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 71 properties available
Welcome to Under the Oaks!  Located in a brand new community - 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, Under the Oaks is a special getaway right in the middle of everything.  G
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Under the Oaks
Home
$562.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 5 (8)
Welcome to Circle Cottage!  Located in the quiet and convenient St. Simon Heights neighborhood, this designer-decorated cottage offers guests a heated private pool (14x24) and spa (8x8) tucked into a secluded backyard.  Guests of Circle Cottage will enjoy quick access to the beaches, shopping, and restaurants! Take a quick bike ride or wa
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Circle Cottage
Home
$465.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.9 (20)
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.&
Cozy Coastal Cottage
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Cozy Coastal Cottage Pet Friendly
Home
$250.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 4.9 (12)
Welcome to the Salt Air Cottage! This fabulous 4 bedroom / 3 bathroom island home has recently been completely renovated with a brand new heated pool in 2023.  Located in a great south island location, this home is minutes to the beaches, restaurants and shopping on St. Simons Island.  All new furnishings compliment the renovation invitin
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Home
$525.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.9 (96)
Welcome to Stay Salty! This recently redecorated, spacious East Beach cottage features two levels of wraparound porches allowing you to enjoy sweeping views of the marsh as well as plenty of outdoor living areas to relax and unwind. Guest reservations of 3 to 21 nights come with a valuable credit to use towards beach gear rentals during your s
New Listing! New Listing!
New Listing!
New Listing!
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Home
$1,322.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 6 bedrooms
Bathrooms 5 baths
Guests 14 guests
Welcome to the Happy Tabby Cottage!   Any group gatherings and events at this property are limited to the number of occupants (6 persons). Events such as weddings, rehearsal dinners, etc. are not permitted.  Dogs (only) are allowed with a pet fee of $150/dog Linens (bath towels & bed sheets) provided  Beach towels provi
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Happy Tabby Cottage Pet Friendly
Home
$235.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.7 (55)
Welcome to Sandy Seaclusion! Located in the quiet south end neighborhood of Toluca Landing and minutes to the beaches, shopping and restaurants on St. Simons Island, Sandy Seaclusion has it all!  This dog friendly seaside escape offers 3 bedrooms and 2 bathrooms with a private fenced in backyard, an outdoor shower and a private pool which
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Sandy Seaclusion Pet Friendly
Home
$661.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 4.8 (54)
One-of-a-kind design schemes and an ideal location for fun are defining features of a stay in Elmo and Sam’s Cottage for your next visit to St. Simons Island. This inviting 3-bedroom, 2.5-bath home away from home can easily welcome up to 6 guests at a time whether you’re excited to enjoy time away with friends or are making the most of
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Elmo and Sam's Cottage Pet Friendly
Home
$244.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.8 (65)
Welcome to Latitude Adjustment!    Any group gatherings and events at this property are limited to the number of occupants (13 persons). Events such as weddings, rehearsal dinners, receptions, etc. are not permitted. Pets are NOT allowed Linens (bath towels, beach towels & bed sheets) provided Check In: 4:00pm 
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Home
$695.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 13 guests
Rating 5 (29)
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!
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The Beach House Pet Friendly
Home
$531.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 10 guests
Welcome to Blue Skies Cottage! Travelers looking for a sensational getaway destination will find everything they’re looking for in the scenic landscape that makes up St. Simons Island. When you prefer to pair your experience with accommodations that make comfort, style, and charm a priority, look no further than looking into Blue Skies Cottag
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Home
$242.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 7 guests
Rating 4.8 (94)
Welcome to the Georgia Peach Cottage! Located in the quiet neighborhood of St. Simons Heights, this updated and newly furnished cottage has the perfect amenity mix of location to beaches, restaurants and shopping, as well as lots of living spaces to enjoy on St. Simons Island.  Guest reservations of 3 to 21 nights come with a valuable cre
Georgia Peach Cottage
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Georgia Peach Cottage Pet Friendly
Home
$240.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (22)

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