
Vacation rentals with a pool in Southport
Find and book unique homes with a pool on Airbnb
Quick stats about vacation rentals with a pool in Southport

Total vacation rentals
Explore 30 vacation rentals in Southport

Nightly prices starting at
Southport vacation rentals start at $111 CAD per night before taxes and fees

Verified guest reviews
Over 1,160 verified reviews to help you choose

Family-friendly vacation rentals
10 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
30 of Southport vacation rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Southport rentals

4.8 Average rating
Southport stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated rentals with a pool in Southport
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

Coastal Cove Hideaway
Relax in this bright and comfortable main-suite retreat located in beautiful St.James Plantation. This unit features a cozy king bed, full kitchen, private bathroom, a screened-in patio overlooking the golf course.Perfect for morning coffee or evening unwinding. Enjoy the convenience of your own private entrance for easy, seamless access. Guests also have access to community amenities including the outdoor pool, walking trails, and the St. James Beach Club. WiFi, Smart TV, and parking included.

2BR/2BA Condo in St. James–Near OKI/SPT & Beaches
Escape to a bright, recently renovated coastal condo inside the gated St. James. Perfectly positioned between historic Southport and Oak Island’s beaches. With two private bedroom suites, a king bed, a seasonal community pool, fast Wi-Fi, three Smart TVs and a fully equipped kitchen, the condo is ideal for families, couples or a relaxed coastal workcation. Spend the day at the beach, explore waterfront Southport, then return to a quiet and spacious retreat. Easy 13 mins drive to OKI beaches.

Treasure of Southport
A bright, cheery, large, comfortable, 2 bedroom first floor unit located 6 minutes from Oak Island beach. Unit Includes a full kitchen, 2 bathrooms, & bicycles for your use. Includes a seasonal pool, tennis/pickle ball courts, and a golf course. Nearby, there is a playground, fishing, & a place to launch your boat. Stores, restaurants and shops closeby. Great for kids, adults & pets welcome. Ideal for a vacation, or to work away from home. Grab some friends or family and come visit NC.

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).

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.

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.

Escape to the Cape On the Gorgeous SPT Waterfront
Located on the beautiful 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!

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.

Pool, Spa, Fire Pit, & More at this OKI Escape!
BookSmart Properties presents: Coastal Cheers! This beautiful 3 bed/4 bath modern home is an easy walk from the beach. Enjoy incredible amenities, including a private pool, bbq grill, hot tub and deck seating. Inside, you’ll find a fully equipped kitchen, a cozy living area, and the convenience of an elevator. Discover nearby dining, shopping, and local attractions for a truly unforgettable coastal escape. Let's Coastal Cheers to your perfect vacation!

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.

St. James Hideaway! Seasonal Pool.
Sunny and serene private entrance third floor condo with 2 bedrooms, 2 baths and full kitchen 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 opens 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! Pets welcomed with a fee.

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 Southport rentals with a pool
House rentals with a pool

Pool | Pet friendly | 10 mins to Beach

Ocean Front Paradise

3 Little Birds • Beach + Pool

Brand New w/ Pickleball Court & Heated Pool

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

Coastal Retreat w/ Private Pool | Golf Cart

Kid-Friendly Luxe, Kayak Our Dock, 2 Carts + Clubs

Private Heated Pool | 4 Min to Beach | King Beds
Condo rentals with a pool

Beachfront Condo, Steps to the Beach

Beach vacation condo at Ft Fisher! Riggings L1

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

OIB Oceanfront 3 Bd, 2 Bth with linens!

Best Location! Beachfront-Boardwalk-Pool-Balcony

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

Dual master, end unit condo with amazing views

Step Onto the Beach! Inviting Oceanfront Suite
Other vacation rentals with a pool

Great little escape from the world.

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

Coastal Serenity

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

5 o’clock Always

Bright & Beachy Oceanfront Condo: Linens included!

Living the Coastal Dream in Southport

Oceanview House w/ Heated Pool — Walk to Pier
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- Wrightsville Beach, NC
- Carolina Beach Boardwalk
- Barefoot Resort & Golf
- Barefoot Landing
- Cherry Grove Point
- Kure Beach Pier
- Wrightsville Beach
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