Holiday 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

Family · Location · Amenities

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

Location · Family · Checkout

BEACH PLEASE │ 2BR/2BA w/ 2 K in the heart of OKI!

Feel the sand between your toes with a 2 minute walk to the beautiful beaches of OKI. Beach Please is a spacious 2BR/2BA condo with a comfortably furnished floor plan perfect for a family vacation or couple’s retreat. Boasting a fully equipped kitchen, 2 king beds + twin bunk beds this condo provides a cozy spot for renters looking to unwind and relax. Centrally located in the heart of Oak Island-steps away from the pool, beach, grocery store, restaurants, shopping, ice cream and so much more!

Location · Value · Wi-Fi

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.

Value · Family · Amenities

OIB~Oceanfront Condo 3 BD/2BA, Linens Included!

3 bd, 2BA Oceanfront Condo in the sought after less crowded West End of Ocean Isle Beach! Only steps to the beach via our private walkway pass our complex pool. This tastefully decorated, freshly painted, keyless entry unit boosts amazing full panoramic views of the ocean, fully equipped kitchen with large island and comes with many new furnishings, all new Egyptian cotton bed and bath linens, new comforters, blankets and pillows. Sorry but pets, golf carts, RV’s and trailers are prohibited.

Location · Value · Outdoor spaces

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.

Family · Location · Indoor spaces

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.

Family · Location · Accuracy

Luxury Oceanview Home - Close 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 11 guests. Revel in modern comforts with amenities like a private pool, BBQ grill, 3 king beds, 2 queen beds, 1 twin bunk and 2 oversized front porches. Whether you love watching the sunrise from the top porch or enjoy a glass of wine at sunset on the beach with the breeze in your hair, Casa Allora has it all!

Family · Location · Nearby

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.

Location · Value · Getting around

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.

Value · Location · Pool

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.

Location · Value · Pool

Sand Surf & Sunset Ocean View Condo - 2 Bed 2 Baths

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.

Location · Value · Bathroom