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!

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Properties Available 74 properties available
Welcome to Inlet Villa, a luxurious retreat nestled in the heart of East Beach, Saint Simons Island, GA. This stunning 3,400 square foot home offers an unparalleled vacation experience with its prime location and exquisite amenities. Perfect for families and friends, Inlet Villa comfortably accommodates up to 10 guests with its four spacious bedroo
New Listing! New Listing!
New Listing!
Inlet Villa Pet Friendly
Home
$875.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 10 guests
Rating 4.8 (11)
When your vacation destination is St. Simons Island and you have your sights set on a stay that perfectly pairs 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 wa
Waltzing in the Sand Pet Friendly
Condo
$249.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 3 bedrooms
Bathrooms 4 baths
Guests 7 guests
Rating 4.9 (40)
Unwinding in style is easier than ever during your St. Simons Island adventure when booking Summer Wind.  A new Heated Private Pool and Spa was completed in May 2023 for guests to enjoy all year round.  Any group gatherings and events at this property are limited to the number of occupants (8 persons). Spring Break groups and events such
Summer Wind
Home
$420.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 (76)
Welcome to Pier Serenity Cottage at 106 Strachan Lane! This beautiful custom-built 4 bedroom / 4.5 bathroom oceanfront home is one of our many St. Simons Island rentals with a private pool and has direct views of the Atlantic Ocean, Jekyll Island, and the St. Simons Pier that will take your breath away. Guests of this oceanfront retreat only h
Pier Serenity Cottage
Home
$972.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 8 guests
Rating 4.8 (86)
When the combination of elegance and oceanfront living speaks to your travel taste and style, a stay in Emmeline Cottage is bound to be an inspiring choice when your plans have you visiting St. Simons Island. This stunning 6-bedroom, 6.5-bath coastal cottage is a multi-level dream come true that can easily welcome up to 14 guests at a time.Whe
Emmeline Cottage
Home
$1,550.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 6 bedrooms
Bathrooms 6 baths
Guests 14 guests
Rating 4.8 (27)
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
$506.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 10 guests
Welcome to 432 Beach Club! This immaculate 2 bedroom / 2 bathroom condo has been and is the perfect getaway at The Beach Club on St. Simons Island. Just steps from the beach, this condo features stone and hardwood flooring throughout the spacious condo.   Guest reservations of 3 to 21 nights come with a valuable credit to use towards
Beach Club 432
Condo
$240.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.7 (77)
Welcome to Beach Haven! This beautifully appointed townhome, with a private elevator, is located just steps away from one of the best beaches on Saint Simons Island!  Once inside, you will find a beautifully decorated living room open to the dining room and a fully stocked kitchen a few steps away.  Guests will have access to the ground-l
Beach Haven
Condo
$315.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 4.9 (42)
Welcome to A Wave From It All! This spacious and perfectly suited East Beach cottage with private pool is located exactly where you will want to be for your visit to St. Simons Island.   Located between 2nd Street and 3rd Street, the cottage is a very short and easy walk to multiple beach access points (0.2 miles to the beach access at th
A Wave From It All
Home
$757.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 5 bedrooms
Bathrooms 4 baths
Guests 12 guests
Rating 4.9 (62)
If you’re the type of traveler that sets your sights on St. Simons Island in the name of fun and relaxation, then Stones Throw Cottage has your name on it. This home away from home is a fan-favorite thanks to its incredible location. Only 80 yards away from the beach, this south island hot spot is a new two-story option on the rental market.&
Stones Throw Cottage Pet Friendly
Home
$355.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 4.7 (73)
Welcome to the spectacular Seahorse Villa!  Enjoy blue skies, gorgeous ocean views, and your very own private pool when you vacation at Seahorse Villa on St Simons Island! Walk 125 yards and you’ll find yourself at the popular Coast Guard Beach for fun in the sun. This lovely 3,610 sq. ft. multi-story new home offers fantastic ameni
Seahorse Villa
Home
$962.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 5 bedrooms
Bathrooms 5 baths
Guests 14 guests
Rating 4.9 (10)
Welcome to Latitude Adjustment!    Any group gatherings and events at this property are limited to the number of occupants (13 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 
Latitude Adjustment
Home
$695.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 13 guests
Rating 5 (37)

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