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 74 properties available
Welcome to the Blue Crab Cottage!  Located in a brand new neighborhood - Orchard Place, this private cottage has everything your group will want for your next vacation to St. Simons Island!  Minutes to the best beaches, shopping and restaurants on St. Simons Island, Blue Crab Cottage is a special getaway right in the middle of everything.
Blue Crab Cottage
Home
$450.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 3 bedrooms
Bathrooms 4 baths
Guests 10 guests
Rating 5 (23)
One-of-a-kind design schemes and an ideal location for fun are defining features of a stay in Elmo and Sam’s Cottage for your next visit to St. Simons Island. This inviting 3-bedroom, 2.5-bath home away from home can easily welcome up to 6 guests at a time whether you’re excited to enjoy time away with friends or are making the most of
Elmo and Sam's Cottage Pet Friendly
Home
$238.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.8 (73)
A trip to St. Simons Island is bound to be a delight and the experience is only elevated with comfort and convenience for those who book a stay in Shayna Playa!  Any group gatherings and events at this property are limited to the number of occupants (10 persons). Spring Break groups and  events such as weddings, rehearsal dinners, re
Shayna Playa
Home
$417.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 4.8 (90)
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 l
New Listing! New Listing!
New Listing!
New Listing!
Oasis Cottage Pet Friendly
Home
$621.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 5 (15)
Welcome to 432 Beach Club! This immaculate 2 bedroom / 2 bathroom condo has been and is the perfect getaway at The Beach Club on St. Simons Island. Just steps from the beach, this condo features stone and hardwood flooring throughout the spacious condo.   Guest reservations of 3 to 21 nights come with a valuable credit to use towards
Beach Club 432
Condo
$240.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.7 (77)
Welcome to Beach Club 337!  Immerse yourself in coastal serenity at this renovated 2BR/2BA oceanview condo. Beach Club 337, located within the premier Beach Club resort on St. Simons Island. Just a brisk 7-minute bike ride away, the village area beckons with its quaint charm.  Guest reservations of 3 to 21 nights come
Beach Club 337
Condo
$230.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 4.8 (98)
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
$547.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 4.9 (33)
If you’re the type of traveler that sets your sights on St. Simons Island in the name of fun and relaxation, then Stones Throw Cottage has your name on it. This home away from home is a fan-favorite thanks to its incredible location. Only 80 yards away from the beach, this south island hot spot is a new two-story option on the rental market.&
Stones Throw Cottage Pet Friendly
Home
$355.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 4.7 (73)
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 isla
New Listing! New Listing!
New Listing!
New Listing!
The Beach House Pet Friendly
Home
$486.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 5 (12)
Welcome to Circle Cottage!  Located in the quiet and convenient St. Simon Heights neighborhood, this designer-decorated cottage offers guests a heated private pool (14x24) and spa (8x8) tucked into a secluded backyard.  Guests of Circle Cottage will enjoy quick access to the beaches, shopping, and restaurants! Take a quick bike ride or wa
Circle Cottage
Home
$465.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.9 (28)
Welcome to the spectacular Seahorse Villa!  Enjoy blue skies, gorgeous ocean views, and your very own private pool when you vacation at Seahorse Villa on St Simons Island! Walk 125 yards and you’ll find yourself at the popular Coast Guard Beach for fun in the sun. This lovely 3,610 sq. ft. multi-story new home offers fantastic ameni
Seahorse Villa
Home
$962.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 5 bedrooms
Bathrooms 5 baths
Guests 14 guests
Rating 4.9 (10)
When the combination of elegance and oceanfront living speaks to your travel taste and style, a stay in Emmeline Cottage is bound to be an inspiring choice when your plans have you visiting St. Simons Island. This stunning 6-bedroom, 6.5-bath coastal cottage is a multi-level dream come true that can easily welcome up to 14 guests at a time.Whe
Emmeline Cottage
Home
$1,550.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 6 bedrooms
Bathrooms 6 baths
Guests 14 guests
Rating 4.8 (27)

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