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

Walk to Harbour Town & Marina | Sleeps 6

Welcome to 803 Clipper Court by Host Home, a charming pet-friendly villa nestled in the heart of Harbour Town. This inviting coastal retreat blends comfort, convenience, and classic Lowcountry charm, all just minutes from the Harbour Town Marina, iconic Lighthouse, boutique shopping, dining, and the world-famous Harbour Town Golf Links. Designed for effortless island living, the villa features a fully equipped kitchen, cozy furnishings throughout, and spacious accommodations perfect for families

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, 51 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

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, 201 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 comfortable living room features a gray sectional sofa and a matching loveseat, adorned with striped cushions. A wooden coffee table is placed in front, topped with a decorative tray. Table lamps provide soft lighting, and large glass doors open to views of the wooded lagoon.

Villa in Hilton Head Island

4.75 out of 5 average rating, 12 reviews

Community Pool & Tennis Courts; Ground Floor Villa

Welcome to 2331 Racquet Club! Located just a 5 minute walk away from the shops, restaurants & marina of Harbourtown, this comfortable ground floor villa (with no stairs!) within the Racquet Club community in Sea Pines Resort features peaceful wooded lagoon views from the living room, dining room and covered patio. Guests are also invited to use the Racquet Club community pool (open April - September) and the 4 community tennis courts.

Top guest favourite

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

4.99 out of 5 average rating, 97 reviews

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.

Villa in Hilton Head Island

5 out of 5 average rating, 3 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.

Guest favourite

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.

Villa in Hilton Head Island

5 out of 5 average rating, 11 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 view of the marina is captured, featuring several boats docked along the water. Tall trees surround the area, providing greenery and shade, while a pathway leads along the water’s edge. The scene is set against a clear blue sky.

Villa in Hilton Head Island

5 out of 5 average rating, 3 reviews

3-Bedroom Penthouse in Harbour Town

🏆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. ⛵️ Beautiful Harbour Town Penthouse | Sound & Harbour Town Lighthouse Views ⛳️ Save even more when you book 1040 Caravel Court and receive $300 in complimentary daily activities!

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.

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, 29 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.

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.

Superhost

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.