
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.

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.

The Sixth Green
Escape to The Sixth Green, located in the picturesque Southport. This charming home overlooks the 6th green of the Oak Island Par 3 golf course. Settled in a community which hosts a marina, tennis courts, pool, golf course, boat launch, trails and more. A 7-minute drive to the beach. Outdoor activities nearby include fishing, skydiving, surfing, kayaking, jet skiing, sunset cruises and more. Five-star restaurants on Oak Island and Southport are a short drive away.

Scenic Getaway with Pool & Hot Tub
Add some peace and tranquility to your trip...beautifully furnished on the inside, fully stocked house, with an oasis of a backyard - this is a home you'll want to visit again and again. With your own HEATED saltwater pool & hot tub, in a private backyard paradise...you may not ever want to leave the property. Minutes away from the beach, steps away from the Intracoastal Waterway, and one street over from the scenic beach walkway, this house will not disappoint.

Oceanfront | Breathtaking Sunrise l Pool
Peach on the Beach is a modern & newly renovated one bedroom condo, with a spacious open living room/kitchen area. This is a corner unit, which provides breathtaking views with access to a large covered oceanfront deck. Just a 2 minute walk to the beach. Perfect location for the sunrise and sunset lovers! Enjoy the ocean sunrise from the deck or beach & directly accross the street at the Fort Fisher Air Force Recreational Center are the best sunsets on the river.

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.

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

Cheerful 3 BR/2.5BA Family Home w/POOL, walk to ev

Private Condo: Ocean + Pool Getaway for 8

Shake it Off

Ocean Front Paradise

Heated Pool + Tiki Bar | Dog Friendly

Pool | Views | Sleeps 8 | Linens | Yacht Drive

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

Private Heated Pool, 4 mins to Beach, King Beds
Condo rentals with a pool

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

Getaway @ The Waterway Wrightsville Beach

SoulSide - Oceanfront Condo in Wrightsville Beach

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

Oceanfront Coastal Condo w/ Pool

Dual master, end unit condo with amazing views

Lovely 1 Bedroom Condo with Pool Ocean Isle Beach

Amazing Ocean Views!
Other holiday rentals with a pool

The Waterway Treehouse @ Wrightsville Beach

Oceanfront End-Unit 1st FLR w/pool Shamrock Sands

Oceanfront 2 BR/2.5 BA Condo

Condo steps to beach w/ pool. Dog friendly!

Ohana Oasis | Ocean Views • Pool • Steps to Beach

Wave On Wave

Coastal Retreat

Dreams Do Come True, Oceanfront!
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 $83 AUD 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 and kid-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
30 of Southport holiday rentals include Wi-Fi 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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- Barefoot Landing
- Carolina Beach Boardwalk
- Barefoot Resort & Golf
- Wrightsville Beach, NC
- Cherry Grove Point
- Kure Beach Pier
- North Carolina Aquarium at Fort Fisher
- Wrightsville Beach
- Cherry Grove Fishing Pier
- Surf City Pier
- Jungle Rapids Family Fun Park
- Carolina Beach Lake Park
- University of North Carolina Wilmington
- Airlie Gardens
- Bird Island
- Carolina Beach State Park
- Oak Island Lighthouse
- Freeman Park
- Fort Fisher State Historic Site
- Soundside Park
- North Myrtle Beach Park & Sports Complex
- Wilmington Riverwalk
- Fort Fisher State Recreation Area
- Greenfield Park




