30 Day Vacation Rentals

From ocean view abodes to pet-friendly bungalows, our portfolio of weekly rentals on the Gold Coast, St. Simons Island truly has something to inspire everyone who makes their way this direction. Guests who book our 30-day rentals will enjoy spaces designated to delight in the name of space, comfort and coastal-inspired style. Be prepared to be inspired for work and travel by open-concept designs that make the most of space through easy transitions between rooms and enhanced natural light flow thanks to large windows as well.

No matter how many fellow travelers you’re making your way to St. Simons Island alongside, you’ll find that our properties enjoy easy and balanced moves between rooms and it’s just as simple to spend time socializing as it is to retire to bedrooms that double as spaces of peace, privacy and rest. When it comes to getting a good night’s sleep, guests can’t go wrong in our 30-day rentals. Many of the bedrooms our properties host include plush mattresses on spacious frames as well as ample closet spaces and additional dressers to make settling in easier than ever. Looking for even more privacy? Be sure to ask about our 30-day rentals that come with bedrooms complete with en suite bathrooms too.

Many of our properties also include private balconies, patios or decks depending on the property you select. These open-air spaces are ideal for savoring a fantastic view, enjoying a quiet moment of tranquility or making the most of alfresco dining options during your stay. While St. Simons Island is brimming over with flavorful restaurants to enjoy, guests who book a stay in one of our 30-day rentals will always have the options to enjoy a home-cooked meal thanks to the inclusion of full kitchens. Here, traveling chefs will be thrilled to frequently find modern appliances, spacious counters, and cabinets that often come complete with cookware.

Overall, a stay in one of our 30-day rentals on St. Simons Island promises to deliver a delightful balance between those home-inspired comforts that keep guests cozy and the upscale details that take a trip to the island from great to unforgettable. Many of our properties host a collection of tasteful furnishings that not only keep comfort top of mind, but draw on the influences, color palettes and designs of the coast to keep the outdoors present even when you’re cozied up inside. Enjoy the use of sofas and loveseats in addition to decorative armchairs, coffee tables, and stylish area rugs while you’re in town. We’re sure your home away from home will include all of the details that make you feel welcome from the moment you arrive on St. Simons Island.

Hoping to send and share those vacation photos while you’re here? Our collection of 30-day rentals hosts a variety of homes that provide for access to Wi-Fi or high-speed services during a stay. Enjoy spending time cozied up in the living room streaming your favorite show on a large flat-screen television or take a little time to check in on the latest global headlines before heading back outdoors in the name of fun and adventure. You can stay on top of your schoolwork as well!

Home-Inspired Luxuries

When you’re not out making the most of a visit to the St. Simons Lighthouse or spending time at iconic East Beach, be sure to take advantage of an upgrade or two at your 30-day rental. Be sure to inquire about our properties that come equipped with pet-friendly extras as well as those that host private pools and hot tubs for added fun!

Savor the Stay

Over the course of 30 days on St. Simons Island, it’s likely that a guest’s itinerary will be brimming over with fun activities that are sure to lead to a robust appetite along the way. Fortunately, St. Simons Island has plenty of stops that are worth enjoying when hunger comes calling. When you’re craving some savory seafood options, Georgia Sea Grill is a great place to dine on fresh-caught fare alongside friends and family in a setting that’s equal parts elegant and welcoming. Need a caffeine boost before you head out for the day? Swing by Palm Coast Coffee and enjoy a hot cup of joe that will energize the mind and body.

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Properties Available 77 properties available
St. Simons Island is a vacation destination that beckons visitors to come and make the most of their scenic surroundings while also indulging in time relaxing. That balance is exactly what you’ll find when you book a stay in Sunshine Magnolia. New to the vacation rental home market, this 5-bedroom, 3-bath island cottage can easily host up to
Sunshine Magnolia
Home
$562.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 5 bedrooms
Bathrooms 3 baths
Guests 12 guests
Rating 4.8 (69)
Welcome to Inlet Villa, a luxurious retreat nestled in the heart of East Beach, Saint Simons Island, GA. This stunning 3,400 square foot home offers an unparalleled vacation experience with its prime location and exquisite amenities. Perfect for families and friends, Inlet Villa comfortably accommodates up to 10 guests with its four spacious bedroo
Inlet Villa Pet Friendly
Home
$875.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 10 guests
Rating 4.8 (11)
When you’re excited about a month-long getaway and can’t wait to find accommodations that capture the essence of St. Simons Island living, a stay in Sea Palms Colony is bound to please. Guests who love the idea of indulging in a private retreat that still keeps them within proximity to island fun will find everything they’re looki
Sea Palms Colony
Condo
Beach Gear Included VayKLife
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 5 guests
Welcome to 30 Waterfront Dr. #332, a sophisticated coastal retreat nestled in the South Island area of Saint Simons Island, Georgia. This pet-friendly rental offers breathtaking marsh views, creating a serene and private sanctuary for your stay.  Spanning 1,550 square feet, this elegant three-bedroom, three-bathroom condo comfortably accommoda
30 Waterfront Dr. #332 Pet Friendly
Condo
$202.50 / per night avg
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 6 guests
Rating 4.9 (18)
Bright, spacious, and airy accommodations near the beach are yours to enjoy when you book Dixie Sunrise for your next exciting getaway to sensational St. Simons Island. This multi-level home features 4 bedrooms and 4.5 baths, ideal for welcoming up to 10 guests at a time.   Guest reservations of 3 to 21 nights come with a valuable cr
Dixie Sunrise
Home
$947.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 10 guests
Rating 4.9 (88)
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.
Island Pearl
Home
$575.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 4.9 (33)
Welcome to Golden Hour! Located in the much-desired East Beach neighborhood on St. Simons Island, this beautiful multi-level vacation home has everything guests will need to enjoy island living.   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
Golden Hour Pet Friendly
Home
$850.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 5 bedrooms
Bathrooms 6 baths
Guests 12 guests
Rating 4.8 (9)
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!
The Livin's Easy Cottage
Home
$315.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 5 guests
Rating 5 (7)
Welcome to Serenity Oasis - Villa 1! A stunning duplex vacation rental nestled in the highly sought-after South End of Saint Simons Island. This brand-new, professionally designed retreat offers the perfect blend of modern luxury and coastal charm, making it the ideal getaway for families, groups of friends, or anyone looking for a high-end vacatio
New Listing! New Listing!
New Listing!
Serenity Oasis - Villa 1
Home
$326.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Welcome to Peachtree Oak Cottage!  Located in the quiet neighborhood of St. Simons Heights, this home has the perfect amenity mix of location to beaches, restaurants, and shopping on St. Simons Island.  This back yard and outdoor living space is something that should not be missed!  Any group gatherings and events at this property ar
Peachtree Oak Cottage
Home
$269.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 7 guests
Rating 4.9 (52)
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
Sandy Seaclusion Pet Friendly
Home
$422.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 4.8 (65)
Welcome to the Water Lily Cottage! Located in the much-desired oceanfront community of Coast Cottages, this charming 3 bedroom / 3 bathroom home has it all!  Views of marshes from three coastal front porch balconies will rock all of your worries away while you view the wildlife at your doorstep. Located only 325 yards from the ocean front
Water Lily Cottage
Home
$482.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.9 (58)

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