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 56 properties available
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!
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The Retreat on Gould
Home
$547.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 7 guests
Rating 5 (1)
Welcome to Island Escape at Fern!  Island Escape at Fern is a beautiful home, centrally located on St. Simons Island down a private street overlooking the marsh.  This home is a beautifully designed, spacious, modern home with a fantastic pool. The perfectly landscaped ground floor offers outdoor seating, corn hole platforms, ring toss, a
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Island Escape At Fern
Home
$411.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.9 (53)
Welcome to Wading Inn!  Any group gatherings and events at this property are limited to the number of occupants (16 persons). Gatherings and special events such as weddings, rehearsal dinners, etc. are not permitted. Sorry, pets are not allowed Linens (bath towels, pool/beach towels & bed sheets) provided Check In: 4:00pm   
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Home
$1,272.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 5 bedrooms
Bathrooms 5 baths
Guests 16 guests
Rating 4.9 (57)
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.&
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Cozy Coastal Cottage Pet Friendly
Home
$253.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 4.9 (24)
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,
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Home
$655.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 5 (38)
Unwinding in style is easier than ever during your St. Simons Island adventure when booking Summer Wind.  A new Heated Private Pool and Spa was completed in May 2023 for guests to enjoy 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
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Home
$412.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 (76)
Welcome to High Tide!  This hidden gem is THE perfect villa to relax and enjoy some of the best marsh views on St. Simons Island!  Situated in a secluded and quiet three home neighborhood on the marsh, High Tide has everything guests will want to enjoy island time.  The large pool area and backyard space along with multi-level porche
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Home
$590.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 10 guests
Rating 4.8 (29)
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
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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 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
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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 (78)
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!
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The Harvey House Pet Friendly
Home
$609.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 5 (11)
Welcome to the More Fun Cottage!  This immaculate 4 bedroom / 3 bathroom island beach cottage is located in a quiet neighborhood just a few minutes away from beaches, restaurants and shopping of St. Simons Island!  The wraparound front porch and the chic coastal décor will lure guests into island living at its finest!  Re
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Home
$355.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.9 (35)
Welcome to the Island Pearl!  This beautifully updated vacation rental offers guests the perfect St. Simons Island escape with a private pool and tons of outdoor space for guests to relax and play.  Fully renovated in 2021, the Island Pearl is a short 5-minute drive to the beach (1.5 miles), the island's best restaurants and shopping.
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Island Pearl
Home
$575.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 4.9 (33)

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