House holiday rentals in Sullivan's Island

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!

Stylish & Bright! Walk to Beach, Golf Cart, Patio

Relax in the stylish 3BR 2Bath duplex nestled in the tranquil & family-friendly neighborhood of Isle of Palms. Enjoy the serenity and unwind on the picturesque patio while being just 2 blocks away from the sunny beach, or use the complimentary six-passenger golf cart (in 2026) instead :) ✔ 3 Comfortable Bedrooms ✔ Queen-size Sofa Bed ✔ Fully Equipped Kitchen ✔ Patio ✔ Smart TV ✔ High-Speed Wi-Fi ✔ EV Charging ✔ Complimentary Six Passenger Golf Cart ✔ Parking For Up To 4 Vehicles More below!

Marshfront Villa In The Trees - Near Beach & Bay

"The most unique and relaxing place to enjoy the tranquility and experience of Edisto. We did not want to leave" - Sambo Nestled atop 360-degree marsh views, you'll be immersed in the exotic natural beauty and wildlife of the Edisto sea island. Hear the waves crashing at the beach from the front porch and watch the marsh tides rise and fall from your choice of the many porches. "Nature with luxury.. our group loved floating from the house out to the inlet for private beach days" - JP

Amazing Views - hot tub - 5 beds - Walk to beach

**Pool will not be completed until June 2026. Our home offers some of the most stunning views on Folly! With four private patios, a Private heated Plunge pool and hot tub overlooking the marsh; you are able to see amazing wildlife all around you while in complex relaxation mode. With two king beds, two queen beds, a bunkbed and 3 full bathrooms - there should be plenty of room. Enjoy tons of games, Golf hitting bay, darts, ping pong , swings and kids play area! STR23-0364799CF LIC00726

Fenced In Backyard! | The Fox Pond

Welcome to The Fox Pond, a cozy and inviting Charleston cottage that feels just like home. Thoughtfully designed with comfort in mind, this charming retreat blends cozy chic style with classic Southern charm. Perfectly located, you’re only 5 minutes from the bars and restaurants of Shem Creek, 10 minutes from downtown Charleston and nearby beaches, and about 20 minutes from Charleston International Airport, making it an ideal home base for your Lowcountry getaway! Permit Number: ST260138

Old Village Charmer | 2BR Retreat Mt. Pleasant

Welcome to your character-filled retreat in Old Village, where classic Southern charm meets relaxed luxury. Perfect for couples, small families, or friends, this 2-bedroom, 2.5-bath home blends history with modern updates to deliver comfort and memorable moments. Just minutes from waterfront parks, local eateries, and the ferry to Charleston, with easy drives to beaches, shops, and scenic walking routes. Enjoy a peaceful neighborhood that still lets you soak in the energy of coastal life.

Beautiful 2BD/2BA Seabrook Island Villa

Enjoy beach living in this beautiful two bedroom, two bath villa! Just 23 miles from downtown Charleston, Seabrook is a gated, 2200 acre resort community with multiple luxury amenities. This end unit villa overlooks the 15th fairway on Crooked Oaks golf course, and is just steps away from a private pool available only to residents and guests of Live Oak Villas. Beach and pool access, Seabrook Island Beach Club, and dining with spectacular views of the ocean, are located only a mile away.

Luxurious Artist Cottage - reduced midweek rates

Enjoy the luxury offered in this beautifully decorated coastal cottage owned by artists. Ten minutes from downtown Charleston and five minutes from the incredible sunrises and sunsets on Ravenel Bridge and Charleston Harbor. Five grocery stores are within 5 minutes including Whole Foods, Trader Joe's, and Aldi's. The Mount Pleasant Waterfront Park is a bike ride away or five minutes by car. Beaches are 10- 15 minutes away. All are welcome! ST permit ST260124 B license 20134709

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.

Luxury pool, center of Folly, 2 blocks to beach!

Luxuriate in the lagoon pool or large hot tub and listen to the ocean on this private dune. You CAN have it all: an intimate, luxurious, artsy, home on a hill above the Folly nightlife... 3 master bedrms/2 baths!) AND... ONLY 2 BLOCKS to Folly's center AND the beach.Unforgettable PORCH times! It's MASSIVE! ********One of the king beds/baths is an attached guest house. ***** Enjoy the sounds of the pool fountain and the walks to the pubs/restaurants!

Pristine Townhouse - Beach, Charleston, Pool, Fun

Stylish home with the short term guest in mind. Wood floors throughout. Views onto live oaks, park, community pool (subject to HOA opening and closing) and tennis. Sun drenched courtyard. Close to beaches, downtown Charleston, Patriots Point, Shem Creek, Alhambra Hall, Pitt Street Bridge and more. 2 queen beds and the 3rd with a twin bed & trundle. Great location. Please read house rules before booking. STR LIC ST260069; BUS LIC BL-24-005711..

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