Family-friendly holiday rentals in St. James Plantation

5.0 out of 5 average rating, 141 reviews

Bungalow in Oak Island

🐶 BOW•WOW🐾 BEACH•BUNGALOW™🏖 🏠Cozy & Dog Friendly🐶

🐶 Welcome to the BOW•WOW Beach•Bungalow™ 🏖. A peaceful, dog-friendly haven for everyone in your family. This quaint, cozy “home away from home” is close to the beach (1/3 mi), local shopping and restaurants, but in a quiet neighborhood away from the crowds. Beautiful screened-porch for relaxing, and a very spacious fenced-back-yard on a double-lot for all to enjoy. 📝PLEASE read entire listing and ALL rules prior to booking. 🐶DOGS always WELCOME. 💲DISCOUNTS for all WEEKLY and MONTHLY bookings.

FamilyIndoor spacesLaundry

The cottage exterior features a charming wooden facade with large windows allowing natural light. A spacious deck with outdoor seating faces the yard, framed by the shade of surrounding trees. Vibrant cushions add a pop of color to the seating area.

4.99 out of 5 average rating, 220 reviews

Whimsy Whale Cottage, Oceanview, Fenced Yard

We’d love for your happy beach memories to be made here at our cottage by the sea, The Whimsy Whale. Our island cottage is perfectly placed under a canopy of magnificent live oaks, about 300 steps away from the ocean. Nestled on a quiet beach access street, central to all the best attractions, shopping and eateries on Oak Island; close to attractions in Southport. It is one of our favorite places to spend time together and we look forward to sharing it with you, your loved ones and friends.

Indoor spacesFamilyLaundry

4.95 out of 5 average rating, 59 reviews

Spacious 2-Bedroom Condo in St. James Plantation

Sunny and serene private entrance third floor condo with 2 bedrooms and 2 baths at St. James Plantation. An easy drive to the quaint town of historic Southport and 12 minutes to Oak Island beaches. A screened in balcony to view the secluded tree-lined property and beautiful golf course. Enjoy fishing at the pier on the inter coastal waterway, walking and biking trails (map available in the condo for guests), as well as limited access to the St. James Beach Club on Oak Island (see notes below).

KitchenIndoor spacesLayout

4.99 out of 5 average rating, 222 reviews

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.

Condo in Oak Island

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.

KitchenFamilyLocation

4.98 out of 5 average rating, 125 reviews

The exterior of the single-story home features a well-maintained facade with blue and gray siding. A covered entrance leads to the front door, while landscaping includes neat shrubs and a green lawn. A one-car garage is visible on the left side.

Home in Southport

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!

FamilyIndoor spacesHospitality

The exterior of the home is showcased with a spacious raised porch featuring multiple seating areas. Sturdy wooden stairs lead to the entrance, while overhead fans provide ventilation. The house is surrounded by greenery, contributing to a relaxed coastal atmosphere.

4.97 out of 5 average rating, 138 reviews

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!

Indoor spacesFamilySleep quality

A two-story beach house is set against a clear blue sky, with a spacious deck overlooking the ocean. The structure features a grey exterior and is supported by stilts. Sandy beach stretches in the foreground, leading to the calm waves of the Atlantic Ocean in the distance.

4.97 out of 5 average rating, 252 reviews

Oak Island Oceanfront – Top Floor 2BR Condo

Enjoy a perfect oceanfront family getaway on Oak Island's West Beach. This 2nd level unit of our beach house has separate entrance, two bedrooms, one bathroom, and sleeps six guests. The kitchen is fully equipped with pots, pans, utensils, full size fridge, microwave, stove/oven, and dishwasher. Enjoy sunrises and sunsets on the huge deck watching the waves and the occasional dolphins. If your dates are not available, please check out our 1st level unit availability at www.airbnb.com/h/oki1

FamilyKitchenCondition

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.

4.93 out of 5 average rating, 137 reviews

Sleeps 18*1 Block to Beach*2 Master Suite*Gameroom

3-4 min. walk to the beach! 3 night min stay stay June-August 2026. Sleeps 18! 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!

