Large Group Vacation Rentals

Getting ready to enjoy a vacation is always an inspiring moment, especially if that vacation happens to be occurring on St. Simons Island. This pristine vacation destination off the coast of Georgia is known and loved for its lush landscape, welcoming community feel and charming shops, restaurants, landmarks, and vacation rentals that make for an inspiring stay. Whether you’re one for seeking out lighthouses, exploring salt marshes or making the most of the sand and waves, St. Simons Island has something for you. When your travel plans bring you this way and you’re looking for large group vacation rentals on St. Simons Island to keep everyone in your traveling crew comfortable, be sure to partner with the professionals at Lilmar Vacations. .


Properties Available 55 properties available
Welcome to Georgia On My Mind, your private slice of St. Simons Island where the pace slows down, the air feels a little sweeter, and vacation begins the moment you arrive. Tucked away in the quiet neighborhood of St. Simons Heights, this inviting home offers the best of both worlds, a peaceful setting to truly unwind while keeping you close to eve
Georgia On My Mind
Home
$386.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.8 (74)
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 Serenity Oasis Villa 1, a stunning duplex vacation home nestled in the highly sought-after South End of Saint Simons Island. This brand-new, professionally designed retreat blends modern luxury with coastal charm, creating the perfect haven for families, groups of friends, or anyone seeking a refined island escape.Serenity Oasis consists
New Listing! New Listing!
New Listing!
Serenity Oasis - Villa 1
Home
$312.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 3 bedrooms
Bathrooms 3 baths / 1 half bath
Guests 8 guests
Rating 4.9 (20)
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 reservations of 3
Under the Oaks
Home
$492.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 4 bedrooms
Bathrooms 3 baths / 1 half bath
Guests 8 guests
Rating 4.9 (50)
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 (177)
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 on St. Simons Island! The wraparound front porch and the chic coastal dcor will lure guests into island living at its finest! Recently updated and furnished, t
More Fun Cottage
Home
$419.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.9 (61)
Welcome to The Broadway Bungalow, a warm and welcoming coastal retreat located in the quiet and convenient St. Simons Heights neighborhood. This charming cottage is designed for relaxation, connection, and easy island living, with a secluded backyard and inviting porch spaces that make it easy to slow down and enjoy your stay.Guests love the unbeat
The Broadway Bungalow
Home
$270.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.8 (66)
Shore Rush Cottage offers a serene and sophisticated escape in the heart of the Sea Palms community on Saint Simons Island. Surrounded by the natural beauty of the coastal marshlands and nestled near the manicured fairways of the renowned Sea Palms Golf Club, this luxury single-level retreat combines upscale comfort with the timeless relaxation of
New Listing! New Listing!
New Listing!
New Listing!
Shore Rush Cottage Pet Friendly
Home
$484.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 8 guests
Rating 4.9 (12)
Welcome to The Maggie Mae, a beautiful new home in the Lilmar Vacations collection, tucked along the iconic oak-lined streets of St. Simons Island. Designed with an easy coastal elegance, this spacious retreat pairs upscale finishes with a relaxed, welcoming feel, making it ideal for families and friends looking to unwind in style. The Maggie Maes
New Listing! New Listing!
New Listing!
New Listing!
The Maggie Mae
Home
$517.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 4 bedrooms
Bathrooms 3 baths / 1 half bath
Guests 8 guests
Rating 4.7 (11)
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
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 (43)
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 can be heat
Sandy Seaclusion Pet Friendly
Home
$422.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 4.9 (144)
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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