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1,027 Saint Simons Island Vacation Rentals & Short Term Rentals

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Compare Saint Simons Island vacation rentals from 10 rental sites including HomeAway, Booking.com, TripAdvisor and more, from $50 a night.

Saint Simons Island Information

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 on Tripping.com. With over 1033 home rentals, take your pick from a wide variety of choices including studio apartments, luxury condos, and cozy cabin rentals. Prices in Saint Simons Island range from $50 a night. Many rentals can also be booked directly online.

Vacation home rentals found on Tripping.com offer more amenities than the average hotel room along with many of the comforts of home. Going on a business trip or need to stay connected? 924 homes in Saint Simons Island offer high-speed WiFi Internet so you won’t miss a beat. Travelling with kids? Let them splash around in any of the 556 rentals with pool or jacuzzi, or relax with the family in one of the 881 homes with cable TV.

For all those pet owners with dogs or cats, Saint Simons Island offers 194 pet-friendly vacation rentals for your extended family. Find the perfect vacation rental that matches your budget and style on Tripping.com.

Search properties from 10 vacation rental sites in Saint Simons Island where the top providers in that area are HomeAway, Booking.com, and TripAdvisor. There are 619 HomeAway rentals, 221 Booking.com short term rentals and 73 TripAdvisor vacation rentals.