923 Saint Simons Island Vacation Rentals & Short Term Rentals

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Compare Saint Simons Island vacation rentals from 8 rental sites including HomeAway, Booking.com, TripAdvisor and more, ranging from $33 to $3800 a night.

Information about Saint Simons Island

About St. Simons Island

The largest of Georgia’s golden isles, St. Simons Island combines Southern hospitality, charming architecture, and beautiful beaches for a perfect getaway. Just over an hour away from Savannah and Jacksonville, Florida, it is an easy destination and feels far removed from city life. The town is quaint and picturesque, while the island offers many outdoor activities like kayaking, fishing, golfing, and biking. East Beach is the main destination for anyone hoping to relax, and is a great place to come with family and friends.

Things to Do on St. Simons Island

When you’re not relaxing at East Beach, one of the most fun ways to explore St. Simons village is on a trolley tour with Cap Fendig, who will tell you all about the area and take you to the best places for pictures, including Neptune Park and St. Simons Pier. Foodies should be sure to eat breakfast at the Sandcastle Cafe and try the slaw bowl at GNATs Landing for lunch. For an elegant dining experience, plan a lunch or dinner at the historic and elegant King and Prince Beach Resort, which has been a popular place for celebrities and dignitaries for decades. With a full ocean view and top ratings for its service, you will enjoy your time here immensely. Walk around the charming shops on Mallory Street in the St. Simons village, and be sure to visit the St. Simons Lighthouse for a photo opportunity.

St. Simons Island Day Trips

Stay local and rent a bike all over St. Simons Island, or play golf with ocean views at the King and Prince Golf Resort or the Sea Island Golf Course. Or go explore the other golden isles: Jekyll Island, Little St. Simons Island, Sea Island and Cumberland Island are just a few of the many nearby. Jekyll Island is particularly interesting because it used to be a winter retreat for some of the country’s wealthiest families, and today the historic district and beautiful cottages are open to the public. You can also 20 miles of bike paths and walking nature tours. Or take a ferry ride on the Cumberland Queen across the bay to the Cumberland Island National Seashore, an unspoiled island with plentiful wildlife and beautiful white sand beaches.

St. Simons Island Accommodation

The southern end of the island is the main area of activity on St. Simons Island. With easy access to the beach and many vacation rentals and hotels to choose from, this is the best place to stay. Try to stay near Ocean Boulevard, where you can enjoy shopping and many great restaurants. Mallory Street, which intersects Ocean Boulevard, is the heart of the action for dining and finding the best beach gifts to bring back home. For a quieter experience, consider going north a few miles along Ocean Boulevard to stay closer to the beach.

St. Simons Island Transportation

While there is no public transportation available directly to St. Simons Island, the nearby city of Brunswick is accessible by Greyhound bus as well as by plane. The closest Amtrak station is forty miles north in Jesup, Georgia, along the Northeast regional line. Your best option for travel to St. Simons Island is to rent a car in Brunswick, a 15-minute drive away, or in Jacksonville, Florida, an hour and fifteen minute drive away. Within St. Simon island, your best transportation options are Island Transportation and Taxi Service and and Max Transport Company if you’d rather not drive. If you’re feeling adventurous, consider renting a bike and riding along the island’s extensive bike path.

Vacation Rentals in Saint Simons Island

Find the best Saint Simons Island vacation rentals with Tripping.com. Choose from 1173 rentals, from studio apartments to luxurious condos to entire cabin homes. Book in advance or book instantly with properties marked as “Instabook,” with prices ranging from $33 a night to $3800 a night.

Our Tripping.com vacation rentals will save you hundreds, offering more amenities than the average hotel room. Going on a business trip? 1047 of homes in Saint Simons Island offer high-speed wifi internet so you won’t miss a beat. Travelling with kids? Have them splash around in any of the 686 rentals with pool or jacuzzi, or relax with the family in one of the 786 homes with cable TV.

For all those dog lovers and cat lovers, Saint Simons Island offers 270 pet-friendly vacation rentals at an affordable price. Book the perfect vacation home that best matches your budget and accommodation style. For the ultimate stay, check out our listings now to grab the latest deals.

Search properties from 8 rental sites in Saint Simons Island where the top providers in that area are HomeAway, Booking.com, and TripAdvisor. There are 681 HomeAway rentals, 289 Booking.com short term rentals and 135 TripAdvisor vacation rentals.