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
Welcome to Circle Cottage!  Located in the quiet and convenient St. Simon Heights neighborhood, this designer-decorated cottage offers guests a heated private pool (14x24) and spa (8x8) tucked into a secluded backyard.  Guests of Circle Cottage will enjoy quick access to the beaches, shopping, and restaurants! Take a quick bike ride or wa
Circle Cottage
Home
$465.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.9 (19)
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
$175.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.8 (67)
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
$721.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 4.8 (53)
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 the Oak Beach Cottage! Nestled on a quiet street just a 4 minute walk to the St. Simons Island beach, this custom built home has it ALL!  The large 30x18 swimming pool and spa (can be heated upon request for an additional fee) is a resort like escape for guests to enjoy the large backyard space with tropical palm trees and a po
Oak Beach Cottage Pet Friendly
Home
$872.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 4.9 (49)
Welcome to Latitude Adjustment!    Any group gatherings and events at this property are limited to the number of occupants (13 persons). Events such as weddings, rehearsal dinners, receptions, etc. are not permitted. Pets are NOT allowed Linens (bath towels, beach towels & bed sheets) provided Check In: 4:00pm 
Latitude Adjustment
Home
$695.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 13 guests
Rating 5 (27)
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 weddings, re
30 Waterfront Dr. #332
Condo
$310.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 6 guests
Rating 5 (11)
** Beginning November 13, 2023 through March 30, 2024 (weather permitting) the King and Prince Resort will be retiling the walkways on all levels of the South and North Villas. Loud noise and the presence of construction workers are to be expected during this project. Work will resume November 4, 2024 and is expected to be completed (weather permit
King & Prince 155
Condo
$594.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 (38)
** Beginning November 13, 2023 through March 30, 2024 (weather permitting) the King and Prince Resort will be retiling the walkways on all levels of the South and North Villas. Loud noise and the presence of construction workers are to be expected during this project. Work will resume November 4, 2024 and is expected to be completed (weather permit
New Listing! New Listing!
New Listing!
New Listing!
King & Prince 187
Condo
$547.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 6 guests
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)
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 Hamilton Cottage! This magnificent four-bedroom, four-bath vacation rental home is a cornerstone cottage in the award-winning Coast Cottages beachfront neighborhood. Located at the entrance to brick-paved Coast Cottage Ln, Hamilton Cottage has designer furnishings and all the comforts that any vacation property should have. Relax in
New Listing! New Listing!
New Listing!
New Listing!
Hamilton Cottage
Home
$855.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 10 guests

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