- Harbour Place
- 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
- 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
- Truman Annex
- Villas Key West
- White St. Gallery
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 property reviews
"My husband and I spent a week in this unit and did not want to leave. The property was wonderful and everything we needed was provided. The location was great and we rode bikes or walked nearly everywhere we needed to go.The unit was very nice and bigger than it appears in the photos. Tracey was very helpful and even helped book a couple of the sightseeing excursions we went on. The caretaker checked in with us nearly everyday to see if there was anything we needed. We hope to make a return visit to the Hollinsed House!"Guest: Kim Date of Stay: October 2013 Review Submitted: October 17, 2013View listing
"Just as the title says.....EXACTLY!!!! This place is SUPERB!!! Walking distance to everything. No need for cars, scooters or bicycles. Coffee shops, grocery store, adventures, charter fishing boats, and of course DUVAL, all right at your footsteps!!! Birthday surprise for my girlfriend with 2 of her childhood girlfriends. PLENTY of room for all 4 of us!! Very quiet in a wild and crazy town!!! Thank You Carolyn & John!!!!!"Guest: Mark Date of Stay: December 2013 Review Submitted: January 8, 2014View listing
"We just returned from our wonderful vacation (25th anniversary). The home was clean, comfortable and is in a great location. We loved it! Thank you Larry!"Guest: Marcia M. Date of Stay: May 2014 Review Submitted: June 7, 2014View listing
"You can't beat the ocean view or ocean breezes in this unit! The owner was attentive and easy to deal with, the neighbors friendly, and the almost daily evening weddings across the street on the beach (just the barefoot bride and groom, a justice of the peace and a photographer) - enchanting. Add the sunrise and sunset views from the balcony (which overlooks the beach), two huge pools, the boardwalk, the easy bike ride to the action on Duval St - you'll love it. We certainly did. Walk on the boardwalk, bike to Duval St or the Key West Bight, swim in the heated or non-heated pools."Guest: Joey Date of Stay: February 2012 Review Submitted: April 1, 2012View 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.