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 vacation 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 St. Simons Island vacation to the fullest!


Discover Your Island Lifestyle!

Search our hand selected collection of Homes and Condos on St. Simons Island

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 luxury St. Simons Island 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 luxury St. Simons Island properties 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!


Properties Available 76 properties available
Welcome to 618 Harbour Oaks! This second floor 2 bedroom / 2 bathroom St. Simons Island condo rental has been beautifully remodeled and features an open living floorplan within a private gated community. 618 Harbour Oaks has everything guests will need during their St. Simons Island getaway!   Any group gatherings and events at this
Harbour Oaks 618
Condo
$237.50 / per night avg
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 4.8 (55)
Discover your perfect island retreat at 1150 East Peachtree St! Nestled ideally between seclusion and centrality, this beautifully renovated duplex offers a prime location just a short 0.2-mile stroll to beach access at Myrtle St. Whether you're seeking a peaceful hideaway or an exciting coastal adventure, this property is the ideal setting.&nb
New Listing! New Listing!
New Listing!
New Listing!
1150 East Peachtree St. Pet Friendly
Home
Beach Gear Included VayKLife
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 5 guests
Planning a fun getaway to St. Simons Island, whether you’re a solo traveler, couple, or group of family and friends promises to be an amazing experience. While you’re likely looking forward to the peace, beauty, and tranquility to be found in this incredible location, that doesn’t mean you can’t pair those moments with resor
St. Simons Grand 306
Condo
$337.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 6 guests
Rating 4.7 (47)
Welcome to The Beach House! Nestled on a quiet street, just a 5-minute walk to the beach, this completely remodeled island cottage is the perfect south end escape for guests to enjoy ALL of the fun on St. Simons Island. The 8x14 heated (upon request in advance for $45/day) pool is a tropical escape for guests to enjoy privacy and the full isla
New Listing! New Listing!
New Listing!
New Listing!
The Beach House Pet Friendly
Home
$526.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 5 (1)
Welcome to La Reina! This magnificent six-bedroom East Beach oceanfront home enjoys incredible views, loads of privacy provided by a split floor plan, gorgeous hardwood floors, and a large separate guest house. Many details include an infinity edge heated saltwater pool and spa with a beautiful bluestone pool deck, a phenomenal appliance packa
New Listing! New Listing!
New Listing!
New Listing!
La Reina
Home
$1,922.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 6 bedrooms
Bathrooms 7 baths
Guests 16 guests
When a tropical beach getaway is on your mind and you’re looking for accommodations that bring the luxury, comfort, and privacy to match, booking a stay at Casa De Playa is the perfect solution! This 4-bedroom, 3-bath St. Simons Island vacation rental with a heated pool (12x24) can comfortably accommodate up to 8 guests as well as two dogs fo
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 (114)
Welcome to Inlet Villa!  Completely remodeled with a brand new heated pool and spa, Inlet Villa offers the privacy of a tropical oasis steps from the best beaches on St. Simons Island.  Experience coastal elegance in one of St. Simons Islands most sought after locations with easy access within 100 yards to the Gould's Inlet beach acce
New Listing! New Listing!
New Listing!
Inlet Villa Pet Friendly
Home
$875.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 8 guests
Rating 4.5 (2)
Discover your perfect island retreat at 1152 East Peachtree St! Nestled ideally between seclusion and centrality, this beautifully renovated duplex offers a prime location just a short 0.2-mile stroll to beach access at Myrtle St. Whether you're seeking a peaceful hideaway or an exciting coastal adventure, this property is the ideal setting.115
New Listing! New Listing!
New Listing!
New Listing!
1152 East Peachtree St.
Home
Beach Gear Included VayKLife
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 5 guests
Welcome to Wading Inn!  Any group gatherings and events at this property are limited to the number of occupants (16 persons). Gatherings and special events such as weddings, rehearsal dinners, etc. are not permitted. Sorry, pets are not allowed Linens (bath towels, pool/beach towels & bed sheets) provided Check In: 4:00pm   
Wading Inn
Home
$1,250.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 5 bedrooms
Bathrooms 5 baths
Guests 16 guests
Rating 4.9 (49)
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
$155.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 5 guests
Rating 4.7 (9)
A trip to St. Simons Island is bound to be a delight and the experience is only elevated with comfort and convenience for those who book a stay in Shayna Playa!  Any group gatherings and events at this property are limited to the number of occupants (10 persons). Spring Break groups and  events such as weddings, rehearsal dinners, re
Shayna Playa
Home
$485.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 4.8 (81)
** Beginning November 13, 2023 through March 30, 2024 (weather permitting) the King and Prince Resort will be retiling the walkways on all levels of the South and North Villas. Loud noise and the presence of construction workers are to be expected during this project. Work will resume November 4, 2024 and is expected to be completed (weather permit
New Listing! New Listing!
New Listing!
New Listing!
King & Prince 187
Condo
$532.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 6 guests
Rating 5 (2)

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