
Vacation rentals in Dewees Island
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Top-rated vacation rentals in Dewees Island
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Cozy condo w/easy beach access in Wild Dunes
Dear guests! I am happy to introduce an amazing retreat place with 10-min walk to the beach, and at the same time a cozy home-like spot where everyone will feel comfortable and warm hosted. This is a lagoon view condo on the second floor with two separate bedrooms. Every bedroom has its own bathroom and a private balcony. The unit also has everything you need for a comfortable leisure time. Relax with the whole family or friends at this peaceful and beautiful place to stay. Permit #: P-00694

★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*

3 BR only 1 block to the beach!
Enjoy your stay in this charming home located ONE block from the beach and ONE block from the IOP recreation center. Walk to sandy beaches, pickle ball courts, a brand new playground and much more. Newly renovated this property provides three bedrooms, two full baths and can accommodate up to six. With a beautiful and fully equipped kitchen, an extra large bath tub, and a large patio perfect for grilling out, you'll love having this comfortable home-base to come back to after a day in the sun.

Architecture* La Cabaña * Beach 8 min * 2 Bdrm
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

Pet Friendly Coastal Cottage
Pet Friendly! This beautifully updated 2BR, 2BA home is just 3 miles to the beach and 15 minutes to historic downtown Charleston. Comfortably sleeps 6 and features a fully fenced backyard—perfect for pups. Enjoy high-speed WiFi, a dedicated workspace for remote work, and stylish, serene living spaces. Spend your days at the beach, on nearby golf courses, or exploring Charleston’s charm—then unwind in your private backyard oasis. STR Permit No. ST260395 Business License: BL-001271

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.

Wild Dunes Retreat - Morgan Creek - 5 Min to Beach
Our family’s waterfront getaway on Morgan Creek offers stunning sunsets, golf course views, fishing from the dock, and access to a community pool. This older, well-loved three-story home has plenty of space for families and friends, just a few minutes from the beach and inside of Wild Dunes Resort. Expect charm and comfort—not modern luxury—with Charleston, Mount Pleasant, and Sullivan’s Island just a short drive away. 7 day minimum stay for summer season, check in on Saturday.

Waterfront Goat Island Getaway – Boat Access Only
Escape to Goat Island, a boat-access-only waterfront retreat just across from the Isle of Palms. This cozy 2BR + loft home offers Intracoastal Waterway and marsh views, multiple outdoor living areas with TVs, a private dock with covered pierhead and seating, and the peaceful serenity that comes with island life. Relax on rocking chairs, watch the sunrise, or fish off the dock. Perfect for couples, families, or small groups seeking a unique Lowcountry getaway.

Ruby's Cottage/Brand New Close to Beach & Downtown
Be one of the first to enjoy this beautiful, newly built detached guest house with private entrance, keyless entry, and separate gated yard with private patio. Located in a quiet neighborhood just minutes from fine dining, shopping and only 10 miles from Isle of Palms and Sullivan’s Island beaches. Grocery stores, restaurants, historic sites, golf courses, hiking trails, downtown Charleston and more are just minutes away.

Pet Friendly&Fenced Yard Near Beaches & Downtown!
Imagine starting your vacation knowing that everything that you might need awaits you. After a day of sun and fun at Isle of Palms beach, or of exploring all of the activity that downtown Charleston has to offer, enjoy the peaceful serenity of your very own private backyard oasis. This is the experience that we strive to create for all of our guests - this, is purposeful travel.

Coastal Bungalow - 2 Bedrooms - Mount Pleasant
(License #: LIC053173) NO ADDITIONAL PET FEE! This Centrally located Mount Pleasant home will put you close to everything including Downtown Charleston, Beaches, and Shopping. Newly renovated, this charming 2-bedroom home will be the perfect getaway to explore all Charleston has to offer. Equipped with everything you will need, this home makes it easy to enjoy your stay.

Linkside Court 21 - Community Tennis/Pickleball!
Intracoastal views from a spacious three-bedroom townhouse at Wild Dunes — peaceful, private, and convenient to the Linkside Court pool, tennis, and pickleball complex. A short drive or bike ride to the beach, and 30 minutes to historic Charleston. No fireplace at this property.
Popular amenities for Dewees Island vacation rentals
Other great vacation rentals in Dewees Island

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The Sea Shadow - Walk to Beach!

Fully renovated home- located 1 block from beach!

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- Sullivan's Island Beach
- Isle of Palms Beach
- Charleston City Market
- Bulls Island
- James Island County Park
- College of Charleston
- North Charleston Coliseum & Performing Arts Center
- Waterfront Park
- Rainbow Row
- Shem Creek Park
- Riverfront Park
- Magnolia Plantation & Gardens
- Hampton Park
- Edisto Beach State Park
- Middleton Place
- The Charleston Museum
- Angel Oak Tree
- White Point Garden
- Kiawah Beachwalker Park
- Cypress Gardens
- Boone Hall Plantation
- Gibbes Museum of Art
- Children's Museum of the Lowcountry
- Seabrook Island Beach





