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 luxury 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 island vacation to the fullest!

Discover Your Island Lifestyle!


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 St. Simons Island luxury 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 83 properties available
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.Guest reserv
Blue Crab Cottage
Home
$437.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 3 bedrooms
Bathrooms 4 baths
Guests 10 guests
Rating 4.9 (75)
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 $75/day) with plenty of pool side seating and lounging for use du
Houdini by the Sea
Home
$530.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 5 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 4.9 (59)
Welcome to the Hamilton Cottage! This magnificent four-bedroom, four-bath vacation rental home is a cornerstone cottage in the award-winning Coast Cottages beachfront neighborhood. Located at the entrance to brick-paved Coast Cottage Ln, Hamilton Cottage has designer furnishings and all the comforts that any vacation property should have. Relax in
Hamilton Cottage
Home
$600.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 4 bedrooms
Bathrooms 4 baths / 1 half bath
Guests 10 guests
Rating 4.7 (46)
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 the famous So
Circle Cottage
Home
$465.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.9 (106)
Welcome to Golden Hour, a stunning vacation rental located in the picturesque East Beach area of Saint Simons Island. This spacious home offers a perfect blend of luxury and comfort, making it an ideal getaway for families or groups of friends looking to unwind and enjoy the coastal lifestyle.Guest reservations of 3 to 21 nights come with a valuabl
Golden Hour Pet Friendly
Home
$825.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 5 bedrooms
Bathrooms 4 baths / 1 half bath
Guests 12 guests
Rating 4.9 (38)
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 overlooks the
Sanderling Cottage Pet Friendly
Home
$210.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 (165)
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 Coast Cotta
Water Lily Cottage
Home
$482.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.9 (136)
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 reservations of 3
Under the Oaks
Home
$482.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 4 bedrooms
Bathrooms 3 baths / 1 half bath
Guests 8 guests
Rating 4.9 (54)
Welcome to Villa 148 at the King Prince Resort! Any group gatherings and events at this property are limited to the number of occupants (6 persons) Sorry, pets are not allowed Linens (bath towels, beach/pool towels bed sheets) provided Check In: 4:00pm Check out: 10:00am The King Prince does heat their main hotel pool during the cooler fall/spri
King & Prince 148
Condo
$425.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.8 (255)
Welcome to Sandy Seaclusion!Located in the quiet south end neighborhood of Toluca Landing and minutes to the beaches, shopping and restaurants on St. Simons Island, Sandy Seaclusion has it all! This dog friendly seaside escape offers 3 bedrooms and 2 bathrooms with a private fenced in backyard, an outdoor shower and a private pool which can be heat
Sandy Seaclusion Pet Friendly
Home
$405.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 4.9 (150)
Welcome to 30 Waterfront Dr. #332, a sophisticated coastal retreat nestled in the South Island area of Saint Simons Island, Georgia. This pet-friendly rental offers breathtaking marsh views, creating a serene and private sanctuary for your stay.Spanning 1,550 square feet, this elegant three-bedroom, three-bathroom condo comfortably accommodates up
30 Waterfront Dr. #332 Pet Friendly
Condo
$225.00 / per night avg
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 6 guests
Rating 4.9 (61)
Welcome to Live Oak Cottage, a charming haven nestled in the heart of Saint Simons Island. Ideally located just a short ride from the beach and the vibrant Village, this thoughtfully designed retreat blends coastal charm with modern comforts, creating the perfect getaway for families and friends. Whether youre seeking relaxation or adventure, Live
New Listing! New Listing!
New Listing!
New Listing!
Live Oak Cottage Pet Friendly
Home
$425.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.8 (36)

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St. Simons Island Vacation Rentals FAQs


What types of St. Simons Island vacation rentals are available?

Lilmar Vacations offers a variety of St. Simons Island vacation rentals, including luxury condos, private homes, townhomes, and oceanfront properties. Whether you're planning a romantic getaway or a relaxing island escape, you'll find accommodations to suit your travel style.

Do your St. Simons Island vacation rentals have pools and hot tubs?

Many of our St. Simons Island vacation rentals feature amenities like pools and hot tubs, making it easy to relax during your stay. Amenities vary by property, so be sure to review individual listings for specific features.

Can I book an oceanfront St. Simons Island vacation rental?

Yes. Lilmar Vacations offers oceanfront vacation homes, along with properties in desirable areas like East Beach. Browse our collection to find the location that best fits your vacation plans.

What amenities do your luxury St. Simons Island vacation rentals offer?

Amenities vary by property, but many luxury St. Simons Island vacation rentals include gourmet kitchens, pools, hot tubs, outdoor grilling areas, and beautiful ocean views. Browse our vacation rentals with pools and spas to find homes with these popular amenities.

What can I do during my stay on St. Simons Island?

St. Simons Island offers plenty to explore, from relaxing on beautiful beaches to hiking, biking, fishing, and enjoying water sports. Visitors can also discover historic landmarks, museums, art galleries, and local dining throughout the island.

How do I choose the best St. Simons Island vacation rental?

Consider the type of property you're looking for, your preferred location, and the amenities that matter most to your stay. Whether you're searching for an oceanfront home, an East Beach rental, or a luxury condo, you can browse all St. Simons Island vacation rentals to compare your options and find the perfect fit.