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Holiday rentals in Dewees Island

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Top-rated holiday rentals in Dewees Island

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Top guest favourite
A modern living area features a light gray sofa and pale armchair with coral accent pillows. Light wood flooring supports a coffee table adorned with decorative items. Large glass doors open to a balcony, offering ocean views and natural light through light-colored curtains.
Apartment in Isle of Palms
4.97 out of 5 average rating, 367 reviews

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.

Top guest favourite
A cozy tiny house features a rustic wooden exterior and a metal roof, surrounded by lush greenery. The front porch is adorned with two rocking chairs, inviting guests to enjoy the natural ambiance of the woodland setting.
Tiny home in Charleston
4.93 out of 5 average rating, 399 reviews

The Backpacker

Our "Backpacker" is a cute and cozy 96 sq.ft. of tiny house nirvana. Situated on a small tidal slough, it provides a beautiful natural setting for reflection and appreciation of that which is good in life. For those looking for luxury, the Backpacker is not for you (you may encounter bugs and it's really hot in summer). However, the Backpacker has a pretty cool vibe, and is extremely convenient to historic Charleston and Funky Folly Beach. The Backpacker is for backpackers and nature lovers.

Top guest favourite
A bright bedroom features a spacious bed with a light-colored bedspread and wooden headboard. A ceiling fan is suspended above, and a flat-screen TV is mounted on the wall. Natural light filters through the window, complemented by potted plants and wooden decor.
Guest suite in Mount Pleasant
4.96 out of 5 average rating, 399 reviews

** Totally Private, 3 Miles From the Beach **

Welcome to Charleston! You'll enjoy a totally separate wing of our house with a private entrance, 2 bedrooms, 1 bathroom, mini fridge, microwave, and Keurig. We're in a wonderful, safe neighborhood, 5 min from the beach by car. A 15 min walk gets you to restaurants, grocery stores and a mall. Sunset cruises, kayaking, paddle boarding, fishing, and bike rentals are a 15 min drive away. A 20 min drive gets you to historic downtown Charleston. PLEASE NO SMOKING, PETS, OR PARTIES ON THE PROPERTY.

Top guest favourite
A well-appointed master bedroom features a king-size bed with a decorative headboard and a light-toned comforter. A smart TV is mounted on the wall across from the bed, alongside a modern dresser. Natural light fills the room through a window, creating a bright space.
Home in Charleston
4.99 out of 5 average rating, 312 reviews

Charming Home Located Close to Everything

Enjoy your stay in Charleston at this comfortable, and centrally-located duplex. You'll love the charming, historic neighborhood with hundred-year-old oaks, and how quickly you can hop to downtown (3 minutes) and the beach (15 min). You'll be able to walk to a local, organic grocery store, coffee shop, and several restaurants and local boutiques. The property backs up to sixteen miles of paved paths - perfect for walks or a bike ride. This is the ideal home base for your visit to Charleston!

Top guest favourite
The exterior of a two-story home is shown, featuring light yellow siding and dark green shutters. A well-maintained front yard with manicured shrubs flanks the walkway. An American flag hangs from the front porch, and a driveway leads to a single-car garage.
Home in Mount Pleasant
4.94 out of 5 average rating, 101 reviews

Mount Pleasant oasis near beach with private pool!

Beautifully updated Mount Pleasant home with a pool! The home's perfectly located just a few short miles from the IOP beaches and a stone's throw from great shopping nearby. This house is the perfect spot for a family vacation or just a weekend away with friends as it offers 3 bedrooms (2 with queen beds and 1 with a king bed). You can enjoy a day at the beach (5 mins away), just relax by the pool, or swim laps in the endless pool system with a push of a button. LIC# ST260331 Bus# 20139685

Top guest favourite
A bright and airy living area features a light blue sofa, accompanied by a small table and chair set. The fully equipped kitchen is visible in the background, showcasing modern appliances. Natural light floods the space through the windows, enhancing the inviting atmosphere.
Guest house in Mount Pleasant
4.99 out of 5 average rating, 123 reviews

Coastal Charm: Village Hideaway

Charming two- bedroom, one bathroom cottage tucked away in a quiet neighborhood located close to both nature and local attractions. Our cottage was a thoughtfully designed space with attention to detail in every corner. We offer a fully equipped kitchen with modern appliances and a breakfast bar. PLEASE note, as a reminder to house rules: no smoking, vaping, e-cigarettes, or pets allowed in or outside of property. Owner has severe allergies. Thank you. STR Permit #: 250271 BL#: 20127320

Top guest favourite
A snow-covered shoreline is depicted with soft dunes of grass blending into the white landscape. In the distance, a lighthouse stands against the horizon, where the sun is rising or setting, casting warm colors across the sky above the water.
Flat in Mount Pleasant
4.93 out of 5 average rating, 348 reviews

The Coastal Getaway!

