
Holiday rentals in Paradise Island
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Top-rated holiday rentals in Paradise Island
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Coastal Retreat-4B/2B 9ppl 3 mi to IOP fenced yard
This freshly updated coastal beach house, featuring 4BR/2BA, is perfectly located minutes to the areas best beaches, shopping, dining and nightlife. The fully stocked kitchen and open floor plan is ideal for girls trips and families. Only 3 mi. to Isle Of Palms, 10 min. to Sullivan's Island, and 20 min. to Charleston. Spend the day exploring 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
4.97 out of 5 average rating, 145 reviews
Pleasant Place New Build + Pool Great for Families
Bring your family & enjoy our brand new 2020 built home minutes to downtown Charleston, only 6 miles from the beach! Pleasant Place is in the BEST location to top restaurants & activities. This lovely 2700sqft 4 BR 3 BA pleasantly sleeps 10 guests and has all the familiar comforts of home with a fenced-in pool oasis, on a quiet street within walking distance to the Ravenel bridge connecting you to the heart of Charleston. Just a few minutes drive to the best beaches. Bring the family, book now!
4.89 out of 5 average rating, 178 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*
4.98 out of 5 average rating, 777 reviews
Daniel Island Studio For Your Enjoyment!
Finished Room over Garage in historic Charleston, SC, is a cozy and beautiful living space with a full bath and kitchen, as well as a washer/dryer. Conveniently located in Smythe Park, just a mile away from downtown Daniel Island with shops and grocery store (Publix). Approximately 20 - 25 minutes from downtown Charleston. Accessibility limitations: this space requires walking 16 steps to access, and there is not a grab bar in the bath. No pets, smoking, or partying please. Permit #00711
4.92 out of 5 average rating, 306 reviews
3 BR only 1 block to the beach!
Enjoy your stay in this charming home located ONE block from the beach and ONE block from the IOP recreation center. Walk to sandy beaches, pickle ball courts, a brand new playground and much more. Newly renovated this property provides three bedrooms, two full baths and can accommodate up to six. With a beautiful and fully equipped kitchen, an extra large bath tub, and a large patio perfect for grilling out, you'll love having this comfortable home-base to come back to after a day in the sun.
4.97 out of 5 average rating, 100 reviews
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.
4.99 out of 5 average rating, 255 reviews
Architecture | Tropical 2BR | Near IOP Beach
Nestled on an old dirt road sits La Cabaña, a uniquely designed haven of relaxation and a vibrant tropical scene. This exquisite property has 2 master suites, thoughtfully positioned at opposite ends of the house to offer privacy and tranquility for couples seeking a rejuvenating getaway. Wake up to the sounds of a bubbly lagoon and a hot cup of coffee in your private retreat. La Cabaña's location offers easy access to the IOP Beach & a short drive to CHS culinary scene. ZSTR-12-25-01315
5.0 out of 5 average rating, 44 reviews
Relax at a Cozy Home Between the Best Beaches and Downtown
Relax year round in this bright sunny space. Grill in the backyard and make s'mores in the fire pit! Cozy up to the fireplace. Fix a delicious meal in the fully equipped kitchen. Town of Mt. Pleasant Business license number: 24001197 STR Permit number: 250289 The house is in a traditional family neighborhood in south Mount Pleasant with tall trees and low traffic. Many great restaurants are at Shem Creek, with beaches, town center and Boone Hall Plantation within 15 minutes.
4.91 out of 5 average rating, 307 reviews
Gorgeous home one block from beach w/ heated pool
Have fun with the whole family at this stylish place. This home is ideally located walking distance to the beach and near everything IOP has to offer. Enjoy sunsets on the rooftop patio and spend hours swimming in the pool. The home is ideal for families with a number of games, shuffle board, bikes, a golf cart, four patios, and tons of interior space. The home has all new furniture and is stocked with everything you need to enjoy your stay and feel like you are at home.
4.97 out of 5 average rating, 119 reviews
Relax in Designer Style!
Our stunning professionally decorated home is super comfortable and your home away from home. Relax immediately upon your arrival. We are located close to every area of Charleston: you'll be anywhere in 15-20 minutes. Daniel Island is 5 minutes away. Your home away from home is stocked with most essentials. If you need something, please ask as we may have it for you to use while you're there. We have beach towels, beach chairs and pack n play available upon request.
4.89 out of 5 average rating, 367 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!
4.98 out of 5 average rating, 287 reviews
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.
4.98 out of 5 average rating, 192 reviewsPopular amenities for Paradise Island holiday rentals
Other great holiday rentals in Paradise Island

Private Plantation Retreat w/ Pool, Near
5.0 out of 5 average rating, 19 reviews
Palm Paradise ~Heated Pool~Games~Walk to Beach
5.0 out of 5 average rating, 42 reviews
Daniel Island Townhome w/Pool, Near Stadium
5.0 out of 5 average rating, 7 reviews
Welcome to Greene Acres Farm!
4.98 out of 5 average rating, 63 reviews
Pet Friendly Coastal Cottage
4.97 out of 5 average rating, 33 reviews
Wild Dunes Retreat - Morgan Creek - 5 Min to Beach
4.9 out of 5 average rating, 70 reviews
Chic 2/2 Cottage Near Downtown & Beaches
4.89 out of 5 average rating, 27 reviews
Pool & Hot Tub Retreat, Arcade, 85" TV, By Airport
4.98 out of 5 average rating, 57 reviewsDestinations to explore
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- Sullivan's Island Beach
- Isle of Palms Beach
- Charleston City Market
- Bulls Island
- James Island County Park
- College of Charleston
- North Charleston Coliseum & Performing Arts Center
- Waterfront Park
- Rainbow Row
- Riverfront Park
- Shem Creek Park
- Magnolia Plantation & Gardens
- Hampton Park
- The Charleston Museum
- Edisto Beach State Park
- Middleton Place
- White Point Garden
- Kiawah Beachwalker Park
- Angel Oak Tree
- Cypress Gardens
- Boone Hall Plantation
- Gibbes Museum of Art
- Children's Museum of the Lowcountry
- Seabrook Island Beach





