Holiday rentals in St. Simons Island

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

Location! WALK to BEACH, Village & PIER! 2 POOLS*

After a relaxing nights sleep, walk out to the balcony and enjoy the amazing lake views & the sounds & smells of the salty ocean breeze, which is just down the street. Enjoy a workout in the gym, a game of pingpong/corn hole next to the lake, or a dip in one of the luxurious pools. Sit back & relax after a day at the beach & watch a movie on one of the smart TVs. This condo is nestled in the heart of SSI, a short walk to shopping, golfing, restaurants, historic sites, parks, the pier, & more.

New Luxury Home Near Beach, Crabdaddys, Sleeps 10!

Be one of the first guests! This house is less than one mile to the beach and one mile to the St. Simons Pier and Village area. That's just the beginning! At Sandy Toes Cottage you will enjoy the all-new construction, 4 bedrooms, 4.5 bath house that is located at the end of a very quiet street on a cul-de-sac. The house was finished in 2021 and features double porches, oversized master suite on main floor, gourmet chef's kitchen with custom cabinets and upgraded top of the line appliances.

The Nest at Circle Park - Cute Cozy Cottage

Cozy Island Cottage - This charming cottage offers the balance of convenience & tranquility. It’s just minutes from the action - close enough to the fun, yet far enough to relax. 5 min to the beach & 2 min from the private airport, this cottage is ideally located. You’ll find a comfortable, thoughtfully designed space for a relaxing stay. Perfect for a quick beach getaway! Rest Easy! We include $1550.00 in damage coverage at no extra charge! Restrictions apply. Ask for details.

Beach Cottage -optional BIKES - Walk 2 Shops & Fun

Cozy 1 bedroom apartment attached 2 a cute beach house is renovated. U will enjoy the mid/south-island location close 2 many shops & restaurants. U can easily walk 2 Redfern Village & other entertainment. Bedroom has a king & living room has a queen sleeper sofa. Unit comes w/ new furnishings & business class wifi. Courtyard outside 4 great outdoor living. Unit includes usage to 2 bikes (Beach Cruisers) for additional fee. NO PETS ALLOWED. CONTACT ME for all listings.

The Florida Room Cottage

Escape to our tranquil, serene 1-bedroom, 1-bath retreat nestled amidst the natural beauty of St. Simons Island, GA. Tucked away on a spacious, fenced lot surrounded by lush landscaping, our cottage offers a peaceful oasis for your coastal escape. Relax in the well-appointed living spaces, and soak in the tranquil surroundings. Come experience the best of St. Simons Island from the comfort of our idyllic cottage. Welcome to The Sanctuary on St. Simons Island!

Walk to everything! The Beach and The Village

Cute and quaint guesthouse located in the heart of the pier/village area of St.Simons restored to its vintage heritage. New A/C and a 65” smart TV. It has a private driveway but you won't need the car - this cottage has such an incredible location you'll be walking everywhere with ease! Our little beach cottage is completely enclosed with a privacy fence for your pet to run free. It also features a porch for outside dining with a grill and an outdoor shower.

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.

OCEAN VIEW-St. Simons says Relax at The Beach Club

Check out this gorgeous and updated condo in The Beach Club! There is a pool and private beach access for guests.It has a beautiful ocean view and a private balcony. The first bedroom features a King size bed, balcony access, and a private bathroom with a large walk in shower. The second bedroom has a Queen size bed and access to the shared hall bath. Please send a message with any questions!

Coastal Comfort Dual Master Suites 3BR/3BA

Coastal Comfort! 884 Wimbledon Drive, located in the Sea Palms West Community of Courtside Villas, has the perfect layout for you and your travel companions. Completely remodeled from head to toe with beautiful décor throughout, you'll love having the master bedroom with en-suite on the main level. Condo guest do not have access to a pool or any of the country club amenities.

The Nest | Steps to beach and dining

Welcome to our charming guest cottage privately nestled behind a quaint 1940s home. Situated within walking distance to the beach and a variety of restaurants, this cozy retreat offers a peaceful getaway with modern amenities. Relax in comfort and convenience while enjoying the coastal breeze and exploring the vibrant, tree canopied neighborhood. Your seaside escape awaits!

Relax and Unwind I Private Pool + Outdoor Oasis!

Gorgeous, family-perfect 3BR.3BA home with pool in the heart of St Simons Island Discover your dream retreat on the mid-south side of Saint Simons, ideally situated near the vibrant shopping and dining options of Redfern Village, and just a bike ride away from the beach. This stunning property was beautifully renovated is 2021.