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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.

The Stone Cottage

Relaxing coastal space with views and access to the Crooked River. Our fully renovated cottage was once a local market that serviced the Harriett’s Bluff community in the 1950s-1960’s. You will find small accents throughout the house that give tribute to it’s past. Plenty of fenced in parking to bring your boat or jet ski’s. The Harrietts Bluff public deep water dock is just a one minute walk from the house. Convenient to Jacksonville, Amelia Island, St. Marys, Jekyll Island and Brunswick.

Bosch Huis Goldie - Luxury Victorian Retreat

• A stunning Victorian home set in an unforgettable destination. • Elevated luxury and a thoughtfully curated experience — we’ve anticipated everything you need to make your stay truly special. • Just a short walk or drive to exceptional dining, shopping, pristine beaches, and tranquil waters. • Your stay helps support the ongoing restoration of this beautiful historic property and the vibrant community around it. • Flexible, guest-first policies — if it’s possible, we’ll make it happen.

Lovely OceanWalk Condo, Pools, Golf Cart Available

Escape to The Marsh Mellow, a renovated 3-bedroom townhome on St. Simons Island! Perfect for families, it's just a short distance to the beach and vibrant Pier Village. Enjoy a private patio, dedicated workspace, and fantastic community amenities including two heated pools, pickleball and tennis courts, and a gym. Your ideal island getaway awaits! A golf cart is available to rent separately, is exclusively for our guests, and is about half the cost that carts rent for on the Island.

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.

River Retreat

This is a truly special property is a country paradise with direct access to the Satilla River. Inside of the home provides large living space and an open kitchen. Both bedrooms offer attached baths and the loft is the perfect space for the kids. Built in the old south style, the kitchen is attached via a breeze way. The kitchen wing offers living space and bedroom. The main house offers living space, bedroom and loft. Guest must read and agree to the property waiver.

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!

Spacious Home w/ Dedicated Workspace & Free Bikes

Enjoy a delightful stay this spacious and stylish home, 3 bedrooms/2 baths. The unit is equipped with dedicated workspace and coffee bar to make your stay comfortable. You can always enjoy using the patio, free bikes and grill. Our house is 4 minutes from boat dock to Cumberland Island. A great location for you to discover St. Marys the best way. We look forward to hosting you!

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.