Villa holiday rentals in Chatham County

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Top-rated villa rentals in Chatham County

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Superhost

Villa in Hilton Head Island

New place to stay

434 Plantation Club Villas | Balcony Golf Views!

Host & Home presents…434 Plantation Club Villa! Located in the heart of Sea Pines, this inviting villa offers peaceful fairway views overlooking the 9th hole of Atlantic Dunes Golf Course. Comfortably sleeping up to 6 guests with 2 bedrooms and a sleeper sofa, the home features a fully equipped kitchen and a stylish living space perfect for relaxing after a day on the island. Just a short 5-minute walk to both the Atlantic Dunes Golf Course and Sea Pines Beach Club, the location is hard to beat.

Top Guest favourite

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.

Villa in Hilton Head Island

4.98 out of 5 average rating, 50 reviews

Heart of Sea Pines|Tranquil 3BR Retreat|Beach*Pool

Light & spacious Heritage Villa in the heart of Sea Pines steps from Harbourtown's 1st Hole. 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, award-winning playground, lagoon w/ gazebo for nature watching, amenities & beyond. Your perfect Spring Break or family vacation.

Superhost

Villa in Savannah

5 out of 5 average rating, 3 reviews

Savannah Retreat|Htd Pool|Pickleball|Hot tb|Golf

NEW LUXURY LISTING! Escape to your ultimate Savannah dream retreat! Heated Swimming Pool, Pickleball Court, Hot Tub, Mini Golf, Bowling Alley, Poker Room, Home Theatre, Pool Table, FoosBall, Shuffle Board, Arcade Games - all now available at once place Indulge in the perfect blend of Southern elegance and modern comfort in this brand-new, expansive 6-bedroom estate. Designed for unforgettable group experiences, it’s the ideal for bachelorette celebrations, family reunions, or group getaways.

Superhost

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.

Villa in Savannah

4.77 out of 5 average rating, 200 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.

Superhost

Villa in Hilton Head Island

4.86 out of 5 average rating, 7 reviews

Cozy Villa w/ Private Deck in Heart of Sea Pines

-Private Deck w/ BBQ -Newly Renovated -2 Free Adult Bikes (Valid for stays from 3 - 21 nights) -Pet-Friendly Welcome to Stoney Creek Villa 249, your ultimate relaxing and comfortable getaway located in the heart of Harbourtown on Hilton Head Island. This newly renovated one-bedroom villa boasts modern and upscale furnishings, providing a stylish and inviting retreat for up to four guests.

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.

Villa in Hilton Head Island

4.83 out of 5 average rating, 6 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

Guest favourite

Villa in Hilton Head Island

5 out of 5 average rating, 6 reviews

Updated 3BR Sea Pines-New Furnishings-Sleeps 8

Freshly updated 3-bedroom villa featuring a king suite with ensuite and two twin suites, each with a private full bath. Enjoy all-new dining, living, and game table furniture plus brand-new carpet in every bedroom. Perfect for families or groups, this villa offers stylish comfort and plenty of space to relax after a day of exploring Hilton Head.

Top Guest favourite

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.

Villa in Daufuskie Island

4.93 out of 5 average rating, 28 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.

Villa in Hilton Head Island

4.94 out of 5 average rating, 18 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

Villa in Hilton Head Island

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.

Guest favourite

Villa in Hilton Head Island

4.82 out of 5 average rating, 11 reviews

Updated Sea Pines Villa • Walk to Harbour Town

Welcome to your renovated Sea Pines villa—a bright, modern retreat with peaceful lagoon views and an unbeatable location just a short walk to Harbour Town. Steps from the community pool and minutes from beaches, bike paths, shops, and dining, this updated 1-bedroom villa offers comfort, convenience, and true Lowcountry charm.

Top Guest favourite

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.

Villa in Savannah

4.99 out of 5 average rating, 183 reviews

Southern Coastal Villa. Close to everything!

Come enjoy the best of both worlds. Just 10 mins. to Tybee Island beach or 15 mins. to historic downtown Savannah. "Southern Coastal" is your perfect getaway. Very private location is close to everything the area has to offer. It's also less than .5 miles to Walmart, Publix and several dining options.