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 Cottages, Villas 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 70 properties available
Welcome to Beach Club 337!  Immerse yourself in coastal serenity at this renovated 2BR/2BA oceanview condo. Beach Club 337, located within the premier Beach Club resort on St. Simons Island. Just a brisk 7-minute bike ride away, the village area beckons with its quaint charm.  Guest reservations of 3 to 21 nights come
Beach Club 337
Condo
$220.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 4.8 (86)
Welcome to Hook, Wine & Sinker!Newly constructed and professionally furnished in August, 2021, this beautiful 5 bedroom / 5 bathroom home has EVERYTHING guests will want for their next St. Simons Island vacation.  Located in a private cul-de-sac neighborhood, this home is a short distance to beaches, shopping and dining.  Guests will
Hook, Wine & Sinker
Home
$722.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 5 bedrooms
Bathrooms 5 baths
Guests 12 guests
Rating 5 (45)
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 of St. Simons Island!  The wraparound front porch and the chic coastal décor will lure guests into island living at its finest!  Re
More Fun Cottage
Home
$438.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.9 (29)
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
Casa De Playa Pet Friendly
Home
$609.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.9 (109)
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 &q
Coastal Crush
Condo
$349.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.9 (45)
Welcome to the Blue Crab Cottage!  Located in a brand new neighborhood - 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, Blue Crab Cottage is a special getaway right in the middle of everything.
New Listing! New Listing!
New Listing!
Blue Crab Cottage
Home
$450.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 3 bedrooms
Bathrooms 4 baths
Guests 10 guests
Rating 5 (12)
When you’re excited about a month-long getaway and can’t wait to find accommodations that capture the essence of St. Simons Island living, a stay in Sea Palms Colony is bound to please. Guests who love the idea of indulging in a private retreat that still keeps them within proximity to island fun will find everything they’re looki
Sea Palms Colony
Condo
Beach Gear Included VayKLife
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 5 guests
Unwinding in style is easier than ever during your St. Simons Island adventure when booking Summer Wind.  A new Heated Private Pool and Spa was completed in May 2023 for guests to enjoy 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
Summer Wind
Home
$430.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 (63)
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 
Latitude Adjustment
Home
$695.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 13 guests
Rating 5 (27)
Welcome to the Atlantic Cottage!  Newly constructed and professionally furnished, the Atlantic Cottage has everything guests are looking for in the next St. Simons Island getaway!  Offering 4 spacious bedrooms and 3.5 bathrooms, the Atlantic Cottage will allow guests to put their toes in the sand after a convenient 200 step walk 
Atlantic Cottage
Home
$651.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 9 guests
Rating 5 (23)
Welcome to the Beach Lawn Cottage!  This-one-of-a-kind 5,100 square foot custom-built oceanfront Coast Cottage home, is the perfect St. Simons Island home for guests to enjoy everything that St. Simons Island and the Golden Isles has to offer. With accommodations for up to 12 guests, the Beach Lawn Cottage will wow visitors with four oceanfron
Beach Lawn Cottage
Home
$1,422.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 5 bedrooms
Bathrooms 6 baths
Guests 12 guests
Rating 4.8 (34)
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 Pet Friendly
Home
$700.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 5 (3)

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