Holiday rentals with outdoor seating in French Quarter

Charming 2 Bdrm/3 bath Cottage by Marion Square

Wake up refreshed in the carved four-poster and curl up on the tan leather couch under the skylights in this charming brick house built in 1802. Gather for a leisurely breakfast in the morning, or cocktails in the afternoon in the illuminated, landscaped courtyard. #BL005522012017 Not recommended for children. This entire home was renovated in 2017. This charming cottage has sleeping for six. The first floor has a queen sleeper sofa in the living room plus a full bath off of the living room. The second floor has two bedrooms - one king bed with private bath and one queen bed with private bath. The bedrooms and the living room have new flat screen TVs. Hardwood flooring and tile throughout. New stainless steel appliances and granite counter tops in the kitchen. Linens are Eqyptian cotton and the towels are plush! The guest cottage is very comfortable and clean! There is a private lighted, landscaped courtyard with a table and chairs and a Charleston bench. Guests have access to the entire house and a private, landscaped and lighted courtyard with table and chairs. There is on-site parking for 2 cars. I do not live on the property, but am available if needed. The property is around 300 feet from King Street, the major shopping and dining center in the heart of downtown Charleston. The property is located near the intersection of King and Calhoun Streets. Marion Square, Gaillard Center, and other activities are within easy reach. This location is in the center of the downtown activity with great access to shops and restaurants on foot. DASH is a free shuttle service for the Historic Peninsula area of the City of Charleston. One of the trolley stops is 1/2 block away.

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.

The Woodhouse - Historic 2BR Downtown CHS

Location, location, location! This warm & welcoming 2 BR stay in a historic 1852 Charleston single is just steps away from all of Charleston. Its recently renovated spaces & preserved natural wood accents make this accommodation a cozy stay to retreat back to after exploring The Holy City! -Two private bedrooms & two full bathrooms -Fully equipped kitchen -Quaint outdoor garden -One off street parking space -Hulu w/ Live TV access ✰Decorated for the holidays✰ *Legal short term rental*

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.

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!

Petite Maison- guesthouse, Downtown Charleston

Take it easy at this tranquil and gorgeous getaway located in the quiet and trendy downtown neighborhood of Wagener Terrace. Newly renovated, this stylish guest house is just 2 miles from the center of historic Charleston. Petite Maison is the perfect stay for couples or singles looking to live like a local in this popular downtown neighborhood. Enjoy a quiet walk or bike ride to Hampton Park and some of the best restaurants and bars in the city. Residental STR Permit # OP2023-04086

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.

Serene Courtyard • Parking • 2 Blocks to King St!

✨ Welcome to Azaleas on Spring – Suite C! 🌺 Notable amenities include: 🌿 Secluded Private Patio 📍 2 Blocks to King St – Walk to Charleston’s Best Dining, Shopping & Nightlife 🛏️ 2 King Bedrooms + 2 Ensuite Bathrooms 🚙 On-Site Parking for 2 Vehicles 😴 Comfortable Mattresses 📺 Smart TVs – Streaming Included! 🛜 High-Speed WiFi + Desk 🫧 Washer/Dryer 🍳 Fully Stocked Kitchen ☕️ Local Coffee Provided 🚿 Hair Tools in Bathrooms 🎶 Record Player + Game Console

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.

2500SF Downtown 1849 home w/ pool!

The perfect Oasis in the middle of the Peninsula... Come home to this 2,500 SF c.1849 historic property and take a dip in the pool after a long day walking around or relax and have a cocktail on the balcony. Walk out the door and explore Cannonborough-Elliotborough and some of the best restaurants the City has to offer. Off-street parking for 1-2 vehicles is provided, a rarity downtown. We are a legal City licensed short-term rental 2026 OP. 07096.

Boho Bungalow | Private Oasis with Jacuzzi Pool

Escape to this enchanting brick cottage just moments from the harbor where historic charm meets modern comfort. Cozy up in the inviting living spaces with warm tones and exposed brick or relax in the private garden just outside. A charming bedroom awaits and you’ll adore the fully equipped kitchen perfect for intimate meals. Now featuring a brand-new dipping pool with jacuzzi-style jets and the option to heat or cool for year-round enjoyment.

Historic Charleston Charm | Private Luxe Retreat

Experience timeless Charleston elegance in this historic residence. High ceilings, polished wood floors, and oversized sash windows create a graceful escape. Set in Charleston’s Historic District adjoining the French Quarter, near King Street, Colonial Lake, and The Battery. Peaceful at night yet walkable to top destinations. Private entrance, 1,000 sq. ft. of curated living space, plus free dedicated off-street parking. (OP2025-06356)