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The East Inn - Hip Hideout Blocks from Beach

Tucked behind the historic Hazel's Cafe, this 4 bedroom hideout is rooted in and captures the "South End" living. Tall ceilings and large rooms make this Modern-Spanish style house the perfect oasis for taking it slow. Moments away you can be walking on our natural beaches, viewing our famous marshes, or catching magical sunsets. It is located 1 mile from The Village-the island's traditional "downtown" area and 5 blocks from the beach. This house is perfect for 2 families or large friend groups.

Heated Pool, Family friendly, Great Location

Welcome to The Ranch SSI! Here you will experience a fully stocked and beautifully designed home with a clean, modern style, located in the heart of St. Simons Island. The Ranch is located in the Kings Terrace area of the island, only a few blocks away from the St. Simons pier village with local shops and restaurants, as well as the lighthouse. The Ranch is only a quick 3 minute drive to the beaches and our favorite local coffee shop-- Wake Up Coffee Co! Enjoy an island retreat at The Ranch SSI!

St. Simons "Blue Crab" Beach Cottage on South End

You’ll find a spacious foyer, a comfortable family room, and a fully stocked kitchen with a dedicated dining area. The primary bedroom features king-sized bed and en-suite bathroom. The 2nd bedroom has a queen bed, and the 3rd has two single beds. Outside is a huge backyard & covered patio. For the beach, we provide beach chairs and boogie boards. Secluded enough to offer peace and quiet, yet just a short trip from the Pier Village's charming shops and restaurants, Lighthouse, and the beach.

Hidden Gem

Nestled off the beaten path, this hidden gem will attempt you to stay all day— but the beach, village, and great restaurants are all within a mile. Bring your bike or rent a golf cart & leave the car parked! Sip your coffee in the warm sun on the front porch or relax in the shade of the back porch. Unwind in the garden, rocking among natures beauty as the fountain provides a peaceful soundtrack & hummingbirds buzz nearby. End your day with a restful night’s sleep in the comfortable beds.

St. Simons Sanctuary - 2BR, Walk to the Beach

Unplug from it all in Sanctuary Cove - just a short walk to the beach, restaurants, and shopping. Right in the heart of the island - park your car and enjoy all the area offers. A unique and charming 2 bedroom, 2 bath house. After the beach, lounge in the shade, and watch the koi fish in the pond. Step inside to enjoy cool air, reclaimed hardwoods, stunning local art, and windows galore. With a well stocked indoor AND outdoor kitchen, nobody's going hungry while you enjoy your vacation!

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!

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 Fig House | Mid Century, Pool, Mins from Beach

The Fig House is a newly renovated 3-bedroom, 2-bathroom Mid-Century Modern ranch style vacation home set on 1 level. It comprises: a living room/dining room with a wood-burning fireplace, 8-seater table and connection to the kitchen, which also has a breakfast table. There is a sitting room and a sun room off the kitchen with access to the pool courtyard. There are two masters with king size beds and a bunk room that has 2 sets of bunk (twin) beds.

Perfect cottage ON THE BEACH! Golf Cart for RENT!

Built in 1944 and transformed in 2021, the Mildred Rose Cottage embodies the best of old and new. With direct ocean frontage on two sides, the cottage is uniquely positioned to watch both sunrise and sunset. Luxuriously renovated (all high-end furniture, appliances and fittings), and perfectly situated (bike or walk to town), the Mildred Rose cottage is in a league of its own. Welcome to Saint Simons! 6 SeaterGolf Cart ADD ON available as well!

Coastal Comfort Stroll to Village, Pool & Tennis

Elegant 3BR/2BA Harbour Oaks condo, fully reimagined with shiplap, LVP flooring, and quartz countertops. Sleeps 8 with a king primary suite, queen guest room, and two full beds. Stylish coastal décor, in-unit laundry, and covered parking. Steps to pool, tennis, pickleball, and playground. Easy stroll to the Village and island hot spots—perfect blend of luxury and location for your St. Simons getaway.

Saltlife downstairs duplex

It's time to kick back and relax at newly renovated Saltlife below deck. Smoke a butt on the Green Egg, hang out in our tiki hut on the hammock, griddle up some pancakes and eggs on the flat top griddle, or just relax on the patio and feel the ocean breeze. 3 blocks to the beach and crab corner (4 popular SSI restaurants). We loved living here and now want to share our place with you.

Flying Turtle SSI

Coastal comfort meets island adventure at The Flying Turtle! This 3BR/2BA home includes porches, a stocked kitchen, and a 6-seater golf cart for exploring the island. Stays of 5+ nights include complimentary cart use; shorter stays may add it for a fee. Rental agreement required after booking. Cart use requires additional terms and valid license.