Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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"We loved our stay! The grounds are well kept and very tropical. We only had one day to stay, Winslow made it feel like a true vacation. Don’t miss the continental breakfast! Really nice choices and beautiful live music Sunday morning. You also get a complimentary drink from the bar upon arrival. Overall, I would definitely stay here again. "
"This place is like a jungle in the court yard area. With lots of iguanas in the trees. It was fun watching them move around in the trees.
The staff was great but there were a few times our room service we requested was not done at all. But the staff quickly made it right. You are right on Duval St. so some noise but nothing we couldn’t handle. Breakfast every morning was a nice option to have right on the property and it was included in the stay. I loved it is an all adult facility. It was walkable to most place we want to see and the rest we just ubered. "
"Wonderful private rooms, clean & spacious. Pool & lounging areas clean, relaxing & inviting. Concierges were both excellent! They went over & beyond to be welcoming, friendly, and helpful. Excellent property & staff."
Along one of the southernmost streets in the continental U.S., enjoy a lively area filled with shops, pubs, restaurants and lots of sidewalk acts and vendors.
Jackson Square is located in an area of Key West known for its beautiful ocean views, bar scene, and biking. If you're looking for a convenient place to stay, check out the 1784 hotels and other accommodations you'll find within a mile.
Where is the best place to stay close to Jackson Square?
How many hotels will I be able to find close to Jackson Square?
Expedia has 1784 hotels and other accommodations within a mile from Jackson Square.
If I need to cancel the hotel reservation for my stay near Jackson Square, will I receive a refund?
Yes! The majority of hotel bookings are refundable provided that you cancel prior to the accommodation's cancellation deadline, which is usually within 24-48 hours of your arrival date. If you have a reservation that's non-refundable, you might still have the option to cancel and be given a refund within a 24-hour period of your booking. Put your dates in and click on "Search", then you can use the "fully refundable" filter to review the best deals near Jackson Square.
Where can I learn more about changing or cancelling my trip in the area near Jackson Square?
For more information about updating your stay near Jackson Square or cancelling it, click here.
What can I see and do near Jackson Square?
Harry S. Truman Little White House, Audubon House and Tropical Gardens, and Mel Fisher Maritime Museum feature a variety of fascinating exhibits to see while you're in town. Ernest Hemingway Home and Museum, Key West Lighthouse and Keeper's Quarters Museum, and Saint Mary Star of the Sea are some of the local landmarks to explore. You can check out the local talent at Red Barn Theater, Waterfront Playhouse, and Key West Film Society.
