
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.

Surfrider Siesta -Indoor Pool -Hot Tub - Elevator
Relax with the family at this peaceful retreat. Surfrider Siesta is a very comfortable, family friendly place to stay. Fully equipped with all the cooking essentials, washer & dryer unit within condo, WiFi and cable. Private beach access is 100 steps from the front door. The complex has three outdoor pools which are seasonal and a recreational building with a heated indoor pool open all year round. It also has sauna, hot tub, gym and changing rooms. Sorry no pets allowed in rentals as per HOA.

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.

Dog Beach-Ocean view-Clean and Comfy.
Enjoy the crisp autumn breeze and ocean views from your porch daybed, or curl up with a warm drink and a good book by the fireplace. Perfectly located on one of the Island’s most desirable stretches of sand featuring the only year-round dog-friendly beach! With easy beach access and Pier just steps away, you can soak in the season however you like - a quiet morning stroll, a sunset by the water, or a cozy night in. This peaceful oceanfront Condo blends comfort and charm for your Fall escape.

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.

Vista North (OCEAN+MARSH+POOL)
This is the perfect escape for those looking for waterfront cozy chic luxury. Just steps away from a pristine oceanfront preserve and biking distance to the boardwalk, restaurants and nightlife. Our recently updated stylish condo will give you an emersion of coastal beauty and an array of local attractions along with access to marsh side pool, bikes and grills. Start your day with a cup of coffee and an ocean sunrise and unwind with a glass of wine for an unmatched marsh view sunset.

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 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.
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

Maggie’s Oasis

Brand New w/ Pickleball Court & Heated Pool

Mermaid Retreat* Private Pool* Pet Friendly

5BR*Dbl. Master*1 Block to Beach* GAMEROOM* Yaupon

BIG DECK! Tiki Bar! Oceanfront Pool! Elevator!

Luxury Oceanview Home - New Construction
Condo rentals with a pool

The Gathering Place Condo w/ Ocean Views & Pool

OCEANFRONT & ON the BOARDWALK! Unbelievable VIEWS

Coastal Retreat

Best Location! Beachfront-Boardwalk-Pool-Balcony

Getaway @ The Waterway Wrightsville Beach

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

The Great Wave

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

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

Water View Condo in Southport NC

Take a Break at Shore Break!

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
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 G$14,638 GYD 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!
Destinations to explore
- Western North Carolina Vacation rentals
- Myrtle Beach Vacation rentals
- Charleston Vacation rentals
- Charlotte Vacation rentals
- Outer Banks Vacation rentals
- Savannah Vacation rentals
- Cape Fear River Vacation rentals
- Hilton Head Island Vacation rentals
- Rappahannock River Vacation rentals
- Asheville Vacation rentals
- James River Vacation rentals
- Virginia Beach Vacation rentals
- Rentals with a patio Southport
- Cottage rentals Southport
- Pet-friendly rentals Southport
- Rentals with a fire pit Southport
- Beach house rentals Southport
- Condo rentals Southport
- Family-friendly rentals Southport
- Beachfront rentals Southport
- Rentals with beach access Southport
- Apartment rentals Southport
- Rentals with a washer and dryer Southport
- House rentals Southport
- Rentals with outdoor seating Southport
- Rentals with pools Brunswick County
- Rentals with pools North Carolina
- Rentals with pools United States
- A Place At The Beach I
- 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
- Deephead Swash
- Singleton Swash
- Long Beach
- Wrightsville Beach, NC
- 65th Ave N Surf Area
- East Beach
- Rivers Edge Golf Club and Plantation




