Your Guide to Old Town Key West
Key West may be known for its stunning white sand beaches, but the Southernmost Point is also home to a rich and fascinating history. Step back in time in the neighborhood of Old Town Key West and discover the island’s architectural heritage, fascinating history, and renowned museums. Choose Rent Key West Vacations to host your getaway and stay in the heart of Old Town with our historic vacation rentals!
Discover the History of Old Town
Discover all the attractions in Old Town Key West with Old Town Trolley Tours, offering hop-on and off sightseeing tours! Or use this self-guided walking tour to discover the best of Old Town on your own!
- Start your journey back in time at the Key West Lighthouse, an iconic landmark that has stood for over 150 years! Ascend the lighthouse and marvel at the artifacts that give insight into our maritime history.
- Discover the world’s largest cache of Civil War armament at Fort Zachary Taylor Historic State Park. This historic fort also offers recreational opportunities like bicycling, fishing, hiking, paddling, and snorkeling.
- Located in the heart of Old Town, Duval Street is a fantastic gateway to local history. Discover the island’s most famous shops, restaurants, and nightlife spots here, including Sloppy Joes!
- Discover the homes of Key West’s most famous residents at the Hemingway Home & Museum and the Truman Little White House Museum!
Don’t Miss the Top Attractions in the Historic District
No visit to Key West would be complete without snapping a picture at the Southernmost Point Buoy! You can find some of Key West’s top attractions just a block from the buoy, such as the Key West Butterfly and Nature Conservatory. Further down the road, you can visit the Key West Aquarium to learn about local marine life!
Stick Around for Nightlife on Duval Street
End your day in Old Town Key West with some fun at Mallory Square! Join the nightly Sunset Celebration here and enjoy local musicians, comedy shows, artists, entertainment, and food vendors. Or return to Duval Street at night for the best nightlife on the island. Visit iconic bars like Sloppy Joes and Green Parrot Bar!
Stay in Our Old Town Key West Vacation Rentals
Rent Key West Vacations offers fantastic vacation rentals in Old Town Key West to host your getaway! Discover our collection of over 40 properties, all with their own distinct architecture and history. From the charming one-bedroom Portside Suite to the eleven-bedroom Watson House Grand Estate, we offer something for everyone!