Holiday rentals with a pool in Caswell Beach

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, 112 reviews

5BR*Dbl. Master*1 Block to Beach* GAMEROOM* Yaupon

3-4 min. walk to the beach! 2 night min stay June 2024. 4 night min stay July-August 2024. 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!

4.98 out of 5 average rating, 115 reviews

A wooden walkway leads toward the beach, framed by lush greenery and a palm tree. The sun sets on the horizon, casting warm orange and yellow hues across the sky. Calm ocean waters reflect the evening light, creating a serene atmosphere.

Apartment in Kure Beach

Surfrider Siesta -Indoor Pool -Hot Tub - Elevator

Relax with the family at this peaceful retreat. Surfrider Siesta is a very comfortable, family friendly place to stay. Fully equipped with all the cooking essentials, washer & dryer unit within condo, WiFi and cable. Private beach access is 100 steps from the front door. The complex has three outdoor pools which are seasonal and a recreational building with a heated indoor pool open all year round. It also has sauna, hot tub, gym and changing rooms. Sorry no pets allowed in rentals as per HOA.

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.

4.99 out of 5 average rating, 181 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 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.

4.91 out of 5 average rating, 100 reviews

An inviting living area features a comfortable brown sofa, complemented by a coffee table that holds a magazine. A modern kitchen area is visible, equipped with essential appliances and a wall-mounted television displaying a scenic beach view through large windows.

Tiny home in Kure Beach

Seabreeze Suite*Cottages@Kure*Pool*Beach*Historic

Charming Renovated Cottage w/ Community Pool ● Pack lightly for this quaint newly renovated one-bedroom cottage with fold-down sofa bed ● Outdoor pool for guests ● All the comforts of home; just perfect for a beach getaway for 2 ● One short block to the beach, Kure Beach Pier, restaurants and arcade are a quick stroll away ● Drive to Carolina Beach Boardwalk for famous Britt's doughnuts, Fort Fisher Museum, Aquarium and the Ferry that goes to Southport for an adventure you're sure to enjoy!

4.81 out of 5 average rating, 158 reviews

A private balcony features a hanging chair and an adirondack chair, providing a comfortable seating space. A small table sits between the chairs, with the ocean visible beyond the railing. The walls are painted in a soft blue, complementing the coastal atmosphere.

Condo in Kure Beach

Oceanfront Condo With Balcony and Pool

Welcome to our beachfront 1 bedroom condo at "The Riggings"! Enjoy the stunning ocean views from the comfort of your own private balcony. Inside, you'll find a cozy queen size bed, perfect for a romantic getaway or a solo retreat. We also have a twin size bunk bed and a pull out couch, making it perfect for families or groups of friends. Whether you're looking for a romantic escape, a family vacation, or a relaxing solo trip, our beachfront condo has everything you need for a perfect stay.

A comfortable living area showcases a taupe sofa adorned with decorative pillows. A wicker chair offers additional seating, complemented by a round coffee table with light decor. A lamp stands beside the sofa, and a small plant adds a touch of greenery to the space.

4.87 out of 5 average rating, 264 reviews

SeaScape-Top Floor Ocean Views & Dips in the Pool!

You'll love sipping coffee and watching the sunset from the front deck of this beautiful and much sought after 3rd floor ocean view condo with private pool and a beach access is just a short walk away. This NON-SMOKING condo includes, 2 flat screen SmartTVs, cable, & private WiFi. The kitchen contains all essential tool, a limited amount of spices/staples. There's also a Keurig with a variety of coffee pods for your enjoyment. The queen sofa bed sleeps 2 comfortably. No pets are allowed.

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.

4.99 out of 5 average rating, 196 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.

A serene backyard oasis is depicted, featuring a heated saltwater pool surrounded by lounge chairs. Tropical plants frame the area, with a spacious deck overhead offering shade. The exterior of the house, painted in soft colors, enhances the inviting atmosphere of this private retreat.

4.96 out of 5 average rating, 162 reviews

Making Waves-Scenic Getaway- Heated Pool & Hot Tub

Add some peace and tranquility to your trip...beautifully furnished on the inside, fully stocked house, with an oasis of a backyard - this is a home you'll want to visit again and again. With your own HEATED saltwater pool & hot tub, in a private backyard paradise...you may not ever want to leave the property. Minutes away from the beach, steps away from the Intracoastal Waterway, and one street over from the scenic beach walkway, this house will not disappoint.

4.98 out of 5 average rating, 131 reviews

A spacious bedroom features a large bed dressed in a light-colored patterned comforter with decorative pillows. Two bedside tables with lamps are positioned on either side of the bed. Natural light enters through a window adorned with light curtains, illuminating the wood flooring.

