St. Simons Island Luxury Home Rentals

Browse St. Simons Island luxury home rentals from Lilmar Vacations. We offer an excellent selection of St. Simons Island house rentals to accommodate both small and large groups. Many of our St. Simons Island luxury homes and cottages are within close proximity to the Beaches and Pier Village Area. Browse our selection of exclusive St. Simons Island private homes rentals, and book the ultimate St. Simons vacation getaway!

Want to bring your pup along? Browse our St. Simons Island pet friendly rental options.

Discover Your Island Lifestyle!

St. Simons Island house rentals,perfect for large groups

Amenities That Cater to Excellence

Our St. Simons Island vacation home rentals are the places dreams are made of. Palm tree-dotted yards welcome guests into St. Simons Island house rentals that are stylish, comfortable and designed to make you feel like you’ve walked into your home away from home from the moment you step through the door. Plush furnishings keep living and social areas comfortable for all while large bedrooms and private bathrooms make that all-important alone time a breeze. 

Guests at our St. Simons Island vacation homes will enjoy fully equipped kitchens with modern appliances and drawers stocked with the utensils you’ll need to cook up something delicious on a whim. Large, flat-screen televisions, in-home Wi-Fi, and high-speed internet connections keep guests connected with loved ones back home and entertainment is no more than a button click away at all times. All of our St. Simons Island home rentals are sanitary and regularly cleaned before and after each stay.

Extras That Go Above and Beyond

At Lilmar Vacations, we understand that it’s the extra details that take a vacation from great to unforgettable. Our St. Simons Island house rentals options include rentals with a private pool, gated yard, multiple fireplaces, perfect for entertaining. From outdoor lounge furniture to four-seasons porches, our homes are designed with personalization in mind. 

A Stay You’ll Always Remember in Our St. Simons Island House Rentals

Contact us today for more information to book St. Simons Island rentals and to begin planning your next trip! We can also help you book a St Simons long-term rental whether in one of our weekly or monthly rental properties!

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Properties Available 63 properties available
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
Home
$1,029.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 10 guests
Rating 4.9 (198)
Nestled in the heart of East Beach, Enchanted Hideaway offers a luxurious oceanfront coastal retreat perfect for families and friends seeking relaxation and connection. This thoughtfully designed home boasts ocean views from the third level, a private heated pool, and multiple indoor and outdoor living spaces to create unforgettable memories on St.
Enchanted Hideaway
Home
$1,022.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 5 bedrooms
Bathrooms 5 baths / 1 half bath
Guests 14 guests
Rating 4.9 (18)
Welcome to Serenity Oasis Villa 1, a stunning duplex vacation home nestled in the highly sought-after South End of Saint Simons Island. This brand-new, professionally designed retreat blends modern luxury with coastal charm, creating the perfect haven for families, groups of friends, or anyone seeking a refined island escape.Serenity Oasis consists
Serenity Oasis - Villa 1
Home
$300.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 3 bedrooms
Bathrooms 3 baths / 1 half bath
Guests 8 guests
Rating 4.9 (34)
Welcome to Beach Lawn Cottage, an iconic oceanfront escape on beautiful Saint Simons Island, where coastal elegance meets modern comfort in a newly reimagined setting. Freshly renovated and expanded with an additional bedroom and bathrooms, this luxury retreat now features six spacious bedrooms and six full bathrooms, offering ample space for up to
Beach Lawn Cottage
Home
$1,475.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 6 bedrooms
Bathrooms 6 baths / 1 half bath
Guests 12 guests
Rating 4.9 (74)
Welcome to Houdini by the Sea! This wonderful island escape is centrally located just a short walk to the beaches and the best village area shops, restaurants and sites on St. Simons Island. Guests of Houdini by the Sea will have their own private heated pool (heated upon request for $75/day) with plenty of pool side seating and lounging for use du
Houdini by the Sea
Home
$572.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 5 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 4.9 (64)
Welcome to the Oak Beach Cottage!Nestled on a quiet street just a 4-minute walk to the St. Simons Island beach, this custom-built home has it ALL! The large 30x18 swimming pool and spa (can be heated upon request for an additional fee) is a resort-like escape for guests to enjoy the large backyard space with tropical palm trees and a poolside hammo
Oak Beach Cottage Pet Friendly
Home
$897.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 4 bedrooms
Bathrooms 3 baths / 1 half bath
Guests 10 guests
Rating 4.9 (139)
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
$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)
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 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 Serenity Oasis Villa 2, a stunning duplex vacation home nestled in the highly sought-after South End of Saint Simons Island. This brand-new, professionally designed retreat blends modern luxury with coastal charm, creating the perfect haven for families, groups of friends, or anyone seeking a refined island escape. Serenity Oasis consist
Serenity Oasis - Villa 2
Home
$300.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 3 bedrooms
Bathrooms 3 baths / 1 half bath
Guests 8 guests
Rating 5 (30)
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 stay! T
Stay Salty
Home
$1,047.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 6 bedrooms
Bathrooms 5 baths
Guests 14 guests
Rating 4.9 (58)
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
$1,300.00 / 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 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
$708.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.9 (279)

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St. Simons Island Luxury Home Rentals FAQs


What types of St. Simons Island luxury home rentals do you offer?

Lilmar Vacations offers a variety of St. Simons Island luxury home rentals, including private homes and cottages for both small and large groups. Browse our collection to find the perfect home for your island getaway.

Are your St. Simons Island luxury home rentals close to the beach?

Yes. Many of our St. Simons Island luxury homes and cottages are located within close proximity to the beaches and the Pier Village Area, making it easy to enjoy your island getaway.

Do your St. Simons Island luxury home rentals have private pools?

Many of our St. Simons Island luxury home rentals include private pools, along with amenities like gated yards, multiple fireplaces, and outdoor living spaces. You can also browse our vacation rentals with pools and spas to explore more options.

Do you offer pet-friendly St. Simons Island rentals?

Yes. Lilmar Vacations offers pet-friendly St. Simons Island rentals for guests traveling with their dogs. Browse our pet-friendly collection to find accommodations that welcome your pup.

What amenities are included in your St. Simons Island vacation home rentals?

Many St. Simons Island vacation home rentals feature fully equipped kitchens, modern appliances, Wi-Fi, high-speed internet, large flat-screen TVs, comfortable living areas, spacious bedrooms, and private bathrooms. Amenities vary by property.

Do you offer long-term St. Simons Island house rentals?

Yes. Lilmar Vacations can help you book weekly and monthly St. Simons Island house rentals for extended stays. Contact us to learn more about available long-term rental options.