Family-friendly holiday rentals in Sullivan's Island

★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*

Kitchen · Indoor spaces · Access

Discover Charleston @seacabin226b Oceanfront Condo

Positioned right in the heart of 🌴 Isle of Palms 🌴 this charming 2nd floor condo is just steps from a private pier and sandy shore, with shopping, dining and entertainment close by. Enjoy a panoramic view of the Atlantic Ocean from a private balcony overlooking a community pool and beautiful natural dunes. Unwind and relax with breathtaking sunrises that paint the sky. 👉 Located just off the IOP Connector, making a trip to nearby Mount Pleasant or Downtown Charleston is easy and stress free!

Indoor spaces · Family · Outdoor spaces

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.

Kitchen · Family · Getting around

Steps from the beach: extraordinary home and yard

-The beach a few steps away: wander down just 300ft and you will feel sand on your toes or just relax in the hot tub -Outdoor living: Achieving the indoor/outdoor lifestyle isn't exactly easy but this house does it! Perfect for lounging, lazy afternoons and outdoor dinner. In the colder month enjoy the fire pit, smores time anyone? - Additional attached apartment can be added for more space and comfort -Idyllic family escape: It displays charm, character, and luxurious comforts for all ages

Indoor spaces · Family · Parking

704 Palm Cottage

Relax with family and friends at this newly renovated 2000 Sq ft beach cottage on the south side of Isle of Palms! Bright and spacious with room to spread out. Just 2 blocks to the beach and 4 blocks from the restaurants and shops of Isle of Palms. Only 20 minutes from all that historic Charleston has to offer. Near Boone Hall and Patriots Point. Many public golf courses within a few miles including Wild Dunes Harbor and Links Tom Fazio designed courses. Perfect for your island getaway!

Kitchen · Family · Pets

Oceanview Sea Cabin 318B- Isle of Palms, SC!

Make your next vacation unforgettable with a stay in our charming beachfront condo. Wake up to amazing views of the sunrise over the Atlantic, then spend the day enjoying the private beach access, swimming pool, and the only fishing pier on the island! After a long day of sunbathing, your fully equipped kitchen and comfortable living room provide the perfect setting for enjoying a meal, game night, or just relaxing. Don't feel like cooking? The shops and restaurants of IOP are steps away!

Kitchen · Family · Hospitality

Oceanfront IOP Condo w/ Private Pier

Please note: the community pool is closed Oct 11–26, 2026 for resurfacing. The beach and private pier are unaffected. Completely renovated in 2025 and decorated with a modern coastal concept, our oceanfront condo is located at Sea Cabins Condominiums right in the heart of downtown Isle of Palms within walking distance of all the Ocean Blvd shops and restaurants. The Sea Cabins Condo Community has a private beach front pool, private fishing pier and coin operated laundry mat on site.

Kitchen · Family · Decor

Heated Pool - Marsh Front - Hot Tub - Walk toBeach

Come enjoy the most stunning views on Folly! With four private patios, a Private heated Plunge pool, a hot tub, and plenty of area's to relax - all overlooking the quiet, serene 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

Kitchen · Family · Air conditioning

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.

Kitchen · Family · Comfort

*Old Village/Shem Creek Charmer*NEW 2BR Guesthouse

LOCATION, LOCATION, LOCATION! Welcome to Persimmon Place, a new guesthouse in the heart of Old Village in Mt. Pleasant. Historic Old Village is one of Charleston's most beautiful neighborhoods, central to all Charleston has to offer. This 2BR 1 BA is the perfect spot for your Lowcountry visit. -Walk to Shem Creek with bars, restaurants, & water activities -Less than 4 miles(8 min drive)to Sullivan's Island Beach -5 miles(9 min drive)to downtown Charleston ST260213 BL20137971

Indoor spaces · Family · TV

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.

Indoor spaces · Kitchen · Accuracy

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.

Kitchen · Family · Comfort