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 luxury 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 island vacation to the fullest!

Discover Your Island Lifestyle!


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 St. Simons Island luxury 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 84 properties available
Welcome to the Sanderling Cottage!This completely remodeled 3 bedroom, 2 bathroom cozy cottage (sleeps 6) is dog-friendly, and located just a short 10-minute walk from the Village and Pier Area on St. Simons Island. This newly renovated vacation rental features a well-equipped kitchen that opens to a spacious living/dining area which overlooks the
Sanderling Cottage Pet Friendly
Home
$210.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 (159)
Welcome to Beachy Keen at the North Breakers (Unit 404)! Beautifully remodeled inside and out, this gated ocean-view condo at the oceanfront community of North Breakers is a breathtaking home away from home for guests to enjoy on St. Simons Island. Conveniently located near the elevator, this two-bedroom, two-bathroom residence features an open-con
Beachy Keen
Condo
$413.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 5 guests
Rating 4.9 (119)
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 / 1 half bath
Guests 10 guests
Rating 4.9 (42)
Welcome to Villa 187 at The King Prince Resort!Discover coastal luxury at this ground floor 3 bed, 3 bath condo that is truly one-of-a-kind. Nestled within The King Prince Resort, this villa offers an unparalleled experience of oceanfront bliss. Imagine waking up to the sound of waves, stepping onto your private patio with direct ocean views, and
King & Prince 187
Condo
$447.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 6 guests
Rating 4.9 (31)
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
Summertime Cottage
Home
$278.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 5 guests
Rating 4.9 (39)
St. Simons Island is a vacation destination that beckons visitors to come and make the most of their scenic surroundings while also indulging in time relaxing. That balance is exactly what youll find when you book a stay in Sunshine Magnolia. This 5-bedroom, 3-bath island cottage can easily host up to 12 guests at a time. MAX Occupancy is 12 guests
Sunshine Magnolia
Home
$562.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 5 bedrooms
Bathrooms 3 baths
Guests 12 guests
Rating 4.8 (129)
Harbor Light at the Beach is a classic East Beach cottage just minutes from the ocean, offering the kind of relaxed coastal charm that makes St. Simons Island such a beloved getaway. Tucked along Fourth Street in East Beach, this original island home reflects the neighborhoods long-standing tradition of welcoming beach cottages, simple, comfortable
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New Listing!
Harbor Light at the Beach Pet Friendly
Home
$642.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 5 bedrooms
Bathrooms 3 baths
Guests 12 guests
Rating 5 (52)
Emmeline Cottage invites guests to experience the rare blend of refined coastal luxury and timeless seaside charm that defines St. Simons Islands sought-after Coast Cottage community. Known for its picturesque streets, charming architecture, and private beachfront access, this exclusive neighborhood places you at the heart of island elegance, where
Emmeline Cottage
Home
$1,700.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 6 bedrooms
Bathrooms 6 baths / 1 half bath
Guests 14 guests
Rating 4.9 (48)
Welcome to The Retreat on Gould, a beautifully updated coastal sanctuary nestled in the heart of the scenic Village area of St. Simons Island. This thoughtfully reimagined home blends timeless Southern charm with sophisticated modern updates, creating the ideal setting for relaxation, connection, and unforgettable island memories.Designed with both
New Listing! New Listing!
New Listing!
New Listing!
The Retreat on Gould
Home
$570.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 10 guests
Rating 4.8 (23)
Welcome to the Coastal Village Retreat, a stunning vacation home nestled in the heart of Saint Simons Island, Georgia. This charming property offers a perfect blend of comfort and coastal charm, making it an ideal getaway for families or groups seeking relaxation and adventure. Located in the vibrant Village Area, the Coastal Village Retreat is jus
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New Listing!
New Listing!
Coastal Village Retreat Pet Friendly
Home
$282.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 7 guests
Rating 4.8 (17)
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 Salt Air Villas commu
Salt Air Villas #214
Condo
$150.00 / per night avg
Bedrooms 2 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.8 (116)
Welcome to Enchanted Getaway! Newly constructed in 2024, The Enchanted Getaway blends modern luxury with relaxed coastal charm and is located just one street from the beach and within an easy walk to the lively Pier Village area. Designed for memorable island vacations, this beautifully appointed home features an open-concept layout, a private pool
New Listing! New Listing!
New Listing!
New Listing!
Enchanted Getaway
Home
$672.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 4 bedrooms
Bathrooms 4 baths / 1 half bath
Guests 12 guests
Rating 4.9 (13)

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