
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

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! ✔ 4-minute walk to beach access ✔ Private heated pool ✔ Fully fenced backyard (perfect for pets) ✔ outdoor dining under a pergola, and a fire pit (wood provided). ✔ Arcade + air hockey for family fun ✔ Fully stocked kitchen for home-cooked meals ✔ Relax in 2 king bedrooms, including a spa-style primary bath with rain shower. ✔ Beach chairs, wagon & essentials included ✔ Quiet family neighborhood

Pool now open! Centrally located. Minutes to Beach
Enjoy perfect proximity to both the beaches of Oak Island, and the charm of downtown Southport! Located on a corner lot, right across from the community pool; this property features a generously-sized fenced yard, complete with an on-grade patio. This home has a freshly painted interior, freshened landscaping, and new kitchen appliances. It is clean & inviting. The community of Carolina Place also offers boat/RV storage, a crabbing dock, and easy access to a nearby public boat ramp and marina.

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.

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.

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.

OIB Oceanfront 3 Bd, 2 Bth with linens!
Beautifully decorated beach themed OSW1 complex top floor keyless entry 3 bdrm, 2 bath oceanfront condo with panoramic views of the sea. This unit boosts a fully stocked kitchen, ready made beds with all linens and two baths with a set of towels per guest. New furniture, two large wall mounted TV’s, beach chairs, umbrella and beach towels are available for your convenience. Sat-Sat weekly rentals in season. No golf carts or trailers allowed. No pets allowed.

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.

Lovely efficiency with pool- 15 min to beach!
Keep it simple at this peaceful and centrally located efficiency in the gated community of St. James. This 3rd floor efficiency has a kitchenette stocked with coffee pods, cups, and lids for your convenience. 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!

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

Poolside Paradise w/ Tiki Bar + Dog Friendly

Brand New w/ Pickleball Court & Heated Pool

5 o’clock Always

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

Scenic Getaway with Pool & Hot Tub

Coastal Retreat

Luxury Oceanview Home - Close to Beach!

Private Pool Oasis I Hot Tub I Free Golf Cart!
Apartment rentals with a pool

A Wave From It All

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

Oceanfront • Hot tub • Indoor Pool • Aquarium

Oceanfront Coastal Condo w/ Pool

Dual master, end unit condo with amazing views

Oceanfront Duplex~ linens included!

Step Onto the Beach! Inviting Oceanfront Suite

Lovely 1 Bedroom Condo with Pool Ocean Isle Beach
Other holiday rentals with a pool

The Waterway Treehouse @ Wrightsville Beach

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

Coastal Serenity

Condo retreat by the beach

"Breathing Space" Relax and Unwind

Ocean Front Paradise

Living the Coastal Dream in Southport

Sun-drenched beach condo with a view!
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
- Bird Island
- 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





