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Bikes + Parking for free! Guesthouse Downtown

New & clean w/modern amenities, our “Lil’ Blue 💙 Bungalow” is ready to greet you! Complete with Washer & Dryer, Kitchen, Free Parking, 2 Bikes… you can't beat what this location has to offer! 2 blocks to grocery & pharmacy on upper King St plus you’re right around the corner from hip, award-winning coffee shops, restaurants & trendy bars. Get ready to take on Charleston & then recharge at the end of your day at your private, central Downtown Retreat! Perfect for couples & traveling professionals

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

The James is a unique NEW 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

Updated Historical Apartment with Terrace

This unique studio space has been re-imagined to balance the magic of the past with modern amenities, including eclectic furnishings and decor, original architecture details, contrasting textures, and an outdoor dining area. Granted an exception by the city to operate as a short term rental. Parking available at St. Phillip parking deck around the corner. This property is on the second floor which means a steep staircase is involved. This property is not suitable for children, including babies.

Historic Vintage Charm | Private Modern Luxe

Turn back time in this refined historic Charleston residence (OP2025-06356). Soaring 12-ft ceilings, polished wood floors, and grand sash windows set the tone for an elegant retreat. A master bedroom and curtained sunroom each offer king beds for flexible sleeping. Located in a quiet, walkable historic downtown neighborhood. Perfect for couples or a sophisticated girls’ weekend. Private entrance, thoughtfully designed 1,000 sq. ft. interior. Exclusive off-street parking with EV charger.

Charming Home Located Close to Everything

Enjoy your stay in Charleston at this comfortable, and centrally-located duplex. You'll love the charming, historic neighborhood with hundred-year-old oaks, and how quickly you can hop to downtown (3 minutes) and the beach (15 min). You'll be able to walk to a local, organic grocery store, coffee shop, and several restaurants and local boutiques. The property backs up to sixteen miles of paved paths - perfect for walks or a bike ride. This is the ideal home base for your visit to Charleston!

Historical Southern Charmer with Gated Parking

Two blocks off King Street, Cayo Cañón is located in Charleston’s charming historic Cannonborough-Elliottborough (C-E) neighborhood. A traditional (1835) Charleston home, our listing features the home’s entire first floor (1100 sqft), one king bed, one sofa bed, a breakfast nook, deck, gated off street parking, and plenty of outdoor space. When staying at Cayo Cañón, you’ll find yourself steps away from the Holy City’s highest rated restaurants, bars, historical sites, parks, and shopping.

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.

Large Guesthouse with Private Dock & Marsh Views

This newly built carriage house is separate from the main house. The cottage is about 1,200 sqft so it very open and spacious and great views of marsh and our tidal creek. We have a separate work area with desk and a massive dinning table if you need more room to work or to gather with friends. Full kitchen, washer and dryer, massive shower, the list goes on. You may not want to leave! Feel free to go sit and have coffee or cocktails on the dock. PERMIT# OP2025-06925

The Heart of Charm: Discover Downtown Charleston

Enjoy our home in historic Charleston. Located in a revitalized neighborhood offering an eclectic mix of Victorian homes, churches, apartments, businesses, bakeries, coffee shops, and quaint restaurants. Grab a bite to eat at Fuel, Xiao Bao Biscuit, and Bad Bunnies, all within walking distance: Upper King St., MUSC campus are minutes away. Citadel is a short drive. Walker-friendly neighborhood. . Gated with 1 off-street parking space. OP2025-06616

The Iris, Signature Suite, Third Floor

Settle into Charleston in one of our Signature Suites at The Iris, a brand new Apartment Style Hotel nestled in an unbeatable location. This architectural gem is in one of Charleston’s most vibrant and desired tourist areas, only one block from King Street. Right outside your door is a curated mix of dining, shopping, and southern charm; a few of our favorites nearby are Chubby Fish, By The Way, and Chez Nous. Book today to ensure your dates!

18th Century Charleston | Church St Kitchen House

Enjoy a rare stay in this charming 2-bedroom cottage located in Charleston’s Historic District. Built over 300 years ago, this unique home blends timeless character with modern comfort! Relax in your private courtyard, enjoy the convenience of free parking, and experience the charm of staying in one of Charleston’s oldest homes, all just steps from the city’s history, dining, and culture. Permit Number: BL6342

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