FamilyKitchenAir conditioning

The front exterior of the cottage showcases a screened-in porch with comfortable seating, complemented by yellow window accents and an American flag displaying a warm welcome. Lush green grass and mature trees frame the entrance, creating a relaxed outdoor atmosphere.

4.96 out of 5 average rating, 124 reviews

"Just Enough" Beach Home! Screened Front Porch

"Just Enough" is just a short 3 blocks to the sand and the ocean for a great start to your relaxing dream vacation. Inner Coastal Waterway and Nature Center are on opposite end of 52nd Street. Relax on the enclosed screen front porch and listen to the ocean waves in the evening. The home has all new furniture, decor and bedding for you to enjoy. Kitchen is fully equipped and ready should you feel like cooking. "Just Enough" has everything you need to enjoy your time away from home.

FamilyIndoor spacesLaundry

4.96 out of 5 average rating, 132 reviews

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.

FamilyIndoor spacesDecor

4.99 out of 5 average rating, 235 reviews

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.

Condo in Oak Island

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.

Indoor spacesFamilyAmenities

A serene beach scene features soft sand leading to calm waters. Tall grasses frame the pathway, gently swaying in the breeze. A wide sky showcases hues of blue, pink, and gold, hinting at a tranquil sunset over the horizon.

4.91 out of 5 average rating, 163 reviews

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.

KitchenIndoor spacesGetting around

Popular amenities for St. James Plantation family-friendly rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.96 out of 5 average rating, 110 reviews

Bungalow in Oak Island

Cheers! Waterway Beach Cottage

Indoor spacesKitchenAir conditioning

A light blue bungalow is framed by lush trees, presenting a spacious front porch adorned with red, white, and blue decor. Two chairs invite relaxation, while large windows provide natural light to the inviting entryway.

4.99 out of 5 average rating, 119 reviews

R&R Beach Bungalow

KitchenIndoor spacesWalkability

A spacious living area is furnished with a gray sofa and a striped armchair. A light wooden coffee table sits in front, with a TV on a side table. Large glass doors provide access to a balcony, allowing natural light to fill the room.

4.95 out of 5 average rating, 130 reviews

2Br, Beach Access-Indoor Heated Pool!

KitchenFamilyGetting around

A serene beachfront scene captures the sun rising over calm ocean waves. The sandy beach leads to a wooden staircase, framed by lush greenery, inviting guests to enjoy the tranquil setting. Soft hues of orange and gold accentuate the sky, reflecting on the water.

5.0 out of 5 average rating, 210 reviews

Dual master, end unit condo with amazing views

FamilyKitchenCleanliness

A cozy living area is featured, showcasing a dark gray sofa paired with a natural wood side table. A woven pendant light hangs from the ceiling. Large windows provide a view of the ocean, while a fireplace adds charm to the space.

4.97 out of 5 average rating, 127 reviews

Oceanfront • Hot tub • Indoor Pool • Gym

FamilyIndoor spacesLaundry

4.86 out of 5 average rating, 143 reviews

A cozy living area features a blue sofa and an accent chair with a floral pattern. Light streams through large glass doors, revealing views beyond. A patterned area rug is centered on the floor, while a decorative coffee table adds style. Soft furnishings enhance comfort.

Cottage in Kure Beach

Summer Lovin Kure Beach oceanfront with hot tub

FamilyKitchenCheckout

4.99 out of 5 average rating, 178 reviews

The image captures a beach pier supported by wooden posts, stretching out over gently rolling ocean waves. The scene features reflections on the wet sand, with the horizon illuminated by the warm colors of a sunset, creating a serene coastal atmosphere.

Home in Holden Beach

Three Happy Crabs

Indoor spacesKitchenTV

An oceanfront view is captured from an oversized deck. Two tall white chairs face the expansive sea, where the sun sets on the horizon, reflecting shimmering light on the water's surface. The soft waves lap gently at the nearby sandy beach.

4.83 out of 5 average rating, 223 reviews

OCEAN SOUNDS - UNIT 2106 OCEAN DUNES

Indoor spacesFamilyDecor

Family- and pet-friendly home rentals

4.96 out of 5 average rating, 105 reviews

Bungalow in Oak Island

Oak Island Bungalow Steps to the Beach

FamilyIndoor spacesAccess

The exterior of the light blue beach cottage features a raised structure with a staircase leading to the entrance. A palm plant is positioned in the foreground, and an American flag is displayed on the left. The grassy area around the house is well-maintained.

