
Vacation rentals in Dewees Island
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Top-rated vacation rentals in Dewees Island
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Relax and Unwind in a Stylish Beachfront Villa
Enjoy breathtaking beachfront sunrises and dining at a cozy table on your own covered balcony. The private pier and pool are only steps away from the ocean. View stunning sunsets and Sullivan's Island Lighthouse from the bedroom and entrance. Nautical decor, premium vinyl plank floors, and shiplap walls coalesce within this bright apartment retaining an ethos of southern charm. The gourmet kitchen is well-equipped with full-size appliances, ice-maker, filtered water dispenser, granite countertop, under-counter lighting and a convenient coffee bar with multiple brew options! The panoramic ocean views are the best available at Sea Cabins! Located on the 3rd floor, it's just 3 doors from the end of building C. Enjoy beautiful sunrises right from the living room, kitchen, or balcony, and sunset views of Sullivan's Island Lighthouse from the front door or bedroom window. You will have private access to the beach, community pool, and fishing pier. Island shopping, restaurants, groceries and entertainment are just steps away! It is conveniently located near Mt. Pleasant, Shem Creek, and historic downtown Charleston, giving you unlimited choices for dining, shopping, and entertainment. This home sleeps 4 with a queen size bed and a queen sleeper sofa with memory foam mattress. Enjoy your meals at the bar or on the balcony. Outdoor grilling facilities and picnic tables are also available. The pool-house features private bathrooms and a coin-operated laundry. Access by stairs only (no elevator). Full Absentee host The apartment is located in Isle of Palms, a city on the slender barrier island of the same name. It’s known for its beaches backed by condos and eateries. Sea turtles nest in the area. A nearby park includes a beach, picnic areas, and a playground. Dining, shopping, and entertainment within walking distance. Only a short drive to historic Charleston, SC! Please be aware that the property has a Ring video doorbell on the premises (at the front door). There are no cameras/surveillance devices inside the home or on the balcony.

★Delightful guest house near historic plantations★
Nestled in the Historic Plantation District between Summerville & Charleston, our timberframe "bunkhouse" offers privacy, comfort & convenience. This 850+ sq ft retreat includes full kitchen & bath, 2 dbl beds, twin bed & plenty of living space. There's a private entrance, so come & go as you please (we're right next door if you need us). Minutes from Middleton Place, Drayton Hall & Magnolia Gardens, an easy drive to dntn Charleston, historic S'ville, beaches & golf courses. *Now with WiFi*

The James: “Tiny” Home b/w Downtown & Folly
The James is a unique 530 sq ft retro coastal tiny home located in a gorgeous neighborhood on James Island ◡̈ 10 mins to downtown Charleston 12 minutes to Folly Beach Walking distance to restaurants The James sleeps up to 6 people and 2 dogs (NO PET FEE) & boasts a private fenced yard & patio with an outdoor shower and Clawfoot tub! The James is ideal for solo travelers, couples, families, those traveling w/ their dog(s), those w/ limited mobility and groups of friends. #BNB-2023-02

Architecture* La Cabaña * Beach 8 min * 2 Bedrooms
Nestled on an old dirt road sits La Cabaña, a uniquely designed haven of relaxation and a vibrant tropical scene. This exquisite property has 2 master suites, thoughtfully positioned at opposite ends of the house to offer privacy and tranquility for couples seeking a rejuvenating getaway. Wake up to the sounds of a bubbly lagoon and a hot cup of coffee in your private retreat. La Cabaña's location offers easy access to the IOP Beach & a short drive to CHS culinary scene. ZSTR-12-25-01315

Antique Tugboat on the Harborwalk
Welcome aboard this lovingly restored antique tugboat, moored just steps from the storied streets of Georgetown. Once a proud workhorse of American waterways, this vessel now offers a rare opportunity to experience life as it was in 1907—without sacrificing comfort. Let the scent of old pine and briny air greet you each morning as the harbor stirs to life. Cradle a warm mug of coffee as the sun lifts above the horizon, painting the masts and marshes in amber light. Your voyage awaits.

