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 RedFish Retreat, a spacious and inviting vacation condo atDemere Landing on St. Simons Island, GA. With 2,300 square feet of thoughtfully designed space, this four-bedroom, three-and-a-half-bathroom retreat comfortably accommodates up to 10 guests and is dog-friendly, making it ideal for families and friends looking for a relaxing island
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RedFish Retreat Pet Friendly
Condo
$275.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 4 bedrooms
Bathrooms 3 baths / 1 half bath
Guests 10 guests
Rating 4.9 (19)
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 beach gear renta
Beach Club 432
Condo
$235.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.8 (175)
Welcome to Rivera Retreat, a beautifully remodeled single-level home designed for guests seeking relaxation, comfort, and the true St. Simons Island local experience. This serene coastal escape has been expertly renovated and professionally decorated, offering a stylish, laid-back vibe for families or friends to unwind and reconnect.Guest reservati
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New Listing!
Rivera Retreat
Home
$500.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 (25)
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 (58)
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 Casa de Playa! When your mind drifts to soft sandy beaches, swaying palms, and a private retreat to call your own, Casa De Playa delivers the perfect blend of luxury, comfort, and island serenity. This beautifully appointed 4-bedroom, 3-bath St. Simons Island home features a heated 12x24 pool and welcomes up to 8 guests, plus two dogs, s
Casa De Playa Pet Friendly
Home
$755.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.9 (277)
Welcome to Beach Club 337, a serene ocean view condo perfectly situated within the premier Beach Club resort on St. Simons Island. This inviting two-bedroom, two-bathroom retreat offers coastal comfort and resort-style amenities, all just a short seven-minute bike ride from the Village area, where charming shops, restaurants, and island attractions
Beach Club 337
Condo
$220.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 4.9 (221)
Welcome to Beachology, a charming and spacious vacation retreat nestled in the inviting Demere Landing neighborhood of Saint Simons Island. This 2,300-square-foot coastal escape offers the perfect setting for families and friends looking to unwind and explore the beauty of the island. Whether you're seeking relaxation, adventure, or a little of
New Listing! New Listing!
New Listing!
New Listing!
Beachology Pet Friendly
Condo
$364.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 4 bedrooms
Bathrooms 3 baths / 1 half bath
Guests 9 guests
Rating 4.9 (37)
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.Guest reserv
Island Pearl
Home
$525.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 4.9 (77)
Welcome to Sand Dollar Cottage! Tucked beneath the canopy of St. Simons Islands iconic live oaks and just steps from the beach, this inviting home blends Southern charm with coastal beauty and modern comfort. Located in the sought-after South End neighborhood, it offers the best of island living, quiet, breezy porches, and easy access to some of St
New Listing! New Listing!
New Listing!
New Listing!
Sand Dollar Cottage Pet Friendly
Home
$658.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 4 bedrooms
Bathrooms 3 baths / 1 half bath
Guests 10 guests
Rating 5 (1)
Welcome to Serenity Oasis Villa 2, a stunning duplex vacation home nestled in the highly sought-after South End of Saint Simons Island. This brand-new, professionally designed retreat blends modern luxury with coastal charm, creating the perfect haven for families, groups of friends, or anyone seeking a refined island escape. Serenity Oasis consist
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New Listing!
Serenity Oasis - Villa 2
Home
$312.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 3 bedrooms
Bathrooms 3 baths / 1 half bath
Guests 8 guests
Rating 5 (29)
Welcome to Blue Heaven, a beautifully renovated four-bedroom, three-and-a-half-bath vacation home located just steps from the soft, wide sands of East Beach, one of St. Simons Islands most sought-after destinations. This spacious retreat offers over 2,500 square feet of coastal-inspired living space designed for relaxation and connection. Guests ca
Blue Heaven
Home
$647.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 4 bedrooms
Bathrooms 3 baths / 1 half bath
Guests 10 guests
Rating 4.9 (77)

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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.