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!

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Browse Our St. Simons Island Luxury Rentals

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 St. Simons Island luxury rentals 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!

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Properties Available 77 properties available
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
The Beach House Pet Friendly
Home
$567.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 4.9 (18)
Welcome to the Coastal Village Retreat, a stunning vacation home nestled in the heart of Saint Simons Island, Georgia. This charming property offers a perfect blend of comfort and coastal charm, making it an ideal getaway for families or groups seeking relaxation and adventure. Located in the vibrant Village Area, the Coastal Village Retreat is jus
New Listing! New Listing!
New Listing!
New Listing!
Coastal Village Retreat Pet Friendly
Home
$290.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 7 guests
Rating 5 (2)
Welcome to High Tide!  This hidden gem is THE perfect villa to relax and enjoy some of the best marsh views on St. Simons Island!  Situated in a secluded and quiet three home neighborhood on the marsh, High Tide has everything guests will want to enjoy island time.  The large pool area and backyard space along with multi-level porche
High Tide
Home
$597.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 10 guests
Rating 4.8 (31)
St. Simons Island is a vacation destination that beckons visitors to come and make the most of their scenic surroundings while also indulging in time relaxing. That balance is exactly what you’ll find when you book a stay in Sunshine Magnolia. New to the vacation rental home market, this 5-bedroom, 3-bath island cottage can easily host up to
Sunshine Magnolia
Home
$562.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 5 bedrooms
Bathrooms 3 baths
Guests 12 guests
Rating 4.8 (70)
Welcome to Golden Sands Getaway, a stunning coastal retreat in Demere Landing on beautiful Saint Simons Island, GA. Perfectly situated just minutes from the island’s pristine beaches, charming village, and top attractions, this spacious 3-bedroom, 3.5-bathroom condo offers the ideal mix of relaxation and adventure for families and groups. Wit
New Listing! New Listing!
New Listing!
Golden Sands Getaway
Condo
$256.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 7 guests
 Welcome to Villa 155 at the King & Prince Resort!  The beautifully renovated 2 bedroom / 2 bathroom ground floor ocean front condo is the perfect condo experience giving guests everything that resort living has to offer on St. Simons Island.  Located a short 1 minute walk to the main King & Prince Resort Hotel building, gues
King & Prince 155
Condo
$460.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.8 (45)
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
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)
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.
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 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 sh
A Summer Hour Retreat
Home
$459.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 (105)
Welcome to the Highland House! This beautiful 3 bedroom / 2 bathroom home is located in a quiet neighborhood on the south end of St. Simons Island and is just 1 mile to the beach and the St. Simons Pier Village Area. From the moment you walk in the front door, you will feel as though you are at your home away from home. The primary suite features a
Highland House
Home
$171.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 (74)
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   
Wading Inn
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 Houdini by the Sea!  This wonderful island escape is centrally located just a short walk to the beaches and the best village area shops, restaurants and sites on St. Simons Island. Guests of Houdini by the Sea will have their own private heated pool (heated upon request for $45/day) with plenty of pool side seating and lounging for
Houdini by the Sea
Home
$530.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 5 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 4.8 (19)

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