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 the Blue Crab Cottage! Located in a brand new neighborhood - 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, Blue Crab Cottage is a special getaway right in the middle of everything.Guest reserv
Blue Crab Cottage
Home
$437.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 3 bedrooms
Bathrooms 4 baths
Guests 10 guests
Rating 4.9 (68)
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.
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Enchanted Hideaway
Home
$1,047.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 5 bedrooms
Bathrooms 5 baths / 1 half bath
Guests 14 guests
Rating 5 (10)
Welcome to A Wave From It All! This spacious and perfectly suited East Beach cottage with a private pool is located exactly where you will want to be for your visit to St. Simons Island. Located between 2nd Street and 3rd Street, the cottage is a very short and easy walk to multiple beach access points (0.2 miles to the beach access at the Coast Gu
A Wave From It All
Home
$657.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 5 bedrooms
Bathrooms 4 baths / 1 half bath
Guests 12 guests
Rating 4.9 (131)
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
$435.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 3 bedrooms
Bathrooms 2 baths / 1 half bath
Guests 8 guests
Rating 4.9 (176)
Welcome to Beach Club 337! Immerse yourself in coastal serenity at this stunning 2BR/2BA ocean-view condo, perfectly situated within the premier Beach Club resort on St. Simons Island. Guests can enjoy resort-style amenities and breathtaking views while being just a brisk 7-minute bike ride from the village area, where charming shops, restaurants,
Beach Club 337
Condo
$264.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 4.9 (215)
The Bungalows at St Simons Park Unit #638: Discover island-inspired style and comfort in this freshly updated two-bedroom, two-bath condo, just a 57 minute stroll from Pier Village and sun-kissed beaches. Nestled on a serene, private street, Unit #638 is one of four chic bungalows sharing a tranquil community pool (Seasonal Pool Closure starting O
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New Listing!
New Listing!
The Bungalows at St. Simons Park - # 638
Condo
$220.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 5 guests
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 Salt Air Villas commu
Salt Air Villas #214
Condo
$150.00 / per night avg
Bedrooms 2 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.8 (116)
Harbor Light at the Beach is a classic East Beach cottage just minutes from the ocean, offering the kind of relaxed coastal charm that makes St. Simons Island such a beloved getaway. Tucked along Fourth Street in East Beach, this original island home reflects the neighborhoods long-standing tradition of welcoming beach cottages, simple, comfortable
New Listing! New Listing!
New Listing!
New Listing!
Harbor Light at the Beach Pet Friendly
Home
$635.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 5 bedrooms
Bathrooms 3 baths
Guests 12 guests
Rating 5 (52)
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 poolside hammo
Oak Beach Cottage Pet Friendly
Home
$818.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 4 bedrooms
Bathrooms 3 baths / 1 half bath
Guests 10 guests
Rating 4.9 (122)
Welcome to Coastal Crush! Location, Location, Location... get ready to have everything from the amazing St. Simons Island beaches to dining experiences right at your doorstep. This beautifully furnished, fully renovated townhome is one block from beach access. Once guests walk in the door, they will immediately feel the relaxation of island time wi
Coastal Crush
Condo
$345.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 3 bedrooms
Bathrooms 3 baths / 1 half bath
Guests 8 guests
Rating 4.9 (125)
Welcome to Golden Hour, a stunning vacation rental located in the picturesque East Beach area of Saint Simons Island. This spacious home offers a perfect blend of luxury and comfort, making it an ideal getaway for families or groups of friends looking to unwind and enjoy the coastal lifestyle.Guest reservations of 3 to 21 nights come with a valuabl
Golden Hour Pet Friendly
Home
$850.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 5 bedrooms
Bathrooms 4 baths / 1 half bath
Guests 12 guests
Rating 4.9 (28)
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 4.8 (38)

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