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Summer Special, Family Cottage w/ Bikes | Sleeps 9

The Freddie is a newly updated 3-bedroom, 3.5-bathroom coastal cottage in the heart of St. Simons Island. It features an open floor plan with a fully equipped kitchen, dining area for six, living room with a fireplace, and a screened porch for relaxing. The master bedroom with a king bed is on the first floor, and upstairs offers a bunk room that sleeps five, a king guest bedroom, and a sitting area with a coffee station. All bedrooms have ensuite bathrooms. The home comfortably sleeps nine gues

#D Industrial Vibes - DT - Steps to food & shops!

This unique space has a style all its own. Welcome to The Carnegie Commons Suite at Borne 605! A cozy, industrial themed stay that nods to the complicated history of Cumberland Island’s most famous family, Carnegie Commons is centrally located in downtown and a short walk/bike ride to the St. Mary’s waterfront. Make yourself at home in this warm, unique space. Brew coffee and relax at the breakfast table as you plan the day’s adventures or cook an intimate dinner after a day of sight-seeing.

Local Coastal Cottage of St. Simons Island

Get away and enjoy island life in this charming Saint Simons coastal cottage! This home is tucked in a calm nature retreat yet remains central to all the best activities: fishing, birdwatching, beach bumming, bike riding, golf carting, sailing, swimming, shopping, and dining. McLane Coastal Cottage is also just 1.5 miles from East Beach. If it's relaxation you crave, visit a local spa or kick back on our breezy screened porch! Adventure (and rest) await! Cheers to living the island life

Location! WALK to BEACH, Village & PIER! 2 POOLS*

After a relaxing nights sleep, walk out to the balcony and enjoy the amazing lake views & the sounds & smells of the salty ocean breeze, which is just down the street. Enjoy a workout in the gym, a game of pingpong/corn hole next to the lake, or a dip in one of the luxurious pools. Sit back & relax after a day at the beach & watch a movie on one of the smart TVs. This condo is nestled in the heart of SSI, a short walk to shopping, golfing, restaurants, historic sites, parks, the pier, & more.

Charming Waterfront Guest House near Crooked River

Welcome to our quiet and peaceful getaway. This one bedroom guest home "The Shed" is next to a pond with a pool that can be accessed. Serene location Close to Crooked River State Park (5 minutes to public boat ramp) and 15 minutes to Historic St Mary's and Cumberland Island access. GPS DIRECTIONS UNRELIABLE- Hwy 40 toward Crooked River, left on Mush Bluff Rd, left on Live oak Lane, go around curve and continue straight up Cadie Lane (Gravel Drive), take the right at the fork to The Shed.

Heart of the Island Studio Apartment/Walk to shops

The Cottages at Neptune Way #2 is a beautifully designed 1 bedroom studio, perfectly located in the heart of the SSI village area. One of 3 cottage units on the shared property, it boasts a quiet street tucked one block behind the bustling villa shops and restaurants. Extra tall ceilings, kitchenette with new vintage-style appliances, huge TV on the living area side of the studio, 2 Queen beds and direct access to shared back patio/yard. New bathroom with full sized laundry.

Oceanfront Condo w/view! | Free Bikes! | Updated!

Welcome to your luxurious coastal getaway! Our newly updated condo is located in the exclusive Beach Club gated community on SSI offering guests access to *private* beaches, oceanside pool, and more. Our condo is fully equipped with everything you need for a comfortable stay. Unit 315 is situated on the 3rd floor giving this condo a lovely view of the beach, courtyard and pool. We are a short walk to restaurants, shops, and a quick bike ride to so much more!

Holly's Hideaway on Union-Pet-Friendly Cottage

Welcome to your cozy retreat on historic Union Street—ideal for weekend getaways or extended stays. This 3-bedroom, 2-bath cottage features a front porch, living & dining areas, a fully equipped kitchen, and a desk for remote work. Unwind in the private backyard oasis with BBQ grill, fire pit, and tiki bar. You’re minutes from downtown shops, restaurants, and beaches, and a short drive to St. Simons and Jekyll Islands. Pet-friendly!

The Green Door | your treehouse 2mi from the beach

The green door is a newly built studio apartment, in the heart of SSI, a bike ride away from the beach and walking distance from bars and restaurants in nearby Redfern Village. Modern furnishing, fluffy bedding and lofted ceilings meet plenty of natural light in this cozy and peaceful space. With tree canopy views at every window, it is like staying in the most comfy -air conditioned- treehouse !

Coco’s Cottage

This is a dream cottage with a yard that envelops you as you walk into the gate. If charming is what you are looking for with all the modern conveniences you found the perfect location. This tranquil cottage has two bedrooms and one bath decorated beautifully. The large deck begs for you to sit outside with a sweet tea and breathe in the wonderful salt air. Let me say Welcome Home!

2BR & 2BA Beach cottage & .5 mi. to Beach!

Welcome to the 1950's historic 'Anguilla Bungalow.' The home is recently renovated and includes 2BR & 2BA. Located on St. Simons Island and only 1/2 mile to the historic Village where you will find great shops and restaurants! The beach is less than 2 miles away. We look forward to having you and please make sure to check out our 5-star reviews and super host status!

Turtle Cottage: Lagoon Views & Convenient Location

Welcome to our cozy St. Simons townhouse! Enjoy coffee on the deck while watching turtles in the lagoon, then head out—beaches, shops, and restaurants are just 2.5 miles away. With 3 comfy bedrooms, a spacious living area, and a fully equipped kitchen, you'll have everything you need for a relaxing stay.