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St. Simons Island vacation rentals

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Top-rated vacation rentals in St. Simons Island

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

Condo in St. Simons Island
Oceanfront Condo w/view! | Free Bikes! | Updated!
Welcome to your luxurious coastal getaway! Our newly updated condo is located in the exclusive Beach Club gated community on SSI offering guests access to *private* beaches, oceanside pool, and more. Our condo is fully equipped with everything you need for a comfortable stay. Unit 315 is situated on the 3rd floor giving this condo a lovely view of the beach, courtyard and pool. We are a short walk to restaurants, shops, and a quick bike ride to so much more!
$278 per night
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Condo in St. Simons Island
Salt Air -FREE BIKES- Pool - Walk 2 Pier Village
This modern 1 bedroom condo has many upgrades. U will enjoy the south-island location close 2 many shops restaurants, & beach. U can easily walk 2 Pier Village & other entertainment. Living Room has a King & separated from the bunk area and kitchenette. Unit comes w/ new furnishings. Has washer/dryer, Keurig coffee make, reliable WiFi. Located in a gated community with oversized balcony and great pool. USAGE OF 2 BIKES. Sorry, NO PETS. See house rules
$132 per night
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Rental unit in Saint Simons Island
Flat A at Iconic Stanton House , 1 block to beach
This iconic St. Simons property is just 1 block from the beach. Having undergone a recent rehab, this downstairs apartment is exactly what you need for a luxury beach vacation. A 30-second walk to the beach, 2 min walk from King & Prince, 10 min walk to the village. We provide high-quality bedding, towels and kitchen supplies. We are your home away from home, offering an unforgettable 5-star experience.
$223 per night
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Stay near St. Simons Island's top sights

Photo of St. Simons Island Lighthouse Museum
St. Simons Island Lighthouse Museum91 locals recommend
Photo of Massengale Park
Massengale Park29 locals recommend
Photo of The King and Prince Beach & Golf Resort
The King and Prince Beach & Golf Resort13 locals recommend
Photo of Southern Soul Barbeque
Southern Soul Barbeque91 locals recommend
Photo of Iguanas
Iguanas37 locals recommend
Photo of Redfern Village
Redfern Village27 locals recommend

St. Simons Island house rentals

Home in Saint Simons Island
Beach House -FREE BIKES- Pool Access- Walk 2 shops
$151 per night
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Home in St. Simons Island
Majestic Oak Cottage
$135 per night
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Home in Saint Simons Island
Quaint Guest Cottage 1 block from Beach Updated Late July 2022
$253 per night
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Home in Saint Simons Island
1 BLOCK to Beach - 2 Kings/2 Fulls Bikes & Chairs
$232 per night
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Home in St. Simons Island
EZBreezy 1 bedroom home located on St. Simons popluar East Beach Neighborhood
$156 per night
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Home in St. Simons Island
The Cozy Blue Heron Beach Cottage
$154 per night
Home in Saint Simons Island
The BIG Peach on the Beach @ Linda's Way
$234 per night
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Home in Saint Simons Island
My Ocean Getaway Xtra clean! Close to beach! Pets!
$246 per night
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Home in Saint Simons Island
Village Walk - 3 bedrooms, 2 1/2 bathrooms
$214 per night
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Home in Saint Simons Island
2 BR/1 BA Cottage | Walk to the Pier Village
$173 per night
Home in St. Simons Island
Beautiful Home Away from Home w/ Saltwater Pool
$197 per night
Home in Saint Simons Island
Beautifully renovated beach condo, pool community
$156 per night
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St. Simons Island condo rentals

