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This property allows you to book online with a credit card. After submitting a reservation request, the owner or manager has 24 hours to accept, at which time your card will be charged and you will receive an email confirmation

Recent Key West Area reviews

  • Amazing Honeymoon!

    "My wife and I spent our honeymoon at the Pirates Quarters and it is everything that the previous reviewers have stated and more! Checking in was a breeze and the owner Heather was there to greet us that evening and with lots of information and a quick tour of the rental. I really can't say enough about how awesome and helpful the owners are. Any time we had a question about the unit or island they were just a call or text away and Heather recommended a restaurant that ended up being one of our most memorable nights. As for the rental property itself, it was perfect. The kitchen/living space was spacious with updated decor and appliances. Having a full size fridge was great for storing beverages and food. The bedroom was the perfect size and very cozy with the dark wood. Bed was very comfortable, slept great. Bathroom was very cool and had a great island feel. Oversized shower with two showerheads=amazing. The BEST part was the huge front patio. We probably spent most of out time here when we weren't out in the city. Gas grill came in handy, we brought back some fish that we had caught from an excursion and were able to make a great dinner. Patio furniture was comfy and we were able to just sit outside relax and wave to locals as they walked by. As for the location, you really can't ask for a better one. Just 2 blocks, or maybe a 5 minute walk to the center of Duval St and all that it has to offer, although the neighborhood the property was located in was quiet and very private. The famous Blue Heaven Restaurant is literally right down the street on the corner(we ate/drank there several times), same with Hemingway's House. Right next to that are Santiago's and Firefly. Make sure you try the fried Pig Ears at Firefly! Fort Zach is a quick 10 min bike ride. Oh and take advantage of the bikes on the property. Spending time all over the island I am convinced there really isn't a better location to stay and be so close to all that Key West offers. The Pirate Quarters will definitely be #1 on our list when we return in the future. Thank you Heather & Dave!!"
    Guest: Greg W Date of Stay: June 2014 Review Submitted: August 10, 2014
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  • Fabulous location - ideal rental for group of travelers

    "This rental was perfect for our girls weekend get-away. The location can't be beat - just blocks to Duval St, the Southernmost point, and the sunset celebration. This wonderful, quaint house is tucked away in the back of Eaton St. It is a quiet and serene location which makes it perfect to come home to and hang out in after venturing out. The view of the water is spectacular. We drank coffee on the back patio every morning and watched the cruise ships come in. The pool was small, but a great location during windy times. The fence and landscaping protected the area so we could enjoy they sun. The house was clean and the kitchen was well equipped for cooking when we decided to make meals at the house. Carport also a great feature - nice not to have to worry about parking. It was nice to be so close to everything and be in the gated Truman Annex- very safe feeling. 3 bedrooms and 2 baths on lower level were great. Climbing stairs required for upper level living area and master bedroom would not make this ideal for anyone unable to navigate stairs daily. This is a great rental for a girls get-away weekend or for a family with teens. Location....Location.....Location...ideal!"
    Guest: Deb Date of Stay: February 2015 Review Submitted: February 15, 2015
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  • Beautifully Located and Welcoming

    "Wonderful condo. Beautiful on the inside and the outside. Perfectly equipped with all you need and the location could not be better. We drove twice and walked or road the bikes the rest of the time. Washing machine and dryer make packing easier and drying towels a breeze. Everything is easy to operate and easy to find. The Beach at Ft Zachary is beautiful and welcoming and literally within walking distance. It was windy so we were unable to snorkel from the beach. For an excellent snorkeling experience, contact Looe Key Resort on Ramrod Key for the best snorkeling you will experience. Take the afternoon trip and enjoy the great crew and the free drink tickets from the Tiki bar. They treated us like family and the reef was amazing! And no one could beat their price, its about a 30 minute drive north. We took a boat charter directly scheduled through Fish Check at the Key West Marina and the experience was a good one. Fresh Mahi Mahi for dinner was a welcomed treat. The entire trip was wonderful and BJ was fantastic to work with. Look no further, come home to Truman Annex and relax."
    Guest: Heather R. Date of Stay: May 2014 Review Submitted: May 29, 2014
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  • Absolutely perfect location, would return and highly recommend

