Holiday rentals with a pool in Southport

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, 115 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!

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, 187 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.

4.89 out of 5 average rating, 141 reviews

A serene outdoor area features a saltwater pool surrounded by lounge chairs and shaded umbrellas. Lush greenery adds a touch of nature, while a spacious table set awaits gatherings. The setting provides a tranquil backdrop for relaxation.

Home in Carolina Beach

Home with Salt water pool and bamboo garden view

The suite is a private/guest studio (includes private entrance, full kitchen, bath and queen size bed). Designed to enjoy the saltwater pool/zen gardens. Imagine sea salt colors, Tommy Bahama style, and the artist way touch! What’s unique about this property is that you can take the sidewalk/bike path straight to the ocean (6 blocks). You can walk to restaurants, mini grocery store, and catch amazing sunrises/sunsets. This space is intended to chill. (NO KIDS/1-2 ADULTS MAX NO EXCEPTION)

4.91 out of 5 average rating, 105 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!

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, 269 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.

Apartment in Ocean Isle Beach

An aerial view captures the oceanfront duplex amidst nearby residences. The beach stretches along the horizon with golden sand and gentle waves, while a pool is visible on the property. The location is marked for clarity, emphasizing proximity to the shoreline.

4.99 out of 5 average rating, 193 reviews

Oceanfront Duplex~ linens included!

2 bdrm, 2 1/2 bth oceanfront duplex with 3 pools and tennis courts! Bed and Bath linens included! Private driveway for Golf cart rental permitted. Sorry, strict no pet policy. Sat -Sat weekly rentals in summer season. PLEASE NOTE: All three pools are for our guests to use and are maintained thru the HOA and we do not have any control over exactly when they open (Usually April 1st ) or if any of them closes for any reason. No refunds will be given if any of the pools are closed temporarily.

An aerial view captures the coastline, featuring a long pier extending into the ocean. Beachgoers are visible on the sandy shore, with a backdrop of colorful buildings and expansive green areas, creating a lively atmosphere along the Carolina Beach shoreline.

4.92 out of 5 average rating, 156 reviews

Coastal Retreat

Enjoy the Carolina Coast, hear the waves, feel the sun on your face, and soak it all in at this top floor flat with ocean views. Steps away from the North Pier, High Tide Lounge and Tiki Bar, Freeman Park, and great coffee at the North End Café. Relax with a glass of wine on the balcony as the sun goes down. The abundant wildlife and marsh views from the back balcony are stunning. Stroll along the beach or sun yourself by the pool and leave our quaint island home feeling refreshed.

4.87 out of 5 average rating, 108 reviews

Private Heated Pool, 4 mins to Beach, King Beds

Happy Hour at OKI by Hearth and Horizon Family Getaways – Just a 4-min verified walk to the beach! 1. Enjoy a private pool with fountains, 2. outdoor dining under a pergola, and a fire pit (wood provided). 3. Game room features air hockey, arcade (Mortal Kombat), kids’ books & toys. 4. Relax in 2 king bedrooms, including a spa-style primary bath with rain shower. Perfect for families looking for beach fun and cozy comfort! 5. Fenced backyard for your fur baby to run around!

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, 204 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 clear view of the Cape Fear River is presented, featuring a pool bordered by lounge chairs. A wooden deck extends towards the water, alongside private beach access and a dock. Bright blue skies and gentle clouds create a serene backdrop.

4.92 out of 5 average rating, 121 reviews

Escape to the Cape On the Gorgeous SPT Waterfront

Located on the historic Southport Waterfront you'll enjoy a well-appointed gem located within the RiverHotel of Southport that includes a small balcony with views of the Cape Fear River, guest pool, and private beach exclusively for our guests. We also have a huge deck with lots of tables and chairs to enjoy the spectacular water views! Covered parking is available within steps of the elevator. Make your Southport vacation memorable! Escape to the Cape awaits you!

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.

4.98 out of 5 average rating, 138 reviews

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.

Popular amenities for Southport rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.78 out of 5 average rating, 163 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

4.93 out of 5 average rating, 28 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

The image displays a private heated pool surrounded by a spacious patio. Colorful lounge chairs and a shaded tiki hut with seating enhance the relaxation space. Lush greenery complements the outdoor atmosphere, and the inviting façade of the retreat is visible in the background.

4.92 out of 5 average rating, 38 reviews

Winter Deals! Heated Pool & 0.5 mile to OKI Beach

4.94 out of 5 average rating, 119 reviews

The spacious kitchen features light cabinetry and a large island with teal accents. High-top stools are positioned at the island. A farmhouse-style dining table is seen in the background, with natural light illuminating the area through nearby windows.

Home in Carolina Beach

The Oasis - Heated POOL - Tiki Bar - Beach Life!

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

4.91 out of 5 average rating, 11 reviews

A cozy outdoor seating area features a large sectional sofa with soft, neutral cushions, surrounding a low coffee table. A shaded umbrella provides protection from the sun. A stock tank pool glimmers nearby, inviting relaxation on the spacious deck.

Home in Southport

The Chick-Inn, Monthly Discounts, Groups, Parking!

