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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 property reviews

  • Excellent location and well appointed condo

    "My husband and I stayed here for a week with my elderly parents and we all loved it! Fantastic location, comfortable furnishings and decently equipped kitchen. Quiet, safe area but just a couple of blocks from Duval Street. We enjoyed watching the regatta teams and cruise ships in the morning and evening - great to just sit on the porch and watch all the activity below. Lindsay was very helpful and the rental process was a breeze. The only thing that could have made our stay even better would have been a higher toilet seat for my 90 year-old folks - they had a little difficulty with the low toilet in the master bathroom. (If I'd known earlier in our stay, we could have looked for a portable toilet seat riser for the week - I'm sure the medical supply store there would have them, and I think you can get one for under $50. Helpful for anyone with mobility issues.)"
    Guest: Rob & Caprice S. Date of Stay: January 2014 Review Submitted: February 16, 2014
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  • 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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  • Another wonderful stay

    "This is our fourth stay, and we wouldn't stay any where else. The owner is communicative and works hard to ensure that the unit is well-equipped. We love the location- close to Ft Zack beach, restaurants and a short walk to Duval, Mallory Square, etc. We love using the key to the gates and walk through the community when returning after a night at the seaport or oldtown. Quiet, convenient and comfortable. Thanks again Martha for a great week away. L & C"
    Guest: F&F Date of Stay: May 2013 Review Submitted: May 16, 2013
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  • The Perfect Paradise Found!

    "We stayed at Cindy and Craig's Marriott condo first week in December 2012 -perfect time of year -kids in school, weather not too hot (for those in the menopausal chapter of their lives), and last chance for sun before the onset of Winter. The condo was spotless with furnishings of a luxury home. I fell in love with the Sub Zero frig!. The condo overlooked the pool and jacuzzi area, along with being steps from a well stocked outdoor bar. The Marriott has a shuttle into Duval street every hour from early morning to 11 PM so you don't have to worry about parking. We witnessed about 2 weddings while staying there...so romatic with the candlelight and music loud enough to drown out my husband's screams of "DON'T DO IT"!!!!!! to the groom-to-be. The king size beds were ultra comfy and Craig and Cindy provided everything you could want in the condo. Would highly recommend this condo to anyone looking for that little piece of heaven. Thank you so much for being such great hosts and we will visit again before my teeth are in a cup- promise. Peace- Kate and Dave"
    Guest: Kathleen M. Date of Stay: December 2012 Review Submitted: December 22, 2012
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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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