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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Superhost
Home in Oak Island
4.76 out of 5 average rating, 49 reviews

Dog Friendly w/fee-Golf Cart & Private Pool

Private Pool with an option to heat as an extra fee for the entire stay. Must have at least a 48hr notice if this is wanted and fee paid by checkin. 6-person Golf Cart Dog Friendly WiFi Smart TVs in bedrooms and living areas Fully Equipped Kitchen with appliances (fridge, microwave, stove, coffee maker, dishwasher, etc.) Washer & Dryer Outdoor Covered Seating Area with large flat-screen TV Outdoor Pool Area with seating and a propane grill Central HVAC (heating and air conditioning) Security Cameras (3 external cameras for safety) Linens & Bath Towels included Beach Access (5-minute drive with complimentary golf cart parking tag) Keyless Check-In No Smoking and No Parties/Events Fully fenced in yard This beautiful new dog-friendly, elevated island beach home with a brand new private pool is ideally located on the quiet West end of the island near the Intracoastal Waterway. The atmosphere here is always "Island time," allowing you to avoid the hustle and bustle of main roads and traffic. This is the perfect vacation spot for your family and friends to enjoy! The home features an open floor plan with multiple areas to relax, including the main room and kitchen, as well as a screened-in back porch and adjoining open deck where you can sip your morning coffee while listening to the birds. On beautiful summer days, grab your swimsuit and enjoy a day by the pool, floating away your worries. There is also an outdoor covered seating area with a large flat-screen TV nestled under the house that comfortably seats up to 6 people to watch their favorite TV shows and enjoy their go-to beverage. With these two living areas, there's plenty of space for everyone. The 3 bedrooms are conveniently located directly off the main room and kitchen. Beach access is a quick 5-minute drive away (15 minutes by golf cart) , and you can easily get there using the new complimentary 6-person golf cart provided as part of the rental. This home is dog-friendly, so your furry family members can join you on your fun and sun-filled vacation. Come stay at our tranquil beach house and enjoy a piece of the laid-back lifestyle that permeates the life of the island and historical Oak Island, NC! Just don't forget your swimsuits and flip-flops! Golf cart parking tag is included, so there’s no need to pay for parking when using the golf cart at the home! Sleeping Arrangements: Primary: King Bed Guest Bedroom 1: Queen Bed Guest Bedroom 2: x2 Bunk beds, each with twin over twin Primary has a private connected bathroom - Guest BR 1 and Guest BR 2 share a bathroom via hallway House Amenities: Private Pool The pool can be heated for $65 per night but must be heated for your entire stay you can’t pick specific days. We need to know at least 48 hours before check-in if you want it heated. The heating fee is NOT automatically included in your booking and will be charged separately. Pool is not serviced weekly for cleaning in the off season. Bathroom: tub, outdoor shower, hot water Bedroom & Laundry: washer, dryer, Smart TVs, essentials (towels, soap, TP), hangers, linens, hairdryer HVAC: heating, air conditioning, ceiling fan Home Safety: smoke alarm, first aid kit Internet: Private wireless internet access (WiFi) Kitchen & Dining: kitchen, refrigerator, microwave, dishes & silverware, freezer, dishwasher, stove, coffee maker, wine glasses, toaster, baking sheet, cooking utensils, propane grill House Rules: Check-in: After 4 pm Checkout: By 10 am, no later Keyless check-in NO SMOKING NO PARTIES or EVENTS Must be 25 years or older to rent property; failure to follow this rule will result in tenant(s) removal from the property and forfeiture of rent money You are responsible for any damage that may occur to the golf cart during your booking Please Read: On January 10th, 2023, the Oak Island Town Council voted to approve paid parking on the island. The paid parking will be in effect from April 1 through September 30th and the hours are from 9:00 am to 5:00 pm. The cost will be $5 per hour, $20 per day, and $80 per week. Linens & bath towels are included for free in the reservation Must be 21 years or older to operate the golf cart. Prior to receiving the keys, 2 people must provide their license and signature after reading the rules & laws for OKI. We will also do a video walkthrough of the golf cart to ensure you understand how to properly operate the vehicle. This is required to get the keys. Security Camera Disclosure: This home is equipped with (3) EXTERNAL ONLY Security Cameras. They may be used in the event of an accident or emergency. Camera Locations: Front porch facing the stairs, parking garage facing the street, and the back of the home facing the yard. No diving or running around the pool. Anyone under 16 must have constant adult supervision when in or around the pool area. Dogs are NOT allowed in the pool water. Pet Policy: We’re happy to host dogs! Depending on the booking platform, the pet fee may not be included in your total and will be requested separately. A non-refundable $200 pet fee (up to 2 dogs, 80 lbs combined) is required and must be paid before check-in—access details will be sent once completed. Maximum of 2 dogs. Unregistered pets will incur a $200 pet fee plus a $500 remediation fee. Dogs must be up to date on vaccines and flea/tick prevention. No dogs on furniture or beds (additional cleaning fees may apply). Please bring a crate if needed; there is not one at the property. Strictly no cats allowed.

Guest favourite
Home in Oak Island
5 out of 5 average rating, 8 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.
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
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.
Condo 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.
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
Home in Oak Island
5 out of 5 average rating, 15 reviews

Luxury Beach House w/ Pool & Hot Tub - Sleeps 12

Welcome to this stunning beach getaway! This brand-new, modern home combines comfort, fun, and convenience for the ultimate coastal retreat. Designed with families and groups in mind, the house comfortably sleeps up to 12 guests across spacious bedrooms with plenty of room to relax after a day in the sun. Step inside, and you’ll find a bright, open layout with stylish finishes and all the modern touches you’d expect in a luxury beach house. Brand new hot tub as well!

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, 173 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.

Guest favourite
An outdoor pool is surrounded by a spacious deck featuring several lounge chairs and tables. Palm trees are visible in the background, alongside adjacent buildings. The clear blue water reflects the sky, creating a serene swimming area for guests.
Apartment in Oak Island
5 out of 5 average rating, 79 reviews

The Villas at Oak Island #2, Pool & 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
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$379 CAD$311 CAD$377 CAD$435 CAD$418 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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