- Key West Cuban Club
- Key West Golf Club
- La Brisa
- Oceanside Marina (formerly Kings Pointe)
- Pelican Landing
- Private Homes, DownTown
- Private Homes, Historic Seaport
- Private Homes, Mid Town
- Private Homes, New Town
- Private Homes, Old Town
- Private Homes, Unspecified
- Private Homes, UpTown
- Seaside Resort
- Shark Key
- Southard Square
- SouthSide Resort
- Sunrise Suites
- Sunset Key
- Sunset Marina
- The Banyan Resort
- Truman Annex
- Villas Key West
- White St. Gallery
- Windward Park
- 1800 Atlantic
- Bahama Village
- Beach House Resort
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
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Recent Key West reviews
"Hi Jim, Julie and I really enjoyed your condo for the week before our wedding. We had a great time and felt close enough to everything but secluded enough to be able to relax. We got stone crab next door at Key West Lobster company, walked to Hog Fish Café to have lunch, enjoyed walks along the docks to check out the boats and relaxed by the pool. We were pleasantly surprised that is was only $5 a person for 4 people to cab into town to get into trouble. The building seemed empty, it was so quiet the whole time. It was a pleasure to rent from you and you can bet the Julie and I will be back with some friends. P.S. One thing that the pictures don't capture is just how big the deck is. We had friends over one night and 10 people sat out there comfortably enjoyed the ocean breeze."Guest: Steven C. Date of Stay: April 2014 Review Submitted: June 5, 2014View listing
"My partner and I stayed at Harvey's Haven at the Hollinsed House for 3 nights in August and it was perfect. The whole experience of Key West was heightened by staying here. We had late check in which was a complete breeze and we woke up the next morning to bikes and helmets ready to go (which we ordered through Yolande). The accommodation was so clean and fresh, the bed was super comfortable and we felt at home straight away. The complex is super quiet and we were the only ones ever using the pool! Such a great location (heart of old town) to relax and unwind without loads of other tourists in your way. We can highly recommend the host (Yolande) and her lovely vacation rental. Thank you!"Guest: RachAndDan Date of Stay: August 2014 Review Submitted: September 24, 2014View listing
"I'm originally from West Virginia and this was almost heaven, too! What a great place to stay. Close to everything! The bikes were perfect, as we either walked or rode the bikes all over the island! I would come back in a heartbeat! Thank you for your hospitality!"Guest: NC travelers Date of Stay: June 2014 Review Submitted: June 22, 2014View listing
"This trip to Key West was our first time renting a condo....and we were not dissapointed. What a really great place! The condo has everything that could possibly be needed and was extremely clean. We enjoyed the absolutely amazing view from the balcony. Brian is great to rent from :)"Guest: Mary Date of Stay: September 2014 Review Submitted: October 3, 2014View 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.