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163 rentals found
Historic Charm | The Bee & Blossom

Permit Number: 06191The Space: Welcome to The Bee and Blossom, a attractively reimagined historic 6-bedroom, 6.5-bath home in the laid-back Radcliffborough neighborhood, thoughtfully designed for groups of up to twelve guests!Spanning three roomy...

  • Charleston
  • 6 Bedrooms
  • 6 Bathrooms
  • Sleeps 12
5BR Rooftop Home with Parking Near King ...

Summary:Discover the Palmetto on Spring, a striking 5-bed, 5.5-bath Charleston getaway. This modernized home spans three floors, featuring a detached guesthouse and a private rooftop terrace with city vistas. Ideal for enormous groups, it's just a...

  • Charleston
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 12
Screened Porch + Grill: Spacious Charles...

3,000 Sq Ft | Family-Friendly Conveniences | 3 Mi to Folly BeachMake this 5-bedroom, 3-bathroom vacation rental your home base as you discover all Charleston has to offer. The 'James Island Folly Family Retreat' includes multiple living areas, ideal...

  • Charleston
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 10
Casa Zoë: Bright Charleston Cottage Nea...

Summary:OP2025-05861Point of View Cottage is a bright and airy Casa Zoë getaway made from two seamlessly connected spaces - ideal for families, friends, or groups who want to stay together but still savor a bit of breathing room. With five...

  • Charleston
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 14
93.5 A&B - New listing! 6 Bedrooms Close...

The property located at 93.5 unit A & B The Manor is a handsome two-story new construction home providing all the amenities of home combined with classy furnishings and an marvelous location.Unit A is the first-floor unit with an open concept...

  • Charleston
  • 6 Bedrooms
  • 6 Bathrooms
  • Sleeps 16
Island Retreat - Great for Large Groups

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 cavernous backyard. The individual units provide plenty of space for privacy with 1...

  • Charleston
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 14
The Rutledge Avenue Inn Historic Charles...

Permit Number: 05608The Space: Rutledge Avenue Inn, Units A, B and C, is a handsomely restored 5-bedroom, 5-bath Charleston gem with two additional half baths, offering the ideal blend of privacy, appeal, and modern comfort. Guests savor exclusive...

  • Charleston
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 10
Sleeps 16 | Pet-Friendly 2-Unit | Near K...

Sleeps up to 16! This modern, freshly modernized home consists of 2 enormous apartments, rentable separately or together. You have a private backyard to relax/dine with a wide umbrella. Wood floors sit beneath exposed beams, w/ stainless steel...

  • Charleston
  • 6 Bedrooms
  • 4 Bathrooms
  • Sleeps 16
Stylish 5BR/5BA Downtown Retreat - Walk ...

Summary:Stay in this freshly modernized 5-bedroom, 5-bathroom downtown getaway accommodating up to 12 guests. Featuring open concept living areas, a entirely equipped kitchen, extravagant king beds, and off-street parking. Just one block from King...

  • Charleston
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 12
Cannon Collective | 5BR Historic Home Do...

Summary:Welcome to Cannon Collective, a cavernous 5 bedroom home in downtown Charleston full of character, elegance and prime access. Ideal for huge groups, families or gatherings looking for comfort, appeal and space. You will find yourself walking...

  • Charleston
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 15
The President St Trio - 8 Bedroom

Summary:Group-friendly, three-home complex, centrally located in Downtown Charleston! - Over 5,000 square feet- Great for huge groups—spend time together, but everybody can have their space!- Open-air porches, welcoming living areas & roomy...

  • Charleston
  • 8 Bedrooms
  • 6 Bathrooms
  • Sleeps 16
8BR-Spring Street Retreat ~ 2 Full Homes...

Welcome to the Holy City, and the historic southern appeal of the Charleston peninsula. Our Vacation Rental By Owner is located in striking downtown Charleston and just mins. away from MUSC, the College of Charleston, and King Street’s shopping...

  • Charleston
  • 8 Bedrooms
  • 6 Bathrooms
  • Sleeps 16
5BR Spring Street Duplex - Walk to King ...

Feel the timeless appeal of Charleston’s historic peninsula, the Holy City. Stay just mins. from MUSC, the College of Charleston, and the vibrant shopping, dining, and nightlife of King Street. From this ideally located downtown home, you’ll be...

  • Charleston
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 10
Luxe 7bd, 6ba Retreat, Steps from King

Summary:Stay steps from upper King Street in this refined getaway blending luxury and appeal. Featuring sleek interiors, modern amenities, and vistas of Charleston’s vibrant downtown, it’s ideal for travelers who want shopping, dining, and...

  • Charleston
  • 7 Bedrooms
  • 6 Bathrooms
  • Sleeps 16
Guesthouse Charleston: SOUTH (105 A & B)

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 enormous groups or...

  • Charleston
  • 8 Bedrooms
  • 9 Bathrooms
  • Sleeps 20
The Cannon Exchange Building By Charlest...

Feel the pinnacle of Charleston living at the Cannon Exchange Building, a thoughtfully designed luxury property offering two broad residences: The Chateau and The Soirée. Each unit accommodates up to 14 guests, making the building ideal for huge...

  • Charleston
  • 10 Bedrooms
  • 11 Bathrooms
  • Sleeps 28
Cocktail Club | 4 Redesigned Suites

Permit Number: 05591The Space: Savor gracious Southern living in this cavernous 8-bedroom home, thoughtfully divided into four handsomely designed 2-bedroom units, ideal for enormous groups staying together under one roof!Ideal for family...

  • Charleston
  • 8 Bedrooms
  • 4 Bathrooms
  • Sleeps 17
8 Bedroom - Close to King Street - with ...

Feel the timeless appeal of Charleston’s historic peninsula, the Holy City. Stay just mins. from MUSC, the College of Charleston, and the vibrant shopping, dining, and nightlife of King Street. From this ideally located downtown home, you’ll be...

  • Charleston
  • 8 Bedrooms
  • 4 Bathrooms
  • Sleeps 16