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 favourite
A cozy balcony features two black chairs and a small table on a wooden deck, overlooking the ocean. The blue walls are adorned with a wooden fish decor, while sunlight streams through the slatted railing, highlighting a serene beach view.
Condo in Kure Beach
4.84 out of 5 average rating, 100 reviews

Ocean front, 1 bedroom condo w/ pool, Reef Relief

Enjoy a peaceful ocean front oasis with your family. Explore the coquina reef right out front, perfect for shell & shark tooth hunting. If you ever get tired of the ocean, bring the family over to the pool area. Kids will love our galley-style bunk beds, the bedroom has a queen bed & our couch folds out into another queen to fit adults. The Aquarium & brand new Fort Fisher Historical Site within walking distance, this is a great spot to relax without the craziness of being in the middle of town.

Guest favourite
A close-up of a large seashell resting on a railing, with a backdrop of colorful beach houses and a clear blue sky extending over the ocean in the distance.
Condo in Caswell Beach
5 out of 5 average rating, 22 reviews

Beach Bunker

Welcome to “Beach Bunker” a conveniently located 2nd floor ocean side condo on Caswell Beach. You will feel right at home the minute you walk in with its beachy & comfy vibe. Featuring 2 bedrooms, each with a closet, 2 full baths, fully equipped kitchen, open dining room living room combination plus plenty of outdoor space on the covered porch which boasts fabulous views. This condo is part of Oak Island Beach Villas which gives you private beach access, pool, grilling/picnic area & parking.

Guest favourite
Home in Oak Island
4.87 out of 5 average rating, 111 reviews

Private Heated Pool, 4 mins to Beach, King Beds

Happy Hour at OKI by Hearth and Horizon Family Getaways – Just a 4-min verified walk to the beach! ✔ 4-minute walk to beach access ✔ Private heated pool ✔ Fully fenced backyard (perfect for pets) ✔ outdoor dining under a pergola, and a fire pit (wood provided). ✔ Arcade + air hockey for family fun ✔ Fully stocked kitchen for home-cooked meals ✔ Relax in 2 king bedrooms, including a spa-style primary bath with rain shower. ✔ Beach chairs, wagon & essentials included ✔ Quiet family neighborhood

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, 193 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 favourite
A spacious living area features two blue sofas, a light-colored coffee table, and a large TV mounted on a white console. Light streams in through sliding glass doors, and a decorative wall art piece enhances the relaxed atmosphere. A potted plant adds a touch of greenery.
Condo in Oak Island
4.85 out of 5 average rating, 20 reviews

Blue Wolf Retreat! Walk to beach/shops/groceries!

Just ONE Block from the beach, your family will be close to everything when you stay at the centrally-located Ocean Walk neighborhood! We are located steps from beach access and the facility has a HUGE pool! Right in the mix, you will never have to stress about parking, being walkable to the beach, groceries, restaurants, and more! This two bedroom unit is spacious at nearly 1300sqft! Plenty of space and beds for you, friends, family and pets so that you enjoy an amazing coastal retreat!

Superhost
The image captures an open doorway leading to a private deck overlooking the ocean. Two white rockers are positioned on the deck, inviting relaxation while enjoying the coastal view. Soft sunlight filters through partially closed blinds, enhancing the serene atmosphere.
Condo in Ocean Isle Beach
4.79 out of 5 average rating, 240 reviews

Oceanfront Ocean Isle Beach Condo

My oceanfront unit is near the pier, beach shops, miniature golf, & the museum.You’ll love my place because the ocean view is amazing !There is a queen bedroom, bunk nook, queen sleeper sofa, a whirpool tub, & a washer/dryer in the unit.Unit faces the ocean and is located on the quiet end of the complex with a private deck & community pool.It is located at the center of island activities; you can walk to many shops.Bed linen/bath towels provided. Private beach access for guests.Pool open.

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, 207 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, 164 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
Home in Oak Island
4.93 out of 5 average rating, 28 reviews

Cheerful 3 BR/2.5BA Family Home w/POOL, walk to ev

This family-friendly home WITH A BRAND NEW DIY POOL/SPA is perfect for a family or 2, or group of friends. This quiet, but centrally-located spot is 0.7 miles (10 min. walk) to the beach, & just a few minutes walk to plenty restaurants, sweet treats, shops, grocery store, & more. You'll love having room for up to 12 guests w/3 bedrooms, 2.5 baths, a sunroom, fully-equipped kitchen, front & back porches, living room, laundry room, workspace, & huge garage w/games!

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, 278 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 favourite
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.
Home in Oak Island
5 out of 5 average rating, 7 reviews

Pool | Views | Sleeps 8 | Linens | Yacht Drive

Complete relaxation awaits! This beautifully appointed cottage sits across from the ICW with water views from the porch. Enjoy a private backyard oasis with pool, outdoor kitchen, and space to unwind. Inside, two king bedrooms and a queen-over-queen bunk room sleeps 8. Open layout, fully stocked kitchen, and minutes to the beach, dining, and attractions. LINENS INCLUDED, along with beach and pool towels. The perfect blend of comfort, fun, and convenience!

Top guest favourite
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, 118 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

When is the best time to visit Oak Island?

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Avg. price$228 CAD$216 CAD$263 CAD$311 CAD$376 CAD$435 CAD$418 CAD$401 CAD$338 CAD$270 CAD$263 CAD$311 CAD
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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 $84 CAD 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 and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 180 rentals that welcome pets

  • Rentals with dedicated workspaces

    240 properties have a dedicated workspace

  • Wifi availability

    600 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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