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 an East Beach rental or an oceanfront property, our St. Simons Island luxury rental collection will have something for everyone. 

Our St. Simons Island 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!

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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 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 85 properties available
Welcome to A Summer Hour Retreat, a beautifully appointed St. Simons Island vacation home where one of the islands most walkable locations meets the comfort of a peaceful coastal retreat. Located in the Village area near the St. Simons Island Pier, Lighthouse, Neptune Park, restaurants, boutiques, and waterfront, this three-bedroom home comfortably
A Summer Hour Retreat Pet Friendly
Home
$409.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 3 bedrooms
Bathrooms 2 baths / 1 half bath
Guests 6 guests
Rating 4.9 (236)
Welcome to Georgia On My Mind, your private slice of St. Simons Island where the pace slows down, the air feels a little sweeter, and vacation begins the moment you arrive. Tucked away in the quiet neighborhood of St. Simons Heights, this inviting home offers the best of both worlds, a peaceful setting to truly unwind while keeping you close to eve
Georgia On My Mind
Home
$405.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.9 (96)
Welcome to the Indigo Cottage!Newly Renovated for 2025! Travelers from near and far come to St. Simons Island to find their place under the sun. When youre craving a getaway experience where time on the beach is wonderfully balanced out with time exploring, a stay in the Indigo Cottage puts you near the heart of it all. This 4-bed, 3.5-bath propert
Indigo Cottage Pet Friendly
Home
$783.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 4 bedrooms
Bathrooms 3 baths / 1 half bath
Guests 10 guests
Rating 4.9 (187)
Welcome to Peachtree Oak Cottage, a charming island retreat located in the quiet neighborhood of St. Simons Heights. This inviting home offers the perfect mix of comfort, privacy, and convenience, with easy access to beaches, restaurants, and shopping on St. Simons Island. One of the standout features of this property is the spacious backyard and o
Special Fall Rates! Special Fall Rates!
Special Fall Rates!
Special Fall Rates!
Peachtree Oak Cottage
Home
$240.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 7 guests
Rating 4.9 (116)
Introducing Ocean Pearl, a stunning oceanfront condo perched on the third floor, perfectly positioned on St. Simons Island. Just steps from the iconic Pier and Village, Ocean Pearl offers a luxurious 2-bedroom, 2-bathroom retreat where the beauty of the ocean meets unparalleled convenience.Enjoy the spectacle of passing boats and playful dolphins r
Ocean Pearl
Condo
$498.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 4.9 (202)
Welcome to The Broadway Bungalow, a warm and welcoming four-bedroom St. Simons Island vacation rental in a convenient South Island location. With East Beach approximately 1.3 miles away, the famous Southern Soul BBQ within an easy walk or bike ride, and Pier Village just a short drive from the home, this comfortable island retreat puts guests close
The Broadway Bungalow
Home
$270.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.8 (69)
Welcome to Enchanted Getaway! Newly constructed in 2024, The Enchanted Getaway blends modern luxury with relaxed coastal charm and is located just one street from the beach and within an easy walk to the lively Pier Village area. Designed for memorable island vacations, this beautifully appointed home features an open-concept layout, a private pool
Enchanted Getaway
Home
$622.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 4 bedrooms
Bathrooms 4 baths / 1 half bath
Guests 12 guests
Rating 4.9 (18)
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 youll find when you book a stay in Sunshine Magnolia. This 5-bedroom, 3-bath island cottage can easily host up to 12 guests at a time. MAX Occupancy is 12 guests
Sunshine Magnolia
Home
$622.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 5 bedrooms
Bathrooms 3 baths
Guests 12 guests
Rating 4.8 (139)
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
$419.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 3 bedrooms
Bathrooms 4 baths
Guests 10 guests
Rating 4.9 (80)
Welcome to Villa 155 at the King Prince Resort! The beautifully renovated 2-bedroom / 2-bathroom ground-floor oceanfront 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, guests will have access to full
King & Prince 155
Condo
$447.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 (111)
Welcome to Beach Club 418, a bright top-floor St. Simons Island condo with beautiful ocean views, comfortable coastal interiors, and easy access to the beach and the Beach Clubs resort-style amenities. With three bedrooms, three full bathrooms, and accommodations for up to six guests, this inviting retreat is a wonderful home base for families, cou
Beach Club 418
Condo
$317.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 6 guests
Rating 4.8 (134)
Welcome to Cozy Coastal Cottage! Newly renovated, this cute dog-friendly 3 bedroom / 2 bathroom cottage is located on a quiet street that is popular due to its close walking distance to the beach, shopping, restaurants, and the dog park! The open-concept kitchen, sitting area, and dining space are the perfect place to relax as a group. Adjacent is
Cozy Coastal Cottage Pet Friendly
Home
$270.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 4.9 (61)

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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.