Holiday rentals with a pool in Southern Pines

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Southern Pines

Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

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Top Guest favourite
Home in Southern Pines
5 out of 5 average rating, 59 reviews

GolfThePalmerOasis*Private* SaltwaterPool*HotTub

Welcome to The Palmer, a peaceful Southern Pines retreat with serene golf course views, a sparkling saltwater pool(for a Polar Plunge)outdoor spaces perfect for relaxing or spending time with family. We warmly welcome military families and offer a comfortable setting for small gatherings, such as work or family events, while maintaining a no-large-party policy. Just minutes from Pinehurst, shops, and restaurants, The Palmer combines comfort, convenience, and a welcoming atmosphere for all guests

Top Guest favourite
An outdoor pool area features a crystal-clear swimming pool with a fun slide, surrounded by lounge chairs and shaded tables. A black fence encircles the area, offering privacy. Umbrellas provide shade over the seating, complemented by green landscaping in the background.
Home in Aberdeen
5 out of 5 average rating, 41 reviews

Family Fun,Pool,Zip line,HotTub, Sauna, 2 King Bds

Have fun, relax & stay with the whole family at our peaceful, unique home. This is a wonderful neighborhood, mostly quiet. Located out of city limits, but 5 miles to Pinehurst Golf Resort. Occasionally you may hear neighbors practice shooting on their range. We offer many amenities for nearly everyone to enjoy. Walking path, ping pong, pool table, fuseball, darts, volleyball, lrg fire pit, basketball ball, playground, twirly slide, tetherball, pool, playground, Sauna, hot tub & 500 ft Zip line.

Top Guest favourite
A comfortable living area features a sectional sofa with decorative throw pillows, accompanied by a wooden coffee table and two accent chairs. Large windows allow natural light to brighten the space, while a flat-screen TV is mounted on the wall, providing a cozy atmosphere.
Condo in Talamore
4.96 out of 5 average rating, 52 reviews

The Reynolds Villa-Golf/Couples Retreat

This newly remodeled NON SMOKING upper level Villa overlooks the Southern Pines Reservoir Park with glimpses of the the lake. This unit features 2 bedrooms and 2 baths with large walk-in showers. 2 large screen TVs, High Speed Internet, Black Stainless Appliances & leathered granite countertops. There is a sizable balcony that is a perfect spot for watching wildlife & outdoor entertaining. Clubhouse is public access and available for drinks, lunch and snacks. Talamore Pool is open to guests.

Top Guest favourite
A spacious outdoor pool area features a diving board and a water slide, surrounded by lounge chairs. The pool is set against a backdrop of tall trees, ensuring privacy, while a wooden fence encloses the space, promoting a serene environment.
Home in Aberdeen
4.98 out of 5 average rating, 62 reviews

Peaceful Place sleeps 16 , Pool, Hot tub, Sauna

The ultimate getaway! 3 mi. from Pinehurst Country Club & close to So. Pines. Enjoy a relaxing & fun stay in a newly built home. This spacious home has 4 bd rooms, 3 baths, sofa sleeper,Kit./dinning/living rm, laundry. The sun rm has a Sauna & foosball table. Outside you can swim in the large pool, grill & relax in the lounge area with sofa, dinette and unwind in the Spa. The yard is fully fenced in by a 6 ft. Privacy fence. There is also a grill,swing set,trampoline, fire pit and chairs.

Top Guest favourite
A spacious living area features a combination of comfortable seating, including a sleek sofa and armchairs. A modern coffee table sits atop a patterned area rug, with natural light filtering in through large windows. The open layout connects seamlessly to the kitchen area.
Home in Pinehurst
4.96 out of 5 average rating, 73 reviews

Cheerful Pinehurst home tucked away with a pool.

"Whitty Fox" is a large, updated home away from home, perfectly suited for a group golf trip or family get away. This beautifully appointed home, set in a peaceful part of Pinehurst, is just 1.3 miles from Pinehurst Village, and has both fine dining and a breakfast/ lunch restaurant close by. 8 people can have their own beds in this home that can sleep upto 14, and each of the 4 bedrooms has an en suite bathroom. + 2 twin beds in a bonus room. it’s perfect for reunions, & multi-family stays.

Guest favourite
A spacious outdoor area features a large swimming pool surrounded by sun loungers with blue and white stripes. A covered cabana offers shaded seating, with a patio featuring a dining table and chairs. Lush greenery and a white fence enhance the private setting.
Home in Highland Trails
5 out of 5 average rating, 21 reviews

Pool*Sleeps 20*Stylish*Games*Close to Everything!

