
Holiday rentals with a pool in Bald Head Island
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Top-rated rentals with a pool in Bald Head Island
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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.

Dog Beach-Ocean view-Clean and Comfy.
Enjoy the crisp autumn breeze and ocean views from your porch daybed, or curl up with a warm drink and a good book by the fireplace. Perfectly located on one of the Island’s most desirable stretches of sand featuring the only year-round dog-friendly beach! With easy beach access and Pier just steps away, you can soak in the season however you like - a quiet morning stroll, a sunset by the water, or a cozy night in. This peaceful oceanfront Condo blends comfort and charm for your Fall escape.

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.

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.

Maggie’s Oasis
Welcome to Maggie's Oasis! With a lush landscape, sparkling pool/spa, and ample entertainment space, this private retreat is perfect for relaxation and gatherings. Fully fenced-in for safety, it's a haven for both humans and pets. Enjoy the tranquil outdoor ambiance, stunning interior, and well appointed rooms and kitchen. Walking distance to grocery stores, shopping and restaurants or just a short 10-15 minute drive to historic downtown Wilmington or beautiful Wrightsville beach.

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.

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!

Oceanfront | Breathtaking Sunrise l Pool
Peach on the Beach is a modern & newly renovated one bedroom condo, with a spacious open living room/kitchen area. This is a corner unit, which provides breathtaking views with access to a large covered oceanfront deck. Just a 2 minute walk to the beach. Perfect location for the sunrise and sunset lovers! Enjoy the ocean sunrise from the deck or beach & directly accross the street at the Fort Fisher Air Force Recreational Center are the best sunsets on the river.

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.

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.

No Cleaning Fee - Condo With Waterfront Pool/Beach
Visit the most adorable seaside village! Southport, with it's picturesque waterfront, fantastic restaurants, and adorable shops, has something for everyone. When you feel like staying closer to home, the pool will be calling your name for soaking in the sun while watching the ships sail by, and your private balcony is the perfect spot to sip a cup of coffee while watching the sunrise over the water.

Oceanfront Third Floor Condo w/pool (Riggings E-3)
Beautifully furnished top floor, end unit overlooking the ocean and pool. Watch the dolphins swim by from your private balcony. Just steps away from the beach. There is also an oceanfront pool where you can spend the day soaking in the suns rays. Surf fishing is superb directly in front of the condo due to a large rock formation next to Fort Fisher. ** Maximum of THREE (3) adults**
Popular amenities for Bald Head Island rentals with a pool
House rentals with a pool

*Heated* Pool, Hot Tub & Dock, 3 min Walk to Beach

Cottage with Maritime forest views, 2 newer carts

Family Beach Escape 2nd Row Pool Elevator & Views

After Dune Delight

Luxury Oasis - Pool, Jacuzzi, Golf Cart!

Newly Updated Beautiful Bald Head Island Home

Wave On Wave

5 o’clock Always
Apartment rentals with a pool

The Gathering Place Condo w/ Ocean Views & Pool

☀️Oceanfront with Beach Access "Carla's Cabana"☀️

OCEANFRONT & ON the BOARDWALK! Unbelievable VIEWS

Lovely Condo w/ Peek-a-boo Ocean Views & Pool

The Tropical Palm-Ocean View, Pool, Heart of CB

Pool!

OCEANFRONT PARADISE WITH SPECTACULAR OCEAN VIEWS

Oceanfront Condo, Spacious Private Deck & Pool!
Other holiday rentals with a pool

Luxury: Beach, Pool, Golf, Boat Ramp, Pickle Ball

Modern Oceanview Condo on Carolina Beach

New, Oceanfront, 50 Steps to the Sand, Pool, Views

Salt & Sky Oceanfront PH w/Roof Deck-King Bed-Pool

Sunrise Tides on Kure Beach

4BR/4.5BA • Pool • 180°Ocean View • 1 Min to Beach

Walk to Beach | Pickleball | Pets | Outdoor Shwr

Condo w/ Direct Ocean View
Quick stats about holiday rentals with a pool in Bald Head Island
Total rentals
30 properties
Nightly prices starting at
€ 86 before taxes and fees
Total number of reviews
780 reviews
Family-friendly rentals
30 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace
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- Scallop Public Beach Access
- Wrightsville Beach, NC
- South Beach
- Cherry Grove Point
- Barefoot Resort & Golf
- Futch Beach
- Wrightsville Beach
- Dunes Golf and Beach Club
- Seahorse Public Beach Access
- Jungle Rapids Family Fun Park
- North Carolina Aquarium at Fort Fisher
- Surf City Pier
- Cherry Grove Fishing Pier
- Salt Marsh Public Beach Access
- Carolina Beach Lake Park
- Airlie Gardens
- Tidewater Golf Club
- Deephead Swash
- Singleton Swash
- Long Beach
- 65th Ave N Surf Area
- East Beach
- Rivers Edge Golf Club and Plantation
- Hamlet Public Beach Acces