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154 rentals found
New Build - Steps to King Street

Feel the epitome of modern Charleston living in this impressive, brand new, 5-bedroom, 5-bathroom vacation rental apartment, aptly named The Chateau. Located in the heart of downtown Charleston, this extravagant abode offers an unbeatable location...

  • Charleston
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 14
Historic Duplex 6 Blocks To King - Lots ...

Summary:Take it simple on the porch after a long day at the beach, then pull up a chair for a casual dinner. This handsome duplex offers a touch of sophistication tucked into historic downtown Charleston.Think of everything you'd want for your ideal...

  • Charleston
  • 6 Bedrooms
  • 4 Bathrooms
  • Sleeps 14
Huge 5-bedroom home in the heart of down...

This cavernous 5-bedroom, 3-bathroom historic home offers a unique blend of Southern appeal and modern comfort. Located in the heart of Downtown Charleston, you'll be within walking distance of the city's best eateries, vibrant bars, and captivating...

  • Charleston
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 13
Guesthouse Charleston: SOUTH 105 ALL

This combined listing for South 105 A, B, & 105.5 is a great space for huge groups. Each unit has 4 bedrooms, and 4.5 bathrooms totaling 12 bedrooms, 12 full bathrooms, 3 half bathrooms, 3 full kitchen/living areas. Located on the desired Spring...

  • Charleston
  • 12 Bedrooms
  • 13 Bathrooms
  • Sleeps 28
Large Vacation Home in heart of Charlest...

Jan or Feb Specials Available- Work from Charleston with Friends for $10,000 for the whole month!. Send inquiry for details.Welcome to The Penny Palace: Where History Meets Modern Comfort!This 3-story historic gem, is located in the heart of the...

  • Charleston
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 14
The Juliette-Entire Luxury Residence

Suitably located in the heart of Downtown Charleston, it is our honor to introduce The Juliette. Prioritizing an opulent aesthetic with comfort in mind, it is here that you'll find the mastery of accommodation at last.The spaceAll-inclusive of the...

  • Charleston
  • 6 Bedrooms
  • 4 Bathrooms
  • Sleeps 16
The Monroe | 5BR - Voted Best of Charles...

Summary:Stay at The Monroe on Spring, a entirely refreshed 1885 Charleston manor voted Finest of Charleston. Blending historic grandeur with modern luxury, this 5-bedroom getaway features chic interiors and sprawling porches ideal for calming after...

  • Charleston
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 16
Mint Julep | Largest Private Pool Downto...

Permit Number: 05932The Space: Step into a world of opulence and relaxation at The Mint Julep House, where every detail has been meticulously curated for an extraordinary stay. This two-story residence, newly refreshed and impeccably furnished...

  • Charleston
  • 6 Bedrooms
  • 5 Bathrooms
  • Sleeps 12
The Edisto River Complex- 4 Condo Comple...

The PERFECT vacation rental for Weddings, Giant 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 in...

  • Charleston
  • 8 Bedrooms
  • 8 Bathrooms
  • Sleeps 24
Welcome to The Crystal Palace — Perfec...

DOWNTOWN LUXURY — THE CRYSTAL PALACEA restored 1850s Charleston Single glowing with chandeliers in every room, unmatched downtown walkability, exceptional parking, and fast access to Charleston’s best beaches and waterfront dining.The Crystal...

  • Charleston
  • 6 Bedrooms
  • 5 Bathrooms
  • Sleeps 12
Oikos - 19 Bedrooms in Downtown Charlest...

Permit Number: 06280The Space: After February 2026, appreciate a brand-new opulent pool in the enclosed backyard. Photos coming soon!Welcome to your ultimate group hideaway! This broad 4-unit, 19-bedroom listing is ideal for enormous groups...

  • Charleston
  • 19 Bedrooms
  • 15 Bathrooms
  • Sleeps 38
Vacation Villa 5 mins to King ‘The Pal...

Summary:Vacation Villa 5 min. walk to King St, in the heart of downtown Charleston. This tropical getaway offers sleek design, soaring 25’ ceilings, open first floor kitchen & living room, and cavernous bedrooms with en-suite spa bathrooms. The...

  • Charleston
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 14
Casa Bella - Your Oasis in the Heart of ...

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...

  • Charleston
  • 6 Bedrooms
  • 4 Bathrooms
  • Sleeps 12
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 appreciate a bit of breathing room. With four...

  • Charleston
  • 5 Bedrooms
  • 4 Bathrooms
  • Sleeps 14
? Walk Score 98 ? 1blk to King St. Outdo...

Summary:Welcome to your Charleston gathering spot, a cavernous 6-bedroom home constructed for enormous groups seeking style, flexibility, and unbeatable walkability. Featuring two high end kitchens, generous living spaces, and just one block from...

  • Charleston
  • 6 Bedrooms
  • 5 Bathrooms
  • Sleeps 16
Bee & Blossom | Historic Charm

Permit Number: 06191The Space: This former historic Bed and Breakfast has undergone a magical transformation into what is a freshly-modernized 6 bedroom/6.5 bath designer's showcase home in the trendy, laid-back Radcliffborough neighborhood. Close...

  • Charleston
  • 6 Bedrooms
  • 6 Bathrooms
  • Sleeps 12
Quarters on Spring-Rare CHS Retreat for ...

Welcome to The Quarters on Spring, an exceptionally cavernous and delightfully refreshed Charleston hideaway located just mins. from the heart of downtown. It is rare to find a home this sizable, this updated, and this striking in such a prime...

  • Charleston
  • 6 Bedrooms
  • 4 Bathrooms
  • Sleeps 12
Brand NEW! 5BR/5BA Home, Perfect for Gro...

26 Bee Street features two distinct units in Charleston's charming Cannonborough/Elliotborough neighborhood. This vibrant property includes five bedrooms and five bathrooms across both units, each gorgeously restored to showcase historic appeal...

  • Charleston
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 10