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Pleasant Place New Build + Pool Great for Families

Bring your family & enjoy our brand new 2020 built home minutes to downtown Charleston, only 6 miles from the beach! Pleasant Place is in the BEST location to top restaurants & activities. This lovely 2700sqft 4 BR 3 BA pleasantly sleeps 10 guests and has all the familiar comforts of home with a fenced-in pool oasis, on a quiet street within walking distance to the Ravenel bridge connecting you to the heart of Charleston. Just a few minutes drive to the best beaches. Bring the family, book now!

The James: “Tiny” Home b/w Downtown & Folly

The James is a unique 530 sq ft retro coastal tiny home located in a gorgeous neighborhood on James Island ◡̈ 10 mins to downtown Charleston 12 minutes to Folly Beach Walking distance to restaurants The James sleeps up to 6 people and 2 dogs (NO PET FEE) & boasts a private fenced yard & patio with an outdoor shower and Clawfoot tub! The James is ideal for solo travelers, couples, families, those traveling w/ their dog(s), those w/ limited mobility and groups of friends. #BNB-2023-02

Perfect Tiny Cottage, Historic Downtown Charleston

So much to see, do, and eat near this cozy spot! Nestled in a quaint neighborhood of historic downtown Charleston homes (families & college students), this lovely studio tiny house is situated just 3 blocks from central King St. Only a 10 minute walk to Charleston's best shops and restaurants including Chez Nous and Callie's Hot Little Biscuit, as well as College of Charleston and MUSC. A quick ride to historical attractions, breweries, and the beaches of Sullivan's Island, Folly, and more.

3 Bdrm Home w Courtyard & parking- Heart of City

Welcome to our historic home Est. 1802! This charming home was renovated in 2017 & is located in the heart of downtown Charleston, near the intersection of King & Calhoun St. It is steps away from King St...the center of shopping, great restaurants, Marion Square & other downtown activities! Fully licensed & permitted by the City of Charleston BL005521012017 Offered separately is an adjacent property, the Guest House (2 Bdrm + Queen Sleeper + 3.5 bath) www.airbnb.com/rooms/17119598

The Garden Folly Guest House

Our architect said, “this is NOT a garage, it’s a Garden Folly!” Our Guest House has a bird’s eye view of the rose covered pecan tree and a vista of the marsh and the Wappoo Creek. When we rebuilt our 1930's garage we saved all the beaded siding and pine floor. My husband enjoyed incorporating many design elements and creative ideas. It was quickly becoming the Taj Garage. We decided it was just the kind of property we enjoy when we travel, so, Voila! we decided to share it with you!

Endless Summer Downtown CHS

This historic property was built in 1838 with original porches to this grand Charleston home. Full renovation in January 2023 to create the beachy, coastal, surf chic spot it is today. Updates include new kitchen, two new bathrooms & fresh paint. Relax surrounded by a fun vibe and great local art. Downtown dining and bars are a short stroll away but we are still tucked in the quiet neighborhood close to MUSC Hospital. Walkable to Upper King Street nightlife and dining.

Upscale EARL CRT 3-bdrm Old Village/Shem Creek

STR PERMIT #ST250176 BUSINESS LICENSE #20135982 3-bdrm Earl's Court neoclassical upscale home, nestled in the heart of the historic Old Village, offering the charm of low country living. Just a block from Shem Creek bars & restaurants, Old Village shops & eateries, Alhambra Hall, Pitt St Bridge, and a weekly all food Farmer's market, featuring low countries finest! The Arthur Ravenel Bridge, downtown Charleston, Sullivan's Island & IOP beaches are all bike riding distance.

The Parlor | 1BD w/ Huge Porch, King Bed + Parking

Unwind and enjoy generous space in this historic retreat. A large private piazza overlooking the backyard offers the feeling of having your very own Charleston dream home. Built circa 1850 and converted to apartments over a century ago, this farmhouse features expansive rooms with original moldings, mantels, and hardwood floors. A thoughtful restoration blends modern conveniences, like an updated kitchen and bath, with the timeless charm that defines Charleston.

Timeless 2 BR Home | Heart of Charleston | King St

Welcome to our lovingly restored 18th-century historic Charleston home! An original chimney and wet pine floors seamlessly blend with modern furnishings to offer an upscale vacation for visitors who have an eye for art. Whether you're traveling for work or leisure, this is the perfect place to experience Charleston's southern charm! 5 Min Walk to King Street 3 Min Walk to Cigar Factory / Cedar Room 5 Min Drive to Charleston City Market Licensed: 0P2021-02124

Guesthouse Convenient to Charleston, Shem Creek, and Beaches

Relax in this separate guest home nestled in a well-established Lowcountry neighborhood. The ‘treehouse’ has an open-plan design with vaulted notched board ceilings, creating a feeling of light and space, with elegant furnishings throughout. The well-equipped kitchen and grill on the porch encourages intimate home cooking. We lived in this space before we moved into the main house, so we can attest to it being comfortable, and well maintained.

Casa Zoë | Historic Garden Carriage House CHS

OP2026-07206 A hidden gem in the heart of Charleston, Gibbon House is a beautifully restored brick carriage house with a story to tell. Once the office space for the Charleston Symphony Orchestra, it now offers elegant, design-forward hospitality just steps from King Street. Featured in Condé Nast Traveler, Gibbon House combines history, charm, and comfort with Casa Zoë’s signature warmth and character.

Loft In Historic Downtown Charleston Condo

Experience Charleston like a local! This completely renovated modern charming condo is the place you want to stay on your next trip to Charleston. The loft is in the heart of the French Quarter! Step outside your front door and you will see the city's top restaurants and bars! One bedroom loft style condo with spacious living! Check out our sister property! https://www.airbnb.com/rooms/20425624