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
** 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)
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
When the combination of elegance and oceanfront living speaks to your travel taste and style, a stay in Emmeline Cottage is bound to be an inspiring choice when your plans have you visiting St. Simons Island. This stunning 6-bedroom, 6.5-bath coastal cottage is a multi-level dream come true that can easily welcome up to 14 guests at a time.Whe
Emmeline Cottage
Home
$1,572.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 6 bedrooms
Bathrooms 6 baths
Guests 14 guests
Rating 4.8 (23)
Welcome to Beachy Keen at the North Breakers (Unit 404)!  Beautifully remodeled, 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 kitchen area, 404
Beachy Keen
Condo
$453.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 5 guests
Rating 4.9 (45)
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 Georgia Peach Cottage! Located in the quiet neighborhood of St. Simons Heights, this updated and newly furnished cottage has the perfect amenity mix of location to beaches, restaurants and shopping, as well as lots of living spaces to enjoy on St. Simons Island.  Guest reservations of 3 to 21 nights come with a valuable cre
Georgia Peach Cottage Pet Friendly
Home
$240.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (18)
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)
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
$466.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.8 (20)
** 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 148
Condo
$448.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 (98)
Oleander Cottage is what beach vacation dreams are made of! This newly decorated home exudes coastal style at it`s finest. It`s attractive & sophisticated, yet oh so comfortable! The plush furnishings will make your stay a relaxed experience!  Any group gatherings and events at this property are limited to the number of occupants (10 
New Listing! New Listing!
New Listing!
Oleander Cottage
Home
$623.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 5 (11)
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 Pet Friendly
Home
$977.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 4.9 (77)
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 Pet Friendly
Home
$215.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.7 (54)

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