- Casa Marina
- Coconut Beach
- Coconut Mallory
- Coral Hammock
- Duval Square
- Harbour Place
- Hyatt Beach House Resort
- Hyatt Windward Pointe
- 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
- Salt Ponds
- 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
"Donna and Steve were amazing. We had to change our dates and Donna was extremely accommodating. I went with my husband and 2 sons, which all love to fish. The weather was 80 and sunny making it perfect. This being our first time to Keys, we drove down from Miami and fished along the way. The condo was decorated perfectly and had everything we needed including a washer and dryer and bbq. The backyard was a perfect oasis for morning coffee or nighttime drinks. With the bbq in the backyard, we cooked a few good dinners. We were close to everything so we walked practically everywhere. So much to do that next time we will stay longer to enjoy it all. I recommended to a friend, so I hope she enjoys as much as we did. Thanks again Donna and Steve!!!"Guest: Burko Date of Stay: December 2014 Review Submitted: January 6, 2015View listing
"We found this slice of paradise after our first visit to Key West! I sure wish we wound have discovered it before our first trip! The location is the BEST, off Duval Street to keep the noise down, but close enough ( 1 1/2 blocks), to allow an easy and short access to all the action. Walking distance from the best beach on the island! This is an upper unit so it has front and rear porches, and added privacy. 40 feet outside the front door is the private pool! Everything is maintained spectacularly and VERY clean! Owner was great to work with and very accommodating! We liked it so much we are going back again this year! I am quite sure we will be returning to this very spot for years to come!"Guest: JKL Date of Stay: April 2014 Review Submitted: January 28, 2015View listing
"Wonderful condo. Beautiful on the inside and the outside. Perfectly equipped with all you need and the location could not be better. We drove twice and walked or road the bikes the rest of the time. Washing machine and dryer make packing easier and drying towels a breeze. Everything is easy to operate and easy to find. The Beach at Ft Zachary is beautiful and welcoming and literally within walking distance. It was windy so we were unable to snorkel from the beach. For an excellent snorkeling experience, contact Looe Key Resort on Ramrod Key for the best snorkeling you will experience. Take the afternoon trip and enjoy the great crew and the free drink tickets from the Tiki bar. They treated us like family and the reef was amazing! And no one could beat their price, its about a 30 minute drive north. We took a boat charter directly scheduled through Fish Check at the Key West Marina and the experience was a good one. Fresh Mahi Mahi for dinner was a welcomed treat. The entire trip was wonderful and BJ was fantastic to work with. Look no further, come home to Truman Annex and relax."Guest: Heather R. Date of Stay: May 2014 Review Submitted: May 29, 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.