St. Simons Winter Rentals

Cozy and Charming Accommodations for Your St Simons Island Vacation

Whether you’re looking for a multi-level winter rental that can accommodate a large group or don’t need anything more than a cozy bungalow near the beach made for two, the team at Lilmar Vacations has a portfolio of houses to rent St Simons Island GA made to match. Guests who book into any of our winter rentals will enjoy spacious and bright floor plans that maximize not only square footage, but the allowance of natural light throughout the home. Many of our winter rentals come with fully equipped or gourmet-style kitchens complete with utensils and cookware as well as beautiful countertops, high-end appliances and ample cabinet space for storage. Beautifully furnished homes take both color palette and comfort into consideration and often enjoy a collection of upscale sofas and armchairs that are as eye-catching as they are inviting. Guests can make the most of a wonderful night’s rest on a comfortable mattress before waking up and enjoying a cup of coffee on a private balcony or patio.
Keeping connected can be a priority for many of our guests, even those who are looking to unwind and escape the hustle and bustle of everyday life. Guests who book our winter rentals on St. Simons Island will enjoy choosing from a collection of properties that are often equipped with access to Wi-Fi or high-speed internet for peace of mind and convenience during your stay. Take time to send those fun vacation photos to loved ones back home or keep up on current events at the touch of a button. As many of our homes are also furnished with large flat-screen televisions, wi-fi or high-speed internet connections makes it simple for guests to stream shows and movies on those evenings when they aren’t out exploring the island.

Luxurious Details

No matter how you’re planning on spending your winter St Simons Island vacation, our team is here to make sure your accommodations come with the fine details you deserve. Be sure to ask us about our winter rentals that include private hot tubs, extended balconies, multiple fireplaces or outdoor firepits. We’re happy to help our guests find a winter rental that comes with pet-friendly extras as well as properties that include ocean views or private gardens made for relaxing and indulging in winter beauty. From extra storage space to recommendations on the best winter stops on St. Simons Island, we’re dedicated to helping you experience a stay that’s truly one of a kind.

There’s Something for Everyone to Enjoy on St. Simons Island

Taking time to unwind in the winter on St. Simons Island is a treat, especially when you’re booked into a cozy rental with Lilmar Vacations that hosts all of the amenities, luxuries, and comforts you could ever imagine. While it’s tempting to cozy up indoors and enjoy your time away, winter is still a season for exploration and fun on St. Simons Island beyond the front door of your rental home. When you’re here this time of year, be sure to add a few of these stops to your itinerary to make your trip truly unforgettable.

Take to the Sky

When you’re looking for a vacation that comes with a thrill and a brand- new perspective, booking a tour with St. Simons Island Helicopter Tours is an absolute must. Gear up and head out alongside an experienced and knowledgeable pilot who will not only show you amazing sights from a bird’s eye view but offer up insight into the history of the island as well!

Enjoy the View from the Ground

No matter what season you visit St. Simons Island, a stop at the St. Simons Island Lighthouse and Museum is essential. This icon of the island is easy to spot with its pristine white exterior stretching up into the sky. The lighthouse sits on the southern end of the island and is a great place to grab a photo and earn some insight into the history of the island that’s deeply rooted in maritime culture. A trip through the museum is a wonderful way to imagine what it would require to be a lighthouse keeper while a trip up to the observation deck of the lighthouse is sure to be an inspiring moment you won’t soon forget.

Book Our Rentals

St. Simons Island is calling and there’s no better time than winter to step away from the grind of everyday life and enjoy a beautiful vacation. Contact our team today when you’re ready to start planning your trip!

