
Vacation rentals in St. Simons
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Top-rated vacation rentals in St. Simons
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Popular amenities for St. Simons Island vacation rentals
St. Simons Island oceanfront vacation rentals

Oceanfront Condo w/view! | Free Bikes! | Updated!

Ocean Front Condo at St. Simons Grand

Driftwood paradise, ocean view!

74 Steps to Sand, Walk to the Village, Sleeps 6!

St. Simons Island Condo

sandcastle on the beach

Three Friends Cottage- Beach Home! w/ elevator

On Ocean Best part of Beach SSI
Other great vacation rentals in St. Simons

Golf Retreat w/bikes, hottub | FUN4Family & Pups!

Perfect Beach Bungalow by the Pier/village

The Lake Loft in St. Simons Island

Stunning Marsh Views, Golf Cart & All King Beds

The Nest | Steps to beach and dining

Cater Cove - private pool, 1 mile to beach, quiet!

1.2 mi. to the Beach & .5 mi. to the Village!

Elegant St. Simons Island Honeymoon Beach Cottage
Quick stats about vacation rentals in St. Simons
Total rentals
1.5K properties
Nightly prices starting at
G$8,358 GYD before taxes and fees
Total number of reviews
41K reviews
Family-friendly rentals
1.3K properties are a good fit for families
Pet-friendly rentals
550 properties allow pets
Rentals with a pool
970 properties have a pool
Your guide to St. Simons
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.
The best time to stay in a vacation rental in St. Simons
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.
Top things to do in St. Simons
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.
Frequently Asked Questions
Where should I stay in St. Simons Island?
Make yourself at home in St. Simons Island by choosing from our most frequently booked neighborhoods. We have over 1,790 vacation rentals in St. Simons, over 1,790 vacation rentals in Island Professional Park, and over 1,790 vacation rentals in St. Simons Heights.
Are there vacation rentals with a dedicated workspace in St. Simons Island?
Yes! Work meets play with ease at over 400 vacation rentals in St. Simons Island featuring dedicated workspaces. Stay connected and productive in your home away from home.
How much does it cost to stay in townhouse rentals in St. Simons Island?
Experience the best of St. Simons Island with our townhouse rentals, starting at about $90 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there St. Simons Island hotel rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 10 hotel rentals with pools in St. Simons Island, available on Airbnb. Make a splash and soak up the sun in style!
Are there pet-friendly vacation rentals in St. Simons Island?
Four-legged friends are welcome in St. Simons Island. Choose from more than 550 vacation rentals for guests traveling with pets.
Do cottage rentals in St. Simons Island have a bbq area?
Absolutely! We offer over 30 cottage rentals with a bbq area in St. Simons Island. Enjoy a tailored experience with all the comforts you desire.
Do condo rentals in St. Simons Island have self check-in?
Absolutely! We offer over 80 condo rentals with self check-in in St. Simons Island. Enjoy a tailored experience with all the comforts you desire.
Do cottage rentals in St. Simons Island have free parking?
Absolutely! We offer over 40 cottage rentals with free parking in St. Simons Island. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in St. Simons Island have a gym?
Absolutely! We offer over 30 apartment rentals with a gym in St. Simons Island. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly townhouse rentals in St. Simons Island?
St. Simons Island has more than 110 family-friendly townhouse rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
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- Rentals with pools St. Simons
- Waterfront rentals St. Simons
- East Beach
- Boneyard Beach
- Sea Island Beach
- Amelia Island State Park
- Stafford Beach
- Amelia Island Lugar Lindo
- Ocean Forest Golf Club
- Black Rock Beach
- St. Simons Public Beach
- The Golf Club at North Hampton
- Little Talbot
- Driftwood Beach
- St. Marys Aquatic Center
- Fernandina Beach Golf Club
- St Simons Surf Sailors
- Nanny Goat Beach