Holiday rentals in Paradise Island

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Top-rated holiday rentals in Paradise Island

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Top guest favourite
A wide view of a serene marshland shows a long wooden dock stretching across lush green grasses. Several white birds are gathered along the dock, overlooking the calm waters of the harbor, where boats are gently anchored in the distance.
Guest suite in Mount Pleasant
4.95 out of 5 average rating, 732 reviews

Charleston Harbor view, garage apt

Spacious apartment with high ceilings. The back porch has a fantastic view of Charleston harbor. The house is located in a quiet neighborhood, very close to downtown and also to beaches. Private dock, kayaks, bicycles (not fancy) and the possibility, weather and tides permitting, of a motorboat ride around the harbor. It is incredibly peaceful here; like being in the country, but it's in the middle of the city. Mt Pleasant Short Term Rental License #STR250333, MP Business License # 20132659

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, 395 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
An airy loft space features a suspended wooden swing, inviting relaxation under the high, timbered ceilings. Natural light streams through large windows, illuminating cozy furnishings including a bed and a dining area with a wooden table. Unique decor elements enhance the overall character.
Guest house in Summerville
4.98 out of 5 average rating, 735 reviews

★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*

Top guest favourite
A four-poster bed with white linens and decorative pillows is positioned in the room, flanked by two bedside lamps on wooden tables. Floral drapes frame the windows, while various framed artworks adorn the walls. A cushioned seating area is visible in the foreground.
Flat in Mount Pleasant
4.99 out of 5 average rating, 226 reviews

Lovely Garden Suite for One Guest. Bathrm/Parking

STR Lic# ST250008- Bus Lic 20131764 Beautiful Garden Suite Room , private 3 piece bathroom and private entrance and garden. just can't be beat. Located in Old Village. 5 minutes to Beach, 10 to downtown Though there is a Queen Bed this is for ONE GUEST ONLY. NO EXCEPTIONS. The room is very comfortable with Fridge, Coffee Maker and Microwave. There is a work desk and chair with a beautiful view of the garden. Located in Old Village. No TV, strong Wifi. Bicycle provided, safe neighborhood.

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, 397 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.

Guest favourite
A cozy studio space displays a warm seating area with a large, rounded artwork as the backdrop. A natural wood table sits center stage, surrounded by wicker chairs. Sunlight filters through multiple windows, contributing to the inviting atmosphere of the room.
Guest suite in North Charleston
4.95 out of 5 average rating, 219 reviews

Stylish Midcentury Studio in Trendy Park Circle

Experience the best of Charleston from the comfort and convenience of our welcoming studio! Located in vibrant Park Circle (Voted #1 best neighborhood in Best of Charleston), you will enjoy a short walk (less than 1 mile) to exciting restaurants, bars, and coffee shops. The central location allows you to experience historic downtown Charleston (10-15 minutes) and our pristine local beaches, Isle of Palms and Sullivan's Island (16 miles), all just a short drive away.

Top guest favourite
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.
Flat in Charleston
4.99 out of 5 average rating, 392 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, and restaurants. Daniel Island is approximately 15 to 20 minutes from the airport, downtown Charleston, and local beaches. All AirBnB rentals in Charleston & Daniel Island must have a business license. The application process was not easy but we did it! Dream Catcher's permit number is OP2018 00373.

Top guest favourite
A field of blooming yellow flowers is displayed in the foreground, with delicate petals and green stems. In the background, a white farmhouse is visible, providing a serene country setting. The scene captures the tranquility of the flower field adjacent to the cottage.
Tiny home in Moncks Corner
4.94 out of 5 average rating, 144 reviews

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.

Top guest favourite
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.
Guest house in Mount Pleasant
4.99 out of 5 average rating, 222 reviews

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!

Top 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 North Charleston
4.99 out of 5 average rating, 222 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 private courtyard is shown, featuring a firepit surrounded by two Adirondack chairs. The space is decorated with a vibrant mural on a nearby wall and is illuminated by soft evening light. Gravel flooring enhances the minimalist design of the area.
Guest house in North Charleston
4.95 out of 5 average rating, 398 reviews

Olde Village Loft - Unique Park Circle Experience

Welcome to The Olde Village Loft at Park Circle! Perfect for Couples or Solo Travelers Seeking a Special Experience Tastefully nestled away in a private backyard setting, this unique space was carefully designed with an industrial minimalist style, embracing the origins of the neighborhood. With more than 5 years of experience as Superhosts, we are delighted to offer our guests a one-of-a-kind experience in the eclectic Park Circle neighborhood!

Top guest favourite
A well-maintained grassy area is positioned next to a white fence, leading to a charming two-story house with a double garage. Lush trees provide a natural backdrop, enhancing the peaceful atmosphere of the property.
Guest house in Mount Pleasant
4.98 out of 5 average rating, 292 reviews

Charleston Guesthouse

Conveniently nestled in the heart of Mt. Pleasant and only a short car ride from the best that Charleston has to offer including beaches and down town. Minutes away from historic sites such as Boone Hall Plantation, Palmetto Island County Park, Belle Hall shopping center and many other attractions. Located in a quiet community reminiscent of old country living. Sit back and enjoy the peacefulness of your home away from home.

Popular amenities for Paradise Island holiday rentals