Vacation rentals with a pool in Southern Pines

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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
A serene outdoor space is showcased, featuring an inground saltwater pool framed by a concrete patio. Two black lounge chairs are positioned near the pool, with trees in the background and a light blue sky dotted with clouds. The house is visible behind the pool.
Home in Southern Pines
5 out of 5 average rating, 56 reviews

ThePalmerGolf*Chef'sKitchen*Fireplace*HotTub*Pool

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

Guest favorite
Apartment in Aberdeen
4.98 out of 5 average rating, 47 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, 49 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, 29 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 living area is surrounded by large windows, offering views of the lakefront. The room features comfortable seating with dark leather sofas, a wooden coffee table, and a round dining table. Natural light fills the space, highlighting the hardwood flooring and modern decor.
Condo in Pinehurst
5 out of 5 average rating, 44 reviews

Lakefront, Ground Level, 2BR, 2BA, 2020 Renovation

Tranquil Pinehurst lakefront condo overlooking the #10 green of Pinehurst #5, 3/4 mile from Pinehurst Resort. Renovated June of 2020. Free pool, wifi, cable, parking and washer/dryer. I will greet all guests upon their arrival. I am 4 minutes away if any needs arise. This is a completely equipped 2 bedroom, 2 bath condo. Smart televisions in living room and both bedrooms. Each bedroom can have either 1 king bed or 2 twin beds. Hardwood flooring and tile throughout. High end amenities.

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.

Guest favorite
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!

Superhost
A comfortable living area features a brown leather sofa and armchairs arranged around a coffee table. A large smart TV is mounted on the wall, and glass doors with views of a deck open to the outdoors. Natural light brightens the space.
Condo in Pinehurst
4.85 out of 5 average rating, 46 reviews

Lakefront Pinehurst Condo 2BD/2BA - 237

Beautiful Lake Pinehurst property only 1-2 miles from the clubhouse at Pinehurst Resort, the "Cradle" par 3, & the Pinehurst Spa. The community of Southern Pines is only a few miles away which offers additional fine dining & shopping. 2nd floor condo Swimming Pool in Complex for guests open May-August. Smart TV in living room & primary room Wifi Keurig Coffee Maker Microwave Stack Washer & Dryer Unit Due to owners allergies, no pets including service animals are allowed.

Guest favorite
Condo in Pinehurst
4.94 out of 5 average rating, 145 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!

Superhost
Home in Pinehurst
5 out of 5 average rating, 4 reviews

3BD Pinehurst Golf Condo. Near Fair Barn

Breathe in the calm of Pinehurst at this updated 3BD/2BA condo beside Course No. 5 — just minutes from the Pinehurst Village, Pinehurst Fair Barn and world-class golf. Perfect for families and golf groups alike! Enjoy a fully stocked kitchen, cozy living space with a basket of games, and thoughtful family touches like a high chair and pack ’n play. Spend your days exploring the greens, shopping in the Village and watch the sunset through the pines from your private patio.

Top guest favorite
A spacious outdoor pool is surrounded by a chain-link fence, with several lounge chairs arranged along its perimeter. Lush green grass and trees frame the area, while multiple buildings can be seen in the background, contributing to a serene environment.
Apartment in Carthage
5 out of 5 average rating, 58 reviews

Golf Getaway, 5 miles to Pinehurst

Located under 5 miles from downtown Pinehurst—home to top-tier golf, upscale dining, and boutique shopping. This condo offers a full kitchen and a cozy living room. Each of the two bedrooms includes two queen beds, TVs, storage chests, closets, and private bathrooms. Ideal for four golfers, two couples, or a family of five. The balcony overlooks the pool, which is open seasonally for guest use. Laundry facilities are located in Buildings A & B.

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, 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.

Popular amenities for Southern Pines rentals with a pool

When is the best time to visit Southern Pines?

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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 1,140 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

  • 5 Average rating

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