Condo in Southport

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.

Two blue wine glasses are positioned alongside a bottle of Clos du Bois wine on a table, with an expansive view of the ocean and shoreline in the background. The light reflects off the water, creating a serene atmosphere.

4.96 out of 5 average rating, 116 reviews

Sand Surf & Sunset Ocean View Condo - 2 Bed 2 Bath

Welcome to your perfect beachside retreat! This beautiful 2-Bedroom ocean-view condo in Caswell Beach, NC, offers breathtaking sunsets and panoramic ocean views right from your private covered decks - perfect for outdoor dining or unwinding to the sound of the waves. Just steps from the sand, this peaceful getaway is ideal for families or two couples looking to relax, recharge, and soak up the coastal charm. Walkable to restaurants, pier and golf.

The living area is designed for comfort, featuring a plush sofa and an ottoman with a colorful pattern. A ceiling fan can be seen above, and large windows offer bright natural light and views. A vibrant painting of sailboats complements the decor.

4.87 out of 5 average rating, 236 reviews

The Great Wave

Welcome to The Great Wave! This beautifully updated, 2 bed/2 bath 4th level condo (no elevator) has stunning ocean AND marina views and comes fully equipped with all of your basic essentials for a great vacation. Carolina Beach has activities for everyone, no matter the time of year, and this condo is located just a few feet away from it all! Includes two parking spots, seasonal pool, convenient beach access, and much more!

4.98 out of 5 average rating, 160 reviews

The image captures a poolside view at dusk, with a multi-story condo building in the background. Soft orange and blue clouds create a serene sky above. Lounge chairs surround the pool area, and the water reflects the evening colors, inviting relaxation.

Condo in Southport

No Cleaning Fee - Condo With Waterfront Pool/Beach

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.

Popular amenities for Caswell Beach rentals with a pool

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.78 out of 5 average rating, 162 reviews

A modern living area is shown, featuring a comfortable brown sofa and a round wooden dining table surrounded by teal chairs. Lush greenery adds a touch of nature, and natural light enters through two windows adorned with light curtains. Decorative wall art and a circular mirror enhance the space.

Home in Wilmington

Modern Bungalow with Pool in Midtown

A hot tub is positioned under a wooden structure, with jets visible on the side. Adjacent, a saltwater pool is outlined by a fence, providing views of a natural landscape in the background. Lounge chairs are placed around the area, inviting relaxation.

4.97 out of 5 average rating, 34 reviews

*Heated* Pool, Hot Tub & Dock, 3 min Walk to Beach

4.98 out of 5 average rating, 134 reviews

A spacious oceanfront deck is visible, featuring a dining table for four and two Adirondack chairs. The views extend to the beach and ocean, complemented by a clear blue sky. Lush grass and a pathway leading to the beach are also evident.

Home in Carolina Beach

After Dune Delight

4.97 out of 5 average rating, 104 reviews

An outdoor space features a wooden deck surrounding a spacious saltwater pool, illuminated by soft, ambient lighting. Lounge chairs offer a comfortable spot for relaxation, while tall trees provide a natural backdrop. A privacy fence encloses the yard, enhancing the serene atmosphere.

Home in Wilmington

Maggie’s Oasis

A private backyard features a refreshing pool surrounded by lush, turfed areas. Lounge chairs and umbrellas provide shade, while a pickleball court and putting green are visible in the background. The space is enclosed by a white fence and framed by palm trees.

5 out of 5 average rating, 49 reviews

Brand New w/ Pickleball Court & Heated Pool

4.94 out of 5 average rating, 209 reviews

A private pool is surrounded by textured stone and features a rock waterfall. Several sun loungers are positioned nearby on the pool deck. Lush greenery provides privacy on the perimeter, enhancing the tranquil ambiance of the outdoor space.

Home in Carolina Beach

Mermaid Retreat* Private Pool* Pet Friendly

A charming beach cottage is situated beneath a bright blue sky. Palm trees frame the entrance, and a well-maintained lawn leads up to the front porch. The driveway is paved and provides access to a fenced yard that enhances privacy.

5 out of 5 average rating, 45 reviews

Wave On Wave

The outdoor area features a private saltwater pool surrounded by a spacious deck. Lounge chairs are positioned for relaxation, and a dining set is visible under a shaded umbrella. The backyard's fencing offers privacy, enhancing the tranquil atmosphere at sunset.

4.87 out of 5 average rating, 47 reviews

5 o’clock Always

Condo rentals with a pool

A three-story pink building showcases a coastal design, with white railings adorning each balcony. Palm trees and greenery surround the base, complementing the beachside atmosphere. The ocean is visible in the background, enhancing the inviting setting near the shoreline.