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Properties Available 73 properties available
Welcome to Island Whimsy!  Any group gatherings and events at this property are limited to the number of occupants (10 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     &nb
Island Whimsy
Home
$705.00 / per night avg
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 5 (7)
The Vitamin Sea Cottage is undergoing an extensive renovation which will be completed by May, 2023.As soon as updated images are available in 2023, they will be updated on our website.  Stay Tuned!If our exclusive East Beach rentals fit your idea of the perfect St. Simons Island getaway, then Vitamin Sea Cottage is bound to be your ideal home
Vitamin Sea Cottage Pet Friendly
Home
$1,322.50 / per night avg
Bedrooms 6 bedrooms
Bathrooms 5 baths
Guests 12 guests
Rating 4.9 (26)
Welcome to the Beach Lawn Cottage!  This one of a kind, 5,100 square foot custom built oceanfront Coast Cottage home, is the perfect St. Simons Island home for guests to enjoy everything that St. Simons Island and the Golden Isles has to offer. With accommodations for up to 12 guests, the Beach Lawn Cottage will wow visitors with four oceanfro
Beach Lawn Cottage
Home
$1,422.50 / per night avg
Bedrooms 5 bedrooms
Bathrooms 6 baths
Guests 12 guests
Rating 5 (19)
Welcome to 337 Beach Club! This recently updated 2BR/2BA condo is located at the St. Simons Beach Club resort and is one of our many oceanfront condos on St. Simons Island.Sorry, pets are not allowed.Linens (Bath towels & bed sheets) as well as pool/beach towels providedCheck In: 4:00pm    Check out: 10:00amVillage area (7 m
Beach Club 337
Condo
$280.00 / per night avg
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 4.8 (71)
Welcome to the Crystal Cottage!  This magnificent newly remodeled East Beach cottage is the perfect island escape for guests to have quick access to the best beaches on St. Simons Island.  Located at the end of Eighth St, guests are steps away from the 8th St. Beach Access. Offering 5 bedrooms and 5-1/2 bathrooms, the cottage offers guest
Crystal Cottage
Home
$1,235.00 / per night avg
Bedrooms 5 bedrooms
Bathrooms 5 baths
Guests 14 guests
Rating 4.8 (7)
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 towel
Happy Tabby Cottage Pet Friendly
Home
$245.00 / per night avg
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.7 (49)
Welcome to 432 Beach Club! This immaculate 2 bedroom / 2 bathroom condo has been and is the perfect getaway at The Beach Club St. Simons. Just steps from the beach, this condo features stone and hardwood flooring throughout the spacious condo. The updated kitchen with stainless steel appliances, washer & dryer, dining table for four and bar sea
Beach Club 432
Condo
$250.00 / per night avg
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.7 (56)
Welcome to Coastal Crush!  Location, Location, Location... get ready to have everything from the amazing St. Simons Island beaches to food at your doorstep. This beautifully furnished/ newly renovated townhome is 1 block from beach access.  Once guests walk in the door, they will immediately feel the relaxation of "island time"
Coastal Crush
Condo
$347.50 / per night avg
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.9 (33)
Welcome to Salt Air Villas Unit 214! The private gated Salt Air Villas community is a quiet condo community located a short 1/2 mile from the best beaches, restaurants and shopping on St. Simons Island!  Unit 214 is a nicely updated king bed efficiency unit with a bunk room.  Guests will have access to covered gated parking, the Salt
Salt Air Villas #214
Condo
$170.00 / per night avg
Bedrooms 2 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.8 (31)
Welcome to the Indigo Cottage!  Travelers from near and far come to St. Simons Island to find their place under the sun. When you’re craving a getaway experience where time on the beach is wonderfully balanced out with time exploring, a stay in the Indigo Cottage puts you near the heart of it all. This 4-bed, 3.5-bath property can welcom
Indigo Cottage Pet Friendly
Home
$755.00 / per night avg
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 4.9 (67)
Welcome to Pearl del Mar!  Beautifully renovated and newly decorated condo on St. Simons Island, Pearl del Mar offers guests private gated accommodations with on-site amenities including a community pool, a tennis court and a fitness center. The condo has a large open floor plan with a comfortable sofa (with sleeper pull out), a large 65"
Pearl del Mar
Condo
$132.50 / per night avg
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.8 (5)
Welcome to Hook, Wine & Sinker!  Any group gatherings and events at this property are limited to the number of occupants (12 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   
Hook, Wine & Sinker
Home
$775.00 / per night avg
Bedrooms 5 bedrooms
Bathrooms 5 baths
Guests 12 guests
Rating 5 (31)

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