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 56 properties available
Welcome to the Oasis Cottage! This wonderful island escape is centrally located and just a short walk to the beaches and the best village area shops, restaurants and sites on St. Simons Island. Guests of the Oasis Cottage will have their own private heated pool and spa (heated upon request for $75/night) with plenty of pool side seating and loungin
Oasis Cottage Pet Friendly
Home
$537.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 4.9 (70)
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 (53)
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 (68)
Welcome to Moon Dance Cottage, tucked away on one of St. Simons Islands most peaceful and sought-after streets. This timeless coastal retreat now features a brand-new heated pool, creating the perfect balance of relaxation and island luxury (pool heating: additional $75/night upon request). Designed to capture the essence of St. Simons living, Moon
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Moon Dance Cottage
Home
$382.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 5 (8)
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
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New Listing!
The Maggie Mae
Home
$525.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 4 bedrooms
Bathrooms 3 baths / 1 half bath
Guests 8 guests
Rating 4.8 (17)
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
$427.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.9 (62)
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
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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 (29)
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
Circle Cottage
Home
$465.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.9 (103)
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 (45)
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
$507.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 8 guests
Rating 4.9 (14)
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 (192)
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
$405.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 4.9 (147)

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