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 76 properties available
Welcome to A Wave From It All! This spacious and perfectly suited East Beach cottage with private pool is located exactly where you will want to be for your visit to St. Simons Island.   Located between 2nd Street and 3rd Street, the cottage is a very short and easy walk to multiple beach access points (0.2 miles to the beach access at th
A Wave From It All
Home
$757.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 5 bedrooms
Bathrooms 4 baths
Guests 12 guests
Rating 4.9 (59)
** Beginning November 13, 2023 through March 30, 2024 (weather permitting) the King and Prince Resort will be retiling the walkways on all levels of the South and North Villas. Loud noise and the presence of construction workers are to be expected during this project. Work will resume November 4, 2024 and is expected to be completed (weather permit
King & Prince 155
Condo
$508.50 / per night avg
Beach Gear Included VayKLife
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 (41)
Welcome to The Waterfront #332!  Located next to the Morningstar Marina, this spacious 3 bedroom / 3 bathroom top floor condo offers vast waterfront views for guests to enjoy both inside and outside.   Any group gatherings and events at this property are limited to the number of occupants (6 persons). Events such as weddings, re
30 Waterfront Dr. #332
Condo
$170.00 / per night avg
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 6 guests
Rating 5 (16)
Welcome to Lucy's Hideaway!  This immaculate 4 bedroom / 2.5 bathroom island beach cottage is located in a quiet neighborhood just a few minutes away from beaches, restaurants and shopping of St. Simons Island!   *****Bunk Room To Be Completed by Memorial Day Weekend 2024*****  Guest reservations of 3 to 21 ni
New Listing! New Listing!
New Listing!
New Listing!
Lucy's Hideaway Pet Friendly
Home
$540.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 5 (5)
Welcome to Lemon Tree!  This beautifully renovated and professionally decorated island gem on St. Simons Island is located in the quiet golf course community of Sea Palms with a pool in a private backyard retreat.  Featuring 3 bedrooms and 2-1/2 bathrooms in the main house and a guest house with an additional bedroom, bathroom, kitchenett
New Listing! New Listing!
New Listing!
Lemon Tree
Home
$505.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 12 guests
Rating 4.9 (15)
Welcome to Island Whimsy!Built in 2021, this NEW vacation rental home is ready to welcome guests!  Located in the quaint new cul-de-sac neighborhood of Couper Place, Island Whimsy is the perfect island escape for guests to enjoy time a way from it all but minutes to the beaches, shopping and restaurants on St. Simons Island. The outdoor space
Island Whimsy
Home
$675.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 5 (25)
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 (75)
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
$485.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 4.8 (83)
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 (10)
Welcome to A Summer Hour Retreat!  Visitors to St. Simons Island who are looking to stay in the heart of the fun will find that A Summer Hour Retreat keeps you close to the excitement while still offering a tranquil getaway that’s one of a kind. This 3-bed, 2.5-bath retreat is a great home for up to 6 guests to enjoy and is just a few sh
A Summer Hour Retreat
Home
$454.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 (86)
Welcome to the Georgia Peach Cottage! Located in the quiet neighborhood of St. Simons Heights, this updated and newly furnished cottage has the perfect amenity mix of location to beaches, restaurants and shopping, as well as lots of living spaces to enjoy on St. Simons Island.  Guest reservations of 3 to 21 nights come with a valuable cre
Georgia Peach Cottage Pet Friendly
Home
$240.00 / per night avg
Beach Gear Included VayKLife
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (23)
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 (24)

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