St. Simons Island Vacation Rentals

Discover Your Island Lifestyle!

Search our hand selected collection of Cottages, Villas and Condos on St. Simons Island

Lilmar Vacations is a locally owned and operated vacation rental company providing St. Simons Island Rentals and Sea Island vacation rentals, where our family is literally in our name. Lilmar Vacations is led by the husband and wife team of Beth and Adam Witt who have over 20 years of experience in property management and St Simons Island vacation rentals in the Golden Isles. Our company roots its creation from the belief of challenging the status quo and making memorable experiences for our guests who visit our beautiful island. We provide our guests a wide variety of beautifully designed and curated St. Simons Island vacation rentals! Skip out on the additional fees that come with VRBO, AirBnB, and other third-party sites; book your St. Simons rentals directly through Lilmar Vacations! We are focused on giving our guests a personalized and memorable vacation experience that will last for many years to come.

The Golden Isles has been a special place for generations of families that have come to enjoy the wide white sand beaches, the calm warm waters of the Atlantic Ocean and easy low-key lifestyle that many visitors are looking for. The deep history of the Golden Isles and pure beauty of the live oak trees and marshes allows guests to get lost in time and truly slow down and enjoy family, friends and just plain fun when you stay in our luxury rentals St Simons Island! The Golden Isles has a little of something for everyone; family and pet friendly beaches, outdoor and adventure sports, dining at over 115 restaurants and a wide variety of shopping. You name it!

The Golden Isles is a year-round vacation destination that few know of, but many are able to enjoy! A vacation to the Golden Isles is one that we guarantee will create lifelong memories with your friends and family. Lilmar Vacations is here to help you. Let us help you plan your next vacation in our St. Simons Island vacation rentals. You won’t find a more perfect place to call home, or a better place to experience Saint Simons from, than in the rental homes offered by Lilmar Vacations: Experience the “Lilmar Difference”..

Properties Available 71 properties available
Planning a fun getaway to St. Simons Island, whether you’re a solo traveler, couple, or group of family and friends promises to be an amazing experience. While you’re likely looking forward to the peace, beauty, and tranquility to be found in this incredible location, that doesn’t mean you can’t pair those moments with resor
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St. Simons Grand 306
Condo
$505.00 / per night avg
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 6 guests
Rating 4.7 (37)
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
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Wading Inn
Home
$1,222.50 / per night avg
Bedrooms 5 bedrooms
Bathrooms 5 baths
Guests 16 guests
Rating 5 (41)
Welcome to The Waterfront #332!  Located next to the Morningstar Marina, this spacious 3 bedroom / 3 bathroom top floor condo offers vast waterfront views for guests to enjoy both inside and outside.   Any group gatherings and events at this property are limited to the number of occupants (6 persons). Events such as weddings, re
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30 Waterfront Dr. #332
Condo
$360.00 / per night avg
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 6 guests
Rating 5 (6)
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
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A Wave From It All
Home
$675.00 / per night avg
Bedrooms 5 bedrooms
Bathrooms 4 baths
Guests 12 guests
Rating 4.9 (41)
Welcome to the Indigo Cottage!  Travelers from near and far come to St. Simons Island to find their place under the sun. When you’re craving a getaway experience where time on the beach is wonderfully balanced out with time exploring, a stay in the Indigo Cottage puts you near the heart of it all. This 4-bed, 3.5-bath property can welcom
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Indigo Cottage Pet Friendly
Home
$755.00 / per night avg
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 4.9 (64)
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
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Pier Serenity Cottage
Home
$862.50 / per night avg
Bedrooms 3 bedrooms
Bathrooms 4 baths
Guests 6 guests
Rating 4.9 (62)
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 towel
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Happy Tabby Cottage Pet Friendly
Home
$260.00 / per night avg
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.7 (46)
When your vacation destination is St. Simons Island and you have your sights set on a stay that perfectly paired 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 w
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Waltzing in the Sand Pet Friendly
Condo
$250.00 / per night avg
Bedrooms 3 bedrooms
Bathrooms 4 baths
Guests 7 guests
Rating 4.9 (34)
Welcome to the Pelican Cottage!  This magnificent custom built East Beach cottage is the perfect island escape for guests to live a luxury island lifestyle as well as enjoying everything that St. Simons Island has to offer.  Located at the corner of 15th St and Ocean Blvd, guests will have quick and easy access to the Gould's Inlet Be
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Pelican Cottage
Home
$2,422.50 / per night avg
Bedrooms 6 bedrooms
Bathrooms 5 baths
Guests 14 guests
When a tropical beach getaway is on your mind and you’re looking for accommodations that bring the luxury, comfort, and privacy to match, booking time in Casa de Playa is a perfect solution! This 4-bedroom, 3-bath St. Simons Island rental with a pool can easily accommodate up to 8 guests at a time as well as two dogs for those that
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Casa De Playa Pet Friendly
Home
$625.00 / per night avg
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.9 (87)
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
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Georgia On My Mind
Home
$470.00 / per night avg
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 5 (8)
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
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The Broadway Bungalow
Home
$332.50 / per night avg
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 8 guests

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