
Holiday houses in Paradise Island
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Top-rated holiday rentals in Paradise Island
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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

Clean Coastal Cottage - Sunny Side Up
Sunny Side Up is a freshly updated coastal beach house, featuring 4BR/2BA, perfectly located minutes from the areas best beaches, shopping, dining and nightlife. Only 3 miles to Isle Of Palms, 10 min. to Sullivan's Island, and 20 min. to Charleston. Spend the day exploring the area and return home to your private screened-in porch overlooking a spacious backyard with hammock, fire pit and chicken coop. The open floor plan is perfect for girls trips and families. m#ST260150 S.C. BL-24-026814

Luxurious Artist Cottage - reduced midweek rates
Enjoy the luxury offered in this beautifully decorated coastal cottage owned by artists. Ten min from downtown and 5 min from the sunrises and sunsets on the Charleston Harbor. Five grocery stores are within 5 minutes including. The Mount Pleasant Waterfront Park is five min by car. Beaches & downtown are 10- 15 minutes away. Other airbnb on property: airbnb.com/h/luxuriousartisthome ST permit ST260124 B license BL-24-019339 Other airbnb on property: airbnb.com/h/luxuriouscoastalcottage

Entire Cottage! central to beach & downtown
ST250127 BL24011126 Enjoy your Charleston stay in this 2bd/2bath, stylish cottage set in a fabulous location! Enter your own private entrance overlooking a beautiful garden with shared backyard yet privately partitioned. Walking distance from a few restaurants, ice cream shop, pharmacy and grocery stores. Nestled in a quiet neighborhood between Sullivans Island beach and historic downtown. Head to the nearby Charleston Harbor and Shem Creek boardwalk for gorgeous views and amazing sunsets!

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. (Booking Guests must be 25)

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.

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!

The River Girl, Private Dock, Great Outdoor Spaces
The River Girl is located on Johns Island, a beautiful 20 min drive to downtown Charleston, 20 min to Kiawah, & 20 to Folly Beach. We hope this place provides a comfy spot to rest your head at the end of a fun day exploring. We also want you to take advantage of the slow island life! Go crabbing off the dock and cook your supper! Read a book on the back deck & enjoy the breeze. Light a candle, & take a soak in the tub! Just enjoy yourself. Fully updated!

Guesthouse Convenient to Charleston, Shem Creek, and Beaches
Relax in this separate guest home nestled in a well-established Lowcountry neighborhood. The ‘treehouse’ has an open-plan design with vaulted notched board ceilings, creating a feeling of light and space, with elegant furnishings throughout. The well-equipped kitchen and grill on the porch encourages intimate home cooking. We lived in this space before we moved into the main house, so we can attest to it being comfortable, and well maintained.

3 Miles to Sullivan’s Island | Private Yard
Coastal comfort just 3 miles from Sullivan’s Island Beach. This beautifully updated 3-bedroom home features inviting living spaces, a screened-in porch, and a private fenced backyard with grill and propane fire pit — perfect for relaxing after beach days or exploring Downtown Charleston. Minutes to Shem Creek waterfront dining, Mount Pleasant Towne Centre, and Charleston’s historic district. PERMIT #ST260217 | LICENSE #BL-24-000972

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.

Waterfront Treehouse
Marsh and creekside Luxury Treehouse nestled among historic Grand Oaks. Private Elevated TreeHouse that has closeup views of trees and wildlife from every oversized window. Sit back and relax on the large deck watching the ebb and flow of the tide as fish jump, birds hunt and fiddler crabs defend their bank. (This property has been granted an exemption and does not accept pets or Service animals due to allergies.)
Popular amenities for Paradise Island holiday rentals
Other great holiday rentals in Paradise Island

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Pluff Mud Point

Private Rifle Range Cottage -Near IOP & Charleston

Waterfront, Folly Beach, 2 Bedroom Escape!

Private Plantation-Style Retreat w/ Pool!

River Dome Retreat

Remley's Retreat - 2 Bedroom Guest House
Destinations to explore
- Atlanta Holiday rentals
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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
- Rainbow Row
- Shem Creek Park
- Riverfront Park
- Hampton Park
- Magnolia Plantation & Gardens
- The Charleston Museum
- Middleton Place
- Edisto Beach State Park
- Angel Oak Tree
- White Point Garden
- Kiawah Beachwalker Park
- The Citadel
- Boone Hall Plantation
- Cypress Gardens
- Gibbes Museum of Art
- Morris Island Lighthouse