Our stylish ranch is perfect for large groups & retreats. Sleeps up to 20 with 10 beds. 5 bedrooms, 4 bathrooms on a 1 acre lot with a swimming pool, game room, firepit, and putting green! Our 1 acre lot feels secluded, but is close to everything! -5 mins to restaurants, nightlife and shops in Downtown Southern Pines -5 mins to Southern Pines Golf Club & Weymouth Center Venue -15 mins to Pinehurst Resort -10 mins to Pine Needles Lodge and Golf Club -10 mins to Mid Pines Inn & Golf Club

Top Guest favourite
A spacious bedroom showcases a contemporary design with a large bed adorned in a black and white patterned duvet. A cozy seating area with bright pillows is positioned beside the bed. A wall of shelves displays decorative items, with lamps providing warmth and a pleasant ambiance.
Guesthouse in Southern Pines
4.98 out of 5 average rating, 53 reviews

Charming Getaway Carriage House with pool

Welcome to our peaceful guesthouse in Southern Pines, NC! This contemporary retreat offers a serene escape with a pool, charming gazebo, and stunning views of the championship golf course, Pine Needles. The spacious unit is decorated in a modern style, providing a comfortable and inviting ambiance. Relax poolside or take a stroll through the well-manicured grounds. Golf enthusiasts will delight in the proximity to the renowned course. Discover tranquility and luxury in this hidden gem.

Guest favourite
The spacious living area features large windows that allow natural light to fill the room. Comfortable seating is arranged around a substantial wooden coffee table, while a stone fireplace is set against a decorative wall. A warm, neutral color palette creates a relaxed setting.
Home in Aberdeen
4.88 out of 5 average rating, 34 reviews

Lakeside Escape - 5 Miles from Pinehurst Resort

5 miles from the Pinehurst Resort - Escape to a Lakeside Retreat - where comfort and adventure collide! This 4-bedroom gem sleeps 10 and boasts a cozy gas fireplace, big-screen TV, and free weight gym for staying active. Relax by the pool, paddle across the lake, or fish from the private beach. End your day by one of 3 outdoor fireplaces. With kayaks, a paddle boat and comfortable accommodations, fun and rest are endless. Perfect for unwinding or making memories—your retreat awaits!

Guest favourite
Home in Aberdeen
4.95 out of 5 average rating, 39 reviews

Convenient Golf & Private Pool Getaway

Welcome to your getaway in Aberdeen, NC! This spacious home is perfect for families or groups, featuring 3 bedrooms (1 queen bed, 1 full bed, 1 twin bed, plus an air mattress) and 2 bathrooms. Enjoy a private backyard and grill. Conveniently located just 15 minutes from Pinehurst's golf courses and 20 minutes from the Carolina Horse Park. Amenities include a fully equipped kitchen, laundry facilities, remote check-in/out, WiFi, and a private driveway. Book now for a relaxing stay!

Guest favourite
Condo in Pinehurst
4.94 out of 5 average rating, 154 reviews

Lakeview Landing - 2 BD 2 BA Pinehurst Condo

**Pool CLOSED for the season** Welcome to Lakeview Landing, located in the heart of Pinehurst golf! With a second story view of Lake Pinehurst, guests can relax on the balcony or enjoy the community pool! This quiet neighborhood shares close proximity to several great golf courses and has easy access to the BEST parts of Pinehurst: historic downtown, Fair Barn + Harness Track, Pinehurst Resort + Clubhouse, etc. Plus, it's a quick drive to nearby Southern Pines + Aberdeen!

Guest favourite
A rectangular pool with clear blue water is surrounded by a concrete patio. A pool ladder is visible on one end. In the background, a structure with stairs and a mobile home can be seen, along with several tall pine trees providing shade.
Home in Aberdeen
4.93 out of 5 average rating, 124 reviews

Country living 10 mins to Horse Park, Golf & Town.

Quiet, country living only 10 mins from shopping, restaurants, The Carolina Horse Park & golf! Enjoy the quiet neighborhood, the serene atmosphere & within 10 mins, you can be walking into 1 of many great restaurants or shopping centers. Enjoy grilling on the back deck, lounging in the pool or taking nice walk on the private road. House was completely remodeled 2 years ago & offers an open floor plan with 2 living rooms.

Top Guest favourite
Condo in Pinehurst
4.96 out of 5 average rating, 169 reviews

The Suite Spot

This centrally located suite is the perfect spot for your next visit to Pinehurst. Come and enjoy the views from the back covered porch, book a tee time at one of Pinehurst’s world renowned golf courses, soak up some North Carolinian vitamin D and then take a dip in the pool, or simply stay indoors and let The Suite Spot be your sweet respite from the world.

Popular amenities for Southern Pines rentals with a pool

When is the best time to visit Southern Pines?

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Avg. price$283 AUD$331 AUD$356 AUD$356 AUD$360 AUD$428 AUD$441 AUD$397 AUD$368 AUD$411 AUD$420 AUD$410 AUD
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Quick stats about holiday rentals with a pool in Southern Pines

  • Total holiday rentals

    Explore 30 holiday rentals in Southern Pines

  • Nightly prices starting at

    Southern Pines holiday rentals start at $71 AUD per night before taxes and fees

  • Verified guest reviews

    Over 1,140 verified reviews to help you choose

  • Family-friendly holiday rentals

    20 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    30 of Southern Pines holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Southern Pines rentals

  • 5 Average rating

    Southern Pines stays are highly rated by guests—averaging 5 out of 5!