
Holiday houses in Paradise Island
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Top-rated holiday rentals in Paradise Island
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Bridgerton inspired fantasy 2 min from park circle
Live out your Bridgerton fantasy in this stunning historic space. The apartment features antique furnishings/art, a private entrance and patio with lounge and a hot tub (The hot tub is available Apr through Nov). Off street parking. A sumptuous bathroom with an oversized soaking tub and a kitchenette. There is also a 55 inch frame tv in the bedroom including WiFi. Available for photo shoots upon request rates may differ please contact host prior. Bridal pics by Olivia Allain Permit#2026-0414

Charming 2BR | Near Downtown, Airport & Beaches
Welcome to The Hidden Getaway! Our newly renovated home is located in West Ashley, convenient to local dining & shopping. About 6 miles to historic downtown Charleston, 8 miles to Charleston Int'l Airport, 1.5 miles to Founders Hall & Legare Waring Home at Charles Towne Landing. Craving a beach day? Folly Beach, Sullivan's Island & Isle of Palms are all just a 20-25 minute scenic drive away. Whether here to explore our rich history or savor our incredible cuisine, you'll love our location.

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

The Oasis (Charming, Close, Sleeps 5)
The Oasis is a beautiful and comfortable townhome in Charleston, SC. This 2 bedroom, 2.5 bath sleeps 5 people. The airport, beach, downtown, golf courses, & concert venues are all approx. 20 min away. After enjoying Charleston's restaurants, tours, shops, beaches, golf, & entertainment, relax at The Oasis w/ 3 Roku TVs (70", 43", 43"). Drift off to dreams w/ King, Queen, Twin Loft, & Queen Sleeper Sofa options. Also enjoy a fully equipped kitchen. There is pool access in warmer weather.

The Garden Folly Guest House
Our architect said, “this is NOT a garage, it’s a Garden Folly!” Our Guest House has a bird’s eye view of the rose covered pecan tree and a vista of the marsh and the Wappoo Creek. When we rebuilt our 1930's garage we saved all the beaded siding and pine floor. My husband enjoyed incorporating many design elements and creative ideas. It was quickly becoming the Taj Garage. We decided it was just the kind of property we enjoy when we travel, so, Voila! we decided to share it with you!

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.

Clean Coastal Cottage 5mi to Isle of Palms Beach
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. You'll be 3 miles from Isle of Palms, 10 minutes from Sullivan's Island, and only 20 minutes from downtown 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. #ST260150 S.C. BL-24-026814

Family fun on the lake #ST260215 BL-24-012174
Rental Permit # ST250217 Lic # BL-24-012174 Situated in an intimate dev with lake views, 4 minutes from Towne Centre (shopping, dining, entertainment). Beach lovers will appreciate the quick 13-minute drive to Sullivan's Island and Isle of Palms . Explore the charm of the Old Village and Pitt Street (7 minutes) or the waterfront buzz of Shem Creek (10 minutes). Downtown Charleston is also easily accessible within 20 minutes, and quick access to Highway 526 .

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!

Mt Pleasant Cottage-Downtown, Shem Creek & Beaches
Make the most of your visit to Charleston by staying at this fully renovated cottage in the heart of Mount Pleasant! This property offers an open floor plan, deck area, and spacious backyard. Conveniently located just minutes away from Shem Creek, Downtown Charleston, Isle of Palms, Sullivans Island, and a variety of restaurants/shopping! -12 mins to Isle of Palms -13 mins to Sullivans Island -12 mins to Shem Creek -14 mins to Downtown

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.

Casa Zoë | Historic Garden Carriage House CHS
OP2026-07206 A hidden gem in the heart of Charleston, Gibbon House is a beautifully restored brick carriage house with a story to tell. Once the office space for the Charleston Symphony Orchestra, it now offers elegant, design-forward hospitality just steps from King Street. Featured in Condé Nast Traveler, Gibbon House combines history, charm, and comfort with Casa Zoë’s signature warmth and character.
Popular amenities for Paradise Island holiday rentals
Other great holiday rentals in Paradise Island

Private Rifle Range Cottage -Near IOP & Charleston

Cheerful two bedroom townhome near beaches.

Architecture* La Cabaña * Beach 8 min * 2 Bdrm

2 King bed 2 Bath*Walkable* Downtown Summerville

Red Sunset Views | Luxe Furnishings | Heated Pool

Private Plantation-Style Retreat w/ Pool!

Welcome to Greene Acres Farm!

Cottage 1 king bed, 1 set bunk beds, heated pool
Destinations to explore
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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
- Shem Creek Park
- Riverfront Park
- Rainbow Row
- Hampton Park
- The Charleston Museum
- Magnolia Plantation & Gardens
- Middleton Place
- Edisto Beach State Park
- Angel Oak Tree
- White Point Garden
- Kiawah Beachwalker Park
- The Citadel
- Morris Island Lighthouse
- Gibbes Museum of Art
- Charleston Southern University
- Seabrook Island Beach





