Holiday rentals with outdoor seating in St. James Plantation

Salty Air Retreat

Quaint, bright and cozy lower level apartment. All basic amenities are included, as well as towels, linens and dishware. Located on a quiet dead end street. Short 10 minute walk to the beach over the Davis Canal. Private entrance with access to fenced in back yard with firepit, hammock. After a day at the beach you can rinse off in the private, enclosed outdoor shower. Enjoy your fresh catch of the day on the outdoor grill, and enjoy it outside if you like at the cozy outdoor dining nook.

Southport Tree Escape * King Studio Near Downtown

“Perfect for two. Easy access. Very quiet.” – William, ‘25 This vaulted studio in the trees is the perfect setting for a romantic getaway or a weekend respite – and it’s just a short walk from the heart of Southport, America's Happiest Seaside Town. You'll be hosted by year-round Southporters who have taken great pride in creating a space that's comfortable and contemporary – but with all the charm and small-town feel - close to dining and the waterfront but in a special private location.

Charming Oak Island Bungalow - Great Location!

Our 3BR cottage promises a fresh and clean experience that is ideal for your family beach week or weekend getaway. Close to everything Oak Island has to offer - sand, surf, fishing, boating and biking - whatever your heart desires. A well stocked kitchen to enjoy a dinner in or treat yourself to one of the many Oak Island and Southport restaurants. Guests rave about the screen porch with the "Where Have You Been All My Life" hanging bed and the new backyard firepit. Come, relax and enjoy!

Beachfront-Oak Island Memories Oceanfront

Take a break & unwind at this peaceful oasis. Come relax under the covered deck & hear the ocean breeze! Direct beach front vacation home, just steps from the ocean. With enough space to sleep 9 this beachfront cottage offers beachy interior design & has recently been completely renovated new flooring, cabinetry, quartz countertops. Whether you're in town to fish off the coast or soak up the North Carolina sun on scenic Oak Island, you can't beat this updated beach getaway! Hit ❤️ to save!

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.

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.

Great Marsh View & 2 Blocks to Beach-LongStayDscnt

Escape to Oak Island's tranquil shores and the serenity of the marsh at The Hammock House. This 2-bed, 2-bath haven is surrounded by picturesque marshlands with breathtaking views and the ocean waves just 2 blocks away. Grill out and dine al fresco, relax in the hammocks or lounge in the super comfy living room after a long day at the beach. Enjoy the peace and quiet of the Carolina beaches. LONG STAY DISCOUNT Dec-March $2,500 plus taxes and fees. Send us an injury.

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.

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.

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 .

One Particular Harbor -3 Bedroom Family Hideaway

Your vacation hideaway on one of NC's most family friendly beaches. Three bedrooms, living room, sunroom, breakfast nook and dining area beat the heck out of cramped, crowded hotels. Full deck with patio table and chairs and fenced in backyard provide a quiet place to relax and talk after a day on the beach or floating on the inlet. A brisk walk to beach, conveniently located near shopping district. Ample parking- bring your boat!

Serenity Season

This wheelchair friendly spacious studio apartment has a fully stocked kitchen, queen size Murphy bed, bathroom with a walk-in, wheelchair friendly shower, front loading washer/dryer and private screened in porch; beach towels, beach chairs, cooler and an umbrella are all included with rental. About a 10 minute walk to the ocean and 3 minute walk to the ICW. Our community is very peaceful, quiet.