Holiday rentals with a pool in 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.

4.99 out of 5 average rating, 181 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.

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!

4.82 out of 5 average rating, 157 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.

Condo 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, 171 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.

Apartment in Carolina Beach

A cozy living area is presented with a light blue sofa adorned with decorative pillows. A round black coffee table is centered in the space, featuring a magazine and candles. Framed photographs hang on the wall, complemented by a large plant and a floor lamp.

4.96 out of 5 average rating, 120 reviews

Vista North (OCEAN+MARSH+POOL)

This is the perfect escape for those looking for waterfront cozy chic luxury. Just steps away from a pristine oceanfront preserve and biking distance to the boardwalk, restaurants and nightlife. Our recently updated stylish condo will give you an emersion of coastal beauty and an array of local attractions along with access to marsh side pool, bikes and grills. Start your day with a cup of coffee and an ocean sunrise and unwind with a glass of wine for an unmatched marsh view sunset.

4.99 out of 5 average rating, 196 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 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.

4.91 out of 5 average rating, 116 reviews

Escape to the Cape On the Southport 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, 131 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.

4.96 out of 5 average rating, 116 reviews

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.

Condo in Oak Island

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

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!

Apartment in Carolina Beach

A wooden boardwalk is lined with palm trees, leading towards a gate. Railing runs along both sides of the pathway, with lights installed at intervals. The scene is bathed in soft evening light, creating a tranquil atmosphere.

4.83 out of 5 average rating, 122 reviews

Oceanfront building! own beach access on boardwalk

Newly Remodeled 2nd floor condo, located directly on the beach! Equipped with its own beach access just steps from the door. You will be close to everything when you stay at this beautiful property. Located in the heart of the town you are a short walk from all the local bars and restaurants. Take a stroll down the boardwalk and in minutes you’ll find all the best attractions Carolina Beach has to offer!

Popular amenities for Southport 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

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

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

4.94 out of 5 average rating, 118 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!

4.96 out of 5 average rating, 162 reviews

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.

Home in Oak Island

Making Waves-Scenic Getaway- Heated Pool & Hot Tub

4.96 out of 5 average rating, 84 reviews

An outdoor area is highlighted by a saltwater swimming pool, surrounded by comfortable lounge chairs and a table. A fire pit is nestled among stone pathways, with an upper deck visible in the background, providing access to the house.

Home in Oak Island

Swimming Pool, Elevator, Fire Pit, Walk to Beach

4.99 out of 5 average rating, 136 reviews

An outdoor space features a circular inflatable hot tub surrounded by a wooden deck. Two lounge chairs are positioned nearby, with a grassy area and wooden fencing providing privacy. Potted plants add a natural touch to the setting.

Home in Wilmington

Relaxing 5BR Escape w/ King Suite, Game Room, Fun

Condo rentals with a pool

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 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, 179 reviews

BEACHFRONT w/ pool, near boardwalk, amazing views!

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!

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

Condo in Wrightsville Beach

A welcoming living area is shown, featuring a dark leather sofa and two comfortable armchairs. A wooden coffee table is positioned in front, complemented by a textured rug. Large windows offer views of palm trees and natural light fills the space.

4.92 out of 5 average rating, 192 reviews

Shell of a Vibe Beach Condo - Oceanfront and Chill

4.94 out of 5 average rating, 288 reviews

A bright living area showcases comfortable seating arrangements, including a spacious gray armchair and a light gray sofa adorned with colorful cushions. A coffee table sits in front, with light streaming through a glass door leading to a screened porch, enhancing the airy ambiance.

Condo in Sunset Beach

Beach, Pools, Gym & Hot Tubs | Fun & Sun Villa

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, 20 reviews

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

5 out of 5 average rating, 51 reviews

A light blue two-story condo is presented with a front porch featuring white railings. A white vehicle is parked on a gravel driveway surrounded by manicured landscaping, including a palm tree. The entrance is accessible from the porch, enhancing the welcoming approach.

Home in Southport

Water View Condo in Southport NC

5 out of 5 average rating, 3 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.

Apartment in Southport

St. James Hideaway!

A spacious den features a comfortable beige couch adorned with patterned pillows. A wooden coffee table is situated in front of the couch, complemented by a decorative blue glass piece. A modern piece of artwork is displayed on the wall, and natural light filters through nearby window treatments.

4.97 out of 5 average rating, 92 reviews

"Breathing Space" Relax and Unwind

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

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, 26 reviews

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

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