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 84 properties available
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
$1,200.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 5 bedrooms
Bathrooms 5 baths / 1 half bath
Guests 16 guests
Rating 4.9 (114)
Welcome to the Oasis Cottage! This wonderful island escape is centrally located and just a short walk to the beaches and the best village area shops, restaurants and sites on St. Simons Island. Guests of the Oasis Cottage will have their own private heated pool and spa (heated upon request for $45/night) with plenty of pool side seating and loungin
Oasis Cottage Pet Friendly
Home
$538.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 4.9 (66)
Welcome to the LighthouseCottage! Located 500 yards from the beautiful beaches on St. Simons Island, the Lighthouse Cottage is the perfect island escape for visitors to enjoy everything that the island has to offer, all within walking distance.Guest reservations of 3 to 21 nights come with a valuable credit to use towards beach gear rentals during
Lighthouse Cottage
Home
$362.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.8 (38)
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 island exp
The Beach House Pet Friendly
Home
$564.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 4 bedrooms
Bathrooms 3 baths / 1 half bath
Guests 10 guests
Rating 4.9 (59)
Welcome to The Broadway Bungalow, a warm and welcoming coastal retreat located in the quiet and convenient St. Simons Heights neighborhood. This charming cottage is designed for relaxation, connection, and easy island living, with a secluded backyard and inviting porch spaces that make it easy to slow down and enjoy your stay.Guests love the unbeat
The Broadway Bungalow
Home
$270.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.8 (67)
Shore Rush Cottage offers a serene and sophisticated escape in the heart of the Sea Palms community on Saint Simons Island. Surrounded by the natural beauty of the coastal marshlands and nestled near the manicured fairways of the renowned Sea Palms Golf Club, this luxury single-level retreat combines upscale comfort with the timeless relaxation of
New Listing! New Listing!
New Listing!
New Listing!
Shore Rush Cottage Pet Friendly
Home
$480.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 8 guests
Rating 4.9 (12)
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
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New Listing!
Serenity Oasis - Villa 1
Home
$312.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 3 bedrooms
Bathrooms 3 baths / 1 half bath
Guests 8 guests
Rating 4.9 (20)
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
Summertime Cottage
Home
$278.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 5 guests
Rating 4.9 (39)
When youre excited about a month-long getaway and cant 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 theyre looking for and more!Sea P
Sea Palms Colony
Condo
Beach Gear Included VayKLife
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 5 guests
Welcome to Live Oak Cottage, a charming haven nestled in the heart of Saint Simons Island. Ideally located just a short ride from the beach and the vibrant Village, this thoughtfully designed retreat blends coastal charm with modern comforts, creating the perfect getaway for families and friends. Whether youre seeking relaxation or adventure, Live
New Listing! New Listing!
New Listing!
New Listing!
Live Oak Cottage Pet Friendly
Home
$362.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.8 (32)
Welcome to Sand Dollar Cottage! Tucked beneath the canopy of St. Simons Islands iconic live oaks and just steps from the beach, this inviting home blends Southern charm with coastal beauty and modern comfort. Located in the sought-after South End neighborhood, it offers the best of island living, quiet, breezy porches, and easy access to some of St
New Listing! New Listing!
New Listing!
New Listing!
Sand Dollar Cottage Pet Friendly
Home
$615.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 4 bedrooms
Bathrooms 3 baths / 1 half bath
Guests 10 guests
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 $45/day) with plenty of pool side seating and lounging for use du
Houdini by the Sea
Home
$530.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 5 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 4.9 (49)

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