Vacation rentals in Little Saint Simons Island

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Top-rated vacation rentals in Little Saint Simons Island

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Top guest favorite
A wooden deck extends from the house, furnished with a comfortable seating area and a dining table. Lush greenery surrounds the space, providing a serene view of the marsh. Large windows allow natural light to fill the adjacent indoor area.
Cottage in St. Simons Island
4.94 out of 5 average rating, 216 reviews

Golden Isles Getaway Marsh View

A Great Vacation Rental, centrally located on St. Simons Island in the Sea Palms community next to the Sea Palms Golf Resort. This is a 2 bedroom, with a King in one and queen in the other , 2 bath, washer-dryer, kitchen and living space combo and has a nice little sitting room that has a perfect view of the marsh. The condo backs up to the marsh, has a large deck that faces east, and makes it enjoyable to watch the beautiful sunrises we have . Quiet and peaceful makes it a great getaway spot !

Top guest favorite
Home in Darien
4.98 out of 5 average rating, 145 reviews

Walk to waterfront dining! 95 2minutes. No pet fee

2 blocks from the water and everything that makes down town Darien so special, Skipper’s waterfront seafood dining, Waterfront wine and Gormet, The Shanty for breakfast and coffee, Skippers Fish camp for waterfront dining. Take a boat tour with Georgia Tidewater Outfitters. Keep it simple at this peaceful and centrally-located place. Bring your boat, the DARIEN BOAT RAMP IS 3 blocks away. Sapelo island is a 30 minute boat ride away. I/95 is less than 2 miles away for a quick overnight stay!

Guest favorite
Home in Darien
5 out of 5 average rating, 10 reviews

Coastal Retreat in Darien | New 3/2 Near Downtown

Welcome to Coastal Retreat, a stylish new construction home offering modern comfort and laid-back coastal charm in Darien, GA. Located just minutes from historic downtown Darien—and a short drive to Brunswick, Jekyll and St. Simons—this thoughtfully designed 3-bedroom, 2-bath home is perfect for families, couples, or friends looking for a relaxing coastal getaway. Enjoy an open floor plan, a fully stocked kitchen, and an outdoor space with a grill—everything you need for a comfortable stay.

Top guest favorite
A charming gray house sits under a bright blue sky, surrounded by lush greenery and large trees draped in Spanish moss. An American flag is displayed at the entrance, enhancing the welcoming appearance of the home.
Home in Darien
4.97 out of 5 average rating, 175 reviews

The 1880's House, Part Two!

Come to beautiful southern Georgia to relax, unwind, and enjoy what the coastal town of Darien and nearby St. Simons and Jekyll Islands have to offer. Sleeping 7, and located in a quiet neighborhood, our home offers antique and modern furniture, electronics, and a coastal decor, all for a care free stay. Within walking distance are great restaurants and a wine bar to relax and discuss the days adventures. Come enjoy peace, serenity and the good vibrations that being by the coast brings.

Top guest favorite
A wooden dock extends over calm waters, featuring a red-roofed pavilion at the end. A figure stands on the dock, overlooking the marsh and river. Lush greenery is visible along the water's edge, with a clear blue sky above.
Cottage in Darien
5 out of 5 average rating, 222 reviews

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)

Guest favorite
Two blue Adirondack chairs are positioned on a cement patio, offering a view of the ocean and coastal grass. The backdrop features a tranquil shoreline, with gentle waves and a clear sky, creating an inviting outdoor space for relaxation.
Condo in Jekyll Island
4.87 out of 5 average rating, 115 reviews

Driftwood paradise, ocean view!

Enjoy amazing ocean sunrises from spacious 1-BR Jekyll Island condo! Next to secluded beach and short walk to famous Driftwood Beach. Updated, ground-level unit sleeps 4 (with pullout sofa). Extended patio offers panoramic shoreline view. Condo complex has pool, fitness center, volleyball, basketball, playground, bike rentals, picnic tables/grills, restaurant and more. One dog (60 lbs. max) OK with $75 fee. Sorry, no cats. For stays longer than 7 nights, contact host for special discount.

Top guest favorite
A welcoming cottage exterior is displayed, featuring a light gray façade and a distinctive yellow door. An American flag adorns the porch, which includes a small seating area. Surrounding greenery enhances the inviting atmosphere, while a paved driveway leads up to the entrance.
Home in Darien
4.99 out of 5 average rating, 284 reviews

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.

Guest favorite
A wooden boardwalk stretches across a serene marsh, leading towards a vibrant sunset. Soft hues of orange and pink fill the sky as the sun sinks behind a line of trees in the distance, while tall grasses sway gently in the foreground.
Home in Townsend
4.78 out of 5 average rating, 177 reviews

Paradise on the Marsh - Free Kayaks!

Discover a true hidden gem💎 at Paradise on the Marsh, your ideal peaceful getaway with an amazing view! With 300 feet of private boardwalk leading to your own floating dock🎣, this is the perfect choice for fishermen, kayakers, or nature lovers. Conveniently located in beautiful Shellman Bluff, just 12 minutes from I-95. Explore the marsh by kayak, fish off your dock, admire the abundant wildlife... this is where unforgettable memories are made!🌅

Guest favorite
A comfortable living area is furnished with a light-colored sofa and a patterned accent chair. Natural light enters through the nearby window, with wooden paneling providing texture to the walls. A small area rug is positioned on the dark hardwood floor.
Cottage in St. Simons Island
4.84 out of 5 average rating, 37 reviews

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!

Guest favorite
An open-concept living area features natural light from multiple windows. A comfortable white sofa is centered on a decorative rug, complemented by a wooden coffee table. The kitchen, visible in the back, showcases stainless steel appliances and a modern design. A large indoor plant adds a touch of greenery.
Apartment in St. Simons Island
4.86 out of 5 average rating, 306 reviews

Stanton Apt A - Historic retreat 1 block to beach

Your perfect getaway, just 30 seconds from the beach! This 1-bed/1-bath apartment blends historic charm with modern conveniences. Enjoy a quick stroll to the beach, a 5-minute walk to the King & Prince Hotel, and a 10-minute walk to the Pier Village. We provide high-quality bedding, towels, and kitchen supplies. Experience ultimate comfort and an unforgettable 5-star stay, with thoughtful amenities and personalized touches throughout.

Top guest favorite
The exterior of a French Country Estate is showcased, featuring a paved driveway leading to a two-story home surrounded by well-maintained landscaping. Lush green grass and tall trees provide privacy, complemented by elegant lampposts flanking the entrance.
Island in St. Simons Island
4.98 out of 5 average rating, 98 reviews

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.

Guest favorite
Home in St. Simons Island
4.95 out of 5 average rating, 66 reviews

Captain's Boathouse

Visit Saint Simons in a completely restored historical home. This 3 bedroom house has all the luxuries of any high class home while still maintaining that rustic feel of the historical home. The home is located on the Frederica river and has spectacular sunsets over the marsh and river. This house can sleep up to 8 comfortably or if you have more than that you can rent the house next door as well.

Popular amenities for Little Saint Simons Island vacation rentals