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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

CoastalCreekfrontStudio On tidal Creek & Marsh!

READ POST! Coastal creekfront getaway w/ palm trees, & lots of banana trees in the summer! The studio is decorated in a coastal theme, with a nice view of the creek & marsh. You may see various wildlife that live along the creek bank, like egrets, fiddler crabs, raccoons & otters. Close to restaurants, nightlife, Historic sights, hospital & shopping. FLETC <5 min, St Simons Island 15 mins & Jekyll Island 20 mins. Pets ok, limit 2 $40 fee SEE RULES. Min 2 night stay, weekly & BIG monthly disc

Charming Home near downtown & beaches.

It's a Beauty! Forget your worries in this extremely well insulated charming home located in a quiet and safe neighborhood. The hard wood floors in this 1900's refurbished home are spectacular. This beautiful cottage is walking distance to downtown and a short 10-min drive to the beaches. This place is exactly what you are looking for & has all the amenities. Super clean and new. Enjoy a relaxing swing on the porch and if you listen close, you might even hear a ship's horn in the distance.

Penthouse Suite | Historic District |Walk Downtown

Welcome to your charming penthouse apartment located in the heart of Brunswick’s Historic Old Town District. This one-bedroom gem is nestled within a beautifully restored 1910 brick carriage house, offering a unique blend of historic charm and modern comfort. Enjoy a beautiful morning view of the property's lush trees and plants. A lovely walk or short drive to downtown and an easy drive to Jekyll, St Simons & Sea Islands, w/Beaches, Cycling, Golf, Restaurants etc. Airports: BQK, SAV & JAX.

The Sunflower Hideaway Walk to eats/dog friendly

The Sunflower Hideaway is located in the mid-south part of the island. This amazing cottage sleeps up to 8 ppl. With so many activities SSI has to offer, you will be less than a mile walk to Southern Soul and other great restaurants, a beautiful 10-12 minutes bike ride to the beach or you can explore the hidden trails and attractions close by and connect with nature. We are a dog friendly place with a fenced-in back yard and we are committed to provide you an "amazing southern hospitality."

Riverfront 3 Bd, Renov. Home, 2 Blk to Cloister

This gorgeous home is perfectly located on Sea Island to provide you with stunning sunsets and breathtaking river and marsh views. 1106 River Club epitomizes quintessential Sea Island living and recently underwent a complete renovation and is newly furnished. This professionally decorated, 3 bedroom / 3.5 bathroom, waterfront home is nestled in the safe haven of River Club and only a 2 block walk from the private, 5-star Cloister Hotel, Beach Club and the Tennis, Spa and Fitness facilities.

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)

New Build Cottage near the Beach

This 2020 build home is in a picturesque, quiet neighborhood on a dead end street. Walking distance to Harris Teeter & great restaurants like Tramici, Halyards, Certified Burger & Dorothy’s. 2 min drive to Sea Island 8 min drive to East beach. This home is meticulously maintained & furnished beautifully. Primary suite on main level with king bed & walk-in closet. Two upstairs bedrooms with queen beds & en-suite baths. ***We also accept FLETC per diem. Please message to set up TDY stay

Cozy Coastal Cottage

Your home away from home here at St. Simons Island! Our house is beautifully updated with 3 private bedrooms, 2 full bathrooms and a spacious common area. The backyard is a private oasis complete with a sitting area, covered patio, large TV and grill. There’s even a fire pit and outdoor shower! Ample parking space. The house sits across from a quaint neighborhood park. Few minutes drive to the beach, and a short walk away from shops and restaurants. We welcome you to St. Simon’s!

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.

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 !