St. Simons Island Luxury Home Rentals

Browse St. Simons Island luxury home rentals from Lilmar Vacations. We offer an excellent selection of St. Simons Island house rentals to accommodate both small and large groups. Many of our St. Simons Island luxury homes and cottages are within close proximity to the Beaches and Pier Village Area. Browse our selection of exclusive St. Simons Island private homes rentals, and book the ultimate St. Simons vacation getaway!

Want to bring your pup along? Browse our St. Simons Island pet friendly rental options.

Discover Your Island Lifestyle!

St. Simons Island house rentals,perfect for large groups

Amenities That Cater to Excellence

Our St. Simons Island vacation home rentals are the places dreams are made of. Palm tree-dotted yards welcome guests into St. Simons Island house rentals that are stylish, comfortable and designed to make you feel like you’ve walked into your home away from home from the moment you step through the door. Plush furnishings keep living and social areas comfortable for all while large bedrooms and private bathrooms make that all-important alone time a breeze. 

Guests at our St. Simons Island vacation homes will enjoy fully equipped kitchens with modern appliances and drawers stocked with the utensils you’ll need to cook up something delicious on a whim. Large, flat-screen televisions, in-home Wi-Fi, and high-speed internet connections keep guests connected with loved ones back home and entertainment is no more than a button click away at all times. All of our St. Simons Island home rentals are sanitary and regularly cleaned before and after each stay.

Extras That Go Above and Beyond

At Lilmar Vacations, we understand that it’s the extra details that take a vacation from great to unforgettable. Our St. Simons Island house rentals options include rentals with a private pool, gated yard, multiple fireplaces, perfect for entertaining. From outdoor lounge furniture to four-seasons porches, our homes are designed with personalization in mind. 

A Stay You’ll Always Remember in Our St. Simons Island House Rentals

Contact us today for more information to book St. Simons Island rentals and to begin planning your next trip! We can also help you book a St Simons long-term rental whether in one of our weekly or monthly rental properties!

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Properties Available 62 properties available
Welcome to Circle Cottage! Located in the quiet and convenient St. Simon Heights neighborhood, this designer-decorated cottage offers guests a private pool (14x24) and spa (8x8) tucked into a secluded backyard. Guests of Circle Cottage will enjoy quick access to the beaches, shopping, and restaurants! Take a quick bike ride or walk to the famous So
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Circle Cottage
Home
$465.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.9 (101)
Welcome to Houdini by the Sea! This wonderful island escape is centrally located just a short walk to the beaches and the best village area shops, restaurants and sites on St. Simons Island. Guests of Houdini by the Sea will have their own private heated pool (heated upon request for $65/day) with plenty of pool side seating and lounging for use du
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Houdini by the Sea
Home
$530.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 5 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 4.9 (53)
Welcome to The Beach House!Nestled on a quiet street, just a 5-minute walk to the beach, this completely remodeled island cottage is the perfect south end escape for guests to enjoy ALL of the fun on St. Simons Island. The 8x14 heated (upon request in advance for $45/day) pool is a tropical escape for guests to enjoy privacy and the full island exp
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The Beach House Pet Friendly
Home
$726.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 4 bedrooms
Bathrooms 3 baths / 1 half bath
Guests 10 guests
Rating 4.9 (66)
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 overlooks the
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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 (163)
Welcome to Latitude Adjustment!Welcome to Latitude Adjustment!Located in the south-end cul-de-sac neighborhood of Couper Place on St. Simons Island, this beautiful coastal escape has it all! Latitude Adjustment features 4 bedrooms, spacious living areas, and an outdoor pool living space that dreams are made of!Escape to your own private oasis! Gues
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Home
$572.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 4 bedrooms
Bathrooms 3 baths / 1 half bath
Guests 13 guests
Rating 5 (82)
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
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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 (135)
Welcome to Lucy's Hideaway!This immaculate 4-bedroom / 2.5 bathroom island beach cottage is located in a quiet neighborhood just a few minutes away from beaches, restaurants, and shopping on St. Simons Island!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
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Lucy's Hideaway Pet Friendly
Home
$540.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.8 (44)
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
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Home
$1,075.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 10 guests
Rating 4.9 (194)
Oleander Cottage is what beach vacation dreams are made of! This newly decorated home exudes coastal style at it`s finest. It`s attractive sophisticated, yet oh so comfortable! The plush furnishings will make your stay a relaxed experience! Any group gatherings and events at this property are limited to the number of occupants (10persons). Events
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Home
$725.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 4.9 (67)
Welcome to Sand Dollar Cottage! Tucked beneath the canopy of St. Simons Islands iconic live oaks and just steps from the beach, this inviting home blends Southern charm with coastal beauty and modern comfort. Located in the sought-after South End neighborhood, it offers the best of island living, quiet, breezy porches, and easy access to some of St
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New Listing!
New Listing!
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Sand Dollar Cottage Pet Friendly
Home
$854.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 4 bedrooms
Bathrooms 3 baths / 1 half bath
Guests 10 guests
Rating 5 (1)
Welcome to Island Family Retreat, where coastal charm meets space designed for connection. Located in King's Terrace and one of Georgias most loved beach destinations, this six-bedroom retreat offers the ideal setup for large families or multiple groups traveling together. With four bedrooms upstairs and two downstairs, the layout creates a nat
New Listing! New Listing!
New Listing!
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Island Family Retreat Pet Friendly
Home
$625.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 6 bedrooms
Bathrooms 3 baths
Guests 14 guests
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
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Home
$381.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 7 guests
Rating 4.9 (107)

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