TAKE NOTE OF OUR LOW WINTER RATES! If you are looking for a clean, quiet vacation spot that is ideally located and perfect for two, look no further than the Coastal Getaway! With its own private entrance and parking spot, this apartment is a short drive to Sullivan's Island beach. Many local restaurants within walking distance. Downtown Charleston is a ten-minute drive. Past guests have loved their stay! Check out the many 5 Star reviews! Permit Number - ST260356 BL# - 20132914

Top guest favourite
The exterior of the bungalow features a white-painted facade and a welcoming entrance, framed by lush landscaping with flowering shrubs. Two windows provide natural light, accompanied by a small porch covered by an awning. Nearby trees contribute to the serene atmosphere.
Guest house in Mount Pleasant
4.97 out of 5 average rating, 570 reviews

Private 1/1 Old Mt Pleasant/Shem Creek Bungalow

Nestled in desirable Old Mt. Pleasant off Coleman Blvd, this quaint 1 bed/1 bath bungalow offers location and convenience. Minutes to Shem Creek and waterfront dining, just 3 miles from Sullivan's Island Beach. Enjoy sunsets from the nearby Pitt Street Bridge, or stroll just one block to bustling Coleman Blvd with restaurants, shops, and fitness. Three major grocery stores are <1 mile. Quiet, clean, and situated minutes to Downtown Charleston. STR Permit #ST260001 MP Bus Lic #20132292

Top guest favourite
A tranquil waterfront view features a dock extending into calm waters, framed by lush greenery and trees. A hammock can be seen suspended from the dock, inviting relaxation. The sunlight glistens on the water's surface, creating a serene atmosphere.
Guest house in Daniel Island
4.99 out of 5 average rating, 323 reviews

Spacious Daniel Island Apartment

Fully furnished 1 bedroom (queen bed) apartment on Daniel Island. We are able to bring a single mattress out to the apartment for guests bringing a child, so the apartment can accommodate up to three (two adults and a child). Full kitchen with glass cook top, dish washer, full-sized refrigerator/freezer, toaster oven, etc. Includes linens, dishes and utensils. Washer/dryer en suite. Has Youtube TV, HBO Max, and wifi. 15 mins from airport, downtown Charleston, and beaches.

Guest favourite
A bright and airy screened porch features two modern lounge chairs, accented with decorative pillows. Natural light filters through large windows, showcasing greenery outside and a wooden deck floor that adds warmth to the serene space.
Cottage in Park Circle
4.98 out of 5 average rating, 228 reviews

Silverlight Cottage in Park Circle

A spacious retreat (780 sq ft.) in Park Circle: Elegant, gracious + charming. Brand new custom built guest house designed with a nod to classic Charleston architectural influence: open concept indoor - outdoor space to large shady screened porch where a perpetual breeze from the not-too-distant coastline blows gently all year round. Visitors will return from their travel deeply restored and revived - having experienced well-appointed accommodation.

Top guest favourite
A scenic view of the ocean is presented, with a sandy beach visible in the distance. Palm trees frame the foreground, while a pool area and adjacent building are situated nearby. The boardwalk extends toward the water, enhancing the coastal atmosphere.
Apartment in Isle of Palms
4.84 out of 5 average rating, 482 reviews

Oceanfront Top Floor ☼ Beautiful Panoramic View!

*Temporary construction notice. Please see end of description for most current update* Cozy third floor condo with unbeatable ocean views. This unit is top floor, center building which means panoramic views of the beach and ocean. Great location in the heart of Isle of Palms, with easy access to shopping, dining and entertainment. Open floor plan with full kitchen. Views of the ocean from the balcony, living room, and even the kitchen.

Top guest favourite
An exterior view of a spacious single-story home features a charmed front yard with palm trees and gravel parking. Additional colorful residences are visible in the background, complemented by a scenic view of the marshland under a partly cloudy sky.
Flat in Folly Beach
4.98 out of 5 average rating, 125 reviews

Luxury Sea Cabin Guest Suite - Across from Beach

After a years remodel, our downstairs apartment is ready for you! Across from the best surfing beach in the state, 'the Washout,' this 1 Bedroom suite has everything you need for an easy getaway to the island. Just a few steps to the beach, a bike ride to great restaurants, or 15 minutes drive to historic Charleston, this private spot is perfect for couples, surfers, beach lovers, or solo travelers. Please read additional details below.

Popular amenities for Dewees Island holiday rentals