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!

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; MP Business License: BL-002907

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

3 Bdrm Home w Courtyard & parking- Heart of City

Welcome to our historic home Est. 1802! This charming home was renovated in 2017 & is located in the heart of downtown Charleston, near the intersection of King & Calhoun St. It is steps away from King St...the center of shopping, great restaurants, Marion Square & other downtown activities! Fully licensed & permitted by the City of Charleston BL005521012017 Offered separately is an adjacent property, the Guest House (2 Bdrm + Queen Sleeper + 3.5 bath) www.airbnb.com/rooms/17119598

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.

Island House Isle of Palms

Newly renovated!! Nestled in a quiet neighborhood on Isle of Palms, this charming 5 bedroom, 4 bath cottage is located just a block away from the public beach access, close to the Isle of Palms Marina and is perfect for a family getaway. After a day of soaking up the sun and sand, take a short walk back to your private island house for a barbeque meal on the patio, enjoy the expansive private outdoor space or take the golf cart to any of the local restaurants and shops.

Sarah's Coastal Cottage—Shem Creek 🛶 & Beach 🏖!

Located in a true Southern neighborhood with palmetto trees and live oaks, this charming one-level brick home is perfect for a family getaway to the beach, exploring the amazing history of Charleston, or enjoying the charm of Mt. Pleasant. The waterfront, marshes, and beach are only a short bike ride away (bikes are available to use!). The home accommodates up to 6 adults and 2 children, with off-street parking for two vehicles.

LOCATED in the MIDDLE of it ALL!

STR PERMIT # ST260047 MP BUSINESS LIC. # 24-000159 Our outdoor space is perfect for family and friends to gather. We are located 2 miles from Sullivan's Island beach, 4 miles to Isle of Palms, 1 mile from Shem Creek, and 4.6 miles from downtown Charleston! 4 bedrooms, 2 baths. Large back deck for outdoor entertaining. Outdoor television for movies and sports! Enclosed outdoor hot water shower. Old Mt. Pleasant.