"Loved everything about this property, friendly staff, great room, awesome pool, amazing breakfast, the location was perfect!! We will be back and we highly recommend!! "
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.
Top Jackson Square Hotel Reviews
Winslow's Bungalows - Key West Historic Inns
10/10 Excellent
"Absolutely amazing resort . Breakfast was included in the rate and it was perfect . Definitely will be coming back !"
"We loved our stay in the gardens. We came come for our anniversary and it was absolutely perfect. From check in to check out we were treated so well. The hotels pool was clean, the hotel music and bar was wonderful. We loved the beautiful gardens surrounding the entire property. Breakfast was delicious offering a new option everyday (on tops of your standard eggs and potatoes) it was served fresh and all the choices were great. I have already recommended this place to multiple people. We will for sure be back! "
"Excellent customer service,,room was beautiful and the view was a dream,,, the beach is perfect,, we all 3 enjoyed it so much,, it was a beautiful experience "
You can spend an afternoon exploring the galleries in San Carlos Institute - Casa Cuba during your trip to Key West. Stroll along the area's beautiful beaches or experience its lively festivals.
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.
Key West’s definitive maritime museum is an important attraction for anyone wanting to learn about early life in the Keys. Hear stories of slavery, pirates and fishermen.
Jackson Square is located in an area of Key West known for its beautiful ocean views, bar scene and cycling. If you're looking for a convenient place to stay, take a look at the 1784 hotels and other accommodation options you'll find within a mile.
What's the best hotel to stay close to Jackson Square?
How many hotels can I expect to find close to Jackson Square?
Expedia has 1784 hotels and other accommodation options 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, you'll find most hotel bookings are fully refundable provided that you cancel prior to the accommodation's cancellation deadline, which is often 24 or 48 hours before your scheduled arrival. If you booked a non-refundable reservation, it might still be possible to cancel it and be given a refund within 24 hours of your booking. Add your dates and click on "Search", then you can filter by "fully refundable" to get the top deals on offer near Jackson Square.
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 Fort Zachary Taylor Historic State Park are some of the local landmarks to explore. You can check out the local talent at Waterfront Playhouse, Key West Film Society and Red Barn Theater.
