Family-friendly holiday rentals in Kiawah Island

Gypsy Sea Cottage - A Beachside Retreat

Welcome to The Gypsy Sea Cottage—a beautifully renovated stand alone villa nestled in the prestigious Palmetto Dunes Resort, within the serene Queens Grant community. Just a short stroll to pristine beaches, championship golf courses, and world-class dining, this retreat offers perfect balance of relaxation and adventure. Inside, you'll find high-end furnishings, luxury linens, smart home features, and a well-equipped kitchen—every detail thoughtfully designed for a seamless, memorable stay.

Old Village- Near Alhambra, Beach, & Charleston

This single family home is located in the desirable Old Village neighborhood. Less than a mile to Alhambra Hall, Shem Creek, Pitt Street Bridge, & most of the Coleman Blvd corridor, this location is a perfect balance for all your day & night activities. This home features an open floor plan perfect for socializing & entertaining. Whether you enjoy paddle boarding on Sullivan's or soaking up the charm of the city, this house is situated with easy access to both. Permit #ST250172 BL# 20132581

Beach+Downtown ★Walkable Old Village Luxury Style2

Best of Both worlds--3 minutes to Downtown Charleston & Sullivan's Island Beach! Mt Pleasant is Rated the Best Place to Live in SC! Enjoy Downtown Mt Pleasant Amenities. Old Mt. Pleasant in a Marsh-front Community. Beautiful 100 year-old Oak Trees! Walk to Shem Creek Restaurants & Marina, Steps to Old Village, Grocery stores, coffee shops, shopping, Red Drum Gastro Pub, New Mt P. Farmers Market. Relax in wonderful large private backyard under tree canopy. ST250064 BL: 20123990

12 Duplex w/Shared POOL, Great Location MP20107674

ST240216 Great, Old Mount Pleasant Duplex with pool! Voted #1 Neighborhood by locals! Two miles to SULLIVAN’S ISLAND sand and IOP is 5miles! Downtown is 8 miles. Easy access to everything and located on a dead-end private street. Close to grocery stores, shopping and restaurants. Duplex has entrances and driveways on opposite sides. The back patio is separated for privacy. MP20107674 **Must be 25 or older to reserve** Permission needed to bring dogs.**

Family Friendly Beach Bungalow on Folly Beach

Welcome to Folly Beach! Walkable to the beach, pier, and Center St. shops/restaurants, this sweet beach bungalow has everything you need during your stay. On a spacious half acre, enjoy the screen porch, deck, yard, & fire pit- perfect for relaxing in South Carolina’s beautiful weather. Two bedrooms and a Jack-and-Jill bathroom provide a cozy resting spot between your daily adventures. The access on 3rd Street includes a public bathroom.

Folly Vacation 114B Townhouse

Two separate units; each home is a 2 bedroom, 1 bath with a laid-back open floor plan and a beautifully landscaped, fenced yard. The living area has a flat screen TV and a queen size pull out sofa. The master bedroom has a king size bed and flat screen TV, and the second bedroom has a queen bed. Dog friendly with a one-time fee of $125 per dog. Fee is added once your reservation is confirmed. ​​​​​​​Rental Registration Number STR22-00309

Mt Pleasant Home, Minutes to beaches, Charleston

This village mount pleasant home is perfectly located minutes from all the great restaurants and stores on Coleman blvd in Mount Pleasant, as well as a few miles from the beaches of Sullivan's island. Quick 10 minute drive to get to downtown Charleston. House is fully furnished 3bdrm, 2 bath home. Town of Mount pleasant Short term rental license #:ST240239 Town of Mount Pleasant Business License #: 20128608

Mother's Day Month! Retro-Mod Family Beach Fun

Welcome to a Dwell-inspired midcentury decor. A minimalist condo designed to host your family in a bright and comfortable style. We have items for your travels with small children - High Chair, Pack-N-Play, Toys, books, and more so you can travel to the beach with less. Designed with care to host your small family. Sea, I Told You a trip to the beach is always a good idea.

The Eco House

Come enjoy the beach at this stunning home! Not only is the house beautiful, but Eco-friendly as we are powered by solar panels. Located only 3 blocks from the center of town and 3 blocks to the beach the location is perfect for your relaxing beach vacation. The fully fenced-in back yard makes this an easy destination for families with pets.