St. Simons Island Vacation Rentals

Luxury Redefined with St. Simons Island Vacation Rentals 

Browse our collection of stunning luxury St. Simons Island vacation rentals from Lilmar Properties! From ocean view condos and townhomes to luxury home rentals on St. Simons Island, we've got options for any type of travel. Whether you're looking for a East Beach rental or an oceanfront property, our St. Simons Island vacation rental collection will have something for everyone. 

Our St. Simons vacation rentals come in a variety of styles and feature amenities like pools, hot tubs, and outdoor grilling areas - perfect for fully embracing your luxury St. Simons Island vacation to the fullest!


Discover Your Island Lifestyle!

Search our hand selected collection of Homes and Condos on St. Simons Island

Our St. Simons Island rentals feature access to some of the most beautiful beaches in the country. Visitors can enjoy swimming, sunbathing, and a variety of water sports as a perk of their St. Simons Island ocean front rental. St. Simons Island is also home to many attractions, including historic landmarks, museums, and art galleries. Our luxury St. Simons Island rentals have plenty of opportunities for outdoor recreation, like hiking, biking, and fishing.

For those seeking St. Simons luxury condo rentals, we've got you covered! We have many high-end vacation rentals that are sure to impress. Our luxury St. Simons Island properties feature premium amenities like gourmet kitchens, private pools, and stunning ocean views. With so many options to choose from, it's easy to find the perfect St. Simons Island vacation rental for your next adventure - browse and book with Lilmar Vacations today!


Properties Available 76 properties available
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
Indigo Cottage Pet Friendly
Home
$807.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 4.9 (80)
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 towels provi
Happy Tabby Cottage Pet Friendly
Home
$195.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.7 (55)
Welcome to the Hamilton Cottage! This magnificent four-bedroom, four-bath vacation rental home is a cornerstone cottage in the award-winning Coast Cottages beachfront neighborhood. Located at the entrance to brick-paved Coast Cottage Ln, Hamilton Cottage has designer furnishings and all the comforts that any vacation property should have. Relax in
New Listing! New Listing!
New Listing!
New Listing!
Hamilton Cottage
Home
$829.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 10 guests
Rating 4.5 (7)
Discover your perfect island retreat at 1150 East Peachtree St! Nestled ideally between seclusion and centrality, this beautifully renovated duplex offers a prime location just a short 0.2-mile stroll to beach access at Myrtle St. Whether you're seeking a peaceful hideaway or an exciting coastal adventure, this property is the ideal setting.&nb
New Listing! New Listing!
New Listing!
New Listing!
The Livin's Easy Cottage
Home
$283.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 5 guests
Rating 5 (5)
Introducing "Ocean Pearl," a stunning oceanfront condo perched on the top floor, perfectly positioned on St. Simons Island. Just steps from the iconic Pier and Village, Ocean Pearl offers a luxurious 2-bedroom, 2-bathroom retreat where the beauty of the ocean meets unparalleled convenience. Enjoy the spectacle of passing boats and pl
New Listing! New Listing!
New Listing!
New Listing!
Ocean Pearl
Condo
$469.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 5 (3)
Welcome to Beach Club 337!  Immerse yourself in coastal serenity at this renovated 2BR/2BA oceanview condo. Beach Club 337, located within the premier Beach Club resort on St. Simons Island. Just a brisk 7-minute bike ride away, the village area beckons with its quaint charm.  Guest reservations of 3 to 21 nights come
Beach Club 337
Condo
$230.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 4.8 (95)
Welcome to the Harvey House! Nestled in the tranquil Sea Palms golf course neighborhood, surrounded by majestic live oaks draped with Spanish moss, this fully renovated island haven is your perfect escape into island time. Featuring a new heated pool available for an additional $45/day, it’s an ideal spot for relaxation and fun under the sun.
New Listing! New Listing!
New Listing!
New Listing!
The Harvey House Pet Friendly
Home
$537.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 5 (4)
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
Georgia On My Mind
Home
$415.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.8 (25)
Explore the ideal balance of tranquility and convenience at 1150/1152 East Peachtree St! This impeccably renovated duplex is perfectly situated, just a short 0.2-mile walk from the nearest beach access at Myrtle St, making it the perfect spot for both serene relaxation and vibrant coastal activities. This listing includes both units of the dup
New Listing! New Listing!
New Listing!
New Listing!
Summertime and The Livin's Easy
Home
$489.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 10 guests
Welcome to High Tide!  This hidden gem 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 multi-level porche
High Tide
Home
$590.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 10 guests
Rating 4.8 (24)
If our exclusive East Beach rentals fit your idea of the perfect St. Simons Island getaway, then the Vitamin Sea Cottage is bound to be your ideal home away from home. This 6-bed, 5-bath oceanfront property is designed to welcome up to 12 guests at a time.  Newly renovated in 2022 and 2023, this vintage East Beach cottage was completely remode
Vitamin Sea Cottage
Home
$1,865.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 6 bedrooms
Bathrooms 5 baths
Guests 12 guests
Rating 4.9 (31)
One-of-a-kind design schemes and an ideal location for fun are defining features of a stay in Elmo and Sam’s Cottage for your next visit to St. Simons Island. This inviting 3-bedroom, 2.5-bath home away from home can easily welcome up to 6 guests at a time whether you’re excited to enjoy time away with friends or are making the most of
Elmo and Sam's Cottage Pet Friendly
Home
$238.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.8 (70)

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