    "The location of this little sleepy bungalow is a block from Sloppy Joe's and two blocks from the sunset cruise catamarans. A block in the other direction is Caroline Street, which has an even better bar than the ones on Duval, Pepe's. It is quiet and yet in the middle of everything. There is a smallish pool, yet big for Key West, which helps a lot when you work up a sheen of sweat walking around, which is inevitable. I can't say enough about this little place. The photos do it justice; it is beautiful. It's a bit small, but the secluded patio really make it feel isolated. We chose this place for our honeymoon and are extremely pleased. We definitely plan on returning - to this location specifically. One thing to keep in mind is there is no parking - at all. As you plan your trip, make sure to keep that in mind."
    Guest: Bill E. Date of Stay: October 2014 Review Submitted: October 13, 2014
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Key West Travel Tips

Key West is a veritable hot spot for literary icons, both today and in the past. This small Florida island was loved by the likes of playwright Tennessee Williams, and poets Robert Frost, Wallace Stevens and Shel Silverstein.

Today, beloved children’s author Judy Blume keeps a home here, and every January for more than 30 years, writers and readers from around the country gather at the high-profile Key West Literary Seminar - spread over two weekends - for lectures, readings, discussions, workshops and parties. The event has featured the likes of Joyce Carol Oates, Junot Diaz and Gore Vidal.

Key West should be high on the list of travel locations for any literary lover and creative soul because of its deep history in extraordinary American literature. Ernest Hemingway even kept a fabulous estate in Key West that today has been converted into a museum and bookstore. Visit the beautiful and historic Ernest Hemingway Home and then check out some of the writer's rumored favorite spots.

Ernest Hemingway Home and Museum

Hemingway’s stately, olive-shuttered two-story cottage at 907 Whitehead Street in Old Town Key West is no doubt a visitor favorite. If you’re a die-hard Hemingway fan, you’ll have to brave the crowds and come here.

The home was built in 1851 from limestone excavated from the exact land upon which it is built. Hemingway bought and lived in the estate from 1931 until 1940 with his wife and kids before he left for Cuba. This spectacular estate, which includes a rear guesthouse and is surrounded by elegant gardens and rustling palms, is still the largest residential property in Key West.

You might be surprised to see that the beds are made in full linens and the home looks recently lived in - it’s as if the family just stepped out for lunch and will be home shortly. Here are the highlights you should take note of inside and around Hemingway’s marvelous estate:

The Ritzy Pool

A pool this large - or any pool at all - in 1930s Key West was a luxury. To fill it, construction workers had to drill to the salt-water table deep in the ground and install a water pump. Hemingway’s wife - Pauline - had the costly pool built as a surprise for Hemingway while he was in Spain in 1938 working as a correspondent during the Spanish Civil War.

The Happy Cats

Hemingway’s six-toed cats - or polydactyls - are legendary. Recently uncovered letters from Hemingway to a friend explain just how sad he was at the loss of one of his cats - Willie. The Hemingway Home and Museum curators maintain that each of the 40 to 50 cats on the grounds is a direct descendant of Hemingway’s first cat, a white polydactyl named Snowball (Though they don’t all have six toes on each paw, all are said to carry the gene for polydactyly). The cats living here are very friendly and many will actually pose for pictures. They’re all vetted and well-taken care of - not your average strays!

The Lush Gardens

The Hemingway House gardens are stunning, featuring a vibrant array of tropical flowers - shrimp plants, heliconia, bleeding hearts and the funky looking pelican flower - and banana, Barbados cherry, papaya and Spanish lime trees, among many others.

Other Literary Tour Stops

410 Caroline Street is Jessie Porter’s home - a fifth-generation Key Wester - who was good friends with Robert Frost. He spent several winters in the cottage in Porter’s backyard. The site used to be the Heritage House Museum, though it has been closed since 2010. If you want to see things the iconic Frost saw, at least take a stroll past the home!

Green Parrot Bar and Sloppy Joe’s Bar are rumored to be hangouts of Hemingway and his friends like Wallace Stevens.

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