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!


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 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 (14)
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 overlook
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 (79)
Welcome to the Georgia On My Mind!  Located in the quiet neighborhood of St. Simons Heights, this home has the perfect amenity mix of location to beaches, restaurants and shopping, pool as well as lots of living spaces to enjoy on St. Simons Island.  Guests will immediately be drawn to the large screen porch that spans the entire width of
Georgia On My Mind
Home
$405.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.7 (33)
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)
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
$850.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 5 bedrooms
Bathrooms 6 baths
Guests 12 guests
Rating 4.8 (9)
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 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
Lemon Tree Pet Friendly
Home
$432.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 12 guests
Rating 4.9 (20)
 Planning a fun getaway to St. Simons Island, whether you’re a solo traveler, couple, or group of family and friends promises to be an amazing experience. While you’re likely looking forward to the peace, beauty, and tranquility to be found in this incredible location, that doesn’t mean you can’t pair those moments with
St. Simons Grand 306
Condo
$462.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 7 guests
Rating 4.8 (65)
Welcome to Island Escape at Fern!  Island Escape at Fern is a beautiful home, centrally located on St. Simons Island down a private street overlooking the marsh.  This home is a beautifully designed, spacious, modern home with a fantastic pool. The perfectly landscaped ground floor offers outdoor seating, corn hole platforms, ring toss, a
Island Escape At Fern
Home
$432.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.9 (56)
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
New Listing! New Listing!
New Listing!
New Listing!
Summertime Cottage
Home
$302.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 5 guests
Rating 4.8 (9)
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)
Introducing "Ocean Pearl," a stunning oceanfront condo perched on the top floor, perfectly positioned on St. Simons Island. Just steps from the iconic Pier and Village, Ocean Pearl offers a luxurious 2-bedroom, 2-bathroom retreat where the beauty of the ocean meets unparalleled convenience. Enjoy the spectacle of passing boats and pl
New Listing! New Listing!
New Listing!
New Listing!
Ocean Pearl
Condo
$499.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 4.8 (20)

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