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!

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 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 A Summer Hour Retreat. Visitors to St. Simons Island who want to stay in the center of the islands best experiences will find that this charming retreat places them within easy walking distance of the Village Pier, the ocean, local restaurants, boutique shops, and Neptune Park Fun Zone. While close to the action, the home also provides a
A Summer Hour Retreat Pet Friendly
Home
$403.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 3 bedrooms
Bathrooms 2 baths / 1 half bath
Guests 6 guests
Rating 4.9 (222)
Welcome to Stones Throw Cottage, a two story retreat on the south end of St. Simons Island that blends relaxed coastal style with an easy, walkable location. Just an 80 yard walk from the beach and close to the Village, pier, parks, shops, and local restaurants, this home offers a comfortable setting for island days and unrushed evenings. With two
Stones Throw Cottage Pet Friendly
Home
$347.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 4.9 (184)
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 (126)
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
$642.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 5 bedrooms
Bathrooms 3 baths
Guests 12 guests
Rating 5 (52)
Discover your perfect island retreat at 1150 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
The Livin's Easy Cottage
Home
$278.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 5 guests
Rating 5 (29)
Welcome to OakLynn Retreat, a stunning brand-new vacation home located in the heart of St. Simons Islands most sought-after neighborhoodEast Beach. Just a short walk to both the beach and marsh-side sunsets, this beautifully designed two-story retreat offers the perfect blend of upscale comfort, thoughtful design, and timeless island charm.Inside,
New Listing! New Listing!
New Listing!
New Listing!
OakLynn Retreat
Home
$840.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 5 bedrooms
Bathrooms 5 baths / 1 half bath
Guests 12 guests
Rating 5 (26)
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
$655.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 5 bedrooms
Bathrooms 4 baths / 1 half bath
Guests 12 guests
Rating 4.9 (133)
Welcome to Peachtree Oak Cottage, a charming island retreat located in the quiet neighborhood of St. Simons Heights. This inviting home offers the perfect mix of comfort, privacy, and convenience, with easy access to beaches, restaurants, and shopping on St. Simons Island. One of the standout features of this property is the spacious backyard and o
Peachtree Oak Cottage
Home
$248.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 7 guests
Rating 4.9 (111)
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
$1,075.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 10 guests
Rating 4.9 (194)
Welcome to Rivera Retreat, a beautifully remodeled single-level home designed for guests seeking relaxation, comfort, and the true St. Simons Island local experience. This serene coastal escape has been expertly renovated and professionally decorated, offering a stylish, laid-back vibe for families or friends to unwind and reconnect.Guest reservati
New Listing! New Listing!
New Listing!
New Listing!
Rivera Retreat
Home
$482.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.8 (15)
Welcome to the Coastal Village Retreat, a stunning vacation home nestled in the heart of Saint Simons Island, Georgia. This charming property offers a perfect blend of comfort and coastal charm, making it an ideal getaway for families or groups seeking relaxation and adventure. Located in the vibrant Village Area, the Coastal Village Retreat is jus
New Listing! New Listing!
New Listing!
New Listing!
Coastal Village Retreat Pet Friendly
Home
$282.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 7 guests
Rating 4.8 (17)
Emmeline Cottage invites guests to experience the rare blend of refined coastal luxury and timeless seaside charm that defines St. Simons Islands sought-after Coast Cottage community. Known for its picturesque streets, charming architecture, and private beachfront access, this exclusive neighborhood places you at the heart of island elegance, where
Emmeline Cottage
Home
$1,700.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 6 bedrooms
Bathrooms 6 baths / 1 half bath
Guests 14 guests
Rating 4.9 (48)

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