House vacation 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!

*Folly’s Treehouse* Walk to Beach, Center St, Pier

Island Life at its Best. Enjoy a beach stay at this bright and airy 2 bedroom 1.5 bathroom cottage located 2 blocks from beach & 1 block from Center St. Walk to Beach, Pier, Bert's, restaurants, and shops on Center St. With an airy interior and awesome outdoor spaces this classic Folly cottage will not disappoint. Also, don't miss the outdoor shower and super comfy beds. Beach chairs included! 20 min to Downtown Charleston. **We have a severe animal allergy in the family, please no animals.**

Walk to Shem Creek + Old Village | Mins to Beach!

Walk or bike to Shem Creek’s bars, restaurants, the Old Village, Whole Foods & Trader Joe’s! Just 5 miles from Downtown Charleston, Sullivan’s Island & Isle of Palms. Recently renovated with hardwood floors, shiplap, custom décor, and local art. Enjoy a lush private courtyard with patio lights and dining space—perfect for girls’ trips, family weekends, or Charleston adventures! ST260052 /24-000026 Checkout our sister property- https://www.airbnb.com/rooms/32695460?viralityEntryPoint=1&s=76

Luxurious Artist Cottage - reduced midweek rates

Enjoy the luxury offered in this beautifully decorated coastal cottage owned by artists. Ten min from downtown and 5 min from the sunrises and sunsets on the Charleston Harbor. Five grocery stores are within 5 minutes including. The Mount Pleasant Waterfront Park is five min by car. Beaches & downtown are 10- 15 minutes away. Other airbnb on property: airbnb.com/h/luxuriousartisthome ST permit ST260124 B license BL-24-019339 Other airbnb on property: airbnb.com/h/luxuriouscoastalcottage

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

Walking Distance! 3rd St E., 2 blks to bch, 6 beds

Restored to his original 1925 glory, this special home is just 3 blocks from restaurants, shops, bars and coffee shops of lively Center Street and 2 blocks from the ocean. The MaxSwell has 4 bedrooms, 3 with comfy, queen beds and 2 bathrooms with all amenities. The 4th bedroom would be great for kids and has a couch and a bunk bed for kids to sleep, play games or watch movies. Outdoor spaces include a huge deck under the oak tree, a screened in porch & let's not forget the outdoor shower!

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.

Winter hot tub retreat • Walk to Beach/Restaurants

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!