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!

POPULAR SEARCHES
st simons island east beach rentals

EAST BEACH
Explore St. Simons Island East Beach Rentals

st simons island south island rentals

SOUTH ISLAND
Discover St. Simons South Island Rental Properties

st simons island rentals with pools and spas

POOLS + SPAS
Browse St. Simons Island rentals with pools and spas

st simons island oceanfront rentals

OCEANFRONT
Check out St. Simons Island oceanfront rentals

Properties Available 84 properties available
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
Sanderling Cottage 2
Sanderling Cottage 3
Sanderling Cottage 4
Sanderling Cottage 5
Sanderling Cottage 6
Sanderling Cottage 7
Sanderling Cottage 8
Prev
Next
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 (170)
Welcome to Wading Inn, a stunning custom-built retreat in East Beach, completed in 2017 and proudly featured on the 2018 Christ Church Tour of Homes. Just a short stroll from the beach on the quiet stretch of Bruce Drive, this five-bedroom, five-and-a-half-bathroom home blends sophisticated coastal style with modern comforts, creating the perfect b
Wading Inn
Wading Inn 2
Wading Inn 3
Wading Inn 4
Wading Inn 5
Wading Inn 6
Wading Inn 7
Wading Inn 8
Prev
Next
Wading Inn
Home
$1,300.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 5 bedrooms
Bathrooms 5 baths / 1 half bath
Guests 16 guests
Rating 4.9 (119)
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
30 Waterfront Dr. #332 2
30 Waterfront Dr. #332 3
30 Waterfront Dr. #332 4
30 Waterfront Dr. #332 5
30 Waterfront Dr. #332 6
30 Waterfront Dr. #332 7
30 Waterfront Dr. #332 8
Prev
Next
30 Waterfront Dr. #332 Pet Friendly
Condo
$200.00 / per night
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 6 guests
Rating 4.9 (61)
Planning a fun getaway to St. Simons Island, whether youre a solo traveler, couple, or group of family and friends promises to be an amazing experience. While youre likely looking forward to the peace, beauty, and tranquility to be found in this incredible location, that doesnt mean you cant pair those moments with resort-inspired amenities too! Th
St. Simons Grand 306
St. Simons Grand 306 2
St. Simons Grand 306 3
St. Simons Grand 306 4
St. Simons Grand 306 5
St. Simons Grand 306 6
St. Simons Grand 306 7
St. Simons Grand 306 8
Prev
Next
St. Simons Grand 306
Condo
$450.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 7 guests
Rating 4.9 (158)
When youre excited about a month-long getaway and cant 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 theyre looking for and more!Sea P
Sea Palms Colony
Sea Palms Colony 2
Sea Palms Colony 3
Sea Palms Colony 4
Sea Palms Colony 5
Sea Palms Colony 6
Sea Palms Colony 7
Sea Palms Colony 8
Prev
Next
Sea Palms Colony
Condo
Beach Gear Included VayKLife
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 5 guests
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
Golden Hour 2
Golden Hour 3
Golden Hour 4
Golden Hour 5
Golden Hour 6
Golden Hour 7
Golden Hour 8
Prev
Next
Golden Hour Pet Friendly
Home
$800.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 5 bedrooms
Bathrooms 4 baths / 1 half bath
Guests 12 guests
Rating 4.9 (39)
Welcome to Inlet Villa, a luxurious retreat nestled in the heart of East Beach, Saint Simons Island, GA. This stunning 3,400 square foot home offers an unparalleled vacation experience with its prime location and exquisite amenities. Perfect for families and friends, Inlet Villa comfortably accommodates up to 10 guests with its four spacious bedroo
Inlet Villa
Inlet Villa 2
Inlet Villa 3
Inlet Villa 4
Inlet Villa 5
Inlet Villa 6
Inlet Villa 7
Inlet Villa 8
Prev
Next
Inlet Villa Pet Friendly
Home
$862.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 4 bedrooms
Bathrooms 4 baths / 1 half bath
Guests 10 guests
Rating 4.9 (52)
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
Casa De Playa 2
Casa De Playa 3
Casa De Playa 4
Casa De Playa 5
Casa De Playa 6
Casa De Playa 7
Casa De Playa 8
Prev
Next
Casa De Playa Pet Friendly
Home
$725.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.9 (278)
Welcome to Beach Walker's Bliss! Nicely renovated, this 2 bedroom / 2 bathroom ground floor condo is located in the Ocean Walk Condominium complex - Unit L-1. Just a short 10 minute walk to the popular Pier Village Area, enjoy some of St. Simons Island's most popular restaurants and shops and even a dog park, community tennis and pickle bal
Beach Walker's Bliss
Beach Walker's Bliss 2
Beach Walker's Bliss 3
Beach Walker's Bliss 4
Beach Walker's Bliss 5
Beach Walker's Bliss 6
Beach Walker's Bliss 7
Beach Walker's Bliss 8
Prev
Next
Beach Walker's Bliss Pet Friendly
Condo
$136.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 5 guests
Rating 4.7 (26)
Dixie Sunrise welcomes guests to an elegant and thoughtfully designed coastal retreat in St. Simons Islands prestigious East Beach neighborhood. Known for its beach access, peaceful dune landscapes, and beautifully maintained residential streets, East Beach is one of the islands most desirable destinations. Staying at Dixie Sunrise places you just
Dixie Sunrise
Dixie Sunrise 2
Dixie Sunrise 3
Dixie Sunrise 4
Dixie Sunrise 5
Dixie Sunrise 6
Dixie Sunrise 7
Dixie Sunrise 8
Prev
Next
Dixie Sunrise
Home
$1,030.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 10 guests
Rating 4.9 (198)
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
Georgia On My Mind 2
Georgia On My Mind 3
Georgia On My Mind 4
Georgia On My Mind 5
Georgia On My Mind 6
Georgia On My Mind 7
Georgia On My Mind 8
Prev
Next
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 (91)
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
Enchanted Getaway 2
Enchanted Getaway 3
Enchanted Getaway 4
Enchanted Getaway 5
Enchanted Getaway 6
Enchanted Getaway 7
Enchanted Getaway 8
Prev
Next
Enchanted Getaway
Home
$655.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 4 bedrooms
Bathrooms 4 baths / 1 half bath
Guests 12 guests
Rating 4.9 (18)

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

I agree

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.

Copyright © 2026 • Lilmar Properties

All Rights Reserved.