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 82 properties available
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
$549.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 8 guests
Rating 5 (1)
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
Goin' Coastal
Home
$897.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 5 bedrooms
Bathrooms 4 baths
Guests 12 guests
Rating 5 (17)
 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
King & Prince 187
Condo
$480.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 6 guests
Rating 4.9 (11)
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
Highland House
Home
$171.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 (74)
Welcome to Serenity Oasis - Villa 2! A stunning duplex vacation rental nestled in the highly sought-after South End of Saint Simons Island. This brand-new, professionally designed retreat offers the perfect blend of modern luxury and coastal charm, making it the ideal getaway for families, groups of friends, or anyone looking for a high-end vacatio
New Listing! New Listing!
New Listing!
Serenity Oasis - Villa 2
Home
$312.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Welcome to the Magnolia House, a breathtaking vacation retreat situated in the heart of the charming Village area on Saint Simons Island, GA. This beautifully crafted home combines luxury, comfort, and Southern charm, offering the perfect escape for families and groups seeking both relaxation and adventure in one of Georgia's most beloved coast
New Listing! New Listing!
New Listing!
New Listings!
Magnolia House
Home
$635.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 8 guests
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
Golden Hour Pet Friendly
Home
$856.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 5 bedrooms
Bathrooms 6 baths
Guests 12 guests
Rating 4.9 (11)
Welcome to Beach Walker's Bliss! Nicely renovated, this 2 bedroom / 2 bathroom ground floor condo is located in the Ocean Walk Condominium complex - Unit L-1. Just a short 10 minute walk to the popular Pier Village Area, enjoy some of St. Simons Island's most popular restaurants and shops and even a dog park, community tennis and pickle bal
Beach Walker's Bliss Pet Friendly
Condo
$136.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 5 guests
Rating 4.6 (16)
Welcome to Golden Sands Getaway, a stunning coastal retreat in Demere Landing on beautiful Saint Simons Island, GA. Perfectly situated just minutes from the island’s pristine beaches, charming village, and top attractions, this spacious 3-bedroom, 3.5-bathroom condo offers the ideal mix of relaxation and adventure for families and groups. Wit
New Listing! New Listing!
New Listing!
Golden Sands Getaway
Condo
$320.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 7 guests
Rating 5 (2)
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. Guest
Under the Oaks
Home
$492.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 5 (19)
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.&
Cozy Coastal Cottage Pet Friendly
Home
$270.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 4.9 (28)
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
La Reina
Home
$1,672.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 6 bedrooms
Bathrooms 7 baths
Guests 16 guests
Rating 4.9 (13)

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