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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 reviews

  • Best Key West Experience on Beautiful & Private Sunset Key!

    "This was our 6th stay in Key West and by far the best one yet. We always rent a private home and this was the most comfortable and best maintained home we have rented. The location is fantastic, situated on a private island which is located 5 minutes from Key West. (Via private ferry ride). The island has 70 private residences and the Westin Cottages, Spa and Latitude's restaurant and bar (Serves breakfast, lunch & dinner). This home shares a private pool with about 10 other homes. We rarely ran into anyone at the pool. There is also a very large pool and bar at the Westin that you have access to. There is access a white sand private beach. It is the best place to watch the gorgeous sunsets. The home is very well equipped. It has two bedrooms, 2 1/2 baths (Master has awesome custom shower), gourmet kitchen, great room, main level wrap around porch, 2nd floor porch with hammock, and covered roof top deck (perfect for watching the amazing sunrises and the action at the Port of Key West). The owner and property manager are extremely professional, organized and courteous. Communication was easy, with them. They arranged a cleaning person to come in half way through our stay, which I would recommend. We thoroughly enjoyed our stay here and plan to return."
    Guest: MplsMichelle Date of Stay: December 2014 Review Submitted: January 6, 2015
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  • Great time

    "Just got back from a wonderful week in Key West. The condo was wonderful and was exactly as described with all of the comforts of home. The location is great! We were able to walk to all the sites and the entrance to Ft. Zachary Taylor and the beach is literally minutes away.It was especially nice to have the coolers and beach chairs the condo supplied since we flew in and were unable to bring our own. We cooked on the charcoal grills at the beach and enjoyed a wonderful lunch. Don't miss the sunset at Mallory Square and Ft. Zachary Taylor, both are unbelievable. This property is a great rental for anyone wanting the Key West experience, there were nice upgrades throughout the condo and Helen was great to work with. We hope to be able to come back. You will not be disappointed with this property."
    Guest: Amy L. Date of Stay: December 2014 Review Submitted: December 14, 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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  • great value

    "Its a great value. The best way to describe it is to say that it is exactly as pictured. Very clean and quiet. It is a little bigger than a cruise ship cabin. We were there for fantasy fest and were just not in the room but to shower and sleep. After all your in Key West get out and experience it. I recommend making a reservation with Sunshine scooter and bike rental. Another great value and impeccable service. Complimentary shuttle service to and from airport/ferry, and slo-mo riding around the island is the best. Happy Travels."
    Guest: richie816 Date of Stay: October 2014 Review Submitted: October 28, 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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