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 69 properties available
Welcome to The Hideaway! Centrally located on the island, The Hideaway provides the perfect mix of beaches, restaurants and shopping to enjoy.  The homes spectacular backyard invites you to enjoy the spacious outdoor living space, private heated pool, and a game of corn-hole.  This home is the perfect St. Simons Island getaway with someth
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The Hideaway
Home
$462.50 / per night avg
Bedrooms 4 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 5 (2)
Welcome to Coastal Crush!  Location, Location, Location... get ready to have everything from the amazing St. Simons Island beaches to food at your doorstep. This beautifully furnished/ newly renovated townhome is 1 block from beach access.  Once guests walk in the door, they will immediately feel the relaxation of "island time"
Coastal Crush
Condo
$357.50 / per night avg
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.9 (29)
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 on St. Simons Island.  Featuring 2 bedrooms / 2 bathrooms and an open floor plan living / dining and kitchen area, 404 North Breakers is the p
Beachy Keen
Condo
$375.00 / per night avg
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 5 guests
Rating 4.8 (29)
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
Home
$862.50 / per night avg
Bedrooms 6 bedrooms
Bathrooms 4 baths
Guests 12 guests
Rating 5 (61)
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
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Crystal Cottage
Home
$1,222.50 / per night avg
Bedrooms 5 bedrooms
Bathrooms 5 baths
Guests 14 guests
Rating 5 (6)
Welcome to the Crazy Crane Cottage!  Located in the quiet and convenient St. Simon Heights neighborhood, this designer decorated cottage offers guests a heated private pool and spa tucked into a secluded backyard.  Guests of the Crazy Crane Cottage will enjoy quick access to the beaches, shopping and restaurants! Take a quick bike ride or
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New Listing!
Crazy Crane Cottage
Home
$512.50 / per night avg
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 8 guests
Welcome to the Retreat at Village Oaks!  Absolutely overflowing with coastal charm, this beautifully updated home is ready to make all your St. Simons vacation dreams a reality. Offering both a secluded neighborhood and a walkable location to both the beach and restaurants, bars, and shops downtown, you’ll have the best of both worl
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The Retreat at Village Oaks
Home
$697.50 / per night avg
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 5 (5)
Welcome to the More Fun Cottage!  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, beach towels & bed sheets) provided 5 adult beach cruisers (Townie Bikes) &
New Listing! New Listing!
New Listing!
More Fun Cottage
Home
$470.00 / per night avg
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.7 (8)
Welcome to Island Whimsy!  Any group gatherings and events at this property are limited to the number of occupants (10 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     &nb
Island Whimsy
Home
$795.00 / per night avg
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 5 (5)
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
Casa De Playa Pet Friendly
Home
$605.00 / per night avg
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.9 (87)
Welcome to High Tide!  This brand new vacation rental is THE perfect villa to relax and enjoy some of the best marsh views on St. Simons Island!  Situated in a secluded and quiet three home neighborhood on the marsh, High Tide has everything guests will want to enjoy island time.  The large pool area and backyard space along with mul
High Tide
Home
$722.50 / per night avg
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 10 guests
Rating 4.7 (7)
Unwinding in style is easier than ever during your St. Simons Island adventure when you book into Summer Wind.  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. Beginning Memorial Day through Labor Day weekend, guests have ac
Summer Wind
Home
$305.00 / per night avg
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 (48)

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