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 luxury 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 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 St. Simons Island luxury 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 84 properties available
Welcome to Porch Light Cottage! Just a 2-minute walk from the beach, lighthouse, park and Pier Village, this luxury 5-bedroom, 4-bath retreat (including a private pool house) offers the ideal mix of comfort, privacy, and unbeatable location. Nestled in the heart of St. Simons Islands historic Pier Village neighborhood, Porch Light Cottage has been
New Listing! New Listing!
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Porch Light Cottage Pet Friendly
Home
$800.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 5 bedrooms
Bathrooms 4 baths
Guests 10 guests
Rating 4.9 (20)
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 reservations of 3
Under the Oaks
Home
$492.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 4 bedrooms
Bathrooms 3 baths / 1 half bath
Guests 8 guests
Rating 4.9 (51)
Welcome to the LighthouseCottage! 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 gear rentals during
Lighthouse Cottage
Home
$362.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.9 (40)
Welcome to Village Revival!This newly renovated 3 bedroom / 3 bathroom village cottage vacation rental located in the heart of the St. Simons Island Village area is the perfect St. Simons Island hideaway! Guests will find that the cottage is a 1 minute walk to all the best Pier Village area restaurants, shopping as well as the St. Simons Island Pie
Village Revival
Home
$355.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 7 guests
Rating 4.9 (105)
The Bungalows at St Simons Park Unit #636: Step into your sunlit coastal sanctuary, just a short 57 minute walk from Pier Village and the islands pristine beaches. Thoughtfully renovated from top to bottom, this two-bedroom, two-bath condo blends breezy beach style with upscale finishes, nestled on a private, quiet street and sharing a sparkling c
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New Listing!
New Listing!
The Bungalows at St. Simons Park - # 636
Condo
$242.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 5 (5)
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 can be heat
Sandy Seaclusion Pet Friendly
Home
$422.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 4.9 (144)
Shore Rush Cottage offers a serene and sophisticated escape in the heart of the Sea Palms community on Saint Simons Island. Surrounded by the natural beauty of the coastal marshlands and nestled near the manicured fairways of the renowned Sea Palms Golf Club, this luxury single-level retreat combines upscale comfort with the timeless relaxation of
New Listing! New Listing!
New Listing!
New Listing!
Shore Rush Cottage Pet Friendly
Home
$507.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 8 guests
Rating 4.9 (12)
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
Hamilton Cottage
Home
$625.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 4 bedrooms
Bathrooms 4 baths / 1 half bath
Guests 10 guests
Rating 4.7 (41)
Dixie Sunrise welcomes guests to an elegant and thoughtfully designed coastal retreat in St. Simons Islands prestigious East Beach neighborhood. Known for its beach access, peaceful dune landscapes, and beautifully maintained residential streets, East Beach is one of the islands most desirable destinations. Staying at Dixie Sunrise places you just
Dixie Sunrise
Home
$1,026.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 10 guests
Rating 4.9 (194)
Nestled in the heart of East Beach, Enchanted Hideaway offers a luxurious oceanfront coastal retreat perfect for families and friends seeking relaxation and connection. This thoughtfully designed home boasts ocean views from the third level, a private heated pool, and multiple indoor and outdoor living spaces to create unforgettable memories on St.
New Listing! New Listing!
New Listing!
New Listing!
Enchanted Hideaway
Home
$1,022.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 5 bedrooms
Bathrooms 5 baths / 1 half bath
Guests 14 guests
Rating 4.9 (12)
Professionally furnished, the Atlantic Cottage has everything guests are looking for in the next St. Simons Island getaway! Offering 4 spacious bedrooms and 3.5 bathrooms, the Atlantic Cottage will allow guests to put their toes in the sand after a convenient 200-step walk to the beach access at the end of the street. From ocean front and marsh fro
Atlantic Cottage
Home
$650.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 4 bedrooms
Bathrooms 3 baths / 1 half bath
Guests 9 guests
Rating 5 (83)
When booking Summer Wind, unwinding in style is easier than ever during your St. Simons Island adventure. A new Heated Private Pool and Spa were completed in May 2023, making them available all year round! Any group gatherings and events at this property are limited to the number of occupants (8 persons). Spring Break groups and events such as wedd
Summer Wind
Home
$445.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 3 bedrooms
Bathrooms 2 baths / 1 half bath
Guests 8 guests
Rating 4.9 (179)

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