
Luxury rentals in Chatham County
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Top-rated luxury holiday rentals in Chatham County
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Stoney Creek
Sunshine gleams on the greens just outside this golf-course-view hideaway on Hilton Head Island. From the front, it brims with traditionally inspired bungalow style; in back, there’s a laid-back outdoor entertaining area facing the fairways. Walk to the Harbour Town lighthouse and marina for shopping and dining in a quaint setting or bike to the beach on the Atlantic side of the island. The villa’s backyard is laid out around a piano-shaped pool with a tanning shelf and waterfall. Spend the afternoon splashing here, taking breaks to sip lemonade in the shaded sitting area or catch highlights on the outdoor TV. Then heat up the barbecue for dinner at the alfresco table and a marshmallow roast in the firepit, and finish the evening with a little friendly competition around the pool table in the games room. The golf-course views are the focal point of the U-shaped great room and its slide-away glass-door wall leading to the porch. But even non-players will appreciate the soft mint-and-cream sitting area, the farmhouse-style dining table, and the breakfast bar lining the fully equipped kitchen. This villa is a half-mile walk from Harbour Town, where you can find one-of-a-kind art in the galleries, dine on fresh seafood and steaks, climb the classic red-and-white-striped lighthouse, and set off on fishing charters or dolphin-spotting tours from the marina. Cycle to the beach on the provided beach-cruiser bikes or take the Sea Pines trolley over. Copyright © Luxury Retreats. All rights reserved. BEDROOM & BATHROOM • Bedroom 1 - Primary: King size bed, Ensuite bathroom with stand-alone shower, Dual vanity, Walk-in closet, Television • Bedroom 2: King size bed, Ensuite bathroom with stand-alone shower, Dual vanity, Television • Bedroom 3: 2 Double size bunk beds, Jack & Jill bathroom shared with bedroom #4, Shower/bathtub combo, Dual vanity, Television • Bedroom 4: Queen size bed, Jack & Jill bathroom shared with bedroom #3, Shower/bathtub combo, Dual vanity, Television • Bedroom 5: King size bed, Ensuite bathroom with stand-alone shower, Dual vanity, Walk-in closet, Television FEATURES & AMENITIES • More under “What this place offers” below Extra Cost (advance notice may be required): • Activities and excursions • More under “Add-on services” below

Lakefront Luxe: Pool, Spa, Cinema & Sportcourt
📸 East Point is a 7BR 6BA luxury home designed for unforgettable group stays in Savannah, GA. This spacious home features upscale furniture, premium decor, plush beds, home theater, game room & gym. Outdoor amenities such as pickleball, mini-golf, pool & spa that you can enjoy while basking in the views of the home's incredible backyard oasis. Located just 15 minutes from Savannah's downtown area, it also offers great convenience in exploring the city's rich history. Book your dream stay today!

Savannah 5BR Retreat, Hot Tub, Near Forsyth
This beautifully restored historic home is located in Savannah’s vibrant urban core, just a short walk from Forsyth Park. The home comfortably accommodates up to 10 guests and features 5 bedrooms and 3 full bathrooms across two thoughtfully designed floors. With professionally curated interiors, open concept living, kitchen, and dining spaces, and a private outdoor area complete with a hot tub, this upscale retreat offers the perfect blend of historic charm and modern comfort for group stays.

8 Heritage, Sea Pines: Private Pool, Walk to HT
Welcome to your home away from home in charming Hilton Head. Inside, earthy tones and wicker accents are set ablaze with natural light. Effortlessly transition from the contemporary indoors to the sprawling outdoor area which features plenty of space for al fresco dining and lounging under the sun. The spacious pool awaits to envelope you in a refreshing plunge. Stargaze with a glass of champagne. Copyright © Luxury Retreats. All rights reserved. STR Permit Number: 025998

1872 Beachside Tennis, Sea Pines: Beachfront Villa
Surrounded by lush vegetation on Hilton Head Island, this cozy residence features a superb blend of sun and shade. From the tiled terrace, steps lead into the turquoise pool. The heart of the village is a brief bike ride away. Discover waterfront restaurants, unique shops, and activities for the whole family. A 5-minute stroll is all it takes to sink your toes into the toasted sand at the beach. Copyright © Luxury Retreats. All rights reserved. STR Permit Number: 037475

