Holiday rentals with outdoor seating in St. James Plantation

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!

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.

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!

Pet Friendly/Game Room/Golf Cart - 3Bed 2Bath

Welcome to "5 More Minutes" beach house located near the ICW and Wooded section of Oak Island, NC. This open-floor plan home on pilings is on the island's west side and features a three-bedroom (three-bath)/two-full-bathroom configuration. Oak Island beaches are a short one-mile walk or drive away. We offer a 6-seater electric golf cart with a pre-paid parking pass to rent by the day. You must be over 21 to operate it. The golf cart rental fee is handled separately from the house rental.

Adorable Private Guest Suite with Bedroom&Loft.

Located just outside of Southport, NC. We are minutes from the beaches and waterfront. Large driveway; ask us about boat and RV parking. Just a short drive to many local attractions, including Myrtle Beach, SC, and Wilmington, NC. Our Guest Suite is completely private from the rest of the house. The home is also on a public golf course. Beautiful views any time of day of the 7th fairway. The suite has a loft that can sleep 2 adults. New this season, a private bedroom with a queen bed.

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 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.

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.

Starfish Suite with Steam Spa

Two adults can enjoy a lovely seaside experience at this private suite with outdoor patio. It is on second floor with its own keyless entrance. We are around the corner from Middletown park which offers free summer Friday concerts and Monday farmers market. Other amenities are pickle ball, tennis and basketball courts. Walking distance to some great eateries. Five minute walk to the beach. Wind down after the beach in an aromatherapy. Not child proofed.

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.