
Holiday houses in St. Simons Island
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Top-rated holiday rentals in St. Simons Island
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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

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.

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 !

Great Island Location!
This well appointed end-unit townhome features a fully equipped gourmet kitchen. High speed Wifi is included through AT&T Fiber and a Roku is located in the living room. YouTube TV is included. The upstairs features a Primary Bedroom with a king size bed. The Primary Bathroom features a soaking tub, shower, double vanity, and a closet. A second bathroom with tub/shower combination is next to the fully equipped laundry room. Two additional bedrooms complete the upstairs (Queen and Full Bed)

Lovely, central village area, cozy coastal cottage
Enjoy a stylish experience at the centrally-located Cottages at Neptune Way. Cottage #1 (this listing) features 2 bed/2 bath, a full kitchen, dining, and living area with a separate laundry room. Fully renovated with a beautiful color story and details, this cottage is a perfect getaway spot. Walk to breakfast at Sandcastle Cafe, then take a stroll by the ocean before hitting the local shops… *Please note this unit is part of a 3-unit home. No pets, or parties please. Parking for 2 cars only.

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.

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!

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

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.

The Green Door | your treehouse 2mi from the beach
The green door is a newly built studio apartment, in the heart of SSI, a bike ride away from the beach and walking distance from bars and restaurants in nearby Redfern Village. Modern furnishing, fluffy bedding and lofted ceilings meet plenty of natural light in this cozy and peaceful space. With tree canopy views at every window, it is like staying in the most comfy -air conditioned- treehouse !

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!
Popular amenities for St. Simons Island holiday rentals
Other great holiday rentals in St. Simons Island

Saltlife downstairs duplex

Tranquility Place

Stanton Apt B - Historic retreat 1 block to beach

Beachy Keen

Private Cottage Treehouse Among Giant Live Oaks

Historic Beach Cottage - Steps to Beach & Dining

The SUGAR SHACK

Summer Special | Large Home with Pool & Bikes!
Frequently Asked Questions
Where is Saint Simons Island located?
Saint Simons Island is on the southeastern coast of Georgia, United States, nestled along the Atlantic Ocean. It is known for its maritime forests, sandy beaches, and welcoming coastal communities.
When is the best time to visit Saint Simons Island?
Mild temperatures and lower rainfall in spring and fall make those seasons frequently suggested for visiting Saint Simons Island. Summer is popular for beach activities but brings warmer weather and higher humidity.
What are some things to do near Saint Simons Island?
Explore historic landmarks like the St. Simons Lighthouse Museum, stroll through oak-lined parks, or discover local shops and art galleries. Outdoor activities such as cycling, birdwatching, and kayaking around marshes are also often recommended.
How is the weather near Saint Simons Island?
Saint Simons Island has mild winters around 43–65°F (6–18°C) and warm, humid summers reaching 89°F (32°C), with higher rainfall in late spring and summer. Expect comfortable evenings much of the year, with the possibility of coastal breezes.
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