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
The exterior showcases a light-colored building with multiple windows, allowing natural light to filter in. A wooden deck is visible, leading to a covered seating area. Nearby, a grill is situated on the deck, surrounded by trees for added privacy.
Tiny home in St. Simons Island
4.95 out of 5 average rating, 197 reviews

Tiny Turtle, 1 queen, full bath and kitchenette

Tiny Turtle is perfect for a couple or small family with one child. Tiny Turtle is a cozy place to spend your nights after exploring the Islands. You will love the beach and nautical décor. It has one bedroom that can only be accessed up a spiral staircase, kitchenette and private bath. Start your island adventure with beach bikes, beach chairs, wagon & umbrella all included! Tiny Turtle was designed to have an interior similar to a light house quarters! It truly is a special little place.

Top guest favorite
Home in Brunswick
5 out of 5 average rating, 9 reviews

Tidal Creek Cottage

Enjoy life with the tides in a totally remodeled 1974 fishing cottage. Situated on a tidal creek & pond, the cottage feels like a semi-private oasis, yet it’s centrally located near multiple beaches like St Simons, Jekyll Island, downtown Brunswick, & FLETC. Relax on the screened porch or patio & take in the waterfront views, launch kayaks or paddle boards, and fish from the shared boat ramp—all just steps away from your front door. The cottage is next door to the main house near boat ramp.

Top guest favorite
The living area features a light-colored sofa adorned with patterned cushions, complemented by a decorative ottoman. A large clock and coastal artwork are displayed on the walls, while natural light filters through the bright windows, enhancing the comfortable, inviting atmosphere.
Home in Brunswick
4.99 out of 5 average rating, 151 reviews

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.

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, 174 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)

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, 283 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.

Top guest favorite
Home in St. Simons Island
5 out of 5 average rating, 14 reviews

Cozy Coastal Cottage

Your home away from home on 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. Bonus features include 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 to shops and restaurants. We welcome you to St. Simon’s!

Guest favorite
A charming cottage elevated on sturdy wooden stilts is surrounded by lush greenery. The exterior features a light-colored gabled roof and blue panels, complemented by a welcoming porch with railing. Tall trees provide a natural backdrop, enhancing the serene atmosphere of the setting.
Cottage in Sapelo Island
4.89 out of 5 average rating, 122 reviews

Painted Bunting Cottage-Sapelo Island Birdhouses

Visit a pristine, undeveloped barrier island just south of Savannah, where you'll find history - both Gullah-Geechee and Native American. Where Sweetgrass baskets are still hand-crafted and you can visit Indian mounds which pre-date the pyramids in Egypt. Enjoy 7 miles of pristine beach where you'll be one of a very, very few on the beach. This cottage is great for a couple celebrating a special occassion... just the two of you can run away to this perfect hideaway.

Top guest favorite
A serene view showcases a calm lagoon in the foreground, bordered by lush grass. Beyond the water, a well-maintained golf course is visible, with gentle rolling greens and palm trees dotted along the landscape. The scene reflects a peaceful natural setting.
Condo in St. Simons Island
5 out of 5 average rating, 44 reviews

"Saintly" @ Sea Palms 18th Green

"Saintly" is an end unit condo that is a short one minute walk to the Sea Palms Resort & Convention Center. The 18th green and lagoon are directly in back of this condo which provides stunning views. The Sea Palms Resort Sago Restaurant and Golf Pro Shop are located just to the right of your front door. Food can also be ordered for pick up for a quick and easy meal. If you are looking for relaxation, peace and quiet, "Saintly" is the place for you!

Popular amenities for Little Saint Simons Island vacation rentals