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Properties Available 42 properties available
A trip to St. Simons Island is bound to be a delight and the experience is only elevated with luxury, comfort, and convenience for those who book a stay in Shayna Playa.  Any group gatherings and events at this property are limited to the number of occupants (10 persons). Events such as weddings, rehearsal dinners, etc. are not permitted. 
Shayna Playa
Homes
$530.00 / per night avg
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 4.8 (48)
Welcome to the Mint Julep!   Any group gatherings and events at this property are limited to the number of occupants (8 persons). Events such as weddings, rehearsal dinners, etc. are not permitted. Sorry, pets are not allowed Linens (Bath towels & bed sheets) as well as pool/beach towels provided Beach towels provided Check In: 4
New Listing! New Listing!
New Listing!
Mint Julep
Homes
$787.50 / per night avg
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 4.8 (6)
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
Homes
$515.00 / per night avg
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 5 (19)
Welcome to Octopus Odyssea!  Perfectly situated on 3rd Street in the much desired East Beach neighborhood and a 1/4 mile to the 3rd St. beach access, Octopus Odyssea offers its guests a wonderfully remodeled 4 bedroom / 3.5 bathroom home with a brand new heated pool.    Any group gatherings and events at this property are limite
New Listing! New Listing!
New Listing!
Octopus Odyssea
Homes
$775.00 / per night avg
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 5 (1)
Welcome to Salt Air Villas Unit 214! The private gated Salt Air Villas community is a quiet condo community located a short 1/2 mile from the best beaches, restaurants and shopping on St. Simons Island!  Unit 214 is a nicely updated king bed efficiency unit with a bunk room.  Guests will have access to covered gated parking, the Salt
Salt Air Villas #214
Condos
$180.00 / per night avg
Bedrooms 2 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.8 (21)
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
Homes
$650.00 / per night avg
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 9 guests
Rating 5 (9)
Planning a trip to beautiful St. Simons Island is bound to be a well-deserved escape, but elevating the experience even further is very possible when you book into Bryton's Cottage during your stay! This 6-bedroom, 4-bath island home can easily welcome up to 12 guests at a time. While the open concept design and bright ambiance of this property
Brytons Cottage
Homes
$937.50 / per night avg
Bedrooms 6 bedrooms
Bathrooms 4 baths
Guests 12 guests
Rating 5 (55)
Welcome to Pier Serenity Cottage at 106 Strachan Ln! This beautiful custom built 3 bedroom / 4.5 bathroom oceanfront home is one of our many St. Simons Island rentals with a private pool and has views of the Atlantic Ocean, Jekyll Island and the St. Simons Pier that will take your breath away. Guests of this ocean front retreat only have
Pier Serenity Cottage
Homes
$962.50 / per night avg
Bedrooms 3 bedrooms
Bathrooms 4 baths
Guests 6 guests
Rating 4.8 (51)
Welcome to Village Revival! This newly renovated 3 bedroom / 3 bathroom village cottage vacation rental located in the heart of the St. Simons Village area is the perfect St. Simons Island hideaway! Guests will find that the cottage is a 1 minute walk to all the best Pier Village area restaurants, shopping as well as the St. Simons Island Pier
New Listing! New Listing!
New Listing!
Village Revival
Homes
$432.50 / per night avg
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 7 guests
Rating 5 (3)
Welcome to Beachy Keen at the North Breakers (Unit 404)!  Beautifully remodeled, this gated ocean view condo at the ocean front condo complex of North Breakers is a special home for guests to enjoy.  Featuring 2 bedrooms / 2 bathrooms and an open floor plan living / dining and kitchen area, 404 North Breakers is the perfect ocean view con
Beachy Keen
Condos
$382.50 / per night avg
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 5 guests
Rating 4.9 (23)
Welcome to Southern Bell Villa! This beautifully remodeled four bedroom, four and a half bath home will be your Private St. Simons Island escape just steps to the wide beaches and calm waters of the Atlantic ocean. Completely remodeled and tastefully decorated in 2020, this large and perfectly situated East End area home is the vacation destin
Southern Bell Villa
Homes
$822.50 / per night avg
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 8 guests
Rating 4.9 (11)
Welcome to Villa 148 at the King & Prince Resort!  Any group gatherings and events at this property are limited to the number of occupants (6 persons). Sorry, pets are not allowed Linens (Bath towels, beach/pool towels & bed sheets) provided Check In: 4:00pm    Check out: 10:00am The King & Prince does heat their mai
King & Prince 148
Condos
$485.00 / per night avg
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 (66)

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