Holiday houses 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

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.

Beach Cottage-Large Deck-One short block to beach!

Welcome to Coaches Corner, Cottage D. This is one of 4 separate cottages in the main house. Cottage D is on the second floor and consists of 2 bedrooms and 1 full bath. One bedroom has a king bed, second bedroom has a queen bed, and living room has a full sleeper sofa. Standout features include a patio with dining table, outdoor showers, communal grill area, smart TVs in all rooms, free on-site parking, & location 1 block from the beach and less than 1 mile from village shops and restaurants.

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!

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.

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.

Stanton Apt C - Historic retreat 1 block to beach

Experience a luxurious beach vacation in this fully restored 1920s 1-bed/1-bath apartment, just 30 seconds from the beach. This charming upstairs retreat seamlessly blends historic features with modern amenities. Enjoy a 2-minute walk to the King & Prince Hotel or a 10-minute stroll to the village. High-quality bedding, towels, kitchen supplies, and thoughtful touches throughout ensure a 5-star stay.

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.

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.