Vacation 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 favorite
Home in Southern Pines
5 out of 5 average rating, 52 reviews

Retreat on #8 mins to dwtn w/SWPool, HotTub, Games

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 favorite
Apartment in Aberdeen
5 out of 5 average rating, 38 reviews

Peaceful Studio Apt. slps 4, Pool, Hot Tub, Sauna

ULTIMATE getaway in NEWLY BUILT Studio apartment,Pool, Hot tub,&Sauna. Only 3 miles to Pinehurst Golf resort No 10. Have fun, relax & stay with the family/friends/pets in our studio apartment with private entrance. Sleeps 4 with 2 plush queen beds, kitchenette, bath, secluded amenities & shared laundry rm. Enjoy relaxing in our gorgeous pool or sunbath in the lounger. Unwind in the hot tub or Sauna. Street is a dead end and very quiet. Close to shopping and Southern Pines is only 5 miles away.

Top guest favorite
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 Southern Pines
4.96 out of 5 average rating, 48 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 favorite
A spacious living area is presented with a large, dark sectional couch complemented by assorted cushions. A circular wooden coffee table is positioned in front, and natural light enters through expansive glass doors that offer views of the outdoor space. A small area rug and bookshelf enhance the comfort.
Condo in Pinehurst
5 out of 5 average rating, 28 reviews

Pinehurst Playground on the Lake

Make Pinehurst your playground both on the links and at the lake! Bring your fishing pole and bathing suits for both our lake and pool access (May-Sept). We are located 1 mile from the famed Pinehurst Resort which is home to the 2024 US Open. Numerous other courses are within a 30 minute drive. There is no shortage of quality golf around here! Our place is perfect for a group golfing weekend, a family trip, US Kids golf tournaments, or a weekend spent shopping and enjoying the spa.

Top guest favorite
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.

Top guest favorite
The exterior of the home is framed by tall pine trees, with a long driveway allowing ample parking space. The two-story house features a light-colored siding and large front windows. Neatly trimmed shrubs and flower pots enhance the inviting curb appeal.
Home in Southern Pines
4.98 out of 5 average rating, 95 reviews

This is it! | Pool | Golf | Convenient to Town

Welcome to Lazy Afternoon in the Pines! We are nestled in a family friendly neighborhood in Moore County. Our location can't be beat. We are just a 5 minute drive from downtown Southern Pines, 15 minutes from Pinehurst, and 25 minutes from Ft. Bragg. Access the "Home of American Golf" from this spacious 5 bedroom 2.5 bath home. For the non-golfer, the home is equipped with every amenity you would expect from your own home plus Ping-Pong, darts, swimming pool, and local hiking trails.

Top guest favorite
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
5 out of 5 average rating, 30 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 favorite
A private backyard is shown, featuring a swimming pool with clear blue water surrounded by a concrete deck. Lush green grass extends across the yard, with trees providing a natural backdrop. The house is visible in the background, enhancing the serene outdoor setting.
Home in Aberdeen
4.95 out of 5 average rating, 38 reviews

Convenient Golf 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 favorite
Condo in Pinehurst
4.94 out of 5 average rating, 139 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!

Top guest favorite
Home in Pinehurst
5 out of 5 average rating, 46 reviews

The Pinehurst Paradise Pool Home

Your family will be close to everything when you stay at this centrally-located home. Only minutes from the Pinehurst Resort & C.C. and village! I have been told my home is happy, fun, cozy, homey yet very clean and accommodating. Enjoy swimming in the pool, chipping golf balls on to the floating green, playing corn hole, and watching the outdoor TV while grilling out or lounging in a pool float! There is a covered gazebo with curtains and a gas fire pit.

Top guest favorite
A cozy living area is presented with a blend of soft gray sofas and armchairs arranged around a wooden coffee table. A decorative rug lies beneath, complemented by a wall clock and tasteful wall art. Natural light enhances the welcoming atmosphere.
Condo in Pinehurst
5 out of 5 average rating, 136 reviews

Clean & Updated 2BD,2BA, Condo! Free Pool, WIFI

Welcome you to the Magnolia Hideaway in Pinehurst ! It is our hope that our beautiful, renovated & very clean , condo is a place you can rest, unplug, and enjoy time together. VERY IMPORTANT ! PLEASE READ!! Beds can be converted into either 2 KINGS, 4 TWINS, or 1 KING and 2 TWINS. BED CONFIGURATIONS NEEDS TO BE REQUESTED AT TIME OF BOOKING! The STANDARD SET UP is as following: 1 KING BED in Main BDR and 2 TWIN BEDS in second Bedroom.

Guest favorite
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, 123 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.

Popular amenities for Southern Pines rentals with a pool

When is the best time to visit Southern Pines?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceﺩ.ﺇ731ﺩ.ﺇ856ﺩ.ﺇ918ﺩ.ﺇ918ﺩ.ﺇ929ﺩ.ﺇ1,105ﺩ.ﺇ1,138ﺩ.ﺇ1,025ﺩ.ﺇ951ﺩ.ﺇ841ﺩ.ﺇ918ﺩ.ﺇ841
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Quick stats about vacation rentals with a pool in Southern Pines

  • Total vacation rentals

    Explore 30 vacation rentals in Southern Pines

  • Nightly prices starting at

    Southern Pines vacation rentals start at ﺩ.ﺇ184 per night before taxes and fees

  • Verified guest reviews

    Over 1,130 verified reviews to help you choose

  • Family-friendly vacation rentals

    20 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    30 of Southern Pines vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Southern Pines rentals

  • 4.9 Average rating

    Southern Pines stays are highly rated by guests—averaging 4.9 out of 5!