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 Homes 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!

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Properties Available 74 properties available
The King and Prince Resort will be retiling the walkways on all levels of the South and North Villas.Work will be present December, 2024 through mid February 2025. There will be no work taking place December 23-31.Please note that the presence of construction near the unit may be possible. Welcome to Villa 148 at the King & Princ
King & Prince 148
Condo
$422.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.8 (109)
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
$750.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 4.9 (58)
When the combination of elegance and oceanfront living speaks to your travel taste and style, a stay in Emmeline Cottage is bound to be an inspiring choice when your plans have you visiting St. Simons Island. This stunning 6-bedroom, 6.5-bath coastal cottage is a multi-level dream come true that can easily welcome up to 14 guests at a time.Whe
Emmeline Cottage
Home
$1,650.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 6 bedrooms
Bathrooms 6 baths
Guests 14 guests
Rating 4.8 (27)
Welcome to Beach Haven! This beautifully appointed townhome, with a private elevator, is located just steps away from one of the best beaches on Saint Simons Island!  Once inside, you will find a beautifully decorated living room open to the dining room and a fully stocked kitchen a few steps away.  Guests will have access to the ground-l
Beach Haven
Condo
$315.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 4.9 (43)
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 Pier Serenity Cottage at 106 Strachan Lane! This beautiful custom-built 4 bedroom / 4.5 bathroom oceanfront home is one of our many St. Simons Island rentals with a private pool and has direct views of the Atlantic Ocean, Jekyll Island, and the St. Simons Pier that will take your breath away. Guests of this oceanfront retreat only h
Pier Serenity Cottage
Home
$1,147.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 8 guests
Rating 4.8 (87)
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 (25)
Welcome to the Harvey House! Nestled in the tranquil Sea Palms golf course neighborhood, surrounded by majestic live oaks draped with Spanish moss, this fully renovated island haven is your perfect escape into island time. Featuring a new heated pool available for an additional $45/day, it’s an ideal spot for relaxation and fun under the sun.
New Listing! New Listing!
New Listing!
New Listing!
The Harvey House Pet Friendly
Home
$548.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 5 (12)
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
$551.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 4.8 (16)
Welcome to The Retreat on Gould, a charming retreat tucked away in the scenic Village Area of St. Simons Island. Just a short walk from the sandy shores of the St. Simons Sound, this vacation home combines coastal charm with modern comfort, offering an idyllic escape for families or groups in search of relaxation and adventure. Surrounded by lush g
New Listing! New Listing!
New Listing!
New Listing!
The Retreat on Gould
Home
$547.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 9 guests
Rating 5 (1)
Welcome to Blue Heaven!  This beautifully renovated 4 bedroom / 3.5 bathroom St. Simons Island vacation home is located at the doorstep to the much sought after wide soft sand beaches of East Beach.  Guests of Blue Heaven will enjoy over 2500 sq ft of island living space with wrap around porches, private elevator, cozy wrap around porch,
Blue Heaven
Home
$710.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 5 (39)
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
Sandy Seaclusion Pet Friendly
Home
$397.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 4.8 (63)

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