5 Bedroom St. Simons Island Rentals

Don’t be fooled by the small-town charm of St. Simons Island. This piece of paradise located just off the coast of Georgia brings fun, excitement, and entertainment in a big way! From sunny days on the beach to exciting strolls through beautiful marshland, St. Simons is a place where travelers can enjoy the magnificent great outdoors just as much as they can make the most of the downtown village scene. Whether you’re looking for a luxurious solo getaway or happen to be heading to St. Simons Island with plenty of family in tow, Lilmar Properties is here to help you book beautiful, comfortable and convenient 5-bedroom lodging on St. Simons Island GA. These rentals provide far more privacy and isolation than a hotel can. Still need more than 5 bedrooms? We’ve got you covered with Bryton’s Cottage!.


Properties Available 8 properties available
Welcome to 17 Orchard Rd!  Turtle Cottage is nestled in a new subdivision conveniently located close to St. Simons Island shopping, restaurants & just a short drive to the beach. An upscale coastal style, Turtle Cottage is bright and comfortable with original artwork and professional décor at every turn.  Any group gatherings a
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New Listing!
New Listing!
Turtle Cottage
Home
$487.50 / per night avg
Bedrooms 5 bedrooms
Bathrooms 4 baths
Guests 12 guests
Welcome to the Beach Lawn Cottage!  This one of a kind, 5,100 square foot custom built oceanfront Coast Cottage home, is the perfect St. Simons Island home for guests to enjoy everything that St. Simons Island and the Golden Isles has to offer. With accommodations for up to 12 guests, the Beach Lawn Cottage will wow visitors with four oceanfro
Beach Lawn Cottage
Home
$1,400.00 / per night avg
Bedrooms 5 bedrooms
Bathrooms 6 baths
Guests 12 guests
Rating 5 (19)
Luxury awaits guests who arrive to one of St. Simons Island’s most spectacular vacation homes.  Welcome to The Retreat on Ocean Rd!    Any group gatherings and events at this property are limited to the number of occupants (16 persons). Events such as weddings, rehearsal dinners, etc. are NOT permitted. Sorry, pets are not
New Listing! New Listing!
New Listing!
The Retreat on Ocean Rd.
Home
$3,000.00 / per night avg
Bedrooms 5 bedrooms
Bathrooms 6 baths
Guests 16 guests
Rating 5 (4)
Welcome to Hook, Wine & Sinker!  Any group gatherings and events at this property are limited to the number of occupants (12 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   
Hook, Wine & Sinker
Home
$872.50 / per night avg
Bedrooms 5 bedrooms
Bathrooms 5 baths
Guests 12 guests
Rating 5 (23)
Welcome to A Wave From It All! Completely remodeled in 2017, this large and perfectly suited East Beach cottage is located exactly where you will want to be for your visit to St. Simons Island.  Very short and easy walk to multiple beach access points.  Located between 2nd Street and 3rd Street, this family beach home has multiple living
A Wave From It All
Home
$787.50 / per night avg
Bedrooms 5 bedrooms
Bathrooms 4 baths
Guests 12 guests
Rating 4.9 (41)
Welcome to Wading Inn (formerly named the Enchanted Cottage) !  Any group gatherings and events at this property are limited to the number of occupants (16 persons). Gatherings and special events such as weddings, rehearsal dinners, etc. are not permitted. Sorry, pets are not allowed Linens (Bath towels & bed sheets) provided Check In: 4:0
Wading Inn
Home
$1,295.00 / per night avg
Bedrooms 5 bedrooms
Bathrooms 5 baths
Guests 16 guests
Rating 5 (41)
Welcome to the Crystal Cottage!  This magnificent newly remodeled East Beach cottage is the perfect island escape for guests to have quick access to the best beaches on St. Simons Island.  Located at the end of Eighth St, guests are steps away from the 8th St. Beach Access. Offering 5 bedrooms and 5-1/2 bathrooms, the cottage offers guest
New Listing! New Listing!
New Listing!
Crystal Cottage
Home
$1,222.50 / per night avg
Bedrooms 5 bedrooms
Bathrooms 5 baths
Guests 14 guests
Rating 5 (6)
St. Simons Island is a vacation destination that beckons visitors to come and make the most of their scenic surroundings while also indulging in time relaxing. That balance is exactly what you’ll find when you book a stay in Sunshine Magnolia. New to the vacation rental home market, this 5-bedroom, 3-bath island cottage can easily host up to
Sunshine Magnolia
Home
$735.00 / per night avg
Bedrooms 5 bedrooms
Bathrooms 3 baths
Guests 12 guests
Rating 4.8 (38)

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