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 Cottages, Villas 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 70 properties available
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
$1,554.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 6 bedrooms
Bathrooms 5 baths
Guests 12 guests
Rating 4.9 (26)
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
$251.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 7 guests
Rating 4.9 (30)
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
$955.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 10 guests
Rating 5 (79)
Welcome to Pier Serenity Cottage at 106 Strachan Lane! This beautiful custom-built 3 bedroom / 4.5 bathroom oceanfront home is one of our many St. Simons Island rentals with a private pool and has views of the Atlantic Ocean, Jekyll Island and the St. Simons Pier that will take your breath away. Guests of this ocean front retreat only have a s
Pier Serenity Cottage
Home
$872.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 3 bedrooms
Bathrooms 4 baths
Guests 6 guests
Rating 4.9 (80)
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
$425.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.8 (20)
Welcome to Golden Hour! Located in the much-desired East Beach neighborhood on St. Simons Island, this beautiful multi-level vacation home has everything guests will need to enjoy island living.   Guest reservations of 3 to 21 nights come with a valuable credit to use towards beach gear rentals during your stay! The credit amount of
New Listing! New Listing!
New Listing!
Golden Hour Pet Friendly
Home
$875.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 5 bedrooms
Bathrooms 6 baths
Guests 12 guests
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
$349.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.9 (45)
Welcome to Village Revival! This newly renovated 3 bedroom / 3 bathroom village cottage vacation rental located in the heart of the St. Simons Island Village area is the perfect St. Simons Island hideaway! Guests will find that the cottage is a 1 minute walk to all the best Pier Village area restaurants, shopping as well as the St. Simons Isla
Village Revival
Home
$428.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 7 guests
Rating 4.9 (30)
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.
New Listing! New Listing!
New Listing!
Blue Crab Cottage
Home
$450.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 3 bedrooms
Bathrooms 4 baths
Guests 10 guests
Rating 5 (12)
Welcome to the Lighthouse Cottage!  Located 500 yards from the beautiful beaches on St. Simons Island, the Lighthouse Cottage is the perfect island escape for visitors to enjoy everything that the island has to offer all within walking distance. Guest reservations of 3 to 21 nights come with a valuable credit to use towards beach gea
New Listing! New Listing!
New Listing!
Lighthouse Cottage
Home
$405.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 5 (2)
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
$272.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.7 (64)
Welcome to Houdini by the Sea!  This wonderful island escape is centrally located just a short walk to the beaches and the best village area shops, restaurants and sites on St. Simons Island. Guests of Houdini by the Sea will have their own private heated pool (heated upon request for $45/day) with plenty of pool side seating and lounging for
New Listing! New Listing!
New Listing!
Houdini by the Sea
Home
$555.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 5 bedrooms
Bathrooms 3 baths
Guests 10 guests

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