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 Serenity Oasis - Villa 2! A stunning duplex vacation rental nestled in the highly sought-after South End of Saint Simons Island. This brand-new, professionally designed retreat offers the perfect blend of modern luxury and coastal charm, making it the ideal getaway for families, groups of friends, or anyone looking for a high-end vacatio
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Serenity Oasis - Villa 2
Home
$334.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Nestled in the scenic Village Area of St. Simons Island, The Retreat on Gould is a charming coastal getaway designed for relaxation, adventure, and unforgettable memories.This home is currently undergoing exciting renovations that will include a fourth bedroom and an additional bathroom—perfect for families or groups seeking extra space and c
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The Retreat on Gould
Home
$547.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 9 guests
Rating 5 (1)
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 isla
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The Beach House Pet Friendly
Home
$567.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 4.9 (18)
Welcome to Stay Salty! This recently redecorated, spacious East Beach cottage features two levels of wraparound porches allowing you to enjoy sweeping views of the marsh as well as plenty of outdoor living areas to relax and unwind. Guest reservations of 3 to 21 nights come with a valuable credit to use towards beach gear rentals during your s
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Home
$1,097.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 6 bedrooms
Bathrooms 5 baths
Guests 14 guests
Rating 5 (18)
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
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Sandy Seaclusion Pet Friendly
Home
$422.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 4.8 (66)
Welcome to the Indigo Cottage! Newly Renovated for 2025! Travelers from near and far come to St. Simons Island to find their place under the sun. When you’re craving a getaway experience where time on the beach is wonderfully balanced out with time exploring, a stay in the Indigo Cottage puts you near the heart of it all. This 4-bed, 3.5
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Indigo Cottage Pet Friendly
Home
$750.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 4.9 (94)
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 (10 
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Home
$442.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 5 (32)
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.&nb
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The Livin's Easy Cottage
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The Livin's Easy Cottage
Home
$291.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 5 guests
Rating 5 (8)
When the combination of elegance and oceanfront living speaks to your travel taste and style, a stay in Emmeline Cottage is bound to be an inspiring choice when your plans have you visiting St. Simons Island. This stunning 6-bedroom, 6.5-bath coastal cottage is a multi-level dream come true that can easily welcome up to 14 guests at a time.Whe
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Home
$1,700.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 6 bedrooms
Bathrooms 6 baths
Guests 14 guests
Rating 4.8 (27)
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
$1,200.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 5 bedrooms
Bathrooms 5 baths
Guests 16 guests
Rating 4.9 (58)
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 Isla
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Home
$480.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 7 guests
Rating 4.9 (47)
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
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Under the Oaks
Home
$492.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 5 (19)

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