
Vacation rentals in Drum Island
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Top-rated vacation rentals in Drum Island
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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!
4.89 out of 5 average rating, 178 reviews
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
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
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
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
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
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
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
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
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
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
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 reviewsPopular amenities for Drum Island vacation rentals
Other great vacation rentals in Drum Island

Boho Rosa | Famous Pink House with Pool & Yard!
4.98 out of 5 average rating, 225 reviews
Fire Tower Classy 1BR in Downtown Charleston!
4.87 out of 5 average rating, 331 reviews
Walk to restaurants! New, beautiful & clean home
4.98 out of 5 average rating, 124 reviews
Charleston Harbor view, garage apt
4.95 out of 5 average rating, 769 reviews
The James: “Tiny” Home b/w Downtown & Folly
4.98 out of 5 average rating, 268 reviews
Remley's Retreat - 2 Bedroom Guest House
4.97 out of 5 average rating, 78 reviews
Hemingway House
4.86 out of 5 average rating, 66 reviews
Coastal Caviar | The Ossetra | Honeymoon Suite
4.98 out of 5 average rating, 93 reviewsDestinations to explore
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- Sullivan's Island Beach
- Isle of Palms Beach
- Hunting Island State Park Beach
- Charleston City Market
- Bulls Island
- James Island County Park
- College of Charleston
- North Charleston Coliseum & Performing Arts Center
- Waterfront Park
- Rainbow Row
- Riverfront Park
- Shem Creek Park
- Magnolia Plantation & Gardens
- Hampton Park
- Edisto Beach State Park
- The Charleston Museum
- Middleton Place
- Hunting Island State Park
- White Point Garden
- Angel Oak Tree
- Kiawah Beachwalker Park
- Cypress Gardens
- Boone Hall Plantation
- Gibbes Museum of Art





