views! Corner unit. * Walking distance to Main Street, where there’s shops, restaurants, lounges with live entertainment and dancing. *North Myrtle Beach is quieter, safe and family friendly.

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.
Apartment in Oak Island
4.99 out of 5 average rating, 216 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, 175 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.
Apartment 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
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
4.97 out of 5 average rating, 156 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 favourite
Flat in Southport
5 out of 5 average rating, 10 reviews

Hidden Gem | Short Drive To Beach | Spacious

Top floor corner unit in a quiet condo building. 12 minutes from Southport and Oak Island. Comfortable and fully equipped. Take advantage of the buildings amenities including the pool with sun loungers, treed parks, and the scenic pier. Enjoy the waterfront restaurants in Southport or take a stroll on the beach at Oak Island. Marina and kayak launch are also available within the community. Just what you need for a relaxing stay in St. James!

Top guest favourite
Apartment in Southport
4.98 out of 5 average rating, 186 reviews

No Cleaning Fee - Condo With Waterfront Pool/Beach

Visit the most adorable seaside village! Southport, with it's picturesque waterfront, fantastic restaurants, and adorable shops, has something for everyone. When you feel like staying closer to home, the pool will be calling your name for soaking in the sun while watching the ships sail by, and your private balcony is the perfect spot to sip a cup of coffee while watching the sunrise over the water.

Popular amenities for Oak Island rentals with a pool

When is the best time to visit Oak Island?

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Avg. price€171€171€234€192€233€269€258€248€209€167€163€192
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Quick stats about holiday rentals with a pool in Oak Island

  • Total holiday rentals

    Explore 640 holiday rentals in Oak Island

  • Nightly prices starting at

    Oak Island holiday rentals start at €52 per night before taxes and fees

  • Verified guest reviews

    Over 6,810 verified reviews to help you choose

  • Family-friendly holiday rentals

    580 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 260 rentals that welcome pets

  • Rentals with dedicated workspaces

    150 properties have a dedicated workspace

  • Wifi availability

    640 of Oak Island holiday 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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