1875 Beachside Tennis: Stunning Views, Wildlife
Welcome to BESTNEST/Luxe: An Elevated Experience in Vacationing, and the Luxe property at 1875 Beachside Tennis Villas at South Beach in Sea Pines. Enjoy the ultimate in vacation rental accommodations on Hilton Head Island, featuring a carefully curated collection of homes and villas, chosen with the discerning traveler in mind, fabulously stocked, outfitted, and equipped, and supported by your personal property concierge, available 24/7. STR Permit Number: 025881

74 Baynard Cove, Sea Pines: Pvt Pool, Fenced Yard
The perfect destination for family fun, this Hilton Head Island villa has space for 10 and easy access to the bike paths that connect you to the beach, marina, and more within a short ride. When you’re not out at the beach, enjoy the spacious swimming pool at home in the private backyard. For dinner, dine alfresco on the screened porch or head to nearby restaurants around the marina. Copyright © Luxury Retreats. All rights reserved. STR Permit Number: 033122

Private Island in Hilton Head, Events & Poolside
Sleeps 26 on Your Own Private Island Near Hilton Head! Private 10-acre island retreat near Hilton Head that sleeps 26! Buck Island features two stunning homes designed for comfort and privacy. The main house offers 5 master suites (sleeps 10) and the guest house sleeps 16. Perfect for reunions, weddings, and retreats. Enjoy total seclusion while staying minutes from beaches, dining, and golf. True privacy. Unmatched space. One unforgettable experience.

2628 Calibogue Club, Sea Pines: Lagoon-Front, Luxe
Welcome to BESTNEST/Luxe: An Elevated Experience in Vacationing. Our NEW BESTNEST/Luxe property at 2628 Calibogue Club in Sea Pines is a super stylish 3BR/3 BA townhome, just fully renovated with new and fabulous furnishings. Our philosophy is that your vacation experience should be completely comfortable and consistently amazing. Cleanliness is one of our hallmarks and we take clean seriously. STR Permit Number: 036780

44 Heritage, Sea Pines: Retreat on 11th Tee of HT
Set alongside the 11th tee box of the famous Harbour Town Links, this exclusive villa on Hilton Head Island is the perfect home base for your next golf vacation or family getaway. When you’re not out on the golf course, take a refreshing dip in the South Beach community pool or head down to the sandy beach. In the evening, check out South Beach Marina Village. Copyright © Luxury Retreats. All rights reserved.

26 Tupelo, Sea Pines: Pool, Golf Views, Spacious
Capturing views of the golf course, this Hilton Head Island home is perfect for exciting, multi-family vacations. The guest house adds a little extra privacy, as do the mature trees surrounding the backyard’s pool and hot tub. When you’re ready to explore, ride the nearby bike paths to the South Beach Marina Village or the beach. Both only take a few minutes. Copyright © Luxury Retreats. All rights reserved.

8 Gull Point, Sea Pines: Marsh-Front, Private Pool
Welcome to the BESTNEST/Luxe at 8 Gull Point in Sea Pines. 8 Gull Point is a wonderfully comfortable home, and we have filled it with every amenity we appreciate when we vacation. The sweeping view of the broad, tidal marsh is stunning and visible from nearly every room. Enjoy watching scores of birds as they feed and fly in this peaceful and tranquil setting. STR Permit Number: 036337
Popular amenities for Chatham County luxury holiday rentals
Other great luxury holiday rentals in Chatham County

Sea Pines Oceanfront

3 Hollyberry Lane, Sea Pines: Luxury Home

1873 Beachside Tennis: Stunning Beachfront Views

2537 Gleneagle: Luxury Villa on HT Golf Course

27 Hollyberry Lane, Sea Pines: Private Pool
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- Luxury rentals Georgia
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- Coligny Beach Park
- Savannah Historic District
- Forsyth Park
- Harbour Town Golf Links
- Hunting Island State Park Beach
- North Beach, Tybee Island
- Tybee Beach Pier and Pavilion
- Enmarket Arena
- Bonaventure Cemetery
- Wormsloe Historic Site
- Shelter Cove Towne Centre
- Harbour Town Lighthouse
- Hunting Island State Park
- Skidaway Island State Park
- Oatland Island Wildlife Center
- Savannah College of Art and Design
- Jepson Center for the Arts
- Fort Pulaski National Monument
- Tybee Island Marine Science Center
- Tybee Island Light Station
- Coastal Discovery Museum
- Cathedral of Saint John the Baptist
- Burkes Beach
- Owens-Thomas House
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- Things to do Georgia
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