Charleston, SC 5+ Bedroom Vacation Rentals

This Waterfront, 5 Bedroom / 5 Bathroom home on Oak Island is 100% gut remodeled, mins. from Folly Beach and is the ideal hideaway for families and friends. All bedrooms have king size beds. The home features two kitchens both entirely equipped. ...

Summary:Welcome to Boho Rosa, an award-winning, modernized Charleston-style home where vibrant design meets classic Southern appeal. With its memorable pink exterior and professionally decorated bohemian-chic interior, this home offers a really...

Summary:Welcome to Palmetto Hideaway, a striking 6-bedroom designer home in the heart of downtown Charleston. Ideal for huge families, friend getaways, or anyone who craves style, space, and character, it immerses you in history while offering...

Summary:Ideal for a huge family! This home is divided into two apartments, A & B, and this listing is for the entire home. This home sleeps 16 guests total. Just three blocks away from upper King Street. Our excellent cultural city also offers...

Permit Number: 004141The Space: Welcome to 493 Luxury Suites! These handsomely appointed units are found on the second floor of a historic building on King Street (above Sewing Down South, as seen on “Southern Charm”).Step into the building...

Summary:Welcome to your Charleston gathering place where space meets luxury. This huge 9 bedroom home is constructed for sizable groups, offering eight full bathrooms to make everybody’s stay comfortable and convenient. Ideal for family...

The PERFECT vacation rental for Weddings, Substantial Groups and Families looking to travel in complete extravagant comfort and privacy! This 4 Condo- 8 Bedroom/ 8 Bathroom Complex is the ONLY property in Charleston that can host your entire event...

Permit Number: 05685The Space: Welcome to The Gemstone, a gorgeously designed 8-bedroom, 8-bath home connected by an interior staircase and ideally suited for sizable groups in the heart of Charleston!With two full levels of living space, this roomy...

Summary:Conveniently located on James Island, 5 miles from Folly Beach and Downtown Charleston, this lush live oak property features 3 separate units that share a roomy backyard. The individual units provide plenty of space for privacy with 1 king...

Summary:Welcome to Morris Place, a handsomely refreshed Charleston home celebrated with the Finest of Charleston award for its blend of architectural character and modern comfort. Ideal for guests who adore design, heritage, and intimate outdoor...

Summary:Surrounded by swaying Spanish moss in one of Charleston’s most impressive neighborhoods, this gorgeous 7-bedroom, 5-bath home captures the essence of Southern grace with a modern twist. Thoughtfully modernized in September 2025, every...

West 242 B and 242 C are two striking standalone homes located in the heart of Charleston's vibrant Cannonborough/Elliotborough neighborhood, just two blocks from historic King Street. This prime location offers painless access to Charleston's best...

Summary:OP2025-06816OP2025-06817The Royal House is Charleston’s ultimate group escape: a dual-unit Casa Zoë mansion that blends grandeur, design, and independence. With 8 bedrooms, 8 baths, and separate living quarters, it offers shared elegance...

Summary:✨ Welcome to The Palms of Charleston! ????☀️ Sizable Private Courtyard with Hot Tub???? 1 Block to King St! Walk to Charleston’s Finest Dining, Shopping & Nightlife???? Ideal for Generous Groups – Families, Wedding Guests...

Two pretty adjoining apartments offering a total of 5 bedrooms, 5 bathrooms, 2 full kitchens, and 2 roomy living rooms, making them ideal for bigger groups or families seeking both space and comfort. Located just one block from King Street in...

Located peacefully on coveted Spring Street, this appealing standalone duplex features eight roomy bedrooms and eight full bathrooms, just steps away from Cannon Green and just three blocks to historic King Street. Ideal for sizable groups or...

Permit Number: 05934The Space: Introducing Casa Bella: A Charming Charleston Retreat with Ample Space and Serene YardLocated in the heart of Charleston, Casa Bella offers a freshly-modernized haven boasting 6 bedrooms, 4 bathrooms, and divided into...

Summary:Welcome to your Charleston gathering home, a six-bedroom property just one block from King Street that offers space, character, and plenty of outdoor appeal. Ideal for enormous families or groups who want walk-ability, historic details, and...