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!

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Browse Our St. Simons Island Luxury Rentals

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 St. Simons Island luxury rentals 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 77 properties available
Welcome to Blue Skies Cottage! Travelers looking for a sensational getaway destination will find everything they’re looking for in the scenic landscape that makes up St. Simons Island. When you prefer to pair your experience with accommodations that make comfort, style, and charm a priority, look no further than looking into Blue Skies Cottag
Blue Skies Cottage
Home
$225.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 7 guests
Rating 4.8 (106)
 Welcome to Villa 148 at the King & Prince Resort!  Any group gatherings and events at this property are limited to the number of occupants (6 persons) Sorry, pets are not allowed Linens (bath towels, beach/pool towels & bed sheets) provided Check In: 4:00pm    Check out: 10:00am The King & Prince does heat thei
King & Prince 148
Condo
$447.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.8 (113)
Welcome to the spectacular Seahorse Villa!  Enjoy blue skies, gorgeous ocean views, and your very own private pool when you vacation at Seahorse Villa on St Simons Island! Walk 125 yards and you’ll find yourself at the popular Coast Guard Beach for fun in the sun. This lovely 3,610 sq. ft. multi-story new home offers fantastic ameni
Seahorse Villa
Home
$1,035.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 5 bedrooms
Bathrooms 5 baths
Guests 14 guests
Rating 4.9 (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
Lighthouse Cottage
Home
$362.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 6 guests
Rating 4.8 (15)
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
$487.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 (102)
Welcome to Inlet Villa, a luxurious retreat nestled in the heart of East Beach, Saint Simons Island, GA. This stunning 3,400 square foot home offers an unparalleled vacation experience with its prime location and exquisite amenities. Perfect for families and friends, Inlet Villa comfortably accommodates up to 10 guests with its four spacious bedroo
Inlet Villa Pet Friendly
Home
$875.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 10 guests
Rating 4.8 (11)
Welcome to Wading Inn!  Any group gatherings and events at this property are limited to the number of occupants (16 persons). Gatherings and special events such as weddings, rehearsal dinners, etc. are not permitted. Sorry, pets are not allowed Linens (bath towels, pool/beach towels & bed sheets) provided Check In: 4:00pm   
Wading Inn
Home
$1,200.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 5 bedrooms
Bathrooms 5 baths
Guests 16 guests
Rating 4.9 (57)
Welcome to the Water Lily Cottage! Located in the much-desired oceanfront community of Coast Cottages, this charming 3 bedroom / 3 bathroom home has it all!  Views of marshes from three coastal front porch balconies will rock all of your worries away while you view the wildlife at your doorstep. Located only 325 yards from the ocean front
Water Lily Cottage
Home
$482.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.9 (59)
Welcome to Live Oak Cottage, a charming haven nestled in the heart of Saint Simons Island. Ideally located just a short ride from the beach and the vibrant Village, this thoughtfully designed retreat blends coastal charm with modern comforts, creating the perfect getaway for families and friends. Whether you’re seeking relaxation or adventure
New Listing! New Listing!
New Listing!
New Listing!
Live Oak Cottage Pet Friendly
Home
$425.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
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
$947.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 10 guests
Rating 4.9 (88)
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
$220.00 / per night avg
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 4.8 (66)
Introducing "Ocean Pearl," a stunning oceanfront condo perched on the top floor, perfectly positioned on St. Simons Island. Just steps from the iconic Pier and Village, Ocean Pearl offers a luxurious 2-bedroom, 2-bathroom retreat where the beauty of the ocean meets unparalleled convenience. Enjoy the spectacle of passing boats and pl
New Listing! New Listing!
New Listing!
New Listing!
Ocean Pearl
Condo
$521.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 4.8 (18)

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