Holiday rentals in Paradise Island

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Top-rated holiday rentals in Paradise Island

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Top guest favourite
A spacious sleeping area features a king bed with a simple wooden frame and high-quality linens. Two white dogs sit on the floor, with a neon sign hanging above the bed, stating 'the Folly Beach swell and a Charleston lake.' The room is adorned with tropical-themed decor.
Guest house in Charleston
4.99 out of 5 average rating, 211 reviews

The James: “Tiny” Home b/w Downtown & Folly

The James is a unique NEW 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

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 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 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, 346 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, 567 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 Charleston
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.

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, 393 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, 223 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 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