Vacation rentals in Drum Island

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Top-rated vacation rentals in Drum Island

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Home in Mount Pleasant

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!

4.89 out of 5 average rating, 178 reviews
Top guest favorite
A serene tidal creek is shown, bordered by lush green grasses and occasional trees, under a soft sky with scattered clouds. A glimpse of the moon is visible against the blue hues, suggesting a peaceful evening atmosphere.
Cottage in Mount Pleasant

The Boathouse

We call it the Boathouse, but it could just as easily be called the treehouse. It sits just feet from a tidal creek amidst giant live oak trees. A short dock is right outside the door, so bring your kayaks or other small craft. Although cozy, it offers everything a simple cottage should. Shem Creek is minutes away, as are the beaches. Patriot's Point and parks are a short walk away. This is the closest residential neighborhood to Charleston that you will find in Mt Pleasant. ST250324 BL24-000442

4.95 out of 5 average rating, 552 reviews
Guest favorite
A welcoming living room features a spacious gray sectional sofa paired with patterned accent chairs. A large coffee table sits at the center, surrounded by a textured area rug. Natural light filters through the window with blinds, and a flat-screen TV is mounted on the wall.
Home in West Ashley

Charming 2BR | Near Downtown, Airport & Beaches

Welcome to The Hidden Getaway! Our newly renovated home is located in West Ashley, convenient to local dining & shopping. About 6 miles to historic downtown Charleston, 8 miles to Charleston Int'l Airport, 1.5 miles to Founders Hall & Legare Waring Home at Charles Towne Landing. Craving a beach day? Folly Beach, Sullivan's Island & Isle of Palms are all just a 20-25 minute scenic drive away. Whether here to explore our rich history or savor our incredible cuisine, you'll love our location.

4.96 out of 5 average rating, 161 reviews
Top guest favorite
The exterior of the guest house features a mix of textured siding and an intricately designed balcony supported by stylish columns. Surrounded by greenery, it includes a circular window and a swing on the porch, inviting relaxation in a tranquil setting.
Guest suite in West Ashley

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!

4.99 out of 5 average rating, 459 reviews
Top guest favorite
The exterior of a historic brick home is shown, featuring a symmetrical facade with black shutters and white trim. A dark front door is framed by climbing greenery. Surrounding trees and shrubs contribute to a natural setting, while a paved parking area is visible in front.
Home in Charleston

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

4.96 out of 5 average rating, 445 reviews
Guest favorite
The exterior of a brick ranch house is visible, showcasing a well-maintained front yard with greenery and a large tree. A driveway leads up to a single-car garage with a white door. The entrance features a covered porch highlighted by light blue shutters.
Home in James Island

Make Yourself at Home

Brick ranch, conveniently located between Downtown Charleston and Folly Beach, 5 minutes to King Street, 20 minutes to Mt. Pleasant and 30 minutes to airport. Full house with 3 bedrooms, 2 bathrooms, open kitchen, dining room and large living room with big screen tv. A screened porch, fenced in backyard, washer & dryer , on site parking for 4 vehicles. Walking distance to 2 playgrounds, tennis court, wildlife sanctuary, state park and a great view of Fort Sumpter and the city.

4.89 out of 5 average rating, 216 reviews
Top guest favorite
A grand entrance is presented with wide steps leading to a welcoming porch. Lush palm trees and flowering plants frame the entrance, while two double doors invite guests inside. The design reflects classic southern charm through its elevated structure and well-maintained landscaping.
Home in Mount Pleasant

Luxurious Artist's Home

Located within minutes to world-class restaurants, beaches and historic downtown, this home features the perfect combination of elegance, art and southern charm. Whether escaping for a getaway, seeking leisure, or looking for a fun-filled vacation, this home is perfect. Enjoy a private sauna, a 72" clawfoot tub, plush towels, luxurious beds, a well-appointed kitchen, surround sound, HD TV, streaming services, outdoor living and original art. ST permit ST260123 BL-24-005864

4.97 out of 5 average rating, 126 reviews
Guest favorite
The living area features a light-colored sofa adorned with a decorative pillow in shades of turquoise. A coffee table with a coastal-inspired design sits in front, and an acoustic guitar is mounted on the wall beside two doors painted in a matching soft blue.
Apartment in Charleston

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.

4.98 out of 5 average rating, 211 reviews
Top guest favorite
The entrance features a solid wooden door with six panels, bordered by two wall sconces providing warm, ambient lighting. A potted plant adds a touch of greenery, complementing the clean lines of the contemporary home exterior.
Home in Mount Pleasant

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.

5.0 out of 5 average rating, 283 reviews
Guest favorite
The image showcases a welcoming living area featuring a comfortable sofa and elegant decor. A red front door adds a pop of color, while a work desk is visible in the corner. Natural light fills the space, highlighting the warm wood floors and open layout.
Apartment in 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

4.94 out of 5 average rating, 214 reviews
Guest favorite
A newly-built guest cottage is depicted, elevated on pilings and surrounded by lush greenery. Light-colored siding is complemented by green shutters. Steps lead up to a welcoming porch with a railing, providing access to the spacious entry and large windows that invite natural light.
Guesthouse in Mount Pleasant

Stunning Couples Cottage with Creek Dock!

You will fall in love with this stunning, newly-built guest cottage nestled under the canopy of a majestic 400-year-old live oak tree! Providing ultimate comfort, convenience and serenity, this is the perfect place to launch your Charleston adventure – 10 minutes to Shem Creek, & 15 minutes to Sullivan's Island or Downtown Charleston. PLUS, come enjoy our brand new dock on the creek! A picture-perfect spot to relax and enjoy the stunning Lowcountry scenery!

4.98 out of 5 average rating, 287 reviews
Top guest favorite
Townhouse in Mount Pleasant

Coziest Townhome in the heart of Mt. Pleasant

Pleasant Places is conveniently located to the beaches, Shem Creek’s popular restaurants and tourist attractions and is minutes from Historical downtown Charleston. Drive, walk or bike to many local attractions and restaurants. 20 min from Charleston Airport 10 min from Sullivan's Island and Isle of Palms 8 min to Downtown Charleston 5 min to Shem Creek Bars & Restaurants 5 min to grocery stores - Whole Foods and Trader Joes ST260067 MP BL-24-016987

5.0 out of 5 average rating, 109 reviews

Popular amenities for Drum Island vacation rentals