Vacation rentals with a pool in Southern Pines

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Top-rated rentals with a pool in Southern Pines

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Guest favorite

Apartment in Carthage

5.0 out of 5 average rating, 19 reviews

Golf Getaway, 5 miles to Pinehurst

Condo is located less than 5 miles from the downtown Pinehurst, a great place for golfing, fine dining and shopping. Condo has a full kitchen with comfortable living room. Each of the two bedrooms has two queen beds , TVs, chests for storage, closets, and their own connecting bathrooms. It is perfect for a group of four golfers or two couples or a family of up to five. Balcony has a view of the pool. Outdoor pool is available for guests during the season. Laundry is located in Building A & B.

Sep 9 – 16

G$26,327 GYD per night

Guest favorite

Apartment in Pinehurst

5.0 out of 5 average rating, 10 reviews

Miley's Place at Pinehurst

Welcome to Miley's Place at Pinehurst! This recently updated 2 bedroom 2 bath condo features incredible views with sunsets over the lake and is literally across the street from world-class golf. Refresh yourself in the community pool (open seasonally) after a day on the greens, or simply take a hot shower in one of the well-appointed bathrooms. Miley's Place has a well-stocked kitchen, comfortable furniture, and is convenient to both Pinehurst and Southern Pines. Enjoy Miley's Place. Cheers!

Jan 3 – 10

G$26,711 GYD per night

Guest favorite

Home in Southern Pines

5.0 out of 5 average rating, 48 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. Don't want

Apr 9 – 16

G$108,054 GYD per night

Guest favorite

Condo in Pinehurst

4.9 out of 5 average rating, 20 reviews

Lakefront Pinehurst Condo. Available for US Open!

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 & Spectrum TV Keurig Coffee Maker Microwave Stack Washer & Dryer Unit Due to owners allergies, no pets including service animals are allowed.

Jan 14 – 21

G$33,477 GYD per night

Guest favorite

Guesthouse in Southern Pines

5.0 out of 5 average rating, 16 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.

Dec 11 – 18

G$19,213 GYD per night

Guest favorite

Guesthouse in Carthage

4.99 out of 5 average rating, 155 reviews

Charming 1 bedroom guesthouse on 4 acres, hot tub

Our guesthouse sits on 4 quiet fenced acres about 100 feet from our home. We are about 15 minutes from Pinehurst. Our large and friendly dogs greet you upon arrival and share the same fenced area as the guesthouse. Our barn conversion has a full kitchen, one queen bed and small fold out sofa. Coffee maker, wine fridge, fire pit with Adirondack chairs for evening glass of wine or to watch the fireflies. Saltwater pool from mid-May to Mid- Sep. Private two-person hot tub. Pet fee.

Mar 27 – Apr 3

G$28,775 GYD per night

Guest favorite

Condo in Pinehurst

4.91 out of 5 average rating, 109 reviews

THE NEST, 2BDR 2BA, 2nd Floor, WiFi, Cable, Pool

Our condo is centrally located in the quiet and scenic Lakeview Condominium Community - only minutes away from Pinehurst Resort and CC and the charming Village of Pinehurst. Located on the second floor, this 2BR/2BA unit offers a very comfortable and restful stay. Whether you're taking in the gorgeous sunset from the balcony, a winding stroll through the community, or some down time at the private pool, our hope is that you find pleasure in every moment that you're here!

Jul 11 – 18

G$23,784 GYD per night

Guest favorite

Condo in Pinehurst

4.97 out of 5 average rating, 96 reviews

Lakeview Landing - 2 BD 2 BA Pinehurst Condo

**Pool opens in May** 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!

Jan 10 – 17

G$26,778 GYD per night

Guest favorite

Condo in Pinehurst

5.0 out of 5 average rating, 123 reviews

Renovated,beautiful 2BD,2BA condo, Pool, Free WiFi

Hallo and Welcome to the Magnolia Hideaway! It is our hope that our beautiful, renovated &very clean condo is a place you can rest, unplug, and enjoy time together. VERY IMPORTANTBeds can be converted into either 2 KINGS, 4 TWINS, or 1 KING and 2 TWINS. BED CONFIGURATIONS NEED 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

Dec 23 – 30

G$33,710 GYD per night

Guest favorite

Home in Southern Pines

4.94 out of 5 average rating, 78 reviews

Highland Hideaway/Pool & Fire Pit/$0 Cleaning Fee

Nestled in a peaceful neighborhood just a few miles from downtown Southern Pines and multiple world-renowned golf courses ⛳️ . A 3-bedroom / 2.5-bathroom home with a bonus room. Spacious open porches overlook an inground pool, perfect for those hot summer days, and a fire pit, perfect for relaxing during the evenings. This home is also a short drive to Fort Liberty and surrounding hospitals.

Feb 13 – 20

G$72,890 GYD per night

Guest favorite

Condo in Pinehurst

4.96 out of 5 average rating, 48 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.

Aug 28 – Sep 4

G$38,028 GYD per night

Guest favorite

Condo in Pinehurst

5.0 out of 5 average rating, 72 reviews

Pinehurst Lakefront 2BR condo with pool, golf

Kick back and relax in this calm, stylish space while you visit all of the wonderful amenities Pinehurst has to offer. Spa, tennis, restaurants, equestrian activities, golf galore, shopping, swimming pool, kayaking, paddle boarding are just a few of the amazing activities that you can enjoy with this space as your restful retreat in between.

Jul 12 – 19

G$30,311 GYD per night