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 RedFish Retreat, a spacious and inviting vacation condo at Demere Landing on St. Simons Island, GA. With 2,300 square feet of thoughtfully designed space, this four-bedroom, three-and-a-half-bathroom retreat comfortably accommodates up to 10 guests, making it ideal for families and friends looking for a relaxing island escape. Explo
New Listing! New Listing!
New Listing!
New Listing!
RedFish Retreat
Condo
$275.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 5 (1)
Welcome to Stay Salty! This recently redecorated, spacious East Beach cottage features two levels of wraparound porches allowing you to enjoy sweeping views of the marsh as well as plenty of outdoor living areas to relax and unwind. Guest reservations of 3 to 21 nights come with a valuable credit to use towards beach gear rentals during your s
Stay Salty
Home
$1,097.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 6 bedrooms
Bathrooms 5 baths
Guests 14 guests
Rating 5 (18)
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 (19)
Welcome to Beach Club 337!  Immerse yourself in coastal serenity at this renovated 2BR/2BA oceanview condo. Beach Club 337, located within the premier Beach Club resort on St. Simons Island. Just a brisk 7-minute bike ride away, the village area beckons with its quaint charm.  Guest reservations of 3 to 21 nights come
Beach Club 337
Condo
$220.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 4.8 (104)
Escape to tranquility and timeless coastal charm at Shore Rush Cottage, a newly available luxury retreat nestled in the heart of Sea Palms on beautiful Saint Simons Island. Perfectly positioned just moments from the lush fairways of Sea Palms Golf Club and offering serene, unobstructed marsh views, this thoughtfully designed single-level sanctuary
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New Listing!
New Listing!
Shore Rush Cottage Pet Friendly
Home
$557.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 8 guests
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
Peachtree Oak Cottage
Home
$269.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 7 guests
Rating 4.9 (54)
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 you’ll find when you book a stay in Sunshine Magnolia. New to the vacation rental home market, this 5-bedroom, 3-bath island cottage can easily host up to
Sunshine Magnolia
Home
$562.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 5 bedrooms
Bathrooms 3 baths
Guests 12 guests
Rating 4.8 (70)
Welcome to Houdini by the Sea!  This wonderful island escape is centrally located just a short walk to the beaches and the best village area shops, restaurants and sites on St. Simons Island. Guests of Houdini by the Sea will have their own private heated pool (heated upon request for $45/day) with plenty of pool side seating and lounging for
Houdini by the Sea
Home
$530.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 5 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 4.8 (19)
 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 (115)
Welcome to Serenity Oasis - Villa 1! 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 1
Home
$339.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 5 (2)
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 Sal
Salt Air Villas #214
Condo
$150.00 / per night avg
Bedrooms 2 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.8 (51)
Welcome to the Oak Beach Cottage! Nestled on a quiet street just a 4-minute walk to the St. Simons Island beach, this custom-built home has it ALL!  The large 30x18 swimming pool and spa (can be heated upon request for an additional fee) is a resort-like escape for guests to enjoy the large backyard space with tropical palm trees and a po
Oak Beach Cottage Pet Friendly
Home
$842.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 4.9 (60)

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