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!

Properties Available 71 properties available
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
Sea Palms Colony 2
Sea Palms Colony 3
Sea Palms Colony 4
Sea Palms Colony 5
Sea Palms Colony 6
Sea Palms Colony 7
Sea Palms Colony 8
Prev
Next
Sea Palms Colony
Condo
Beach Gear Included VayKLife
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 5 guests
Welcome to Beachy Keen at the North Breakers (Unit 404)!  Beautifully remodeled inside and out, this gated ocean view condo at the oceanfront condo complex of North Breakers is a breathtaking home for guests to enjoy on St. Simons Island.  Located near the elevator, this 2 bedrooms / 2 bathrooms and an open floor plan living/dining and ki
Beachy Keen
Beachy Keen 2
Beachy Keen 3
Beachy Keen 4
Beachy Keen 5
Beachy Keen 6
Beachy Keen 7
Beachy Keen 8
Prev
Next
Beachy Keen
Condo
$374.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 5 guests
Rating 4.9 (45)
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
Golden Hour 2
Golden Hour 3
Golden Hour 4
Golden Hour 5
Golden Hour 6
Golden Hour 7
Golden Hour 8
Prev
Next
Golden Hour Pet Friendly
Home
$875.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 5 bedrooms
Bathrooms 6 baths
Guests 12 guests
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
Stones Throw Cottage 2
Stones Throw Cottage 3
Stones Throw Cottage 4
Stones Throw Cottage 5
Stones Throw Cottage 6
Stones Throw Cottage 7
Stones Throw Cottage 8
Prev
Next
Stones Throw Cottage Pet Friendly
Home
$342.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 4.7 (66)
Welcome to the Happy Tabby Cottage!   Any group gatherings and events at this property are limited to the number of occupants (6 persons). Events such as weddings, rehearsal dinners, etc. are not permitted.  Dogs (only) are allowed with a pet fee of $150/dog Linens (bath towels & bed sheets) provided  Beach towels provi
Happy Tabby Cottage
Happy Tabby Cottage 2
Happy Tabby Cottage 3
Happy Tabby Cottage 4
Happy Tabby Cottage 5
Happy Tabby Cottage 6
Happy Tabby Cottage 7
Happy Tabby Cottage 8
Prev
Next
Happy Tabby Cottage Pet Friendly
Home
$235.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.7 (55)
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
Cozy Coastal Cottage 2
Cozy Coastal Cottage 3
Cozy Coastal Cottage 4
Cozy Coastal Cottage 5
Cozy Coastal Cottage 6
Cozy Coastal Cottage 7
Cozy Coastal Cottage 8
Prev
Next
Cozy Coastal Cottage Pet Friendly
Home
$250.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 4.9 (12)
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
Beach Haven 2
Beach Haven 3
Beach Haven 4
Beach Haven 5
Beach Haven 6
Beach Haven 7
Beach Haven 8
Prev
Next
Beach Haven
Condo
$315.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 4.9 (38)
Welcome to High Tide!  This hidden gem is THE perfect villa to relax and enjoy some of the best marsh views on St. Simons Island!  Situated in a secluded and quiet three home neighborhood on the marsh, High Tide has everything guests will want to enjoy island time.  The large pool area and backyard space along with multi-level porche
High Tide
High Tide 2
High Tide 3
High Tide 4
High Tide 5
High Tide 6
High Tide 7
High Tide 8
Prev
Next
High Tide
Home
$590.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 10 guests
Rating 4.8 (21)
Welcome to A Summer Hour Retreat!  Visitors to St. Simons Island, who are looking to stay in the heart of the fun, will find that A Summer Hour Retreat keeps you close to the excitement while still offering a tranquil getaway that’s one of a kind. This 3-bed, 2.5-bath retreat is a great home for up to 6 guests to enjoy and is just a few
A Summer Hour Retreat
A Summer Hour Retreat 2
A Summer Hour Retreat 3
A Summer Hour Retreat 4
A Summer Hour Retreat 5
A Summer Hour Retreat 6
A Summer Hour Retreat 7
A Summer Hour Retreat 8
Prev
Next
A Summer Hour Retreat
Home
$489.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 (78)
A trip to St. Simons Island is bound to be a delight and the experience is only elevated with comfort and convenience for those who book a stay in Shayna Playa!  Any group gatherings and events at this property are limited to the number of occupants (10 persons). Spring Break groups and  events such as weddings, rehearsal dinners, re
Shayna Playa
Shayna Playa 2
Shayna Playa 3
Shayna Playa 4
Shayna Playa 5
Shayna Playa 6
Shayna Playa 7
Shayna Playa 8
Prev
Next
Shayna Playa
Home
$485.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 4.8 (80)
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
Island Pearl 2
Island Pearl 3
Island Pearl 4
Island Pearl 5
Island Pearl 6
Island Pearl 7
Island Pearl 8
Prev
Next
Island Pearl
Home
$547.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 5 (22)
Welcome to the Indigo Cottage!  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-bath property can welcom
Indigo Cottage
Indigo Cottage 2
Indigo Cottage 3
Indigo Cottage 4
Indigo Cottage 5
Indigo Cottage 6
Indigo Cottage 7
Indigo Cottage 8
Prev
Next
Indigo Cottage Pet Friendly
Home
$892.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 4.9 (78)

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

I agree

Copyright © 2024 • Lilmar Properties

All Rights Reserved.