4.93 out of 5 average rating, 110 reviews

The living area features a spacious white sectional sofa with colorful throw pillows, a stylish area rug, and a large flat-screen TV. Floor-to-ceiling windows provide coastal views, while natural light brightens the room. A decorative table and seating options invite relaxation and enjoyment.

Home in Carolina Beach

BIG DECK! Tiki Bar! Oceanfront Pool! Elevator!

5 out of 5 average rating, 6 reviews

Luxury Beach House w/ Private Pool | Sleeps 12

Apartment rentals with a pool

4.95 out of 5 average rating, 217 reviews

A private balcony is furnished with two white wooden chairs facing the ocean. The view reveals sandy shorelines and lush greenery, with a pathway leading to the beach in the background. A clear blue sky enhances the relaxing coastal atmosphere.

Apartment in Kure Beach

Beachfront Condo, Steps to the Beach

A serene view from the deck showcases the vibrant colors of sunset over the ocean. Gentle waves meet the sandy shore, while a private walkway leads to the beach. Two wooden chairs are positioned on the deck, offering a place to enjoy the breathtaking scenery.

4.96 out of 5 average rating, 181 reviews

BEACHFRONT w/ pool, near boardwalk, amazing views!

4.99 out of 5 average rating, 220 reviews

A spacious living area showcases a modern sectional sofa with blue accent pillows, paired with a glass coffee table. The room is illuminated with contemporary lighting, while art pieces adorn the walls, contributing to a stylish and comfortable environment.

Apartment in Kure Beach

Beach vacation condo at Ft Fisher! Riggings

A balcony view features a wooden table surrounded by white chairs, complemented by two orange adirondack chairs. The Atlantic Ocean can be seen in the background, with gentle waves meeting the sandy shore under a cloudy sky.

4.97 out of 5 average rating, 122 reviews

Beach Sol Oceanfront w/pool & private beach access

4.99 out of 5 average rating, 197 reviews

An expansive view captures the ocean and sandy beach from a private balcony. Gentle waves lap against the shore, while a glimpse of a pool area is visible just below. Sunlight illuminates the scene, enhancing the open and tranquil atmosphere.

Apartment in Kure Beach

Oceanfront Third Floor Condo w/pool (Riggings E-3)

A living area features a comfortable turquoise couch complemented by a decorative rug and a glass coffee table. Natural light fills the space through sliding glass doors, revealing access to an outdoor deck with ocean views. A flat-screen TV is mounted on the wall.

4.95 out of 5 average rating, 129 reviews

Newly Renovated Panoramic OCEANFRONT Views

Apartment in Wrightsville Beach

An aerial view highlights a private pool surrounded by manicured landscaping, including palm trees and lounge chairs. Beyond the pool, the beach is visible, along with the shimmering Atlantic Ocean and a cloudy sky, creating a serene coastal atmosphere.

4.94 out of 5 average rating, 113 reviews

SoulSide - Oceanfront Condo in Wrightsville Beach

A spacious balcony features a light wooden surface with a white round table and two matching chairs. The unobstructed ocean view extends beyond the railing, showcasing calm blue waters and a clear sky.

4.97 out of 5 average rating, 206 reviews

Ocean Front, Top Floor Unit- Carolina Beach

Other holiday rentals with a pool

An aerial view captures the expansive community, featuring a sparkling pool surrounded by lounge chairs. Tennis and pickleball courts display vibrant blue surfaces. Lush green spaces, walking paths, and a nearby par-3 golf course enhance the outdoor experience, with well-maintained homes visible in the background.

5 out of 5 average rating, 27 reviews

Luxury: Beach, Pool, Golf, Boat Ramp, Pickle Ball

Apartment in Caswell Beach

A close-up of a large seashell resting on a railing, with a backdrop of colorful beach houses and a clear blue sky extending over the ocean in the distance.

5 out of 5 average rating, 22 reviews

Beach Bunker

A multi-level townhome complex is visible, featuring balconies on the upper levels. The building is surrounded by natural vegetation and sand, leading towards a wooden boardwalk that provides access to the beach.

4.81 out of 5 average rating, 62 reviews

Oceanfront 2 BR/2.5 BA Condo

5 out of 5 average rating, 5 reviews

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.

Flat in Southport

St. James Hideaway!

4.86 out of 5 average rating, 14 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.

Flat in Southport

St. James Condo | Wooded Views | Quiet & Peaceful

A wooden boardwalk winds through palm trees, leading towards a scenic coastal view. The structure features sleek metal railings and is framed by lush greenery. The sky is painted with soft hues as the sun sets, creating a tranquil atmosphere.

5 out of 5 average rating, 32 reviews

Amazing Location at Island Time is the Best Time!

The open living area features a brown leather sofa and a contrasting black coffee table, creating a comfortable seating arrangement. A dining space with turquoise bar stools is nearby. Light from the screened porch enhances the soothing coastal decor, with artwork complementing the green walls.

5 out of 5 average rating, 27 reviews

St James - King Bed & Porch (No Cleaning Fee)

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.