
Vacation 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.

Seabreeze Suite*Cottages@Kure*Pool*Beach*Historic
Charming Renovated Cottage w/ Community Pool ● Pack lightly for this quaint newly renovated one-bedroom cottage with fold-down sofa bed ● Outdoor pool for guests ● All the comforts of home; just perfect for a beach getaway for 2 ● One short block to the beach, Kure Beach Pier, restaurants and arcade are a quick stroll away ● Drive to Carolina Beach Boardwalk for famous Britt's doughnuts, Fort Fisher Museum, Aquarium and the Ferry that goes to Southport for an adventure you're sure to enjoy!

Oceanfront Condo With Balcony and Pool
Welcome to our beachfront 1 bedroom condo at "The Riggings"! Enjoy the stunning ocean views from the comfort of your own private balcony. Inside, you'll find a cozy queen size bed, perfect for a romantic getaway or a solo retreat. We also have a twin size bunk bed and a pull out couch, making it perfect for families or groups of friends. Whether you're looking for a romantic escape, a family vacation, or a relaxing solo trip, our beachfront condo has everything you need for a perfect stay.

SeaScape-Top Floor Ocean Views & Dips in the Pool!
You'll love sipping coffee and watching the sunset from the front deck of this beautiful and much sought after 3rd floor ocean view condo with private pool and a beach access is just a short walk away. This NON-SMOKING condo includes, 2 flat screen SmartTVs, cable, & private WiFi. The kitchen contains all essential tool, a limited amount of spices/staples. There's also a Keurig with a variety of coffee pods for your enjoyment. The queen sofa bed sleeps 2 comfortably. No pets are allowed.

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.

The Gathering Place Condo w/ Ocean Views & Pool
This beautiful 1 Bedroom 1.5 Bath Condo, offers you a relaxing retreat, an opportunity to see the sunrise, the ocean & listen to the soothing ocean waves from the bedroom. The master bedroom has a queen bed, & the sofa in the living room provides you with a pullout queen sleeper sofa, this condo will sleep four adults comfortably. You will only be steps away from the North End Pier, and a short bike ride to the boardwalk. We hope you enjoy your stay with us at The Gathering Place.

The Coastal Coconut: Beautiful Ocean View Condo
This spectacular ocean view condo with top notch 2022 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.

Escape to the Cape On the Southport Waterfront!
Located on the historic 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!

Beachfront condo w/pool and great views
Kick back and relax in this calm, stylish space that is oceanfront. Enjoy coffee or cocktails in the deck while watching the waves. Just steps from the beach with a garage to store all your beach and ocean toys. Everything you need is provided for your stay. Enjoy the pool and grilling area in the complex. Free parking on site. The boardwalk is 1.5 miles away with plenty of things to do and places to eat but far enough away that you have peace and quiet.

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 Baths
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.
Popular amenities for Southport rentals with a pool
House rentals with a pool

Modern Bungalow with Pool in Midtown

*Heated* Pool, Hot Tub & Dock, 3 min Walk to Beach

Water View Condo in Southport NC

After Dune Delight

Brand New w/ Pickleball Court & Heated Pool

Mermaid Retreat* Private Pool* Pet Friendly

Wave On Wave

5BR*Dbl. Master*1 Block to Beach* GAMEROOM* Yaupon
Condo rentals with a pool

BEACHFRONT w/ pool, near boardwalk, amazing views!

Morning brew with an ocean view

OCEANFRONT & ON the BOARDWALK! Unbelievable VIEWS

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

The Sweet Spot II

The Great Wave

Dual master, end unit condo with amazing views

A Wave From It All - Carolina Beach Condo
Other vacation rentals with a pool

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

St. James Hideaway!

"Breathing Space" Relax and Unwind

St. James Condo | Wooded Views | Quiet & Peaceful

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

Suite Life in St. James

Oceanview Condo, Pool, 2 min walk to the sand

Living the Coastal Dream in Southport
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 ﺩ.ﺇ257 per night before taxes and fees

Verified guest reviews
Over 1,050 verified reviews to help you choose

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

Wi-Fi availability
30 of Southport vacation rentals include wi-fi access

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

4.9 Average rating
Southport stays are highly rated by guests—averaging 4.9 out of 5!
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- South Beach
- Barefoot Resort & Golf
- Cherry Grove Point
- Futch Beach
- Dunes Golf and Beach Club
- Wrightsville Beach
- North Carolina Aquarium at Fort Fisher
- Surf City Pier
- Seahorse Public Beach Access
- Cherry Grove Fishing Pier
- Jungle Rapids Family Fun Park
- Sea Haven Beach
- Salt Marsh Public Beach Access
- Carolina Beach Lake Park
- Airlie Gardens
- Tidewater Golf Club
- Long Beach
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- Singleton Swash
- 65th Ave N Surf Area
- Wrightsville Beach, NC
- East Beach
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