
Villa vacation rentals in Chatham County
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Top-rated villa rentals in Chatham County
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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.

Walk to Harbour Town | Scenic Villa | Sleeps 7
Tucked away in the heart of Sea Pines Resort, this beautifully situated villa offers a classic Hilton Head escape with peaceful marsh views and unbeatable proximity to Harbour Town Marina, just steps from your door. Surrounded by towering oaks and serene Lowcountry scenery, 265 Stoney Creek Villa blends walkable convenience with relaxed coastal charm. Comfortably sleeping up to 7 guests and offering access to the Stoney Creek Community Pool, this villa is perfect for couples and families!

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.

Unique 7-BR Entire Home Near Downtown Tybee
Villa at 1406 is a unique property with handpainted artwork throughout the house. This grand property can house up to 18 people with 7 bedrooms, 5 full bathrooms, 2 half bathrooms, 3 floors, and a newly built pool with a tanning shelf, waterfall, and deckjets. It is just two and a half blocks away from the beach, and walking distance away from the main downtown area. The perfect place for family and friends to get away and relax.

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.

Great Blue Heron - an iTrip Hilton Head Home
Ready for a fresh start, peaceful downtime or a relaxing getaway in the serene & endless beauty of Sea Pines Resort on Hilton Head Island? Welcome to Great Blue Heron This freshly renovated & furnished Inland Harbour villa will help you de-stress, unwind and get back to your old self. As soon as you enter this home, the beautiful design & decor of this villa will welcome you and put you at ease.

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

2 King Suites | Walk to Harbour Town | Pool Access
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.

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.

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.

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.

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.
Popular amenities for Chatham County villa rentals
Private villa rentals

1803 Bluff Villas: 1 Bedroom. 1 Bathroom. Sleeps 4

Atlantic Dunes Golf View Getaway + Pool |Sea Pines

Sleeps 8! 2 Mins to Beach, 3 BD 3.5 BR- Sea Pines

2382 Lighthouse Tennis: 1 BR Pet Friendly, Bikes

The Grant by Black Swan - Historic Views

2381 Lighthouse Tennis: Pet Friendly 1 Bedroom, Fr

2233 Heritage: Walk to the RBC Heritage from this

2359 Racquet Club: Charming and relaxing 1 Bedroom
Luxury villa rentals

Fairway One Villa Golf & Lagoon Views Walk to Beac

Stunning 3 Bedroom villa with incredible views of

Updated Turtle Lane 3 BR 4th Floor Oceanfront

1425 South Beach: Ocean View Villa. 4 Bedrooms, Fr

42 Lands End Road ~ Spacious 4Br with Incredible

HabourTown Villa perfect for families & golf trips

1465 Sound Villas, Sea Pines: Beachfront Luxury

Newly renovated 3 Bedroom with poolside views
Villa rentals with a pool

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

525 Plantation Club: Sleeps 6, Free Bikes

585 - Perfect Getaway | Pool & Island Bliss

1028 Caravel Court: Stylish updated Villa

Community Pool & Tennis Courts; Ground Floor Villa

2-bed villa, panoramic views of Calibogue Sound

Harbour Town Condo Pool Walk to Marina Sleeps 6

8 Lighthouse Road: Walk to Beach, Sleeps 6
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- Coligny Beach Park
- Savannah Historic District
- Forsyth Park
- Harbour Town Golf Links
- Hunting Island State Park Beach
- Tybee Beach Pier and Pavilion
- North Beach, Tybee Island
- Bonaventure Cemetery
- Harbour Town Lighthouse
- Wormsloe Historic Site
- Hunting Island State Park
- Shelter Cove Towne Centre
- Oatland Island Wildlife Center
- Skidaway Island State Park
- Cathedral of Saint John the Baptist
- Jepson Center for the Arts
- Fort Pulaski National Monument
- Savannah College of Art and Design
- Owens-Thomas House
- Tybee Island Marine Science Center
- Tybee Island Light Station
- Coastal Discovery Museum
- Henry C Chambers Waterfront Park
- Pirates Of Hilton Head
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