Vacation rentals with a pool in Oak Island

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

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.

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.

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.

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.

Luxury Oceanfront, Pickleball, Pool, & Tiki Bar!

"Salty Paddles at the Point" is a custom built luxury home on the highly desired West End of Oak Island. Your dream getaway awaits! Designed to maximize the panoramic ocean views, unwind in our open concept great room or escape outdoors to enjoy our backyard POOL, TIKI BAR, & PICKLEBALL COURT! Uniquely situated oceanfront AND steps away from the sound, this exceptional property features nearly 360 degree water views, nearby fishing access, and walkability to The Point!

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.

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.

Gratitude 𓇼 Pool + Golf Cart + 0.7 mi to Beach

Gratitude is your perfect island escape, offering a private in-ground pool, golf cart access (available for an additional daily fee), and an easy, convenient location. Just 0.7 miles to the beach, with quick access to West End beaches and simple on/off island travel. This 3-bedroom, 2-bath home features two queen beds and one king bed, making it ideal for a relaxed, effortless beach stay—whether you’re soaking up the sun poolside or cruising to the shore.

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!

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.

Poolside Paradise w/ Tiki Bar + Dog Friendly

Pool is open and heated at no extra cost in spring and can be cooled for hot summer days! Welcome to Nauti by Nature OKI, a family-friendly 3BR, 2.5BA Oak Island beach house just 0.5 miles from beach access. Enjoy a private pool, tiki hut, fire pit, grill, screened porch & outdoor shower. Perfect for families with bunk beds, toys, beach gear & fast Wi-Fi. The ideal North Carolina summer beach getaway for families and small groups!