
Holiday rentals with a pool in Southport
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Southport
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

St. James Condo | Wooded Views | Quiet & Peaceful
Bright and comfortable one bedroom condo on the top floor of a quiet building. The unit boasts a King sized bed, walk through closet, full bathroom with bathtub, and spacious kitchen with island. Relax and unwind on the screened in porch or take advantage of the complex's great shared amenities, including the pool with sun loungers, treed parks, and the scenic pier. Marina, kayak launch and restaurant are available within the St James Community. Southport and Oak Island are a short 12 min drive

2B/2B St James Coastal Marsh Condo w/ Porch & Pool
Welcome to Coastal Marsh Condo in St. James! 2B/2B - main w/King, Rainfall Showers, & Screened Porch on ground level with easy parking steps away. Our condo is a cozy mix of modern comforts & contemporary coastal charm. Southport (8 miles ~ 15 min) is a delightful coastal town where the river meets the sea and provides an abundance of fresh seafood, charming shops, alluring local artist galleries, & stunning water views. Oak Island (6 miles ~ 15 min) has an amazing wide beach for you to enjoy!

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.

Cozy BHI Condo - Community Pool and BHI Club
Welcome to "Marooned Five". We enjoy sharing our home so others can experience the beauty and magic of Bald Head Island. Our home has 2 bedrooms, 2 full baths, fully stocked kitchen & a loft for the kids. Located in Royal James Landing, a private pool and picnic area are available just a few steps away. Our condo is accessible by stairs on the 2nd floor. There are 6 bikes (4 adult/ 2 child) & 2 4-person golf carts. Guest memberships for the BHI Club are available for an additional fee.

1 bedroom condo with pool- 15 minutes to beach
Forget your worries in this spacious and serene space. This 3rd floor condo in St. James has a private balcony with a wooded view , a cozy living area with sofa bed , a king sized bed, a desk, darkening shades, and a fully equipt kitchen. You will have access to the neighborhood pool, beautiful walking trails, and Oak Island's 72nd St Beach Club with oceanfront pool. Only a short distance to Downtown Southport where there is waterfront dining, shopping, and ghost tours!

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.

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.

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.

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.

No Cleaning Fee! New Condo w/ Waterfront Pool
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

Ocean Front Paradise

Poolside Paradise w/ Tiki Bar + Dog Friendly

Brand New w/ Pickleball Court & Heated Pool

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

5 o’clock Always

Scenic Getaway with Pool & Hot Tub

Coastal Retreat

Pool now open! Centrally located. Minutes to Beach
Apartment rentals with a pool

Oceanfront End Unit Condo with Pool (Riggings D-2)

OIB Oceanfront 3 Bd, 2 Bth with linens!

Oceanfront Coastal Condo w/ Pool

Sea-clusion: A ground floor beach front condo

Dual master, end unit condo with amazing views

Step Onto the Beach! Inviting Oceanfront Suite

Light-filled/Beach-Ocean views/Top floor condo

Fully Renovated Beautiful Oceanfront 2 BR Condo
Other holiday rentals with a pool

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

Coastal Serenity

BEACH PLEASE │ 2BR/2BA w/ 2 K in the heart of OKI!

Condo retreat by the beach

"Breathing Space" Relax and Unwind

Ohana Oasis | Ocean Views • Pool • Steps to Beach

The Blue Pearl

Bright & Beachy Oceanfront Condo: Linens included!
Quick stats about holiday rentals with a pool in Southport

Total holiday rentals
Explore 30 holiday rentals in Southport

Nightly prices starting at
Southport holiday rentals start at €52 per night before taxes and fees

Verified guest reviews
Over 1,080 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
30 of Southport holiday 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!
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- Wrightsville Beach, NC
- Carolina Beach Boardwalk
- Barefoot Resort & Golf
- Barefoot Landing
- Cherry Grove Point
- Kure Beach Pier
- Wrightsville Beach
- Cherry Grove Fishing Pier
- North Carolina Aquarium at Fort Fisher
- Surf City Pier
- North Myrtle Beach Park & Sports Complex
- University of North Carolina Wilmington
- Carolina Beach Lake Park
- Wilmington Riverwalk
- Carolina Beach State Park
- Jungle Rapids Family Fun Park
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- Fort Fisher State Historic Site
- Airlie Gardens
- Dunes Golf and Beach Club
- St James Properties
- Soundside Park
- Fort Fisher State Recreation Area
- Oak Island Lighthouse





