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 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
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Peachtree Oak Cottage
Home
$234.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 7 guests
Rating 4.9 (30)
Welcome to Lemon Tree!  This beautifully renovated and professionally decorated island gem on St. Simons Island is located in the quiet golf course community of Sea Palms with a pool in a private backyard retreat.  Featuring 3 bedrooms and 2-1/2 bathrooms in the main house and a guest house with an additional bedroom, bathroom, kitchenett
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New Listing!
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Home
$505.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 12 guests
Rating 5 (12)
Welcome to the Salt Air Cottage! This fabulous 4 bedroom / 3 bathroom island home has recently been completely renovated with a brand new heated pool in 2023.  Located in a great south island location, this home is minutes to the beaches, restaurants and shopping on St. Simons Island.  All new furnishings compliment the renovation invitin
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Home
$525.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.9 (95)
Welcome to Goin' Coastal!  Perfectly situated on 3rd Street in the much desired St. Simons Island East Beach neighborhood and a 1/4 mile to the 3rd St. beach access, Goin' Coastal offers its guests a wonderfully remodeled 5 bedroom / 4.5 bathroom home with a brand new heated pool.   Guest reservations of 3 to 21 nights c
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Home
$947.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 5 bedrooms
Bathrooms 4 baths
Guests 14 guests
Rating 5 (10)
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!
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Hamilton Cottage
Home
$760.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 10 guests
Rating 5 (1)
Welcome to Under the Oaks!  Located in a brand new community - 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, Under the Oaks is a special getaway right in the middle of everything.  G
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Home
$562.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 5 (8)
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
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Home
$465.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.9 (20)
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
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Home
$492.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 (76)
Welcome to Cozy Coastal Cottage!  Newly renovated, this cute dog-friendly 3 bedroom / 2 bathroom cottage is located on a quiet street that is popular due to its close walking distance to the beach, shopping, restaurants, and the dog park!  The open-concept kitchen, sitting area, and dining space are the perfect place to relax as a group.&
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Cozy Coastal Cottage Pet Friendly
Home
$251.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 4.9 (12)
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
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Sandy Seaclusion Pet Friendly
Home
$667.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 4.8 (54)
Welcome to the Beach Lawn Cottage!  This-one-of-a-kind 5,100 square foot custom-built oceanfront Coast Cottage home, is the perfect St. Simons Island home for guests to enjoy everything that St. Simons Island and the Golden Isles has to offer. With accommodations for up to 12 guests, the Beach Lawn Cottage will wow visitors with four oceanfron
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Beach Lawn Cottage
Home
$1,422.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 5 bedrooms
Bathrooms 6 baths
Guests 12 guests
Rating 4.8 (34)
When your vacation destination is St. Simons Island and you have your sights set on a stay that perfectly pairs in-home style and island fun, a stay in Waltzing in the Sand is bound to inspire! This 3-bed, 4.5-bath townhome is an inviting property designed to welcome up to 7 guests at a time including a pet if you can’t imagine a trip this wa
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Waltzing in the Sand Pet Friendly
Condo
$323.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 3 bedrooms
Bathrooms 4 baths
Guests 7 guests
Rating 4.9 (37)

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