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
Bright, spacious, and airy accommodations near the beach are yours to enjoy when you book Dixie Sunrise for your next exciting getaway to sensational St. Simons Island. This multi-level home features 4 bedrooms and 4.5 baths, ideal for welcoming up to 10 guests at a time.   Guest reservations of 3 to 21 nights come with a valuable cr
Dixie Sunrise
Home
$945.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 10 guests
Rating 4.9 (88)
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)
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)
Beginning August 5th, this newly remodeled condo will offer a King bed in the primary bedroom,a King in the first guest bedroom and a Full and Twin bed in the second guest bedroom.  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 ama
St. Simons Grand 306
Condo
$415.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 7 guests
Rating 4.8 (63)
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
$1,378.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 6 bedrooms
Bathrooms 5 baths
Guests 12 guests
Rating 4.9 (33)
*** Beginning October 1, 2024, the building's elevator will be out of service for maintenance.*** 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 e
30 Waterfront Dr. #332
Condo
$170.00 / per night avg
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 6 guests
Rating 5 (16)
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 a stay at Casa De Playa is the perfect solution! This 4-bedroom, 3-bath St. Simons Island vacation rental with a heated pool (12x24) can comfortably accommodate up to 8 guests as well as two dogs fo
Casa De Playa Pet Friendly
Home
$595.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.9 (131)
Welcome to the Water Lily Cottage! Located in the much-desired oceanfront community of Coast Cottages, this charming 3 bedroom / 3 bathroom home has it all!  Views of marshes from three coastal front porch balconies will rock all of your worries away while you view the wildlife at your doorstep. Located only 325 yards from the ocean front
Water Lily Cottage
Home
$427.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.9 (56)
St. Simons Island is a vacation destination that beckons visitors to come and make the most of their scenic surroundings while also indulging in time relaxing. That balance is exactly what you’ll find when you book a stay in Sunshine Magnolia. New to the vacation rental home market, this 5-bedroom, 3-bath island cottage can easily host up to
Sunshine Magnolia
Home
$562.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 5 bedrooms
Bathrooms 3 baths
Guests 12 guests
Rating 4.8 (64)
Welcome to the Blue Crab Cottage!  Located in a brand new neighborhood - Orchard Place, this private cottage has everything your group will want for your next vacation to St. Simons Island!  Minutes to the best beaches, shopping and restaurants on St. Simons Island, Blue Crab Cottage is a special getaway right in the middle of everything.
Blue Crab Cottage
Home
$450.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 3 bedrooms
Bathrooms 4 baths
Guests 10 guests
Rating 5 (23)
Welcome to Blue Skies Cottage! 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 looking into Blue Skies Cottag
Blue Skies Cottage
Home
$239.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 7 guests
Rating 4.8 (105)
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

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