Holiday rentals with beach access in Caswell Beach

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Top-rated rentals with beach access in Caswell Beach

Guests agree: these rentals with beach access are highly rated for location, cleanliness and more.

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Guest favourite

Apartment in Oak Island

4.99 out of 5 average rating, 140 reviews

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 cozy, beautifully decorated condo features 2 bedrooms, 1 bath and sleeps 6. Choose a short walk to the pool (seasonal) or simply relax on the private balcony listening to the soothing sounds of the ocean

Guest favourite

Rental unit in Oak Island

4.95 out of 5 average rating, 219 reviews

Camellia Quarters

4 minute walk to the beach--relax in a private, cozy modern apartment with an outdoor sitting area where you can enjoy coffee in the morning and a glass of wine in the evening. Ideal place to celebrate your honeymoon, anniversaries and birthdays. Within walking distance are many amenities: 1 block to Tennis and Pickle Ball Courts; 1 block to the Town Park where weekly live concerts are held in the summer; 2 blocks from Publix and numerous eating establishments. Beach chairs and Shibumi available

Guest favourite

Cottage in Southport

4.96 out of 5 average rating, 394 reviews

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 Main Street of town. This happy little cottage is nestled amongst 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.

Guest favourite

Cottage in Oak Island

4.99 out of 5 average rating, 165 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, just 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 too. 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.

Guest favourite

Apartment in Southport

4.97 out of 5 average rating, 111 reviews

No Cleaning Fee - Condo With Waterfront Pool/Beach

Running a special for 6/3/25-6/12/25 for $1,600 (normally $2,250)! Reach out for more info!! 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.

Guest favourite

Home in Oak Island

4.88 out of 5 average rating, 104 reviews

Wave Haven Ocean View/Pets/Second Row

Welcome to our pet-friendly ocean view home! Enjoy a coastal getaway in this 3-bed, 2-bath retreat. Take in breathtaking ocean views from the living room and the outdoor deck. Fully equipped kitchen, cozy living area, and comfortable bedrooms ensure a relaxing stay. Our pet-friendly policy allows your furry friend to join the fun. Explore the beach and then return to the comfort of your private sanctuary. Book now for an unforgettable vacation experience and the warmth of our hospitality!

Guest favourite

Home in Oak Island

4.96 out of 5 average rating, 133 reviews

Island in this Dream: Family & Dog Friendly Home

NO PET FEES! Book now for a fall beach getaway! Island in this Dream is ready to host you! This 3 bedroom, 2 bath home is less than a mile to the beach! Sleeps 10 with parking for 8 cars. Relax outdoors in the screened porch or around the fire pit. Room to unwind, upstairs and down. Fully stocked kitchen to cook all your meals. The dogs and kids can play in the fully fenced backyard. Beach chairs, wagon and toys to use for fun-filled days on the sand. Linens included with beds made!

Guest favourite

Home in Oak Island

4.96 out of 5 average rating, 179 reviews

Bright and cheerful, close to the beach & ICW

A family friendly home with 3 spacious bedrooms, two bathrooms, a well-equipped kitchen & large dining area. You’ll love our open floor plan, bright colors, and all the comforts of home. Enjoy rocking on the large front porch, lounging on the screened back porch, or grilling out on the patio downstairs. Located on a quiet street in walking/biking distance to the beach (.8 miles) and Intracoastal Waterway (.2 miles). Book now and pay later with a super flexible cancellation policy.

Guest favourite

Home in Oak Island

4.94 out of 5 average rating, 124 reviews

Need an escape - fish, golf or a quiet time?

Nestled in a quiet wooded cul-de-sac street the Bungalow Near the Sea offers a spacious layout loaded with amenities to make your beach vacation comfortable and enjoyable. Only a 2 minute drive to the beach you will love our Oak Island house for your home away from home. After a day of fun in the sun at the beach return to the house for some down time playing foosball, an array of games, cook out or spend quiet time on multiple patios reading or watching tv. Pet friendly.

Guest favourite

Apartment in Oak Island

4.99 out of 5 average rating, 150 reviews

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.

Guest favourite

Cottage in Oak Island

4.93 out of 5 average rating, 324 reviews

Beachy Cottage w/ screened porch & outdoor shower

Located in a quiet neighborhood with a cute screened in porch, private outdoor shower, open rinse off shower side of house, deck with grill, and privacy fence. A short drive to the beach, a 5-10 minute bike ride over the canal at 20th St or walk over to enjoy the sunset. Bring bikes and ride all over the island. Kitchen is fully equipped. We even have cornhole and a couple of other outdoor games to play in the backyard. Our goal is to make our guest feel at home. Enjoy !

Guest favourite

Home in Oak Island

4.91 out of 5 average rating, 253 reviews

The Pink Flamingo

The Pink Flamingo is located on the northeast quadrant of Oak Island, ¾ mile from the beach, ½ block to the Oak Island Nature Park on the Intracoastal Waterway, and a short walk to the public boat launch. It sits on a large lot, with ample room to park your boat and the backyard is fully fenced to keep your furry friends safe! It is in a quiet neighborhood, a short walk/drive to restaurants, family-friendly activities, and shopping.