Villa holiday rentals in Chatham County

A spacious living area is furnished with a light grey sofa and armchairs, accented by decorative pillows. Two lamps provide soft lighting on side tables next to framed artwork. Natural light filters in through a large window, enhancing the warm and welcoming environment.

4.98 out of 5 average rating, 45 reviews

Sea Pines | Light & Airy 3BR Villa | Beach | Pool

Light, bright & spacious Heritage Villa in the heart of Sea Pines. Perfect for your last minute getaway before school begins. Welcoming 3 Master-BR Suite villa w/ cathedral ceilings & deck. Just a 5 minute walk from the world-renown Harbourtown w/ shops, restaurants and live music for all ages. 8 minute bike ride to Sea Pines Beach Club. Beautiful shared pool, golf, tennis & pickleball, bike trails, lagoon w/ gazebo for nature watching, amenities & beyond. Your perfect getaway or family vacation

The exterior of the condominium features a two-story structure with light-colored siding and multiple windows adorned with shutters. A pathway lined with brick leads to the entry, surrounded by well-maintained landscaping and large trees. A covered porch extends along the front, providing shaded seating.

4.95 out of 5 average rating, 116 reviews

Timeless Lux Villa - with Parking & Walk to River

Immerse yourself in Southern elegance within this exquisitely renovated villa located in the heart of Savannah's Historic District. This stunning property boasts three well-appointed bedrooms, each with its own private en-suite bathroom, ensuring comfort and privacy. The villa also includes a fully equipped kitchen, ready for culinary adventures, and a secluded private courtyard, ideal for relaxation. Perfectly suited for both families and groups of friends, the villa's prime location offers eas

A spacious living area features comfortable seating with patterned chairs and a light-colored sofa. A round coffee table sits in the center, surrounded by a large area rug. Natural light pours in through two windows, accentuating the bright decor.

5 out of 5 average rating, 3 reviews

Spacious 3BR Retreat in Harbour Town | Sleeps 6

882 Ketch is located in the heart of Harbour Town, within the famous Sea Pines Resort. With fine dining, water sports, and sightseeing just steps away, it's an ideal spot for your summer getaway. This spacious apartment features 3 bedrooms and 3 bathrooms, providing comfort for the whole family. The beach is just a free trolley ride away, making it easy to enjoy all the coastal fun. Don't miss out on the best of Harbour Town—book your stay now and experience the charm of seaside living!

Superhost

New place to stay

439 Plantation Club Villas | Fairway Views

HOST & HOME presents…439 Plantation Club Villas! Nestled in the serene surroundings of Sea Pines Resort, this villa offers a peaceful retreat perfect for a relaxing getaway. This villa features immaculate fairway views overlooking the Atlantic Dunes Golf Course and Clubhouse, can comfortably sleep 6 people, provides access to the Plantation Club Community Pool, and is a 5 minute walk to the beach! Perfectly situated, this villa is the ultimate golf-getaway! Learn more below ...

A modern living area features a gray sofa placed against a textured white brick wall. Above it, a round mirror reflects light. A minimalist coffee table sits in front, complemented by a small side table made of natural wood, with a piece of artwork hung above.

4.76 out of 5 average rating, 175 reviews

The Grant by Black Swan - Heart of Downtown

Welcome to your industrial-modern loft getaway in Historic Downtown Savannah, where your daily living needs are preserved within our remarkably delightful spaces fit for working, relaxing, imbibing, and sleeping. Designed to converge both modern luxuries with tasteful nods to Savannah’s historic roots, each guest will enjoy our spaces featuring modern furnishings, Tuft & Needle mattresses, Parachute linens, Apple TVs, Public Goods amenities, local Perc coffee, and more.

Guest favourite

A serene bedroom features a spacious bed with crisp, white bedding. A minimalist bedside table holds a simple lamp, and a tranquil piece of wall art depicting calm waves is displayed above the headboard, enhancing the room's peaceful ambiance.

4.79 out of 5 average rating, 264 reviews

The Grant by Black Swan - Downtown Savannah

Guest favourite

5 out of 5 average rating, 5 reviews

1102 Harbour South Club Villa Harbour Town

Nestled in the heart of Harbour Town, this beautifully updated and professionally designed Harbour South Club Villa offers the perfect blend of luxury, comfort, and convenience. Whether you're visiting for the RBC Heritage, planning a golf getaway, or enjoying a family vacation, this exquisite villa is your ideal retreat. Community Pool Open April 1st-October 1st. Beach Access via the Sea Pines Trolley.

Superhost

A bright living room features a comfortable light gray sofa adorned with decorative pillows. A wooden coffee table sits in the center, complemented by a bowl of fresh fruit. Floor-to-ceiling sliding doors offer a view of the water and the Harbour Town Lighthouse.

4.8 out of 5 average rating, 5 reviews

Penthouse condo with sunset water views

🏆 We're a Superhost located in Hilton Head Island with 700+ fantastic property reviews. Voted LowCountry's Best year after year, your group is sure to enjoy your next Hilton Head Island escape in this stunning property ⛵️ Harbour Town Penthouse | Sound & Harbour Town Lighthouse Views ⛳️ Save even more when you book 1041 Caravel Court and receive $300 in complimentary daily activities

Villa in Daufuskie Island

A sandy pathway is flanked by wooden posts leading toward the beach, with roped railings on either side. The ocean is visible in the distance under a clear blue sky, and the shoreline is lined with natural grasses and gentle waves.

4.96 out of 5 average rating, 24 reviews

Daufuskie Island SC Spacious 3 Bedroom Ocean Front

Beautiful Oceanfront Villa on Daufuskie Island, SC is a place you can truly relax. Daufuskie Island sits between Hilton Head and Tybee Island (both visible from the Sandy Lane beach). While on Daufuskie Island you will want to explore the historical part of the island, visit local artisans, or just enjoy the beautiful beach with the white sand.

Guest favourite

A spacious living area includes a light-colored sofa adorned with various cushions and a wooden coffee table. Large glass doors allow natural light to fill the room, offering views of the outdoor surroundings. A cozy armchair and art pieces add to the inviting atmosphere.

4.94 out of 5 average rating, 17 reviews

It's a Bluff Life - an iTrip Hilton Head Home

Welcome to 1697 The Bluffs! This recently updated Bluffs Villa is located in the heart of South Beach Marina Village at the tip of Sea Pines Resort. Perfect for couples or small family, this third floor villa is a comfortable and relaxing retreat after you spend your day at the beach, on the water or along the golf course fairways.

Superhost

Luxe 2BR/2.5BA Villa - Walk to Harbour Town

Discover Stoney Splash, a charming 2BR/2.5BA villa in Sea Pines with marsh views and a private community pool just steps from your door. Walk or bike to Harbour Town, relax in coastal-inspired interiors, and dine al fresco on the patio. Sleeps 6 with king, queen, and sleeper sofa. Perfect for couples, families, or a peaceful escape.

The living area features a round dining table with blue placemats and decorative items, surrounded by four chairs. A cozy couch and television can be seen in the background. Soft lighting from ceiling fans enhances the open and inviting space.