Holiday houses in Paradise Island

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Top-rated holiday rentals in Paradise Island

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Top Guest favourite

A screened-in porch features a comfortable seating area with a sectional sofa and a single chair. A light-colored coffee table is positioned in the center. Natural light floods the space through large windows, with lush greenery visible in the background, creating a serene outdoor ambiance.

Home in Mount Pleasant

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

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.

Guesthouse in Summerville

★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

Top Guest favourite

The exterior view features a light blue house with a porch and a dark green picket fence. A driveway leads to a garage marked with a white door. Lush green grass surrounds the area, contributing to a peaceful atmosphere.

Apartment in Charleston

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

Top Guest favourite

Home in Isle of Palms

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

Top Guest favourite

A bright living area features a comfortable sectional sofa and accent chairs. A large flat-screen TV is mounted on the wall above a dark wood console. Natural light floods the space through sliding glass doors, which open to a screened back porch.

Townhouse in Charleston

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

Top Guest favourite

Home in Mount Pleasant

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

Top Guest favourite

The modern kitchen features a large island with seating for four, complemented by sleek cabinetry and stainless steel appliances. Two statement light fixtures hang above the island, illuminating the spacious area with natural light streaming through large windows.

Home in Mount Pleasant

Bridge View - Spacious Luxury Home w/ Rooftop Deck

Discover the ultimate Charleston experience in the heart of Old Mt. Pleasant! Immerse yourself in the vibrant energy of this fully renovated, adorable house. Nestled conveniently close to pristine beaches, just steps away from restaurants, and very to to historic Downtown Charleston. This rental is your gateway to a quintessential Lowcountry adventure. Don't just visit Charleston—live it, love it and make unforgettable memories at this delightful retreat! Your adventure begins here!

4.96 out of 5 average rating, 211 reviews

Top Guest favourite

A spacious living area is highlighted by a ceiling fan and large window, allowing for ample natural light. Comfortable beige couches surround a white coffee table, with a decorative plant and magazines. A wall-mounted television and faux fireplace add to the relaxation of the space.

Home in Mount Pleasant

Pet Friendly Coastal Cottage

Pet Friendly! This beautifully updated 2BR, 2BA home is just 3 miles to the beach and 15 minutes to historic downtown Charleston. Comfortably sleeps 6 and features a fully fenced backyard—perfect for pups. Enjoy high-speed WiFi, a dedicated workspace for remote work, and stylish, serene living spaces. Spend your days at the beach, on nearby golf courses, or exploring Charleston’s charm—then unwind in your private backyard oasis. STR Permit No. ST260395 Business License: BL-001271

4.97 out of 5 average rating, 33 reviews

Guest favourite

A bright living area is furnished with a white sofa adorned with patterned cushions. Two windows allow natural light to fill the room, complemented by table lamps on either side. A coffee table is displayed with books and a decorative plant atop it.

Home in Mount Pleasant

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

Top Guest favourite

A spacious, modern home is set against a vibrant sunset, showcasing multiple levels with expansive balconies. Poolside, lounge chairs are arranged on the tile patio beside a well-maintained pool, while lush palm trees frame the surroundings, offering a relaxed outdoor environment.

Home in Isle of Palms

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

Superhost

Home in Mount Pleasant

Ramblewood Large Fenced Yard Pets

Welcome to your perfect Charleston getaway! This spacious 4-bedroom, 2-bath home in the heart of Mount Pleasant sleeps 10+ guests and is just minutes from Downtown Charleston, Isle of Palms, and Sullivan's Island. Perfect for families, golf trips, wedding groups, and beach vacations, enjoy ping pong, a classic Ms. Pac-Man arcade game, a large fenced backyard with a fire pit and grill, plus plenty of space to relax, gather, and create unforgettable Lowcountry memories.

5.0 out of 5 average rating, 5 reviews

Top Guest favourite

The modern kitchen features light-colored cabinetry and a spacious island with seating for three. Stainless steel appliances complement the clean design, while a cozy living area is highlighted by a leather sofa and tasteful decorative elements. Natural light enters through a nearby window.

Cottage in Mount Pleasant

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 reviews