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 15 years of experience in property management and St Simons 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 and Sea 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 62 properties available
Travelers looking for a sensational getaway destination will find everything they’re looking for in the scenic landscape that makes up St. Simons Island. When you prefer to pair your experience with accommodations that make comfort, style, and charm a priority, look no further than booking into Blue Skies Cottage when you’re in town. An
Blue Skies Cottage
Homes
$260.00 / per night avg
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.8 (77)
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
New Listing! New Listing!
New Listing!
Pelican Cottage
Homes
$2,345.00 / per night avg
Bedrooms 6 bedrooms
Bathrooms 5 baths
Guests 14 guests
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 4 adult beach cruisers, 6 beach chairs and
New Listing! New Listing!
New Listing!
More Fun Cottage
Homes
$562.50 / per night avg
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 8 guests
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
Happy Tabby Cottage Pet Friendly
Homes
$265.00 / per night avg
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.7 (43)
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.  Guests will immediately be drawn to the large screen porch that spans the entire width of the back of the home
New Listing! New Listing!
New Listing!
Georgia On My Mind
Homes
$557.50 / per night avg
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 5 (4)
Welcome to the Summer Breeze Villa!  Beautifully remodeled and professionally decorated, this 6 bedroom, 5.5 bathroom ocean front home will treat guests to a resort style private escape in the heart of the popular East Beach neighborhood.  The expansive outdoor spaces including a large pool area, ocean front decks, balconies and even an o
Summer Breeze Villa
Homes
$2,500.00 / per night avg
Bedrooms 6 bedrooms
Bathrooms 5 baths
Guests 16 guests
Rating 5 (3)
Welcome to 618 Harbour Oaks! This second floor 2 bedroom / 2 bathroom condo rental was beautifully remodeled in 2020 and is new to the vacation rental market.  Featuring an open living floorplan within a private gated community, 618 Harbour Oaks has everything guests will need during their island getaway!   Any group gather
Harbour Oaks 618
Condos
$285.00 / per night avg
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 4.7 (28)
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
St. Simons Grand 306
Condos
$455.00 / per night avg
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 6 guests
Rating 4.7 (34)
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
Homes
$1,372.50 / per night avg
Bedrooms 5 bedrooms
Bathrooms 5 baths
Guests 14 guests
Rating 5 (1)
Welcome to Red Cedar Villa! Red Cedar Villa is a tropical haven among the gorgeous neighboring homes in the heart of St. Simons Island.  This location is ideal for a perfect family getaway.  Enjoy your own private plunge pool along with access to the Coast Cottages Community pool! This home has four levels plus a rooftop terrace and with
New Listing! New Listing!
New Listing!
Red Cedar Villa
Homes
$512.50 / per night avg
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 10 guests
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
$847.50 / per night avg
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 8 guests
Rating 4.8 (17)
Welcome to 17 Orchard Rd!  17 Orchard is nestled in a new subdivision conveniently located close to shopping, restaurants & just a short drive to the beach. An upscale coastal style,17 Orchard is bright and comfortable with original artwork and professional décor at every turn.  Any group gatherings and events at this property
New Listing! New Listing!
New Listing!
New Listing!
17 Orchard Rd.
Homes
$500.00 / per night avg
Bedrooms 5 bedrooms
Bathrooms 4 baths
Guests 12 guests

Tell us what you're looking for and someone will contact you with available options.

I agree