Villa vacation rentals in Chatham County

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Top-rated villa rentals in Chatham County

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Top guest favorite

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, 48 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.

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

4.76 out of 5 average rating, 192 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

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.

Villa in Savannah

4.78 out of 5 average rating, 277 reviews

The Grant by Black Swan - Downtown Savannah

Superhost

Villa in Hilton Head Island

New place to stay

251 Stoney Creek Villa | Steps to Harbour Town |

HOST & HOME presents…251 Stoney Creek Villa! Perfectly positioned in the heart of Sea Pines Resort, this charming villa offers a laid-back coastal escape just steps from the iconic Harbour Town Marina. Surrounded by moss-draped oaks and tranquil lagoon views, 251 Stoney Creek Villas is ideal for guests who want walkable access to dining, shopping, golf, and the marina—all while enjoying the privacy of a peaceful villa community.

Superhost

A bright dining area is presented with a white table surrounded by six matching chairs. A geometric light fixture hangs above the table, and a decorative piece is displayed on a nearby shelf. In the background, views of a modern kitchen are visible.

Villa in Hilton Head Island

5 out of 5 average rating, 5 reviews

Renovated villa close to the water

🏆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. 🏝️ 5 Minute Walk to the Beach | Located Near South Beach Marina ⛳️ Save even more when you book 1712 Bluff Villa and receive $300 in complimentary daily activities!

Guest favorite

Villa in Hilton Head Island

5 out of 5 average rating, 5 reviews

Pet Friendly Villa Near Beach with Pool Access

Lookout Lagoon is a spacious 3-bedroom, 3-bath South Beach villa that sleeps 6 and sits just 0.3 miles from the beach. This pet-friendly retreat offers peaceful lagoon views, three private en-suite bedrooms, and 1,900+ sq ft of living space. Walk to marina dining and pickleball, and enjoy Harbour Town Pool access for 2026. A relaxed, location-driven Sea Pines getaway.

Villa in Hilton Head Island

5 out of 5 average rating, 4 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 favorite

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

4.96 out of 5 average rating, 25 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 favorite

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.

Guest favorite

Villa in Hilton Head Island

4.89 out of 5 average rating, 9 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 favorite

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, 177 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.

Top guest favorite

Villa in Hilton Head Island

4.98 out of 5 average rating, 55 reviews

Sea Pines, No Stairs, Read Reviews, Private, Quiet

ALL INQUIRIES WILL BE ANSWERED PROMPTLY BY JANET JEZEK, THE OWNER OF THE VILLA. THE TOTAL RATE INCLUDES THE DEPARTURE CLEANING, 11% SOUTH CAROLINA ACCOMMODATION TAX, AND THE AIRBNB SERVICE FEE. 7 NIGHT MINIMUM STAY PLEASE READ OUR REVIEWS. NO ANIMALS ARE ALLOWED.