4.85 out of 5 average rating, 184 reviews

Blue Turtle Beach Cottage

FamilyKitchenLocation

A green lawn surrounds a two-story home with a welcoming deck and steps leading to the upper level. Adirondack chairs are arranged near a fire pit, framed by blooming pink flowers and tropical plants, creating a vibrant outdoor space.

4.97 out of 5 average rating, 182 reviews

Bark'nb Happy

KitchenFamilyPets

A comfortable living area is revealed, featuring two gray sofas and a bright yellow coffee table. A television is placed on a white cabinet nearby. The space is accented by a plant and a wall art piece depicting a coastal scene.

4.87 out of 5 average rating, 175 reviews

Donkeys Inn

KitchenFamilyBarbecue

4.98 out of 5 average rating, 174 reviews

Walk to the Beach, Fenced, Fire Pit, All Dogs Welc

FamilyIndoor spacesNearby

A beachfront cottage is showcased with a bright blue exterior and a metal roof. The entryway features wooden steps leading up to a porch, surrounded by sandy terrain and ocean views in the background. Sparse vegetation and wooden posts are visible, enhancing the coastal setting.

4.94 out of 5 average rating, 205 reviews

Oceanfront-pvt access-dog friendly-Incredible Ibis

FamilyKitchenCondition

4.93 out of 5 average rating, 167 reviews

Cozy Cottage 10-15 min scenic walk from the beach!

Indoor spacesFamilyBathroom

A spacious deck is shown with wooden flooring and white railings. Colorful chairs are positioned for relaxation, and a view of the surrounding landscape, including greenery and nearby houses, is visible through the open spaces between the columns.

4.95 out of 5 average rating, 100 reviews

OKI Beach Escape | 2 Blocks to Ocean | Dogs OK

Indoor spacesFamilyPets

Family-friendly home rentals with a pool

4.98 out of 5 average rating, 102 reviews

A spacious outdoor seating area is shown on a wooden deck, featuring a table with several chairs. A stunning sunset can be seen in the distance, casting warm colors across the sky. Lush greenery is present in the foreground and background.

Condo in Oak Island

Sun-drenched beach condo with a view!

KitchenIndoor spacesCondition

4.94 out of 5 average rating, 108 reviews

Sip & Dip* Large Saltwater Pool*Huge Porch*Mural

FamilyKitchenPool

5.0 out of 5 average rating, 28 reviews

2BR/2BA Condo in St. James–Near OKI/SPT & Beaches

Indoor spacesKitchenBeach

A hallway features calming blue-green walls and stylish wainscoting. Framed photographs adorn one wall, while a large abstract painting captures attention. A textured console table holds a decorative coral piece and a small plant, providing a welcoming entry to the living space ahead.

5.0 out of 5 average rating, 19 reviews

2B/2B St James Coastal Marsh Condo w/ Porch & Pool

KitchenFamilyLayout

5.0 out of 5 average rating, 40 reviews

A marina is depicted at sunset, with boats lined along wooden docks. The water reflects warm hues of orange and yellow, while the silhouette of buildings and masts can be seen in the background. Soft clouds fill the sky, enhancing the peaceful atmosphere.

Townhouse in Southport

Southport Serenity Condo

FamilyIndoor spacesView

Superhost

An expansive view is presented from the third-floor perspective, showcasing a tree-lined property alongside a vibrant green golf course. The horizon features a glimpse of the intercoastal waterway under a clear blue sky, enhancing the serene ambiance of the landscape.

Apartment in Southport

4.55 out of 5 average rating, 11 reviews

St. James Hideaway! Seasonal Pool.

Indoor spacesFamilyCleanliness

A spacious living area features high ceilings with a ceiling fan and large windows allowing ample natural light. Comfortable seating arrangements are provided by several plush sofas, complemented by a dining table set for guests. Decorative plants and a wooden cabinet enhance the inviting ambiance.