Holiday rentals with outdoor seating in St. James Plantation

Surf Break Bungalow

Take a break and unwind at this cozy Beach Bungalow! The Beach Bungalow is decorated with warm tropical colors and hints of a surfing décor. This is the perfect getaway to hang out with family, friends, or just to escape crowds. Follow the sound of the waves gently crashing on the shoreline and within minutes you will soon be dipping your toes in the sand. A private corner lot with easy parking access. Also, the perfect location to hang on the screen porch or relax in the shaded hammock.

Charming Beach Bungalow (9-min walk to the Beach!)

Newly renovated, refreshingly colorful, and fully stocked with everything you need for a rejuvenating stay at the beach. Lounge on comfy furniture, stream your favorite shows on large smart TVs, and unwind in a rocker on the brand-new screened-in porch. The spacious kitchen is equipped with new appliances, granite countertops, and all the essentials to enjoy a home-cooked meal with your crew. The home is located in the prime of the island just a 9-minute walk to an absolutely beautiful beach.

Southport Serenity

Welcome to this charming 3-bedroom, 2-bath home just 10 minutes from downtown Southport and Oak Island! Perfect for families or friends, this retreat features an open-concept living area, fully equipped kitchen, and cozy bedrooms. Enjoy the fenced-in backyard, ideal for pets or kids, and relaxing under the glow of string lights in the evenings. Close to beaches, dining, and shopping, it’s the perfect base for your coastal getaway. Book now and experience the charm of Southport and Oak Island!

Hydrangea Hideaway: A 2 block walk to the beach!

Just 2 blocks to the beach, our vintage Oak Island home has been fully updated and is the perfect space to get away from the every day and find your own island oasis! In the desirable Yaupon Beach area and a 5 minute walk to the beach, a par 5's distance from the Oak Island Golf Club & a few doors down from a bakery & wine shop. Beach gear included, plus a hot water outdoor shower. Hydrangea Hideaway is waiting to welcome you to your Oak Island home! Long term rates available in off-season!

Prime OKI location; walk to 43rd St beach access

Welcome to our Coastal Oasis! Our space is 3 bedrooms (4 beds+ pack and play+ bassinet), 2 bathrooms, outdoor shower, extra large screened in front porch and back deck with dining area and grill. Our home caters perfectly to families (including those with infants and children) and everyone in between! Between lounging on the front porch (rocking chairs, egg chair, and couch set) or listening to music while grilling out back, we hope your time here is nothing but happy memories and fun times!

Happy's Place Downtown Southport

This is my uncle Happy's place. It is in historic downtown Southport, walking distance from restaurants, shopping, and the Cape Fear river. Located on a quaint alley just off the town's main street, this happy little cottage is nestled among large live oaks and in the shadow of Southport's iconic water tower. The home has one bedroom with a queen bed. The living area has a twin bed and two chairs. There is a full kitchen and small bathroom. Southport’s beautiful waterfront and parks await.

Linens Included/Dog Friendly "Oak Island Oasis"

Enjoy a relaxing stay at a spacious 3 bed/2 bath kid and pet-friendly beach cottage in beautiful Oak Island. Oak Island Oasis is a newly renovated house that is tastefully decorated and fully stocked with all your beach vacation needs. Enjoy a sunset on our uncrowded beaches, fish, boat or enjoy a nature walk along the Intracoastal Waterway and the Davis Canal. There is shopping, dining, and all the amenities you'd expect in a quaint beach town just miles away from your coastal get-away.

Kid & Dog Friendly Stylish Ranch by Middleton Park

Welcome to Sweet Hideaways on Oak Island! This 3-bedroom, 2-bath home features an outdoor shower and a fully fenced yard. Enjoy beach essentials like chairs, umbrellas, boogie boards, and a gorilla cart for an easy trip to the shore. Family-friendly with a high chair, pack n play, toys, playhouses, and a fun custom mural! Just 0.7 miles to the beach and 1 block to the ICW. Walk to Middleton Park and the splash pad in minutes! Conveniently located near restaurants and shops.

Pet Friendly - Home Close to the Beach

Serenity awaits you at this peaceful updated beach themed home. The home has everything you need to enjoy your Oak Island getaway! You’ll want to come back!! Walk to the beach via the 9th St scenic walkway. Enjoy a day at the beach, kayaking, fishing, boating or any of the many activities Oak Island and nearby Southport offers. Enjoy relaxing evenings at home dining with the family, watching tv, playing games or stargazing. Don’t wait, come make lasting memories.

Oak and Tide Guest Suite

Renovated Master Bedroom Suite with shiplap walls, whirlpool tub and bidet toilet. Very Spa like and perfect for the single or couple that want to get away. Easy walk to beach., farmers market and outdoor concerts . Walking distance to eateries Your room has its own entrance on second story. Large screened in porch also yours to enjoy! We have Roku TV . New bedroom furniture and mattress with adjustable bed . Not set up for children safety.

MILE TO THE ISLE 1.8 miles to Holden Beach bridge

Renovated and Immaculate comfortable beach cottage in a quiet neighborhood yet just 1.8 miles from the Holden Beach bridge. Shopping and dining are 15 minutes away in Shallotte. Myrtle Beach and Wilmington are both within an hours drive. If you prefer to relax, you can sit on the 10' x 22' deck just outside the kitchen door, or by the fire pit, on a rocking chair or the swing in the open back yard, which is ideal for playing fetch with your dog.

Captain's Cottage: The heart of downtown Southport

Step into history without sacrificing luxury at the Captain's Cottage! Located blocks from the water on one of the first 100 lots in Southport, is a beautifully furnished coastal cottage. The home boasts a commercial quality kitchen, spacious rooms throughout, and two cozy porches overlooking Historic Franklin Square Park. The location is ideal within walking distance of all that Southport has to offer and is a short drive to several beaches.