Holiday 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.

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.

2B/2B St James Coastal Marsh Condo w/ Porch & Pool

Welcome to Coastal Marsh Condo in St. James! 2B/2B - main w/King, Rainfall Showers, & Screened Porch on ground level with easy parking steps away. Our condo is a cozy mix of modern comforts & contemporary coastal charm. Southport (8 miles ~ 15 min) is a delightful coastal town where the river meets the sea and provides an abundance of fresh seafood, charming shops, alluring local artist galleries, & stunning water views. Oak Island (6 miles ~ 15 min) has an amazing wide beach for you to enjoy!

Pool now open! Centrally located. Minutes to Beach

Enjoy perfect proximity to both the beaches of Oak Island, and the charm of downtown Southport! Located on a corner lot, right across from the community pool; this property features a generously-sized fenced yard, complete with an on-grade patio. This home has a freshly painted interior, freshened landscaping, and new kitchen appliances. It is clean & inviting. The community of Carolina Place also offers boat/RV storage, a crabbing dock, and easy access to a nearby public boat ramp and marina.

Eclectic Tiny Home Hot Tub Nights Poolside Morning

Note: There are 2 tiny homes on this property, Each tiny home has their own side yard with Private hot tub, but the back yard, with the pool, is shared with both tiny homes. Early Check in at 12pm May be available for an extra $35 Or Late check out at 12 for an extra $35 Please message me to see if thats availble. From November 1st to February 28th, Pool is just too cold to use, The cleaning routine changes from twice a week to once a month. But you can still enjoy the hot tub all year!

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.

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!

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.

OIB Oceanfront 3 Bd, 2 Bth with linens!

Beautifully decorated beach themed OSW1 complex top floor keyless entry 3 bdrm, 2 bath oceanfront condo with panoramic views of the sea. This unit boosts a fully stocked kitchen, ready made beds with all linens and two baths with a set of towels per guest. New furniture, two large wall mounted TV’s, beach chairs, umbrella and beach towels are available for your convenience. Sat-Sat weekly rentals in season. No golf carts or trailers allowed. No pets allowed.

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.

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!

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.