
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.

Hanby Hideaway*Cottages@Kure*Pool*Beach*Historic
Charming Renovated Cottage ● Pack lightly for this quaint (small) Studio upstairs tiny cottage with Front Deck ● Free Parking ●Outdoor pool for guests (Seasonal) ● 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.

The Seascape - Pool & 10 mins from Beach/Downtown
Our home has everything you need for a quick getaway, fully stocked and loaded kitchen. Professionally designed and furnished 3BR 2BA home with king bed in main bedroom. We are here to quickly answer any of your questions about the home or fun things to do around town. Let us prove it to you, send us a message. Charming single family home nestled in a tranquil setting, providing a serene escape from everyday life, pickle ball courts and a close drive to the beach and even pool access!

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!

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.

Parker's Pad Relaxing Zen Studio
Serene very relaxing modern studio with private entrance in pristine gated community 12 minutes to the beaches of Oak Island and 10 minutes from the unique, historic downtown South port Private pool surrounded by beautiful walking and biking trails at your disposal in the comfort of a highly secured, exclusive, gated neighborhood. Everything you need for a romantic getaway or quiet beach vacation. Some pets are considered.

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.

Southport’s Sweet Caroline
Quaint condo in downtown Southport, only 4 blocks from the water. Quiet neighborhood in Historical area. Covered parking, outdoor space, and pool available in season. Unit on top floor with elevator for easy access. Open floor plan with vaulted ceiling. Table for six, plus two barstools make for flexible eating.
Popular amenities for Southport rentals with a pool
House rentals with a pool

Pool & Hot Tub | 3min Walk to Beach | Private Dock

Water View Condo in Southport NC

After Dune Delight

Maggie’s Oasis

Brand New w/ Pickleball Court & Heated Pool

Mermaid Retreat* Private Pool* Pet Friendly

5 o’clock Always

Swimming Pool, Elevator, Fire Pit, Walk to Beach
Condo rentals with a pool

The Gathering Place Condo w/ Ocean Views & Pool

☀️Oceanfront with Beach Access "Carla's Cabana"☀️

Beach, Please!

Shell of a Vibe Beach Condo - Oceanfront and Chill

Pool!

*Renovated* Top Floor Oceanfront Condo w/ Pool

OCEANFRONT PARADISE WITH SPECTACULAR OCEAN VIEWS

OIB~Oceanfront Condo 3 Bd/2Bath, linens included!
Other holiday rentals with a pool

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

St. James Hideaway!

St. James Condo | Wooded Views | Quiet & Peaceful

"Breathing Space" Relax and Unwind

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 holiday rentals with a pool in Southport
Total rentals
30 properties
Nightly prices starting at
$121 NZD before taxes and fees
Total number of reviews
950 reviews
Family-friendly rentals
10 properties are a good fit for families
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wi-Fi availability
30 properties include access to Wi-Fi
Destinations to explore
- Western North Carolina Holiday rentals
- Myrtle Beach Holiday rentals
- Charleston Holiday rentals
- Outer Banks Holiday rentals
- Charlotte Holiday rentals
- Virginia Beach Holiday rentals
- Hilton Head Island Holiday rentals
- Savannah Holiday rentals
- Asheville Holiday rentals
- North Myrtle Beach Holiday rentals
- Cape Fear River Holiday rentals
- Wilmington Holiday rentals
- Rentals with a patio Southport
- Beachfront rentals Southport
- Rentals with a washing machine and dryer Southport
- House rentals Southport
- Cottage rentals Southport
- Rentals with outdoor seating Southport
- Condo rentals Southport
- Family-friendly rentals Southport
- Pet-friendly rentals Southport
- Rentals with beach access Southport
- Rentals with a fire pit Southport
- Apartment rentals Southport
- Beach house rentals Southport
- Rentals with pools Brunswick County
- Rentals with pools North Carolina
- Rentals with pools United States
- Scallop Public Beach Access
- Wrightsville Beach, NC
- South Beach
- Cherry Grove Point
- Barefoot Resort & Golf
- Futch Beach
- Wrightsville Beach
- Dunes Golf and Beach Club
- Seahorse Public Beach Access
- Jungle Rapids Family Fun Park
- North Carolina Aquarium at Fort Fisher
- Sea Haven Beach
- Surf City Pier
- Cherry Grove Fishing Pier
- Salt Marsh Public Beach Access
- Carolina Beach Lake Park
- Airlie Gardens
- Tidewater Golf Club
- Deephead Swash
- Singleton Swash
- Long Beach
- 65th Ave N Surf Area
- East Beach
- Rivers Edge Golf Club and Plantation