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 58 properties available
Welcome to Peachtree Oak Cottage!  Located in the quiet neighborhood of St. Simons Heights, this home has the perfect amenity mix of location to beaches, restaurants, and shopping on St. Simons Island.  This back yard and outdoor living space is something that should not be missed!  Any group gatherings and events at this property ar
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Peachtree Oak Cottage
Home
$275.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 7 guests
Rating 4.9 (52)
Bright, spacious, and airy accommodations near the beach are yours to enjoy when you book Dixie Sunrise for your next exciting getaway to sensational St. Simons Island. This multi-level home features 4 bedrooms and 4.5 baths, ideal for welcoming up to 10 guests at a time.   Guest reservations of 3 to 21 nights come with a valuable cr
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Dixie Sunrise
Home
$947.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 10 guests
Rating 4.9 (88)
Welcome to Lemon Tree!  This beautifully renovated and professionally decorated island gem on St. Simons Island is located in the quiet golf course community of Sea Palms with a pool in a private backyard retreat.  Featuring 3 bedrooms and 2-1/2 bathrooms in the main house and a guest house with an additional bedroom, bathroom, kitchenett
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Lemon Tree Pet Friendly
Home
$435.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 12 guests
Rating 4.9 (19)
Welcome to La Reina! This magnificent six-bedroom East Beach oceanfront home enjoys incredible views, loads of privacy provided by a split floor plan, gorgeous hardwood floors, and a large separate guest house. Many details include an infinity edge heated saltwater pool and spa with a beautiful bluestone pool deck, a phenomenal appliance packa
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La Reina
Home
$1,610.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 6 bedrooms
Bathrooms 7 baths
Guests 16 guests
Rating 4.9 (12)
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)
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
$442.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.9 (55)
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 (57)
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 $45/night) with plenty of pool side seating and l
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Oasis Cottage Pet Friendly
Home
$537.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 5 (17)
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 t
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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 (30)
Welcome to Inlet Villa, a luxurious retreat nestled in the heart of East Beach, Saint Simons Island, GA. This stunning 3,400 square foot home offers an unparalleled vacation experience with its prime location and exquisite amenities. Perfect for families and friends, Inlet Villa comfortably accommodates up to 10 guests with its four spacious bedroo
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Inlet Villa Pet Friendly
Home
$875.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 10 guests
Rating 4.8 (11)
Welcome to Goin' Coastal!  Perfectly situated on 3rd Street in the much desired St. Simons Island East Beach neighborhood and a 1/4 mile to the 3rd St. beach access, Goin' Coastal offers its guests a wonderfully remodeled 5 bedroom / 4.5 bathroom home with a brand new heated pool.   Guest reservations of 3 to 21 nights c
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Goin' Coastal
Home
$897.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 5 bedrooms
Bathrooms 4 baths
Guests 14 guests
Rating 5 (15)
When a tropical beach getaway is on your mind and you’re looking for accommodations that bring the luxury, comfort, and privacy to match, booking a stay at Casa De Playa is the perfect solution! This 4-bedroom, 3-bath St. Simons Island vacation rental with a heated pool (12x24) can comfortably accommodate up to 8 guests as well as two dogs fo
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Casa De Playa Pet Friendly
Home
$595.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.9 (139)

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