4.89 out of 5 average rating, 454 reviews

Ocean View! No Pet Fee! Come Relax @ The Escape CB

A sliding glass door opens to a small balcony featuring two wicker chairs. The view showcases the ocean and surrounding buildings, with soft sunlight illuminating the space.

4.85 out of 5 average rating, 224 reviews

The Gathering Place Condo w/ Ocean Views & Pool

A bright dining area is visible, featuring a colorful striped table against a backdrop of large windows. The ocean and sandy beach are seen through the glass, with a wooden boardwalk leading to the shore in the foreground.

4.94 out of 5 average rating, 195 reviews

OCEANFRONT & ON the BOARDWALK! Unbelievable VIEWS

A bright bedroom features a spacious bed adorned with layered pillows and a soft throw. Light wood flooring complements the light blue walls, while a ceiling fan circulates air. A TV is mounted on the wall, and a door leads to an adjacent bathroom.

4.82 out of 5 average rating, 211 reviews

Lovely Condo w/ Peek-a-boo Ocean Views & Pool

4.92 out of 5 average rating, 166 reviews

A spacious deck overlooks the ocean, providing expansive views of the sandy beach and gentle waves. The clear blue sky is complemented by wispy clouds, enhancing the serene coastal landscape. Green dunes are visible, adding to the natural beauty of the surroundings.

Condo in Kure Beach

Oceanfront Paradise 1BR condo in Kure Beach

A bright living area features a comfortable sofa adorned with vibrant blue accents. A coffee table sits atop a textured area rug, complemented by a dining table with blue chairs. The kitchen area is visible in the background, showcasing modern appliances and cabinetry.

4.96 out of 5 average rating, 178 reviews

The Tropical Palm-Ocean View, Pool, Heart of CB

A covered balcony features a round table surrounded by two wooden chairs in soft blue. The ocean and sandy beach are visible in the distance, under a bright sky. Light waves can be seen gently breaking on the shore.

4.94 out of 5 average rating, 130 reviews

*Renovated* Top Floor Oceanfront Condo w/ Pool

The expansive view of the Atlantic Ocean is captured, showcasing a sandy beach with gentle waves. Colorful beach umbrellas and chairs are visible dotting the shoreline, while fluffy white clouds are present in a bright blue sky. A rocky barrier lines the beach.

4.78 out of 5 average rating, 249 reviews

OCEANFRONT PARADISE WITH SPECTACULAR OCEAN VIEWS

Other holiday rentals with a pool

4.97 out of 5 average rating, 36 reviews

An outdoor pool is surrounded by a spacious deck with several lounge chairs arranged for relaxation. Lush palm trees are visible in the background, complementing the serene pool atmosphere under a clear sky.

Apartment in Oak Island

The Villas at Oak Island #4, Pool & Ocean Views

Townhouse in Bald Head Island

A light-filled dining area features a rustic table surrounded by six blue chairs. A chandelier hangs from the ceiling, providing warm lighting. Framed photographs adorn the wall, and large windows offer views of the surrounding greenery.

4.95 out of 5 average rating, 336 reviews

Cozy BHI Condo - Community Pool and BHI Club

4.93 out of 5 average rating, 27 reviews

The open living space features a tan sofa and two wooden lounge chairs with blue cushions. A round glass coffee table sits at the center. Natural light floods through a large window, illuminating the soft textiles and providing a view of the scenic outdoors.

Home in Caswell Beach

Private Condo: Ocean + Pool Getaway for 8

4.83 out of 5 average rating, 12 reviews

The image shows a shared outdoor pool surrounded by a fenced area. Several sun loungers are positioned around the pool, complemented by green umbrellas. Nearby, a small building and parking lot are visible, along with trees and shrubs lining the exterior.

Apartment in Southport

St. James Condo | Wooded Views | Quiet & Peaceful

Guest suite in Saint James

A spacious sleeping area features a queen bed adorned with floral bedding. A small television is mounted on the wall opposite the bed. Natural light enters through a window dressed with light curtains, while a counter with stools is positioned nearby.

4.87 out of 5 average rating, 78 reviews

Suite Life in St. James

A covered balcony is visible, featuring a table with two chairs, overlooking green grass and nearby coastal homes. The ocean is seen in the distance under a clear blue sky, providing a peaceful and serene atmosphere.

4.98 out of 5 average rating, 58 reviews

Oceanview Condo, Pool, 2 min walk to the sand

A private balcony features a mix of seating options, including rocking chairs and a small table. The ocean view stretches out towards the horizon, where the water meets the sky. A shared outdoor pool is visible below, framed by a grassy area.

4.94 out of 5 average rating, 51 reviews

Bright & Beachy Oceanfront Condo: Linens included!