Orlofseignir í Little Saint Simons Island

Starfish on Circle Drive - SSI Cozy Cottage

This traditional cottage on St. Simons offers relaxation, comfort, and proximity to the beach, dining and shopping. A large family room leads out to a backyard sanctuary with two screened-in porches. A fully stocked kitchen provides you opportunity to dine in, or head to the spacious deck to grill dinner or roast s'mores at the fire pit. Three bedrooms and two full baths. Pet-friendly, dogs only. Fenced yard. Secluded for peace and quiet, but conveniently located to visit all of SSI!

Fern Dock River Cottage

Ideal for couples, business and adventure travelers to relax in a "private" cottage on a bluff. Safe parking for vehicles. Tie a boat at the dock. Write or read a book, fish, watch birds, lay in a hammock or do some crabbing. Dine and visit historical and recreational areas. Steps lead down and up a private entry door of the cottage. Stay a week! (About 20 minutes to St. Simons Island and 40 to Jekyll Island beaches). Close to I-95 & Hwy 17. (A smoke-free and pet free cottage)

Summer Special | Family home with bikes | Sleeps 9

The Freddie is a newly updated 3-bedroom, 3.5 bathroom coastal cottage style home. It comprises: an open floor plan that has the kitchen with island seating for 3, dining table for 6, and living room with a fireplace. There is a beautiful screened in porch with ample seating for relaxing. The master bedroom with a king bed is on the first floor. Upstairs you will find a sitting area with coffee station, a bunk room that sleeps 5, and a king guest bedroom. All bedrooms have ensuite baths.

Lighthouse Cottage

When visiting Darien, Lighthouse Cottage is a great choice. It is walking/bicycling distance from Downtown, Fort King George, Historic square, Harris Neck Wildlife Refuge (Great for wildlife photography) Parks and Waterfront also Restaurants and Shops. You'll find everything you need inside. Open living area, fully equipped kitchen and dining area. The bedroom has a queen size bed, private bathroom and there is an available washer/dryer. Perfect cottage for you and a companion.

Cater Cove - private pool, 1 mile to beach, quiet!

This home was fully renovated, top to bottom, in 2025 – everything is brand new! Welcome to your island escape on beautiful Saint Simons! This charming coastal retreat features a private backyard oasis with a pool, grill, and plenty of room to unwind. With 3 cozy bedrooms, Roku TVs throughout, and modern amenities, you'll have everything you need for a relaxing getaway. Just a short golf cart ride from shops, dining, and the beach—your perfect vacation starts here.

Island Jade

Relax in this charming 1BR/1BA coastal retreat just 2 blocks from the beach and a short walk to the Village Pier, shops, and restaurants. Tucked away in a quiet, secluded setting, this cozy unit sleeps up to 4 with a king bed and sleeper sofa—perfect for couples, friends, or small families. Enjoy your private patio with an outdoor dining area, ideal for morning coffee or evening meals. The perfect beach getaway with comfort, style, and unbeatable walkability.

North End Cottage

Enjoy the quiet side of St. Simons Island! Tucked in one of the oldest neighborhoods, this two-story cottage offers a perfect balance of nature and tranquility while still being just a 5 to 10-minute drive from the island's best restaurants, beaches, and activities. We always leave eggs, coffee, and butter for our guests. The kitchen is fully stocked for the times you want to eat in, and we are happy to offer recommendations for meals out!

Robin's Nest, Saint Simons Island, GA

Welcome to our 2013 French Country Estate Located on Beautifully Manicured 1.25 Acres of privacy featuring four bedrooms each with en suite bath, 4.5 baths, a game room with pool table, home office, dining room, family room, screened in back porch with a gas grill, a private salt water pool which can be heated for additional fee (only needed Dec-Feb) fire pit for roasting marshmallows, outdoor music and bar, hammock.

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 !