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 73 properties available
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 (70)
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
$418.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 (13)
Welcome to Salt Air Villas Unit 214! The private, gated Salt Air Villas community is a quiet condo community located a short 1/2 mile from the best beaches, restaurants and shopping on St. Simons Island!  Unit 214 is a nicely updated king bed efficiency unit with a bunk room.  Guests will have access to covered gated parking, the Sal
Salt Air Villas #214
Condo
$150.00 / per night avg
Bedrooms 2 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.8 (47)
Welcome to 618 Harbour Oaks! This second floor 2 bedroom / 2 bathroom St. Simons Island condo rental has been beautifully remodeled and features an open living floorplan within a private gated community. 618 Harbour Oaks has everything guests will need during their St. Simons Island getaway!   Any group gatherings and events at this
Harbour Oaks 618
Condo
$210.00 / per night avg
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 4.8 (65)
Welcome to Beach Club 337!  Immerse yourself in coastal serenity at this renovated 2BR/2BA oceanview condo. Beach Club 337, located within the premier Beach Club resort on St. Simons Island. Just a brisk 7-minute bike ride away, the village area beckons with its quaint charm.  Guest reservations of 3 to 21 nights come
Beach Club 337
Condo
$210.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 4.8 (98)
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 sh
A Summer Hour Retreat
Home
$431.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 (99)
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
$251.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 3 bedrooms
Bathrooms 4 baths
Guests 7 guests
Rating 4.9 (40)
 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 events at this property are limited to the number of occupants (6 persons). Events such as weddin
30 Waterfront Dr. #332
Condo
$170.00 / per night avg
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 6 guests
Rating 5 (16)
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
$418.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 7 guests
Rating 4.8 (63)
Discover your perfect island retreat at 1152 East Peachtree St! Nestled ideally between seclusion and centrality, this beautifully renovated duplex offers a prime location just a short 0.2-mile stroll to beach access at Myrtle St. Whether you're seeking a peaceful hideaway or an exciting coastal adventure, this property is the ideal setting.115
New Listing! New Listing!
New Listing!
New Listing!
Summertime Cottage
Home
$278.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 5 guests
Rating 5 (6)
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 (133)
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
Condo
$366.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 5 guests
Rating 4.8 (56)

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