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 84 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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New Listing!
RedFish Retreat Pet Friendly
Condo
$245.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 4 bedrooms
Bathrooms 3 baths / 1 half bath
Guests 10 guests
Rating 5 (13)
Welcome to OakLynn Retreat, a stunning brand-new vacation home located in the heart of St. Simons Islands most sought-after neighborhoodEast Beach. Just a short walk to both the beach and marsh-side sunsets, this beautifully designed two-story retreat offers the perfect blend of upscale comfort, thoughtful design, and timeless island charm.Inside,
New Listing! New Listing!
New Listing!
New Listing!
OakLynn Retreat
Home
$866.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 5 bedrooms
Bathrooms 5 baths / 1 half bath
Guests 12 guests
Rating 5 (24)
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 on St. Simons Island!Guest reservations of 3 to 21 nights come with a valuable credit to use towards beach gear rentals during your stay! The credit amount of
Lucy's Hideaway Pet Friendly
Home
$540.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.8 (43)
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
Home
$1,200.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 5 bedrooms
Bathrooms 5 baths / 1 half bath
Guests 16 guests
Rating 4.9 (114)
Welcome to Beachy Keen at the North Breakers (Unit 404)! Beautifully remodeled inside and out, this gated ocean-view condo at the oceanfront community of North Breakers is a breathtaking home away from home for guests to enjoy on St. Simons Island. Conveniently located near the elevator, this two-bedroom, two-bathroom residence features an open-con
Beachy Keen
Condo
$439.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 5 guests
Rating 4.9 (119)
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
$595.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.9 (273)
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
$612.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 4 bedrooms
Bathrooms 3 baths / 1 half bath
Guests 10 guests
Welcome to the spectacular Seahorse Villa! Enjoy blue skies, gorgeous ocean views, and your very own private pool when you vacation at Seahorse Villa on St Simons Island! Walk 125 yards and youll find yourself at the popular Coast Guard Beach for fun in the sun. This lovely 3,610 sq. ft.multi-story new home offers fantastic amenities for the perfec
Seahorse Villa
Home
$812.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 5 bedrooms
Bathrooms 5 baths
Guests 14 guests
Rating 4.9 (94)
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
$262.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.8 (167)
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 (72)
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 Pet Friendly
Condo
$159.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 5 guests
Rating 4.7 (22)
Welcome to The Maggie Mae, a beautiful new home in the Lilmar Vacations collection, tucked along the iconic oak-lined streets of St. Simons Island. Designed with an easy coastal elegance, this spacious retreat pairs upscale finishes with a relaxed, welcoming feel, making it ideal for families and friends looking to unwind in style. The Maggie Maes
New Listing! New Listing!
New Listing!
New Listing!
The Maggie Mae
Home
$517.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 4 bedrooms
Bathrooms 3 baths / 1 half bath
Guests 8 guests
Rating 4.7 (11)

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