Vacation rentals in Drum Island

4.89 out of 5 average rating, 178 reviews

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!

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.

4.92 out of 5 average rating, 306 reviews

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

4.91 out of 5 average rating, 214 reviews

Luxurious Artist Cottage - reduced midweek rates

Enjoy the luxury offered in this beautifully decorated coastal cottage owned by artists. Ten min from downtown and 5 min from the sunrises and sunsets on the Charleston Harbor. Five grocery stores are within 5 minutes including. The Mount Pleasant Waterfront Park is five min by car. Beaches & downtown are 10- 15 minutes away. Other airbnb on property: airbnb.com/h/luxuriousartisthome ST permit ST260124 B license BL-24-019339 Other airbnb on property: airbnb.com/h/luxuriouscoastalcottage

Cottage in Cannonborough Elliotborough

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.

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

Guest suite in West Ashley

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.

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

Guesthouse in Mount Pleasant

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.

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

The modern kitchen features a large island with seating for four, complemented by sleek cabinetry and stainless steel appliances. Two statement light fixtures hang above the island, illuminating the spacious area with natural light streaming through large windows.

4.96 out of 5 average rating, 211 reviews

Bridge View - Spacious Luxury Home w/ Rooftop Deck

Discover the ultimate Charleston experience in the heart of Old Mt. Pleasant! Immerse yourself in the vibrant energy of this fully renovated, adorable house. Nestled conveniently close to pristine beaches, just steps away from restaurants, and very to to historic Downtown Charleston. This rental is your gateway to a quintessential Lowcountry adventure. Don't just visit Charleston—live it, love it and make unforgettable memories at this delightful retreat! Your adventure begins here!

A charming pathway lined with greenery leads through a white picket gate. The brick-paved path is bordered by flourishing plants and small trees, inviting a serene stroll through the garden-like setting.

5.0 out of 5 average rating, 422 reviews

Dream Catcher Carriage House Daniel Island

Our carriage house apartment is located on a peaceful marsh on beautiful Daniel Island next to walking/biking paths. It is also walking distance to parks, shops, restaurants and Capital One Stadium. Daniel Island is approximately 15 to 20 minutes from the airport, downtown Charleston, and local beaches. The room price now includes AirBnB 15.5% fee. All AirBnB rentals in Charleston & Daniel Island must have a business license. Dream Catcher's permit number is OP2018 00373.

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.

4.98 out of 5 average rating, 212 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.

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.

5.0 out of 5 average rating, 283 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.

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.

4.94 out of 5 average rating, 214 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