Relax & Enjoy Life! Updated Wild Dunes Condo
Beautiful and updated condo in gated Wild Dunes, Charleston's Island Resort! Perfect setup - 2 separated bedrooms with their own bathrooms and balconies. Two queen beds with high quality linens in each bedroom, attractive décor, flat panel TVs, WiFi, washer & dryer, books, games, and a fully stocked kitchen. Steps away from the condo complexes' private pool and about a 5 minute walk to beach. Relaxing comes easy with two lagoon‑facing balconies. NO PETS, SMOKING, OR PARTIES

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 Goose Cottage at Wild Goose Flower Farm
Located next to the family farmhouse at Wild Goose Flower Farm, The Goose Cottage was designed to immerse guests in our calm and peaceful country life. We are located 15 minutes from the hearts of Cane Bay, Nexton and Exit 194 on I-26, and 45 minutes from Downtown Charleston. Two can sleep in the queen size bed but the sofa also extends into a queen-sized sleeper. Please reach out with further questions or if you would like to inquire about an extended stay.

Private Waterfront Retreat w/ Sauna
Escape to The Hideaway, a newly built modern 2BR/2BA waterfront retreat on St. Helena Island. Surrounded by live oaks and sweeping salt marsh views, this architecturally unique cottage blends luxury and nature with curated amenities, including a private indoor sauna. Peaceful and secluded, yet just minutes from beaches, outdoor adventures, local shops, and dining—designed for rest, reconnection, and renewal.

Port O'Call B 203, Direct Ocean View!
VIEWS, VIEWS, VIEWS and more views are what you're gonna get when you stay at Port O'Call B203! Your living room and bedroom have full on expansive ocean views. The screened porch has a 180 degree Atlantic view. Port O'Call B203 boasts an Ocean front swimming pool; just steps from the beautiful sea. The World renowned Wild Dunes has two championship 18 hole golf courses, multiple practice facilities.

Private waterfront apt in the oaks
Romantic get away for nature lovers. Private 2nd floor studio apartment over garage (guest parking), nestled among large live oaks overlooking tidal creek & dock on wooded property. Less than 30 minutes from downtown Charleston, Folly Beach, Kiawah. Shrimp, fish, crab or just enjoy the hammock on the dock. Or go for a paddle in one of the kayaks provided for a small fee.

The Anita Suite.
A designer curated boutique suite designed for a memorable Charleston stay. Enjoy a king bed, spa-like soaking tub, skylights, kitchenette, and thoughtfully collected vintage decor throughout. Relax in the courtyard under string lights or stroll the beautiful park directly across the street. Located in the heart of Park Circle near restaurants, breweries, and downtown.
Popular amenities for Dewees Island vacation rentals
Other great vacation rentals in Dewees Island

Modern Oceanfront Condo w/ Rooftop Balcony

Charleston Waterfront Retreat w/ Deep Water Dock

2 King bed 2 Bath*Walkable* Downtown Summerville

Welcome to Greene Acres Farm!

Island Life

Shaded Retreat

23 Sandcrab Court by AvantStay | Balcony & Grill!

Fairway Dunes 11 - Immaculate Remodel! Pickleball!
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- Sullivan's Island Beach
- Isle of Palms Beach
- Charleston City Market
- Bulls Island
- James Island County Park
- Waterfront Park
- College of Charleston
- North Charleston Coliseum & Performing Arts Center
- Shem Creek Park
- Riverfront Park
- Rainbow Row
- Hampton Park
- The Charleston Museum
- Middleton Place
- Edisto Beach State Park
- Magnolia Plantation & Gardens
- Angel Oak Tree
- White Point Garden
- The Citadel
- Kiawah Beachwalker Park
- Morris Island Lighthouse
- Gibbes Museum of Art
- Seabrook Island Beach
- Boone Hall Plantation





