
Holiday rentals with a pool in Southport
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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 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.

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.

Private Heated Pool, Steps to Beach, Pets OK
Happy Hour at OKI by Hearth and Horizon Family Getaways – Just a 4-min verified walk to the beach! 1. Enjoy a private pool with fountains, 2. outdoor dining under a pergola, and a fire pit (wood provided). 3. Game room features air hockey, arcade (Mortal Kombat), kids’ books & toys. 4. Relax in 2 king bedrooms, including a spa-style primary bath with rain shower. Perfect for families looking for beach fun and cozy comfort! 5. Fenced backyard for your fur baby to run around!

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.

Oceanfront building! own beach access on boardwalk
Newly Remodeled 2nd floor condo, located directly on the beach! Equipped with its own beach access just steps from the door. You will be close to everything when you stay at this beautiful property. Located in the heart of the town you are a short walk from all the local bars and restaurants. Take a stroll down the boardwalk and in minutes you’ll find all the best attractions Carolina Beach has to offer!

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

Water View Condo in Southport NC

After Dune Delight

Private Heated Pool, Tiki Hut- 10min walk to beach

Brand New w/ Pickleball Court & Heated Pool

The Oasis - Heated POOL - Tiki Bar - Beach Life!

5 o’clock Always

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

Salt Nook Cottage
Apartment rentals with a pool

Oceanfront Building-Boardwalk-Pool-Prime Location!

SeaScape-Top Floor Ocean Views & Dips in the Pool!

Ocean front, 1 bedroom condo w/ pool, Reef Relief

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

*Renovated* Top Floor Oceanfront Condo w/ Pool

The Great Wave

OIB~Oceanfront Condo 3 Bd/2Bath, linens included!

Dual master, end unit condo with amazing views
Other holiday 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 holiday rentals with a pool in Southport
Total rentals
30 properties
Nightly prices starting at
€ 60 before taxes and fees
Total number of reviews
1K reviews
Family-friendly rentals
10 properties are a good fit for families
Wifi availability
30 properties include access to wifi
Popular amenities
Kitchen, Wifi and Pool
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- 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
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- Carolina Beach Lake Park
- Airlie Gardens
- Tidewater Golf Club
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- Singleton Swash
- Long Beach
- 65th Ave N Surf Area
- East Beach
- Rivers Edge Golf Club and Plantation