Feedback

VRBO is part of the HomeAway family, the world leader in vacation rentals with over 1 million listings. We offer the largest selection of properties for any travel occasion and every budget. We’re committed to helping families and friends find a perfect vacation rental to create unforgettable travel experiences together. Learn More

Show moreless

We're sorry, the exact location of this region is not in our database, so we are instead showing you the location of the nearest city .

Map view

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

  • 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
    View listing
  • We had a BLAST!

    "We, as a family, have never been to Key West before. So, I did some research and came across this property. I emailed the owner who responded very quickly. I was sold after talking with her. She was extremely helpful and made the process very easy. When we arrived at the condo, it exceeded our expectations. We loved the views, the space and the location. Everything is up to date and in great working order. The bedrooms were perfect for the 5 of us. We have 3 grown boys and the bedrooms were perfect. Nancy made suggestions on things to do and places to eat. We tried to hit all of them but could not. Each place we could get to was great. There are two places nearby to eat; Hogfish Bar and Roostica (same owners.) We loved Hogfish Bar. Never had hogfish before and the family loved it. We went fishing with DreamCatcher Charters and brought the fish filets to Hogfish. They cooked them for us and it was delicious! The docks at the marina next to the condos were fun to walk up an down. We came across a Captain that had caught a Blackfin Tuna. As he was fileting the fish, he cut a piece off. Best sushi I ever had! At the end of the day when winding down from all the activities, the porch was great place to watch the sunset. I do have to mention that the view from the Master Bath is the best. Showering with a view of the Atlantic Ocean is a great way to start the day! Thanks Nancy for helping to make our trip a great one. My wife and I hope to be back soon! I would recommed Kayak Kings of Key West. We did the Mangrove kayak trip and loved it. Renata who was our guide was spectacular. Make sure you ask for her. They also have snorkeling trips to the reef. Very good prices and not far from the Condo. Steve at the store DeLuna is great to deal with. We rented scooters from him and he picked them up at the condo at the end of the day. The Wave Runner tours are good. We used Sunset Sports. Better pricing. We also took the Culinare Dinner Cruise which we recommend."
    Guest: Jon A. Date of Stay: December 2014 Review Submitted: January 14, 2015
    View listing
  • Perfect location

    "My fiancé, my daughter and my best friend visited Key West for a wedding and stayed in this condo. Our friend was staying at the Sheraton and was married on Smathers Beach with a reception dinner at the hotel. This condo was the perfect location for this event. We were in walking distance to their hotel and occasionally utilized the hotels shuttle bus for town visits with them. We also had a rental car and never had a problem parking in town and cabs were always available. The condo is very comfortable and worked out perfect for our needs. We stayed for a week and visited the beach most days. Lounge chair rental at beach is available and they gave us a discount each day since they noticed we were on beach everyday. There were staples available in kitchen which was very helpful. We left our contributions as well. We really enjoyed our visit and look forward to returning!"
    Guest: Sharon Date of Stay: December 2014 Review Submitted: December 29, 2014
    View listing
  • Old Town Charm

    "We visit every two years and this was our first stay in downtown. We had a great time and the unit was all we expected with the older feeling. No air conditioning problems for us. We loved the pool and found the place clean. The only drawback is the parking. We brought our Expedition, as the whole family came all adults now, with the knowledge that a parking spot was included. However on arrival we found the spot, while well off the street, would not allow a full sized car such as ours in without blocking the whole lot. Thusly we were forced to park on the street and hunt for spots. All in all we loved our stay and would love to stay again though with a smaller car next time."
    Guest: Don Date of Stay: July 2014 Review Submitted: August 9, 2014
    View listing

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.

Sponsored Advertisement