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 the More Fun Cottage!This immaculate 4-bedroom / 3-bathroom island beach cottage is located in a quiet neighborhood just a few minutes away from beaches, restaurants, and shopping on St. Simons Island! The wraparound front porch and the chic coastal dcor will lure guests into island living at its finest! Recently updated and furnished, t
More Fun Cottage
Home
$413.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.9 (61)
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
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
$276.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 5 guests
Rating 4.9 (39)
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
New Listing! New Listing!
New Listing!
New Listing!
Enchanted Getaway
Home
$672.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 4 bedrooms
Bathrooms 4 baths / 1 half bath
Guests 12 guests
Rating 4.9 (13)
Welcome to Blue Skies Cottage! Travelers looking for a sensational getaway destination will find everything theyre 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 Cottage when
Blue Skies Cottage
Home
$225.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 7 guests
Rating 4.9 (225)
Welcome to The Retreat on Gould, a beautifully updated coastal sanctuary nestled in the heart of the scenic Village area of St. Simons Island. This thoughtfully reimagined home blends timeless Southern charm with sophisticated modern updates, creating the ideal setting for relaxation, connection, and unforgettable island memories.Designed with both
New Listing! New Listing!
New Listing!
New Listing!
The Retreat on Gould
Home
$532.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 10 guests
Rating 4.8 (19)
The Bungalows at St Simons Park Unit #634: Welcome to your bright beach-inspired retreat just steps from the Pier Village and the golden sands of St Simons Island. This fully renovated two-bedroom, two-bath condo is one of four condos in a private and quiet street setting and shares a sparkling community pool(Seasonal Pool Closure starting October
New Listing! New Listing!
New Listing!
New Listing!
The Bungalows at St. Simons Park - # 634
Condo
$242.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 5 guests
Rating 5 (2)
Welcome to the Highland House! This beautiful 3 bedroom / 2 bathroom home is located in a quiet neighborhood on the south end of St. Simons Island and is just 1 mile to the beach and the St. Simons Pier Village Area. From the moment you walk in the front door, you will feel as though you are at your home away from home. The primary suite features a
Highland House
Home
$171.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 (143)
Welcome to Georgia On My Mind, your private slice of St. Simons Island where the pace slows down, the air feels a little sweeter, and vacation begins the moment you arrive. Tucked away in the quiet neighborhood of St. Simons Heights, this inviting home offers the best of both worlds, a peaceful setting to truly unwind while keeping you close to eve
Georgia On My Mind
Home
$379.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.8 (74)
Welcome to Peachtree Oak Cottage, a charming island retreat located in the quiet neighborhood of St. Simons Heights. This inviting home offers the perfect mix of comfort, privacy, and convenience, with easy access to beaches, restaurants, and shopping on St. Simons Island. One of the standout features of this property is the spacious backyard and o
Peachtree Oak Cottage
Home
$248.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 7 guests
Rating 4.9 (110)
Welcome to Beach Walker's Bliss! Nicely renovated, this 2 bedroom / 2 bathroom ground floor condo is located in the Ocean Walk Condominium complex - Unit L-1. Just a short 10 minute walk to the popular Pier Village Area, enjoy some of St. Simons Island's most popular restaurants and shops and even a dog park, community tennis and pickle bal
Beach Walker's Bliss Pet Friendly
Condo
$159.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 5 guests
Rating 4.7 (22)
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
$595.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.9 (273)

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