St. Simons Island South Island Rentals


Properties Available 26 properties available
Welcome to Island Whimsy!Built in 2021, this NEW vacation rental home is ready to welcome guests!  Located in the quaint new cul-de-sac neighborhood of Couper Place, Island Whimsy is the perfect island escape for guests to enjoy time a way from it all but minutes to the beaches, shopping and restaurants on St. Simons Island. The outdoor space
Island Whimsy
Home
$645.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 5 (28)
Welcome to the Water Lily Cottage! Located in the much-desired oceanfront community of Coast Cottages, this charming 3 bedroom / 3 bathroom home has it all!  Views of marshes from three coastal front porch balconies will rock all of your worries away while you view the wildlife at your doorstep. Located only 325 yards from the ocean front
Water Lily Cottage
Home
$469.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.9 (55)
Welcome to the Atlantic Cottage!  Newly constructed and professionally furnished, the Atlantic Cottage has everything guests are looking for in the next St. Simons Island getaway!  Offering 4 spacious bedrooms and 3.5 bathrooms, the Atlantic Cottage will allow guests to put their toes in the sand after a convenient 200 step walk 
Atlantic Cottage
Home
$661.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 9 guests
Rating 5 (31)
Welcome to Beach Haven! This beautifully appointed townhome, with a private elevator, is located just steps away from one of the best beaches on Saint Simons Island!  Once inside, you will find a beautifully decorated living room open to the dining room and a fully stocked kitchen a few steps away.  Guests will have access to the ground-l
Beach Haven
Condo
$315.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 4.9 (42)
Welcome to the Oak Beach Cottage! Nestled on a quiet street just a 4 minute walk to the St. Simons Island beach, this custom built home has it ALL!  The large 30x18 swimming pool and spa (can be heated upon request for an additional fee) is a resort like escape for guests to enjoy the large backyard space with tropical palm trees and a po
Oak Beach Cottage Pet Friendly
Home
$842.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 4.9 (58)
Oleander Cottage is what beach vacation dreams are made of! This newly decorated home exudes coastal style at it`s finest. It`s attractive & sophisticated, yet oh so comfortable! The plush furnishings will make your stay a relaxed experience!  Any group gatherings and events at this property are limited to the number of occupants (10 
Oleander Cottage
Home
$813.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 5 (23)
When your vacation destination is St. Simons Island and you have your sights set on a stay that perfectly pairs in-home style and island fun, a stay in Waltzing in the Sand is bound to inspire! This 3-bed, 4.5-bath townhome is an inviting property designed to welcome up to 7 guests at a time including a pet if you can’t imagine a trip this wa
Waltzing in the Sand Pet Friendly
Condo
$265.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 3 bedrooms
Bathrooms 4 baths
Guests 7 guests
Rating 4.9 (40)
Welcome to the Salt Air Cottage! This fabulous 4 bedroom / 3 bathroom island home has recently been completely renovated with a brand new heated pool in 2023.  Located in a great south island location, this home is minutes to the beaches, restaurants and shopping on St. Simons Island.  All new furnishings compliment the renovation invitin
Salt Air Cottage
Home
$447.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.9 (106)
Welcome to Circle Cottage!  Located in the quiet and convenient St. Simon Heights neighborhood, this designer-decorated cottage offers guests a heated private pool (14x24) and spa (8x8) tucked into a secluded backyard.  Guests of Circle Cottage will enjoy quick access to the beaches, shopping, and restaurants! Take a quick bike ride or wa
Circle Cottage
Home
$465.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.9 (27)
Welcome to The Broadway Bungalow!  Located in the quiet and convenient St. Simon Heights neighborhood, this cottage offers guests a secluded backyard with plenty of space for the entire family.  Guests of The Broadway Bungalow  will enjoy quick access to the beaches, shopping and restaurants! Take a quick bike ride or walk to the fam
The Broadway Bungalow
Home
$280.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.7 (22)
Welcome to the Happy Tabby Cottage!   Any group gatherings and events at this property are limited to the number of occupants (6 persons). Events such as weddings, rehearsal dinners, etc. are not permitted.  Dogs (only) are allowed with a pet fee of $150/dog Linens (bath towels & bed sheets) provided  Beach towels provi
Happy Tabby Cottage Pet Friendly
Home
$195.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.7 (55)
Welcome to Coastal Crush!  Location, Location, Location... get ready to have everything from the amazing St. Simons Island beaches to dining experiences right at your doorstep. This beautifully furnished, fully renovated townhome is one block from beach access.  Once guests walk in the door, they will immediately feel the relaxation of &q
Coastal Crush
Condo
$345.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.9 (54)

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