Vacation rentals with a pool in Southport

Coastal Cove Hideaway

Relax in this bright and comfortable main-suite retreat located in beautiful St.James Plantation. This unit features a cozy king bed, full kitchen, private bathroom, a screened-in patio overlooking the golf course.Perfect for morning coffee or evening unwinding. Enjoy the convenience of your own private entrance for easy, seamless access. Guests also have access to community amenities including the outdoor pool, walking trails, and the St. James Beach Club. WiFi, Smart TV, and parking included.

Location · Hospitality · Comfort

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.

Family · Location · Decor

Treasure of Southport

A bright, cheery, large, comfortable, 2 bedroom first floor unit located 6 minutes from Oak Island beach. Unit Includes a full kitchen, 2 bathrooms, & bicycles for your use. Includes a seasonal pool, tennis/pickle ball courts, and a golf course. Nearby, there is a playground, fishing, & a place to launch your boat. Stores, restaurants and shops closeby. Great for kids, adults & pets welcome. Ideal for a vacation, or to work away from home. Grab some friends or family and come visit NC.

Family · Location · Comfort

Spacious 2-Bedroom Condo in St. James Plantation

Sunny and serene private entrance third floor condo with 2 bedrooms and 2 baths at St. James Plantation. An easy drive to the quaint town of historic Southport and 12 minutes to Oak Island beaches. A screened in balcony to view the secluded tree-lined property and beautiful golf course. Enjoy fishing at the pier on the inter coastal waterway, walking and biking trails (map available in the condo for guests), as well as limited access to the St. James Beach Club on Oak Island (see notes below).

Value · Location · Condition

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.

Value · Location · Hospitality

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.

Location · Value · Backyard

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!

Family · Location · Hospitality

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.

Value · Family · Walkability

Pool, Spa, Fire Pit, & More at this OKI Escape!

BookSmart Properties presents: Coastal Cheers! This beautiful 3 bed/4 bath modern home is an easy walk from the beach. Enjoy incredible amenities, including a private pool, bbq grill, hot tub and deck seating. Inside, you’ll find a fully equipped kitchen, a cozy living area, and the convenience of an elevator. Discover nearby dining, shopping, and local attractions for a truly unforgettable coastal escape. Let's Coastal Cheers to your perfect vacation!

Family · Accuracy · Pool

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.

Location · Value · Condition

St. James Hideaway! Seasonal Pool.

Sunny and serene private entrance third floor condo with 2 bedrooms, 2 baths and full kitchen at St. James Plantation. An easy drive to the quaint town of historic Southport and 12 minutes to Oak Island beaches. A screened in balcony opens to view the secluded tree-lined property and beautiful golf course. Enjoy fishing at the pier on the inter coastal waterway, walking and biking trails! Pets welcomed with a fee.

Location · Family · Indoor spaces

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.

Family · Location · Parking