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!

POPULAR SEARCHES
st simons island east beach rentals

Explore St. Simons Island East Beach Rentals

st simons island south island rentals

Discover St. Simons South Island Rental Properties

st simons island rentals with pools and spas

Browse St. Simons Island rentals with pools and spas

st simons island oceanfront rentals

Check out St. Simons Island oceanfront rentals


Properties Available 74 properties available
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
$540.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 4.8 (16)
When you’re excited about a month-long getaway and can’t wait to find accommodations that capture the essence of St. Simons Island living, a stay in Sea Palms Colony is bound to please. Guests who love the idea of indulging in a private retreat that still keeps them within proximity to island fun will find everything they’re looki
Sea Palms Colony
Condo
Beach Gear Included VayKLife
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 5 guests
Welcome to Blue Heaven!  This beautifully renovated 4 bedroom / 3.5 bathroom St. Simons Island vacation home is located at the doorstep to the much sought after wide soft sand beaches of East Beach.  Guests of Blue Heaven will enjoy over 2500 sq ft of island living space with wrap around porches, private elevator, cozy wrap around porch,
Blue Heaven
Home
$710.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 5 (39)
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
$542.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 5 bedrooms
Bathrooms 3 baths
Guests 12 guests
Rating 4.8 (65)
Welcome to the Atlantic Cottage!  Newly constructed and professionally furnished, the Atlantic Cottage has everything guests are looking for in the next St. Simons Island getaway!  Offering 4 spacious bedrooms and 3.5 bathrooms, the Atlantic Cottage will allow guests to put their toes in the sand after a convenient 200 step walk 
Atlantic Cottage
Home
$650.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 9 guests
Rating 5 (31)
Welcome to Cozy Coastal Cottage!  Newly renovated, this cute dog-friendly 3 bedroom / 2 bathroom cottage is located on a quiet street that is popular due to its close walking distance to the beach, shopping, restaurants, and the dog park!  The open-concept kitchen, sitting area, and dining space are the perfect place to relax as a group.&
Cozy Coastal Cottage Pet Friendly
Home
$270.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 4.9 (25)
Welcome to the Sanderling Cottage! This completely remodeled 3 bedroom, 2 bathroom cozy cottage (sleeps 6) is dog-friendly, and located just a short 10-minute walk from the Village and Pier Area on St. Simons Island. This newly renovated vacation rental features a well-equipped kitchen that opens to a spacious living/dining area which overlook
Sanderling Cottage Pet Friendly
Home
$210.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 (79)
Welcome to the Island Pearl!  This beautifully updated vacation rental offers guests the perfect St. Simons Island escape with a private pool and tons of outdoor space for guests to relax and play.  Fully renovated in 2021, the Island Pearl is a short 5-minute drive to the beach (1.5 miles), the island's best restaurants and shopping.
Island Pearl
Home
$575.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 4.9 (33)
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
$421.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 7 guests
Rating 4.8 (65)
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
$543.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 10 guests
Welcome to Lucy's Hideaway!  This immaculate 4 bedroom / 2.5 bathroom island beach cottage is located in a quiet neighborhood just a few minutes away from beaches, restaurants and shopping of St. Simons Island!   *****Bunk Room To Be Completed by Memorial Day Weekend 2024*****  Guest reservations of 3 to 21 ni
New Listing! New Listing!
New Listing!
New Listing!
Lucy's Hideaway Pet Friendly
Home
$540.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.8 (12)
Welcome to Sandy Seaclusion! Located in the quiet south end neighborhood of Toluca Landing and minutes to the beaches, shopping and restaurants on St. Simons Island, Sandy Seaclusion has it all!  This dog friendly seaside escape offers 3 bedrooms and 2 bathrooms with a private fenced in backyard, an outdoor shower and a private pool which
Sandy Seaclusion Pet Friendly
Home
$397.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 4.8 (63)

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

I agree