- 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
- La Casa de Luces
- 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
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 reviews
"We really enjoyed our stay at the Truman Annex. The location couldn't have been any better and dealing with Al was so easy - I won't hesitate to stay there again. The house is wonderful - it has everything you need to cook at home and the upstairs bedrooms were beautiful with each having there own balcony. The back yard was perfect for grilling with an outdoor refrigerator to easily store those extra beers. The grill was a little on the use side but it worked for us. Plus, the gardens were beautiful. The downstairs bedroom is a little small especially after going up stairs to those large wonderful balcony bedroom but it certainly works for us. I highly recommend staying here. I hope to come back! Thank you Al"Guest: T Date of Stay: December 2013 Review Submitted: December 26, 2013View listing
"This was the perfect place for our family vacation! There were six adults and two children and all thoroughly enjoyed our stay. A lot of thought and planning obviously went into the renovation of this historic home. It is very well laid out and furnished with quality appliances. Any thing that you need or desire has been thought of and supplied in advance for your comfort. Including games, a small library, internet access, stereo system, flat screen led TVs. And best of all a heated spa/pool with a water feature out on the ample deck. There is also a wraparound porch complete with a swing. The neighborhood is quiet and well cared for yet only a short bike ride to all the action. All in all a very enjoyable vacation in a perfect home and location"Guest: Bruce Date of Stay: June 2014 Review Submitted: July 21, 2014View listing
"Second time we stayed here. Love the location can walk anywhere in Key West. Cottage had everything needed for a week stay and the staff was very helpfull. Would stay again."Guest: Scott C. Date of Stay: November 2014 Review Submitted: November 15, 2014View listing
"My husband and I stayed in the the Tree Top Suite. It was an excellent stay the bed is so comfy and the whole living area was great. The shower was so great (good water pressure). Everything was spotless. I cannot say one negative thing about the place and I am picky. It was so quaint and relaxing."Guest: Joyce S. Date of Stay: October 2014 Review Submitted: October 24, 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.