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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

Kendall Cottage~ Private Pool~ New Renovations

Let Kendall Cottage be your base camp as you explore of the treasures of Jekyll Island. Enjoy the hush of the morning with a coffee on the screened back patio overlooking the private heated pool. Bike, run or stroll on the marsh side paths, just off the end of the driveway. Relax by the pool inside the cathedral lanai enclosure. Prepare meals in the updated, well-equipped kitchen. Catch a sunset out the front door and settle in for a relaxing evening with a movie, game, or book of your choice.

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.

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!

4 bedroom, 2 bathroom beach getaway Ocean Links

Bring the whole family to this relaxing, comfortable home for your time on Jekyll Island. Start your day with a coffee and a walk down the the quiet street, lounging in the sunroom reading a book, or short stroll to the beach (<5min walk). With bedrooms on either side of the house, a comfortable living room in the center, and plenty of fenced backyard, you can enjoy a relaxing trip with room for the whole family. The home has 4 bedrooms and two full bathrooms, accommodating 8 total guests.

Short walk to the beach-Jekyll Island Getaway!

Wishful Thinking is a beautiful island retreat located two blocks from the beach. This three-bedroom two full bath home offers 3 large bedrooms all with new memory foam mattresses. The primary bedroom provides a king-size bed along with a full ensuite bathroom. The fenced in backyard with new paver patio offers shade and sun for family games and gatherings. The home is located in the middle of the island an easy 5 minute walk to the beach with easy access to golf, tennis and bike paths.

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.

A Little Gem - Ocean Views with Private Elevator

Complete with ample outdoor space, oceanfront views and breezes, and elegant finishes throughout, this 3-bedroom, 3-bath vacation rental has all the perks of a luxurious coastal resort with the serenity of a private retreat. Outside, you'll find an idyllic covered deck, a built-in grill, and easy access to the ocean. Rest Easy! We include $1550.00 in damage coverage at no extra charge! Restrictions apply. Ask for details.

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!

NEW - Beach Meets Elegance on Jekyll Island!

BRAND NEW RENTAL ON JEKYLL ISLAND! Newly renovated coastal dream home just steps from the beach on Jekyll Island! This home offers you a private oasis with pristine beauty on a state park while providing you all of the conveniences of home at the beach! This 4 bedroom, 3.5 bath home offers 2 kings, 1 queen, 1 twin over full and a twin sleeper sofa. Max capacity is 10.

Cute Cottage 3 min walk beach pet friendly

Escape to our pet-friendly, mid-century modern cottage, just a 3-minute walk from the beach! This cozy retreat for two features, a fully-equipped kitchen, a dedicated office, and a private fenced yard with a putting green. Nestled under scenic Spanish moss oaks, it's the perfect coastal getaway. Enjoy access to a shared community pool.

Charming Guest Cottage 1 block from Beach

Located one block to beach and close proximity to the pier and village! This very quaint Gust Cottage located at the back of this sweet 1930's beach cottage has been professionally decorated and completely redone by the best architect who typically designs multi-million dollar homes on Sea Island.