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
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
$548.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 5 (12)
Welcome to Peachtree Oak Cottage!  Located in the quiet neighborhood of St. Simons Heights, this home has the perfect amenity mix of location to beaches, restaurants, and shopping on St. Simons Island.  This back yard and outdoor living space is something that should not be missed!  Any group gatherings and events at this property ar
Peachtree Oak Cottage
Home
$224.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 7 guests
Rating 4.9 (51)
Welcome to Coastal Crush!  Location, Location, Location... get ready to have everything from the amazing St. Simons Island beaches to dining experiences right at your doorstep. This beautifully furnished, fully renovated townhome is one block from beach access.  Once guests walk in the door, they will immediately feel the relaxation of &q
Coastal Crush
Condo
$322.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.9 (55)
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
$1,147.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 8 guests
Rating 4.8 (87)
Welcome to Lemon Tree!  This beautifully renovated and professionally decorated island gem on St. Simons Island is located in the quiet golf course community of Sea Palms with a pool in a private backyard retreat.  Featuring 3 bedrooms and 2-1/2 bathrooms in the main house and a guest house with an additional bedroom, bathroom, kitchenett
Lemon Tree Pet Friendly
Home
$422.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 12 guests
Rating 4.9 (18)
Welcome to the Highland House! This beautiful 3 bedroom / 2 bathroom home is located in a quiet neighborhood on the south end of St. Simons Island and is just 1 mile to the beach and the St. Simons Pier Village Area. From the moment you walk in the front door, you will feel as though you are at your home away from home. The primary suite features a
Highland House
Home
$171.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 (71)
Welcome to the Indigo Cottage! Newly Renovated for 2025! 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
Indigo Cottage Pet Friendly
Home
$652.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 4.9 (87)
Welcome to The Retreat on Gould, a charming retreat tucked away in the scenic Village Area of St. Simons Island. Just a short walk from the sandy shores of the St. Simons Sound, this vacation home combines coastal charm with modern comfort, offering an idyllic escape for families or groups in search of relaxation and adventure. Surrounded by lush g
New Listing! New Listing!
New Listing!
New Listing!
The Retreat on Gould
Home
$547.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 9 guests
Rating 5 (1)
Welcome to Beach Club 418!  One of eight 3 bedroom / 3 bathroom condos at the Beach Club, unit 418 is ready to welcome you to your next St. Simons Island vacation!   Newly updated decor with wonderful top-floor ocean views, unit 418 will become guests' go-to condo within the Beach Club. The living room features a large HD Sm
Beach Club 418
Condo
$298.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 6 guests
Rating 4.7 (51)
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)
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 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)

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

I agree