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Vacation rentals in St. Simons Island

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Top-rated vacation rentals in St. Simons Island

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

Rental unit in Saint Simons Island
Beach Cottage -FREE BIKES- Pool Access Walk 2 Shop
Cozy 1 bedroom apartment attached 2 a cute beach house is renovated. U will enjoy the mid/south-island location close 2 many shops & restaurants. U can easily walk 2 Redfern Village & other entertainment. Bedroom has a king & living room has a queen sleeper sofa. Unit comes w/ new furnishings & business class wifi. Courtyard outside 4 great outdoor living. Unit includes usage to 2 bikes (Beach Cruisers). Pool Access (on island). NO PETS ALLOWED. CONTACT ME for a link to ALL of my places.
$50 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.
$123 per night
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Rental unit in Saint Simons Island
Loft B 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 upstairs 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.
$129 per night
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Vacation rentals for every style

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Stay near St. Simons Island's top sights

Photo of Massengale Park
Massengale Park29 locals recommend
Photo of Iguanas
Iguanas37 locals recommend
Photo of Southern Soul Barbeque
Southern Soul Barbeque91 locals recommend
Photo of Mullet Bay Restaurant
Mullet Bay Restaurant19 locals recommend
Photo of The King and Prince Beach & Golf Resort
The King and Prince Beach & Golf Resort13 locals recommend
Photo of Crabdaddy's Seafood Bar Grill
Crabdaddy's Seafood Bar Grill80 locals recommend

Other great vacation rentals in St. Simons Island

Hotel room in St. Simons
Standard Single King Room at Queens Court Inn
$100 per night
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Cottage in Saint Simons Island
Livin Right!
$116 per night
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Home in Saint Simons Island
1 BLOCK to Beach - 2 Kings/2 Fulls Bikes & Chairs
$186 per night
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Condo in St. Simons Island
Water View FREE BIKES Walk 2 Pier VillageRENOVATED
$96 per night
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Guesthouse in St. Simons Island
Private Cottage Under Giant Live Oaks
$118 per night
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Condo in St. Simons Island
Cozy cottage/studio - Pets welcome
$62 per night
Condo in St. Simons Island
Harbour Oaks #119
$121 per night
Home in Saint Simons Island
3 Bedroom Cottage with shared Pool!
$116 per night
Rental unit in St. Simons Island
Beach Retreat -FREE BIKES- Pool - Walk 2 Redfern V
$66 per night
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Cottage in Brunswick
Sunset Cottage aka, Little House
$85 per night
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Condo in Saint Simons Island
Pool View FREE BIKES Walk 2 Pier Village RENOVATEd
$73 per night
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Rental unit in Saint Simons Island
Iconic Stanton House Loft C, 1 block to beach
$123 per night
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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.