House holiday rentals in Sullivan's Island

The Darby House / Beach / Shem Creek / Old Village

Welcome to The Darby House! The Darby House is a luxurious 4 bedroom home located in a family-friendly neighborhood backing up to Charleston's Shem Creek Waterway. Only a short walk to the Old Village District, local shops, restaurants, bars, or a bike ride to Sullivan's Island Beach! Newly built 4BR/3.5BA house with new TVs in each room. Amazing entertainment space with a fenced-in front yard, outdoor patio, corn hole, and grill area. MP STR Permit: ST260104; Business License: BL-24-011322

Waterfront home w/ Deepwater dock on Stono River!

3bd/2bath waterfront home with deep water dock on the Stono River on Johns Island! Beautiful lot in quiet neighborhood, with large majestic live oaks. Enjoy beautiful views of the Stono River from the sunroom or patio, ideal for catching pretty sunsets! Great fishing and crabbing right off dock as well as boating, kayaking, or swimming. Bring your own boat to keep at dock! Located across from public boat landing! 2 kayaks, crab pot and 4 bikes included. Come and enjoy this beautiful property!

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

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

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.

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.

Randall Cottage - 3miles to Sullivans Island Beach

Quiet, safe, private family friendly neighborhood 5 minutes to beach & 15 minutes to Historic Downtown Charleston. Completely remodeled, all new appliances, bathrooms & flooring. Spacious screen porch with ample seating, dining area, couch & TV. Fenced in back yard with picnic table, cornhole boards, and outdoor grill area. Plenty of off-street parking! 2 master bedrooms with king size beds and private baths. 2 bedrooms with queen beds, tv's in all bedrooms and living room.

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.

Private Pool Oasis • Walk to Folly 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!

Luxe Beach Bungalow Ocean Views Heated Pool

Luxury furnishings and linens. Stay in a home not just an Airbnb. One block to Center Street which means you are walking distance to all the shops, bars, and restaurants on the island, the pier, and across the street from Berts corner store. Relax on the beach. Shower outside. Sip cocktails on one of the porches with beach views. Grill out by the pool. Take a stroll to dinner and enjoy some live music. LIC 063713, STR25-A0098

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.