
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 $110 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.

Salt Nook Cottage
4-night minimum stay *Please note that the pool is not available November through April* Enjoy Cozy Comfort in the Heart of Southport. Salt Nook is a vintage bungalow totally remodeled for luxurious FUN! Walk (or bike) to the waterfront, shops, restaurants. Available April until November, dip in your own private pool. Salt Nook has a chef's delight kitchen. Sleep soundly on fabulous beds. An ancient live oak shelters the corner lot. 20 minutes to Oak Island beaches. This home has been thoughtfully prepared for your coastal dream vacation. You are invited to take a virtual tour of this cottage to truly appreciate the fine details.

Sun-drenched beach condo with a view!
This beachfront property on Caswell Beach has one of the best views in the neighborhood. With three bedrooms, a spacious living room, renovated kitchen, and incredible light, it's truly the perfect vacation getaway - especially for groups of friends or family. Plus, there are two pools and the furniture is all new! The porch overlooks a nature preserve that not only acts as protection for our home against the elements but also as a home to many beautiful birds and deer you'll see during sunset.

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.

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.

Sleeps 18*1 Block to Beach*2 Master Suite*Gameroom
3-4 min. walk to the beach! 3 night min stay stay June-August 2026. Sleeps 18! Stay at our spacious "American Dreaming" cottage on Yaupon Beach/Oak Island and check off all of your vacation boxes! Sit by the firepit and listen to the sounds of the crashing waves, which are only 1 block away. Head down to the beach during the day and then cool off in our private stock tank pool while your kids play ping pong in the game room. Enjoy a short 10 minute drive down to historic Southport!

Private Heated Pool | 4 Min to Beach | King Beds
Happy Hour at OKI by Mountain to Waves – 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 neighborho

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

Pool, breezy porch, w/ beach access

Sip & Dip* Large Saltwater Pool*Huge Porch*Mural

Scenic Getaway with Pool & Hot Tub

4BR/pool sleeps up to 10, cabana, gr8 kitchen!

Brand New w/ Pickleball Court & Heated Pool

Ocean Front Paradise

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

Oceanview House w/ Heated Pool — Walk to Pier
Condo rentals with a pool

Oceanfront Duplex~ linens included!

Ocean Dunes-Oceanfront-Elevator-4Pools-Hot Tub-Gym

OCEAN SOUNDS - UNIT 2106 OCEAN DUNES

Surf Shack! Carolina Beach Amazing Location!

The Beach Hive- Oak Island Beach Villas

OIB Oceanfront 3 Bd, 2 Bth with linens!

Oceanfront • Hot tub • Indoor Pool • Gym

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

Spacious 2-Bedroom Condo in St. James Plantation

Panoramic Ocean Views, 2 Pools, Huge Deck, Golf!

OceanBreeze Getaway Paradise!

Coastal Cove Hideaway

The Sixth Green

*La Dolce Vita* Pool now open! Dog Friendly.

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

2B/2B St James Coastal Marsh Condo w/ Porch & Pool
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- Wrightsville Beach, NC
- Carolina Beach Boardwalk
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