Vacation rentals in St. Simons Island

Home in St. Simons Island

4.96 out of 5 average rating, 126 reviews

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 homes in St. Simons Island

A cozy sitting area features a gray loveseat and a wooden coffee table, positioned on a textured rug. A small side table holds items, and a spiral staircase leads to the upper level. Natural light from the window brightens the space.

4.95 out of 5 average rating, 195 reviews

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.

A bright and airy open-plan kitchen and living area is shown, featuring white cabinetry and a stylish countertop. A coffee maker and cups are visible on the kitchen shelves. The living space includes a comfortable seating arrangement with natural light filtering through large windows.

4.96 out of 5 average rating, 48 reviews

The Sunflower Hideaway Walk to eats/dog friendly

The Sunflower Hideaway is located in the mid-south part of the island. This amazing cottage sleeps up to 8 ppl. With so many activities SSI has to offer, you will be less than a mile walk to Southern Soul and other great restaurants, a beautiful 10-12 minutes bike ride to the beach or you can explore the hidden trails and attractions close by and connect with nature. We are a dog friendly place with a fenced-in back yard and we are committed to provide you an "amazing southern hospitality."

Condo in St. Simons Island

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, 338 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.

The cottage is framed by lush greenery and mature live oak trees. The light green exterior is complemented by white window frames and a circular window. A small patio area is visible, enhancing the inviting appearance of this coastal retreat.

4.91 out of 5 average rating, 161 reviews

Four Oaks Cottage, SSI-walk to beach!

Nestled under mature live oak trees, this 1940's beach cottage is quaint, comfortable, and cozy in a friendly, quiet neighborhood. Walk to the beach, ride bikes, sight see historic sites, golf, shop, dine out at a wonderful selection of great restaurants. Only takes 3-5 minutes to walk to the beach. Public access at 3rd or 5th streets. Between the Pier/Village/Neptune Park and the King & Prince/restaurants where all the action is and you can walk or ride bikes to. Great location!

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, 138 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.

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, 342 reviews

Stanton Apt B - Historic retreat 1 block to beach

Your perfect getaway, just 30 seconds from the beach! This fully restored 1920s 1-bd/1-ba apartment blends historic charm with modern conveniences. Enjoy a quick stroll to the sandy shores, a 2-minute walk to the King & Prince Hotel, and a 10-minute walk to the 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.

Guest suite in St. Simons Island

4.94 out of 5 average rating, 18 reviews

The Angel's Share on Saint Simons Island

Fall in love with this spacious, tiny hideaway studio guest suite nestled among the Live Oaks & flowing spanish moss atop the Woodford's Reserve Estate. Sunbath in style lounging in the wooden Adirondack chairs in the private flagstone hard garden, then cool off with a dip in the Cowboy Pool. Enjoy short strolls together to the beach, the park, pickleball and all the shops and dining of St. Simons Island Pier Village.

Condo in St. Simons Island

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.

4.92 out of 5 average rating, 118 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, 84 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!

Home in St. Simons Island

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.

Bungalow in St. Simons Island

A charming bungalow exterior is showcased, featuring a vibrant turquoise color and white trim. Lush green plants and colorful flowers adorn the front yard. Shutters frame the large windows, with a metal roof reflecting the sunlight. The surrounding trees provide a natural backdrop.

4.92 out of 5 average rating, 455 reviews

♥ of SSI Bungalow 2, Quick walk to beach and food☼

• Fully renovated with you in mind • Premium location 2 block walk to the beach • 1 Block to many restaurants, market, brewery, and rentals • Large TV w/ cable&internet • Outdoor seating & gas grill • Comfortable new king bed • Fully stocked kitchen w/ coffee • Washer/dryer

Popular amenities for St. Simons Island vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great vacation rentals in St. Simons Island

A cozy living area is furnished with a sectional sofa adorned with decorative pillows, accompanied by a modern coffee table. A black armchair adds contrast, while natural light enters through a window, illuminating the neutral palette. A piece of wall art and a round mirror enhance the space.

4.94 out of 5 average rating, 33 reviews

Three-bedroom luxury, central

The bedroom features a spacious bed with quality bedding and colorful accent pillows. A comfortable seating area is positioned at the foot of the bed. Natural light floods the room through large windows, creating a bright and airy atmosphere.

4.83 out of 5 average rating, 230 reviews

Charming Studio Loft S - Steps to Beach & Dining

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, 327 reviews

Stanton Apt D - Historic retreat 1 block to beach

5 out of 5 average rating, 9 reviews

Blue Herons Nest

Home in St. Simons Island

The light blue bungalow is complemented by a well-maintained front yard, featuring lush greenery and mature trees. A gravel driveway leads to the entrance, with a welcoming front porch and a combination of large windows that invite natural light into the home.

4.89 out of 5 average rating, 9 reviews

Blue Sky Bungalow

Condo in St. Simons Island

5 out of 5 average rating, 10 reviews

Beachy Keen

4.89 out of 5 average rating, 207 reviews

Historic Beach Cottage - Steps to Beach & Dining

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.