St. Simons Island Vacation Rentals

Luxury Redefined with St. Simons Island Vacation Rentals 

Browse our collection of stunning luxury St. Simons Island vacation rentals from Lilmar Properties! From ocean view condos and townhomes to luxury home rentals on St. Simons Island, we've got options for any type of travel. Whether you're looking for a East Beach rental or an oceanfront property, our St. Simons Island vacation rental collection will have something for everyone. 

Our St. Simons vacation rentals come in a variety of styles and feature amenities like pools, hot tubs, and outdoor grilling areas - perfect for fully embracing your luxury St. Simons Island vacation to the fullest!

Discover Your Island Lifestyle!

Search our hand selected collection of Homes and Condos on St. Simons Island

Our St. Simons Island rentals feature access to some of the most beautiful beaches in the country. Visitors can enjoy swimming, sunbathing, and a variety of water sports as a perk of their St. Simons Island ocean front rental. St. Simons Island is also home to many attractions, including historic landmarks, museums, and art galleries. Our luxury St. Simons Island rentals have plenty of opportunities for outdoor recreation, like hiking, biking, and fishing.

For those seeking St. Simons luxury condo rentals, we've got you covered! We have many high-end vacation rentals that are sure to impress. Our luxury St. Simons Island properties feature premium amenities like gourmet kitchens, private pools, and stunning ocean views. With so many options to choose from, it's easy to find the perfect St. Simons Island vacation rental for your next adventure - browse and book with Lilmar Vacations today!

Properties Available 71 properties available
Welcome to Latitude Adjustment!    Any group gatherings and events at this property are limited to the number of occupants (13 persons). Events such as weddings, rehearsal dinners, receptions, etc. are not permitted. Pets are NOT allowed Linens (bath towels, beach towels & bed sheets) provided Check In: 4:00pm 
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Latitude Adjustment
Home
$695.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 13 guests
Rating 5 (29)
Welcome to A Summer Hour Retreat!  Visitors to St. Simons Island, who are looking to stay in the heart of the fun, will find that A Summer Hour Retreat keeps you close to the excitement while still offering a tranquil getaway that’s one of a kind. This 3-bed, 2.5-bath retreat is a great home for up to 6 guests to enjoy and is just a few
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A Summer Hour Retreat
Home
$490.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 (77)
Welcome to the Happy Tabby Cottage!   Any group gatherings and events at this property are limited to the number of occupants (6 persons). Events such as weddings, rehearsal dinners, etc. are not permitted.  Dogs (only) are allowed with a pet fee of $150/dog Linens (bath towels & bed sheets) provided  Beach towels provi
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Happy Tabby Cottage Pet Friendly
Home
$235.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.7 (55)
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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Emmeline Cottage
Home
$1,572.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 6 bedrooms
Bathrooms 6 baths
Guests 14 guests
Rating 4.8 (23)
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
Peachtree Oak Cottage
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Peachtree Oak Cottage
Home
$234.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 7 guests
Rating 4.9 (30)
Welcome to the Georgia Peach Cottage! Located in the quiet neighborhood of St. Simons Heights, this updated and newly furnished cottage has the perfect amenity mix of location to beaches, restaurants and shopping, as well as lots of living spaces to enjoy on St. Simons Island.  Guest reservations of 3 to 21 nights come with a valuable cre
Georgia Peach Cottage
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Georgia Peach Cottage Pet Friendly
Home
$240.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (22)
Welcome to the spectacular Seahorse Villa!  Enjoy blue skies, gorgeous ocean views, and your very own private pool when you vacation at Seahorse Villa on St Simons Island! Walk 125 yards and you’ll find yourself at the popular Coast Guard Beach for fun in the sun. This lovely 3,610 sq. ft. multi-story new home offers fantastic ameni
New Listing! New Listing!
New Listing!
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Home
$842.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 5 bedrooms
Bathrooms 5 baths
Guests 14 guests
Rating 5 (1)
Welcome to Beachy Keen at the North Breakers (Unit 404)!  Beautifully remodeled, this gated ocean view condo at the oceanfront condo complex of North Breakers is a breathtaking home for guests to enjoy on St. Simons Island.  Located near the elevator, this 2 bedrooms / 2 bathrooms and an open floor plan living/dining and kitchen area, 404
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Condo
$383.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 5 guests
Rating 4.9 (45)
Welcome to 432 Beach Club! This immaculate 2 bedroom / 2 bathroom condo has been and is the perfect getaway at The Beach Club on St. Simons Island. Just steps from the beach, this condo features stone and hardwood flooring throughout the spacious condo.   Guest reservations of 3 to 21 nights come with a valuable credit to use towards
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Beach Club 432
Condo
$240.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.7 (70)
Welcome to Beach Walker's Bliss! Nicely renovated, this 2 bedroom / 2 bathroom ground floor condo is located in the Ocean Walk Condominium complex - Unit L-1. Just a short 10 minute walk to the popular Pier Village Area, enjoy some of St. Simons Island's most popular restaurants and shops and even a dog park, community tennis and pickle bal
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Beach Walker's Bliss Pet Friendly
Condo
$187.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 5 guests
Rating 4.7 (8)
Welcome to the Water Lily Cottage! Located in the much-desired oceanfront community of Coast Cottages, this charming 3 bedroom / 3 bathroom home has it all!  Views of marshes from three coastal front porch balconies will rock all of your worries away while you view the wildlife at your doorstep. Located only 325 yards from the ocean front
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Home
$485.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.9 (44)
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
New Listing! New Listing!
New Listing!
New Listing!
Oasis Cottage
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Oasis Cottage Pet Friendly
Home
$636.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 5 (4)

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