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, 58 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.

An industrial-modern kitchen is showcased with a dark countertop and stainless steel appliances. Four wooden bar stools are positioned along the edge of the island. Exposed brick walls and minimalist lighting create a spacious and inviting atmosphere.

Villa in North Historic District

4.72 out of 5 average rating, 146 reviews

The Grant by Black Swan - Industrial-Modern Loft

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.

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 North Historic District

4.78 out of 5 average rating, 297 reviews

The Grant by Black Swan - Downtown Savannah

5.0 out of 5 average rating, 6 reviews

3BR Villa | Walk to Harbour Town & Marina

Stay in the heart of Harbour Town, just steps from the marina, lighthouse, shops, and dining. This charming villa offers a comfortable, coastal retreat perfect for couples or small groups. Enjoy easy access to Harbour Town Golf Links, scenic walking paths, and nearby beaches, all within minutes. With its unbeatable location and relaxed feel, this home is the perfect base for exploring Hilton Head and enjoying everything Sea Pines has to offer.

4.99 out of 5 average rating, 102 reviews

The exterior of a three-story villa features a charming entryway framed by arched columns and a tiled driveway. Lush palm trees and tropical landscaping surround the property, enhancing the welcoming atmosphere. Large windows are visible on the upper floors, allowing natural light into the home.

Villa in Tybee Island

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.

Superhost

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.

5.0 out of 5 average rating, 5 reviews

Harbour Town Condo Pool Walk to Marina Sleeps 6

Coastal inspired 3-bedroom condo in Harbour Town within Sea Pines Resort sleeping up to 6 guests. Enjoy a fully equipped kitchen, Smart TV, private balcony, game table, and 3 bathrooms for added comfort. Walk to Harbour Town Marina, dining, golf, and shops. Guests have access to the heated community pool, bike trails, and beaches nearby. Perfect for family vacations, golf trips, and Hilton Head Island getaways.

A spacious living area features a large blue sectional sofa with decorative pillows, two matching armchairs, and a stylish coffee table. The room is illuminated by natural light from expansive windows, offering views of the surrounding greenery. A dining area with a chandelier is visible in the background.

5.0 out of 5 average rating, 15 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.

A comfortable living area features a sectional sofa arranged around a glass-topped coffee table. A large television is mounted on the wall, and natural light fills the space from sliding glass doors that offer views of greenery outside.

4.94 out of 5 average rating, 17 reviews

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.

4.76 out of 5 average rating, 17 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. STR Permit Number: 026796

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.

4.88 out of 5 average rating, 34 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.

5.0 out of 5 average rating, 5 reviews

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.