- Truman Annex
- Villas Key West
- White St. Gallery
- Windward Park
- 1800 Atlantic
- Bahama Village
- Beach House Resort
- Casa Marina
- Coconut Beach
- Coconut Mallory
- Coral Hammock
- Duval Square
- Harbour Place
- Hyatt Beach House Resort
- Key Haven
- Key West Beach Club
- 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
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
There are no vacation rental listings in Key West currently advertising. Please see the USA, Florida, Florida Keys, Key West Area vacation rentals page.
Recent Key West Area reviews
"this cottage is in a great location, literrally 1 block from Duvall Street. The courtyard area is very well kept, and has a private pool! The cottage itself was very clean as well when we arrived, the bedroom is a little bright, since its all white, so no sleeping in. But overall a great place and I'd definetly stay there again!"Guest: Kel Date of Stay: May 2014 Review Submitted: June 12, 2014View listing
"This is a wonderful condo in a residential neighborhood of Key West. You have a sense of what it is like to actually live here. The condo is comfortable and peaceful, and has a good sized pool with beautiful landscaping in a common area in back. You do not need a car, but a bike helps if you want to go to Mallory Square for sunset. The condo is located near White Street, which has restaurants, local cafe con leche, and Faustos market. The condo has a fenced front porch which is great if you are bringing a dog, and Bayview Park, where you can walk your dog, is two blocks away. I loved staying here."Guest: shiro Date of Stay: April 2014 Review Submitted: April 18, 2014View listing
"We were six on a Girls Getaway exploring Key West. Vin and his management company were easy to deal with. Even before booking the condo, Vin gave us great advice on specific airlines, car rental companies and restaurants. Access to the unit was very easy. The minute we walked in, we felt at home. The place smelled fresh and was sparkling clean. It had everything we could have wanted or needed. The pool was great and easily accessible. It was great to sit on the porch with our morning coffee or drinks in the evening. We are missing this place already and would highly recommend it. We also ate at Roostica and Hogfish Bar and Grill, both are good eating places near the condo. Also, if you need to buy groceries, Publix is close by on Highway 1 on Key West. The unit had plenty of parking, and we were close to all the attractions."Guest: Regina Date of Stay: October 2014 Review Submitted: October 11, 2014View listing
"The house was great, everything was clean. The beds were very comfortable and there was plenty of room for 6. The seats on the bikes could use a little attention but it included the bikes! It was about a mile away from a kayak rental place and taxis downtown were only $5 per person. I would definitely recommend this property and stay here again given the chance!"Guest: Ken Date of Stay: September 2014 Review Submitted: September 26, 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.