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 Blue Heaven!  This beautifully renovated 4 bedroom / 3.5 bathroom St. Simons Island vacation home is located at the doorstep to the much sought after wide soft sand beaches of East Beach.  Guests of Blue Heaven will enjoy over 2500 sq ft of island living space with wrap around porches, private elevator, cozy wrap around porch,
Blue Heaven
Home
$655.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 5 (30)
Welcome to the Georgia On My Mind!  Located in the quiet neighborhood of St. Simons Heights, this home has the perfect amenity mix of location to beaches, restaurants and shopping, pool as well as lots of living spaces to enjoy on St. Simons Island.  Guests will immediately be drawn to the large screen porch that spans the entire width of
Georgia On My Mind
Home
$396.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.8 (21)
Planning a fun getaway to St. Simons Island, whether you’re a solo traveler, couple, or group of family and friends promises to be an amazing experience. While you’re likely looking forward to the peace, beauty, and tranquility to be found in this incredible location, that doesn’t mean you can’t pair those moments with resor
St. Simons Grand 306
Condo
$337.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 6 guests
Rating 4.7 (47)
Welcome to Salt Air Villas Unit 214! The private, gated Salt Air Villas community is a quiet condo community located a short 1/2 mile from the best beaches, restaurants and shopping on St. Simons Island!  Unit 214 is a nicely updated king bed efficiency unit with a bunk room.  Guests will have access to covered gated parking, the Sal
Salt Air Villas #214
Condo
$150.00 / per night avg
Bedrooms 2 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.8 (35)
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
Goin' Coastal
Home
$931.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 5 bedrooms
Bathrooms 4 baths
Guests 14 guests
Rating 5 (10)
Welcome to The Waterfront #332!  Located next to the Morningstar Marina, this spacious 3 bedroom / 3 bathroom top floor condo offers vast waterfront views for guests to enjoy both inside and outside.   Any group gatherings and events at this property are limited to the number of occupants (6 persons). Events such as weddings, re
30 Waterfront Dr. #332
Condo
$210.00 / per night avg
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 6 guests
Rating 5 (11)
Welcome to Beach Haven! This beautifully appointed townhome, with a private elevator, is located just steps away from one of the best beaches on Saint Simons Island!  Once inside, you will find a beautifully decorated living room open to the dining room and a fully stocked kitchen a few steps away.  Guests will have access to the ground-l
Beach Haven
Condo
$315.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 4.9 (38)
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
New Listing! New Listing!
New Listing!
Houdini by the Sea
Home
$540.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 5 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 5 (2)
A trip to St. Simons Island is bound to be a delight and the experience is only elevated with comfort and convenience for those who book a stay in Shayna Playa!  Any group gatherings and events at this property are limited to the number of occupants (10 persons). Spring Break groups and  events such as weddings, rehearsal dinners, re
Shayna Playa
Home
$485.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 4.8 (80)
Welcome to the Sanderling Cottage! This completely remodeled 3 bedroom, 2 bathroom cozy cottage (sleeps 6) is dog-friendly, and located just a short 10-minute walk from the Village and Pier Area on St. Simons Island. This newly renovated vacation rental features a well-equipped kitchen that opens to a spacious living/dining area which overlook
Sanderling Cottage Pet Friendly
Home
$205.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 (64)
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 of St. Simons Island!   *****Bunk Room To Be Completed by Memorial Day Weekend 2024*****  Guest reservations of 3 to 21 ni
New Listing! New Listing!
New Listing!
New Listing!
Lucy's Hideaway Pet Friendly
Home
$540.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 8 guests
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.
Blue Crab Cottage
Home
$450.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 3 bedrooms
Bathrooms 4 baths
Guests 10 guests
Rating 5 (14)

Tell us what you're looking for and someone will contact you with available options.

I agree