Condo in St. Simons
Tastefully remodeled condo with pool near beach
$85 per night
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Condo in St. Simons
Perfect Island Private Getaway-Walk2Beach-Village
$188 per night
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Condo in St. Simons Island
OCEAN VIEW-St. Simons says Relax at The Beach Club
$268 per night
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Condo in St. Simons Island
Charming Island Getaway on St. Simons Island!!
$151 per night
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Condo in St. Simons Island
c2 Ocean Walk, Pool view, village area, cozy!
$116 per night
Condo in St. Simons Island
St Simons Island Condo w/ Pool Near Beach, Village
$161 per night
Condo in St. Simons Island
Hidden Treasure
$117 per night
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Condo in Saint Simons Island
Vacation on St Simons Island! Pool, Beach Access,
$221 per night
Condo in Saint Simons Island
Family Friendly Beachfront Condominium! Beach Access, Pool, Tennis, Direct Ocean View
$299 per night
Condo in St. Simons Island
Location! WALK to BEACH, Village & PIER! 2 POOLS*
$191 per night
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Condo in St. Simons Island
Welcome to Our Beach Condo! Steps to Village Pier
$229 per night
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Condo in St. Simons
GROUND FLOOR! NEWLY RENOVATED! “ISLAND OASIS”
$168 per night
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St. Simons Island villa rentals

Villa in St. Simons Island
Upscale 1 bedroom Villa steps from the beach
$264 per night
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Villa in Saint Simons Island
Oceanfront Villa at King & Prince
$409 per night
Villa in St. Simons Island
Turtle Villa: 4 beds, 3 bath and Pet Friendly!
$178 per night
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Villa in St. Simons Island
3 Bedroom Villa/Golf-Beaches w/Pool access
$329 per night
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Villa in Jekyll Island
Charlotte’s Chateau
$579 per night
Villa in Hilliard
"The Baily Haddock House" Entire Home, Perfect for Weddings!
$432 per night

Your guide to St. Simons Island

All About St. Simons Island

Located off of Georgia’s coast, St. Simons Island is the largest of the Golden Isles, known for its warm weather, sandy beaches, and historical sites. Cannon’s Point Preserve sits on the north side of the island, with shell middens from early civilizations dating to 2500 B.C. as well as a slew of hiking and biking trails. A great way to explore the area is via the St. Simons Island Trail System: 30 miles of bike paths that circle the island. Paddlers find plenty to do at the Marshes of Glynn between Jekyll Island and St. Simons, a coastal wetlands where you can spot dolphins and sea turtles.

St. Simons Island draws in visitors by boat and by car to its wonderful sandy beaches, including locals’ favorites Gould’s Inlet and East Beach. Gould’s Inlet pier is the top spot for birders to take in the waterfowl while anglers fish for red drum. Redfern Village’s tree-lined streets are jammed with art galleries and boutiques alongside bars and restaurants serving low country boils and fresh local seafood.


When is the best time to stay in a vacation rental in St. Simons Island?

June through August provide the warmest days when the island’s beaches come into their own. The nights drop a bit in temperature but are still quite pleasant. January is the coldest month, but even so, the temperatures remain relatively comfortable throughout winter. The rainy season is from the end of August through September, so you’ll want to dress accordingly with waterproof layers. Spring and autumn are less busy but still warm enough to book condo rentals and be able to enjoy all the island has to offer. Fall is also a good time to catch the annual Food and Spirits Festival with regional producers and artisans, farm stands, markets, and tasting tents.


What are the top things to do in St. Simons Island?

St. Simons Lighthouse Museum

Not far from the village and pier is St. Simons Lighthouse Museum. One of only five light towers in Georgia, its beam — which shoots 23 miles out to sea across St. Simons Sound — still navigates ships around the coastline. Climb the 129 steps to the top and admire the spectacular views towards the south end of St. Simons Island, as well as panoramic views across to Jekyll Island and Brunswick on the mainland. The Keeper’s Dwelling houses a small museum showcasing rare artifacts.

Cannon’s Point Preserve

On the northern side of the island, Cannon’s Point Preserve is a beautiful natural area adorned with forests and wildlife. There are around six miles of salt marsh, river shoreline, and tidal creek inhabited with an array of birds, fish, manatee, and oysters. The area offers nature walks and biking trails, historic ruins, and boat launches.

Massengale Park

One of the most popular recreational areas on the island with access to East Beach, this park offers a lovely picnic area that is shaded by tall oaks. There is a playground as well as four grills for an outdoor lunch or a sunset meal. Parking is available if you have traveled to the island by car, but access to the beach is on foot only.