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
Welcome to Hook, Wine & Sinker!Newly constructed and professionally furnished in August, 2021, this beautiful 5 bedroom / 5 bathroom home has EVERYTHING guests will want for their next St. Simons Island vacation.  Located in a private cul-de-sac neighborhood, this home is a short distance to beaches, shopping and dining.  Guests will
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Hook, Wine & Sinker
Home
$712.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 5 bedrooms
Bathrooms 5 baths
Guests 12 guests
Rating 5 (46)
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
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Blue Skies Cottage
Home
$242.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 7 guests
Rating 4.8 (94)
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
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Home
$840.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 5 bedrooms
Bathrooms 5 baths
Guests 14 guests
Rating 5 (1)
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
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Home
$945.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 10 guests
Rating 5 (81)
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
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Golden Hour
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Golden Hour Pet Friendly
Home
$875.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 5 bedrooms
Bathrooms 6 baths
Guests 12 guests
Welcome to the More Fun Cottage!  This immaculate 4 bedroom / 3 bathroom island beach cottage is located in a quiet neighborhood just a few minutes away from beaches, restaurants and shopping of St. Simons Island!  The wraparound front porch and the chic coastal décor will lure guests into island living at its finest!  Re
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Home
$410.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.9 (29)
Welcome to La Reina! This magnificent six-bedroom East Beach oceanfront home enjoys incredible views, loads of privacy provided by a split floor plan, gorgeous hardwood floors, and a large separate guest house. Many details include an infinity edge heated saltwater pool and spa with a beautiful bluestone pool deck, a phenomenal appliance packa
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Home
$1,922.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 6 bedrooms
Bathrooms 7 baths
Guests 16 guests
Welcome to the Oasis Cottage!  This wonderful island escape is centrally located and just a short walk to the beaches and the best village area shops, restaurants and sites on St. Simons Island. Guests of the Oasis Cottage will have their own private heated pool and spa (heated upon request for $45/night) with plenty of pool side seating and l
New Listing! New Listing!
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Oasis Cottage Pet Friendly
Home
$623.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 5 (4)
Welcome to Island Whimsy!Built in 2021, this NEW vacation rental home is ready to welcome guests!  Located in the quaint new cul-de-sac neighborhood of Couper Place, Island Whimsy is the perfect island escape for guests to enjoy time a way from it all but minutes to the beaches, shopping and restaurants on St. Simons Island. The outdoor space
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Home
$675.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 5 (20)
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
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Home
$171.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.8 (67)
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
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Home
$755.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 10 guests
Rating 5 (1)
Welcome to the Blue Crab Cottage!  Located in a brand new neighborhood - Orchard Place, this private cottage has everything your group will want for your next vacation to St. Simons Island!  Minutes to the best beaches, shopping and restaurants on St. Simons Island, Blue Crab Cottage is a special getaway right in the middle of everything.
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Blue Crab Cottage
Home
$450.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 3 bedrooms
Bathrooms 4 baths
Guests 10 guests
Rating 5 (14)

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