Holiday rentals with a pool in Bald Head Island

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Top-rated rentals with a pool in Bald Head Island

Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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Guest favourite
A charming cottage exterior features a blue facade with white trim and a welcoming front porch. Several tall trees provide shade, while a driveway accommodates parking. An American flag decorates the front, accentuating the inviting atmosphere of the property.
Home in Oak Island
4.93 out of 5 average rating, 115 reviews

5BR*Dbl. Master*1 Block to Beach* GAMEROOM* Yaupon

3-4 min. walk to the beach! 2 night min stay June 2024. 4 night min stay July-August 2024. Stay at our spacious "American Dreaming" cottage on Yaupon Beach/Oak Island and check off all of your vacation boxes! Sit by the firepit and listen to the sounds of the crashing waves, which are only 1 block away. Head down to the beach during the day and then cool off in our private stock tank pool while your kids play ping pong in the game room. Enjoy a short 10 minute drive down to historic Southport!

Top guest favourite
A vibrant sunset casts warm hues across the sky, reflecting on the serene Atlantic Ocean. The scene includes a sandy beach bordered by wooden walkways, with gentle waves lapping at the shore. Lush greenery is visible along the pathways in the foreground.
Apartment in Carolina Beach
4.94 out of 5 average rating, 202 reviews

OCEANFRONT & ON the BOARDWALK! Unbelievable VIEWS

This OCEANFRONT penthouse, on the Carolina Beach Boardwalk, is the perfect beach vacation home - offering a unique combination of a truly prime location and amenity-rich accommodations. Walking distance to everything, with an elevator and pool! INCREDIBLE, unimpaired 180 degree views of the beach & Atlantic Ocean, with huge windows; you can see for miles. Breathtaking sunrises & sunsets. Ocean and marina/city views from ALL living spaces. Watch Fireworks from the balcony during the summer.

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.
Apartment in Oak Island
4.99 out of 5 average rating, 188 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 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.
Apartment in Carolina Beach
4.87 out of 5 average rating, 269 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
A spacious living area features a large L-shaped sectional sofa and a wooden coffee table in the center. Natural light pours in through large windows, complemented by soft curtains. A ceiling fan enhances airflow above a decorative mounted TV and modern wall decor.
Townhouse in Bald Head Island
4.95 out of 5 average rating, 340 reviews

Cozy BHI Condo - Community Pool and BHI Club

Welcome to "Marooned Five". We enjoy sharing our home so others can experience the beauty and magic of Bald Head Island. Our home has 2 bedrooms, 2 full baths, fully stocked kitchen (renovated March 2024 and 2022!) & a spacious loft for the kids. Located in Royal James Landing, a private pool and picnic area are available for use just a few steps away. There are 6 bikes (4 adult/ 2 child) & 2 4-person golf carts. Guest memberships for the BHI Club are available for an additional fee.

Guest favourite
An aerial view captures the coastline, featuring a long pier extending into the ocean. Beachgoers are visible on the sandy shore, with a backdrop of colorful buildings and expansive green areas, creating a lively atmosphere along the Carolina Beach shoreline.
Apartment in Carolina Beach
4.92 out of 5 average rating, 156 reviews

Coastal Retreat

Enjoy the Carolina Coast, hear the waves, feel the sun on your face, and soak it all in at this top floor flat with ocean views. Steps away from the North Pier, High Tide Lounge and Tiki Bar, Freeman Park, and great coffee at the North End Café. Relax with a glass of wine on the balcony as the sun goes down. The abundant wildlife and marsh views from the back balcony are stunning. Stroll along the beach or sun yourself by the pool and leave our quaint island home feeling refreshed.

Guest favourite
Home in Oak Island
4.87 out of 5 average rating, 108 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! 1. Enjoy a private pool with fountains, 2. outdoor dining under a pergola, and a fire pit (wood provided). 3. Game room features air hockey, arcade (Mortal Kombat), kids’ books & toys. 4. Relax in 2 king bedrooms, including a spa-style primary bath with rain shower. Perfect for families looking for beach fun and cozy comfort! 5. Fenced backyard for your fur baby to run around!

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.
Apartment in Oak Island
4.99 out of 5 average rating, 204 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.
Apartment in Southport
4.92 out of 5 average rating, 121 reviews

Escape to the Cape On the Gorgeous SPT 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!

Guest favourite
A covered deck offers comfortable seating for four, with soft green cushions on wicker chairs facing the ocean. A wooden table sits between the chairs. The tranquil ocean view includes sparkling water under a clear blue sky.
Flat in Carolina Beach
4.93 out of 5 average rating, 145 reviews

Beachfront condo w/pool and great views

Kick back and relax in this calm, stylish space that is oceanfront. Enjoy coffee or cocktails in the deck while watching the waves. Just steps from the beach with a garage to store all your beach and ocean toys. Everything you need is provided for your stay. Enjoy the pool and grilling area in the complex. Free parking on site. The boardwalk is 1.5 miles away with plenty of things to do and places to eat but far enough away that you have peace and quiet.

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.
Apartment in Southport
4.98 out of 5 average rating, 138 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.
Apartment 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.

Popular amenities for Bald Head Island rentals with a pool

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Quick stats about holiday rentals with a pool in Bald Head Island

  • Nightly prices starting at

    Bald Head Island holiday rentals start at € 168 per night before taxes and fees

  • Verified guest reviews

    Over 780 verified reviews to help you choose

  • Family-friendly holiday rentals

    30 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    30 of Bald Head Island holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Bald Head Island rentals

  • 4.9 Average rating

    Bald Head Island stays are highly rated by guests – averaging 4.9 out of 5!

  • Total holiday rentals

    Explore 30 holiday rentals in Bald Head Island

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