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
The exterior view features a light blue house with a porch and a dark green picket fence. A driveway leads to a garage marked with a white door. Lush green grass surrounds the area, contributing to a peaceful atmosphere.
Apartment in Charleston

Daniel Island Studio For Your Enjoyment!

Finished Room over Garage in historic Charleston, SC, is a cozy and beautiful living space with a full bath and kitchen, as well as a washer/dryer. Conveniently located in Smythe Park, just a mile away from downtown Daniel Island with shops and grocery store (Publix). Approximately 20 - 25 minutes from downtown Charleston. Accessibility limitations: this space requires walking 16 steps to access, and there is not a grab bar in the bath. No pets, smoking, or partying please. Permit #00711

4.92 out of 5 average rating, 306 reviews
Top guest favorite
A well-lit living area features a dark sofa, a small round table with a plant, and a workspace equipped with a desk and chair. A television is positioned on a wooden stand. Light-colored walls and large windows contribute to the welcoming ambiance.
Guesthouse in Mount Pleasant

Spacious Guest House in Mt Pleasant *10 min to dtn

The apartment has a perfect location! Just over the bridge, you are minutes to all Mt. Pleasant and Downtown Charleston has to offer! The space has lots of natural light and charm. Plenty of space to cook in the full kitchen. Great sized bedroom with king size bed. Tons of storage. Couch is a pull-out in case someone snores! Laundry is hidden in the closet. Boat ramp is a few blocks away. If you do need to park your boat on property there will be a $25 per night charge. ST260308, BL20135246

4.92 out of 5 average rating, 114 reviews
Guest favorite
A charming green cottage is framed by a white picket fence and features a red roof. Two light-colored chairs are positioned on a small porch, inviting relaxation. Sunlight filters through the trees, illuminating the surrounding grassy area.
Cottage in Cannonborough Elliotborough

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.

4.96 out of 5 average rating, 519 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, 460 reviews
Top guest favorite
A modern living area features a light grey sofa with pink accent pillows, arranged around a wooden coffee table. A colorful artwork adorns the wall, while a kitchen with wooden cabinetry and a breakfast bar with four stools is visible in the background.
Guesthouse in Mount Pleasant

Shem Creek Cottage!

Your own newly renovated cottage in a phenomenal location! Walk or ride bikes to Shem Creek and hundreds of restaurants and bars. 3 minute drive or 10 minute bike ride to downtown Charleston. Private neighborhood path through the marsh to Shem Creek and Shrimpboats. Cottage equipped with king bed, pullout king bed couch, full kitchen, bath, two large TV’s, washer & dryer, counter with barstools and private patio. 50 paces to neighborhood park! Permit #ST260119 - License #BL-24-035115

4.96 out of 5 average rating, 154 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
Top 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, 212 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, 284 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
A well-appointed kitchen is highlighted by light cabinetry and a marble countertop. Stainless steel appliances, including a refrigerator and a gas stove, complement the space. A small dining area is set with two stools at the countertop, while natural light filters through the window.
Guesthouse in Mount Pleasant

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.

4.97 out of 5 average rating, 523 reviews

Popular amenities for Drum Island vacation rentals