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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Top guest favourite
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, 117 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 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, 183 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 private balcony features a hanging chair and an adirondack chair, providing a comfortable seating space. A small table sits between the chairs, with the ocean visible beyond the railing. The walls are painted in a soft blue, complementing the coastal atmosphere.
Condo in Kure Beach
4.81 out of 5 average rating, 164 reviews

Oceanfront Condo With Balcony and Pool

Welcome to our beachfront 1 bedroom condo at "The Riggings"! Enjoy the stunning ocean views from the comfort of your own private balcony. Inside, you'll find a cozy queen size bed, perfect for a romantic getaway or a solo retreat. We also have a twin size bunk bed and a pull out couch, making it perfect for families or groups of friends. Whether you're looking for a romantic escape, a family vacation, or a relaxing solo trip, our beachfront condo has everything you need for a perfect stay.

Guest favourite
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, 267 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 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, 175 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.

Superhost
A cozy living area is presented with a light blue sofa adorned with decorative pillows. A round black coffee table is centered in the space, featuring a magazine and candles. Framed photographs hang on the wall, complemented by a large plant and a floor lamp.
Apartment in Carolina Beach
4.96 out of 5 average rating, 121 reviews

Vista North (OCEAN+MARSH+POOL)

This is the perfect escape for those looking for waterfront cozy chic luxury. Just steps away from a pristine oceanfront preserve and biking distance to the boardwalk, restaurants and nightlife. Our recently updated stylish condo will give you an emersion of coastal beauty and an array of local attractions along with access to marsh side pool, bikes and grills. Start your day with a cup of coffee and an ocean sunrise and unwind with a glass of wine for an unmatched marsh view sunset.

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, 198 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 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
4.91 out of 5 average rating, 116 reviews

Escape to the Cape On the Southport Waterfront!

Located on the historic 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 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, 133 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
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 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.

Top guest favourite
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, 248 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 favourite
The living area is designed for comfort, featuring a plush sofa and an ottoman with a colorful pattern. A ceiling fan can be seen above, and large windows offer bright natural light and views. A vibrant painting of sailboats complements the decor.
Condo in Carolina Beach
4.87 out of 5 average rating, 239 reviews

The Great Wave

Welcome to The Great Wave! This beautifully updated, 2 bed/2 bath 4th level condo (no elevator) has stunning ocean AND marina views and comes fully equipped with all of your basic essentials for a great vacation. Carolina Beach has activities for everyone, no matter the time of year, and this condo is located just a few feet away from it all! Includes two parking spots, seasonal pool, convenient beach access, and much more!

Popular amenities for Oak Island rentals with a pool

When is the best time to visit Oak Island?

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Avg. price$230 CAD$217 CAD$265 CAD$313 CAD$379 CAD$438 CAD$421 CAD$404 CAD$341 CAD$245 CAD$250 CAD$223 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 $70 CAD per night before taxes and fees

  • Verified guest reviews

    Over 6,590 verified reviews to help you choose

  • Family-friendly vacation rentals

    530 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

  • 4.6 Average rating

    Oak Island stays receive an average rating of 4.6 out of 5 from guests

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