Southern Pines Holiday Apartments
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64 rentals in Southern Pines.
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Quaint Cottage in the heart of downtown Southern Pines
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Condo in the Pines! 2BR/2BA (sleeps 4)
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Tanglewood Farm B&B - Fox Den Suite 1 BR/1BA Private Apartment on Horse Farm
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Downtown Townhome; Walk to Dine & Shop on Broad St
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Luxury Golf Condo in Longleaf Country Club
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Mystical Cottage in Southern Pines
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Tanglewood Farm B&B - Tally Ho Suite 1 BR/1BA Private Apartment on Horse Farm
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Tanglewood Farm B&B-Horse & Hound Dog Friendly1 BR/2BA Private Apt on Horse Farm
Condo/Apartment
1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
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AOS VACATION COTTAGE
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Prime location - sleeps 8 with golf view and pool table.
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Beautiful 1920's Craftsman-Downtown Southern Pines
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
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Mid-Century Modern House in Southern Pines NC minutes to Pinehurst NC
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Cozy Escape Close to It All
Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Sweet Southern Pines Abode w/ Yard & Covered Porch
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Serenity House Pet Friendly Southern Pines
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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ASK ME ABOUT DISCOUNTS BEFORE YOU BOOK!
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Downtown Bungalow Near Base, Golf, Dining, Brewery
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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The Fairway Villa at Talamore Golf Resort
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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NEW! Downtown Southern Pines Townhome with Deck!
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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The Tudor Cottage Sum
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Top Of The Hill - Southern Pines/Pinehurst NC
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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The Fairway Villa at Talamore Golf Resort
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Downtown Bungalow Near Base, Golf, Dining, Brewery
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
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The Clubhouse
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Private Barn Rental
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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ASK ME ABOUT DISCOUNTS BEFORE YOU BOOK!
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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ASK ME ABOUT DISCOUNTS BEFORE YOU BOOK!
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Birdsong House- In the heart of downtown Southern Pines
Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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The Maine House - Downtown Southern Pines
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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NEW! Artsy Southern Pines Home ~ 1 Mi to Downtown!
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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NEW! Quaint Southern Pines Home < 1 Mi to Downtown
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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NEW! Chic Southern Pines Retreat: Walk to Downtown
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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NEW! Stylish Southern Pines Home w/ Screened Porch
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 5
Match: Sleeps
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NEW! Peaceful Southern Pines Home w/ Pool + Yard!
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Evolve | Cozy Apt w/ Yard: 1 Mi to Nature Preserve
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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2 BR/2 BA Townhouse in Downtown Southern Pines with Grill + Fenced-in Back Yard
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Albatross Abode: Renovated Condo in Talamore!
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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A Cinderella Story -Downtown Southern Pines
Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps
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NEW! Charming Southern Pines Abode - Walk to Dtwn!
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Reynolds Villa- Golf/Couples Retreat
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Upstairs at The Estate-Across from SP Golf Club, Sleeps 6
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Poolside at Walsh Lane Farmhouse - minutes to downtown Southern Pines
Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
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Golfer’s Oasis - Welcome to The Southern Place!
Holiday Rental House
6 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps
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Enjoy being 2 blocks from downtown in the Pastry Townhouse!
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Serenity at Yadkin Horse Farm in Southern Pines Horse Country
Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
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New! SoPi Cottage - Walk to Town - Sleeps 6
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Downtown Cottage on Ridge � Short Stays � Extended Stays
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Bicycle Lane - nestled between golfing and equestrian communities
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Historic Home w/hot tub, steps from everything!
Condo/Apartment
0 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Loft Cottage on Ridge � Short & Extended Stays�
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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