Holiday houses in St. Simons Island

Cottage in St. Simons Island

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.

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 !

A spacious bedding area features a large white bed adorned with decorative pillows. A cozy seating area invites relaxation, accompanied by a light-colored woven side table. Ocean-themed artwork is displayed above the bed, complemented by soft light from two lamps with seashell designs.

4.96 out of 5 average rating, 342 reviews

Perfect Island Private Getaway-Walk2Beach-Village

If you are interested in a great little getaway, this is it. Gated UPDATED BEACHY condo with private gated parking & pool. IDEAL LOCATION. Walk/Bike to the Beach, Pier Village Shopping, Restaurants & Entertainment. Custom made book with local recommendations included. Condo is setup similarly to a hotel suite with Kitchenette *see photos. Relaxing jetted tub&large shower Has washer/dryer, full refrigerator, Keurig coffee, WiFi, Roku Stick, Alexa, Amazon Music, Amazon Prime, Netflix.

A serene koi pond, featuring vibrant orange and white fish, is framed by lush greenery and a wooden deck. The casual outdoor seating area invites relaxation, while the gentle sound of the waterfall enhances the tranquil setting.

4.96 out of 5 average rating, 74 reviews

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!

The exterior of a charming home is showcased, featuring a light gray facade and a covered front porch with two seating chairs. Lush greenery frames the property, including shrubs and palm trees. A pebbled driveway leads to the entrance, creating a welcoming approach.

4.96 out of 5 average rating, 48 reviews

New Build Cottage near the Beach

This 2020 build home is in a picturesque, quiet neighborhood on a dead end street. Walking distance to Harris Teeter & great restaurants like Tramici, Halyards, Certified Burger & Dorothy’s. 2 min drive to Sea Island 8 min drive to East beach. This home is meticulously maintained & furnished beautifully. Primary suite on main level with king bed & walk-in closet. Two upstairs bedrooms with queen beds & en-suite baths. ***We also accept FLETC per diem. Please message to set up TDY stay

Cottage in St. Simons Island

A charming cottage with light blue siding features a vibrant yellow door. A gravel path leads to the entrance, surrounded by lush greenery, including ferns and a surfboard. The property is enclosed by a wooden privacy fence, enhancing a sense of seclusion.

4.96 out of 5 average rating, 140 reviews

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.

An open-concept living area features natural light from multiple windows. A comfortable white sofa is centered on a decorative rug, complemented by a wooden coffee table. The kitchen, visible in the back, showcases stainless steel appliances and a modern design. A large indoor plant adds a touch of greenery.

4.86 out of 5 average rating, 306 reviews

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.

A bright living area features a comfortable seating arrangement with soft cushions. A glass coffee table sits at the center, showcasing decorative items. Large sliding doors provide access to a balcony with an ocean view, while light-colored curtains frame the windows.

4.93 out of 5 average rating, 121 reviews

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!

A cozy bedroom features a spacious bed dressed with striped linens and decorative pillows. Two windows allow natural light to fill the room, while a four-poster bed adds a touch of elegance. A seating area with soft armchairs and a small table completes the inviting space.

4.98 out of 5 average rating, 85 reviews

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!

The exterior of the home is showcased, featuring light-colored stone and wood accents. A welcoming front porch is adorned with a large American flag, surrounded by lush greenery and pine straw landscaping. The entrance is flanked by windows, inviting natural light into the space.

4.98 out of 5 average rating, 85 reviews

Summer Special | Large Home with Pool & Bikes!

Enjoy a coastal getaway at Live Oak Retreat, a beautifully updated 3-bedroom, 2.5-bath St. Simons Island home. Relax by the private pool, explore the island on 4 provided bikes, and unwind on the screened porch. Just minutes from beaches, golf, dining, and local attractions, this home is perfect for families or groups seeking comfort and convenience.

5 out of 5 average rating, 13 reviews

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.

A cozy living area features a plush sofa with floral patterns and a wooden coffee table. An adjacent bedroom area is visible, showcasing a bed framed by an elegant headboard. Natural light enters through the glass doors, enhancing the warm atmosphere.

4.84 out of 5 average rating, 102 reviews

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.

Superhost

5 out of 5 average rating, 3 reviews

Sandy Toes Condo 2 bed 2 bath. Monthly Rates Also

TO All our Northern Friends and FLETC, we have special rates. Come enjoy our spacious condo on SSI. It's a 2 bedroom with additional bed in sunroom. 2 full baths. We have tennis courts, fitness room and a large pool to enjoy. Beach is a short 3-minute drive. Close to shopping, dining, and golf.

Popular amenities for St. Simons Island holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in St. Simons Island

5 out of 5 average rating, 3 reviews

2 Bdrm 2 bath Beachfront Condo in St Simons Island

The kitchen features a large island with a marble countertop, surrounded by modern cabinetry. Stainless steel appliances, including a gas stove and hood, are neatly arranged. A dining area with wooden chairs is visible in the background, complemented by warm, natural light filtering through the windows.

4.99 out of 5 average rating, 72 reviews

Saltlife downstairs duplex

A fully equipped kitchen features stainless steel appliances, including a gas stove and refrigerator. Classic shaker-style cabinets and butcher block countertops are complemented by exposed brick walls. A dining area with a wood table and bright windows is visible in the background.

4.87 out of 5 average rating, 329 reviews

Stanton Apt D - Historic retreat 1 block to beach

Superhost

The living area features an inviting sectional sofa paired with a round coffee table. A 55-inch TV is mounted on the wall opposite, with soft ambient lighting provided by a floor lamp. Windows allow natural light to fill the space, showcasing a cozy atmosphere.

4.89 out of 5 average rating, 343 reviews

Stanton Apt B - Historic retreat 1 block to beach

A spacious living area features comfortable seating arranged around a central coffee table. A wall-mounted television hangs above a sleek fireplace, while natural light streams through tall windows. In the background, dining and kitchen areas are visible, enhancing the open layout.

5 out of 5 average rating, 25 reviews

Coastal Comfort Dual Master Suites 3BR/3BA

5 out of 5 average rating, 13 reviews

Beachy Keen

Guesthouse in St. Simons Island

The cottage treehouse features a modern exterior surrounded by lush greenery, including tall oak trees. A gravel parking area is visible in front, with a staircase leading to a second-floor balcony. Large windows allow for natural light to enter the space.

5 out of 5 average rating, 226 reviews

Private Cottage Treehouse Among Giant Live Oaks

A refreshing swimming pool is surrounded by lounge chairs and tropical landscaping. The pool area is framed by well-maintained buildings, creating a serene atmosphere. Tall trees provide shade, and a clear blue sky complements the inviting setting.