St. Simons Island South Island Rentals
23 properties available
Welcome to Under the Oaks! Located in a brand new community - Orchard Place, this private cottage has everything your group will want for your next vacation to St. Simons Island! Minutes to the best beaches, shopping, and restaurants on St. Simons Island, Under the Oaks is a special getaway right in the middle of everything. Guest
Under the Oaks
Home
$492.50 / per night avg

4
bedrooms
3
baths
8
guests
5
(18)
If you’re the type of traveler that sets your sights on St. Simons Island in the name of fun and relaxation, then Stones Throw Cottage has your name on it. This home away from home is a fan-favorite thanks to its incredible location. Only 80 yards away from the beach, this south island hot spot is a new two-story option on the rental market.&
Stones Throw Cottage
Home
$347.50 / per night avg

2
bedrooms
2
baths
8
guests
4.7
(76)
Welcome to Latitude Adjustment! Any group gatherings and events at this property are limited to the number of occupants (13 persons). Events such as weddings, rehearsal dinners, receptions, etc. are not permitted. Pets are NOT allowed Linens (bath towels, beach towels & bed sheets) provided Check In: 4:00pm 
Latitude Adjustment
Home
$695.00 / per night avg

4
bedrooms
3
baths
13
guests
5
(42)
Welcome to the Hamilton Cottage! This magnificent four-bedroom, four-bath vacation rental home is a cornerstone cottage in the award-winning Coast Cottages beachfront neighborhood. Located at the entrance to brick-paved Coast Cottage Ln, Hamilton Cottage has designer furnishings and all the comforts that any vacation property should have. Relax in
Hamilton Cottage
Home
$625.00 / per night avg

4
bedrooms
4
baths
10
guests
4.5
(15)
Welcome to Circle Cottage! Located in the quiet and convenient St. Simon Heights neighborhood, this designer-decorated cottage offers guests a 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 walk to t
Circle Cottage
Home
$465.00 / per night avg

4
bedrooms
3
baths
8
guests
4.9
(34)
Welcome to Island Whimsy!Built in 2021, this breathtaking vacation rental home is ready to welcome guests! Located in the quaint cul-de-sac neighborhood of Couper Place, Island Whimsy is the perfect island escape for guests to enjoy time away from it all but minutes to the beaches, shopping, and restaurants on St. Simons Island. The outdoor s
Island Whimsy
Home
$645.00 / per night avg

4
bedrooms
3
baths
10
guests
5
(29)
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

3
bedrooms
3
baths
8
guests
4.9
(58)
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
$650.00 / per night avg

4
bedrooms
3
baths
9
guests
5
(31)
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

4
bedrooms
3
baths
8
guests
4.7
(23)
Welcome to the Georgia On My Mind! Located in the quiet neighborhood of St. Simons Heights, this home has the perfect amenity mix of location to beaches, restaurants and shopping, pool as well as lots of living spaces to enjoy on St. Simons Island. Guests will immediately be drawn to the large screen porch that spans the entire width of
Georgia On My Mind
Home
$405.00 / per night avg

3
bedrooms
3
baths
8
guests
4.7
(32)
Welcome to the Highland House! This beautiful 3 bedroom / 2 bathroom home is located in a quiet neighborhood on the south end of St. Simons Island and is just 1 mile to the beach and the St. Simons Pier Village Area. From the moment you walk in the front door, you will feel as though you are at your home away from home. The primary suite features a
Highland House
Home
$171.50 / per night avg

3
bedrooms
2
baths
6
guests
4.9
(72)
Welcome to 30 Waterfront Dr. #332, a sophisticated coastal retreat nestled in the South Island area of Saint Simons Island, Georgia. This pet-friendly rental offers breathtaking marsh views, creating a serene and private sanctuary for your stay. Spanning 1,550 square feet, this elegant three-bedroom, three-bathroom condo comfortably accommoda
30 Waterfront Dr. #332
Condo
$202.50 / per night avg
3
bedrooms
3
baths
6
guests
4.9
(18)
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