- Casa Marina
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- 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
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- Salt Ponds
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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
"My husband and I just spent Feb. in the Keys and stayed at casa de suenos.Loved it,everything is just as pictured,nice and well maintained. We met karen, the owner,very nice lady and was there to address any questions we had.The location was great,nice quiet neighborhood,and friendly people. It was only a 20 min. walk to Duvall,so we only used the car when we went to smathers beach,which is a very nice beach.Overall we had a great time and would recommend casa de suenos and this neighborhood,you will love it here...."Guest: Greg and Terri H. Date of Stay: February 2014 Review Submitted: March 19, 2014View listing
"My husband & I have been coming to Key West for a month each winter (since retirement) from the cold North. We've been pretty happy with all our rentals, all through VRBO. But this rental was incredible. The photos are accurate, the space is large, clean, easy to care for, & very comfortable, very beautiful. Took our meals outside by the light of the pool. Loved the outside shower & used it consistently except for our last day --- way too early & still dark outside! We bought 2 used bikes which we were able to sell back at the end of the month & this made grocery shopping & going to the beaches much more do-able. Also used the Key West bus -- who knew they had one--Bus stop is very close & bus was always on time. would often walk one way & use the bus one way. Then there's squeaky the cat who comes for food, water, & a little attention daily. Added to the "at home" feeling. Because we'd been to KW a few times, we didn't have many questions for Mardee or Bruce, but it was very re-assuring to know how available they were. Mardee was wonderful on our arrival & checked in from time to time to insure we were doing okay. And the next doo r neighbor, Rich, was just great - If you choose this rental, you'll love it."Guest: D Date of Stay: March 2014 Review Submitted: April 12, 2014View listing
"This condo was absolutely fabulous! The kitchen is well equipped with everything you need. Everything worked and very clean. Unit has a ton of towels (bonus!). Perfect spot for watching the ships come and go and the Key West sunset! Convenient to Duval and many great places to eat. The pool at Harbor place is fantastic! I hope to come back to this condo again soon!"Guest: Tennessee Gal Date of Stay: September 2014 Review Submitted: October 24, 2014View listing
"Rating Details: I was very satisfied with the condition of the vacation rental. I was very happy with the location. The vacation rental was spotless. The property manager was very helpful. Overall, I recommend this vacation rental. Reviewer Comments: This house was perfect for 6 people and the décor was so cute...very "Key West" so we loved it. Having 3 baths was certainly convenient and the kitchen was spectacular! The pool was perfect for a relaxing dip however not the entire outside area gets sun. House was very clean and well kept and being located on a quiet residential street was nice. House had a couple of little "glitches" but definitely not deal breakers...its a house! Booking, check in and check out went smoothly, we would use Rent Key West again and we would ABSOLUTELY rent this house again!!"Guest: A guest from Salisbury, MD Date of Stay: November 2014 Review Submitted: December 13, 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.