- Sunset Marina
- 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
- 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
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
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Recent Key West reviews
"My husband and I rented this property in May, 2014. The property is absolutely beautiful and we loved our stay. The house is beautifully decorated and extremely comfortable. The staircase might be a concern for anyone with small or young children as it is unusually designed and would be a hazard to children or toddlers. The two upstairs bedrooms each have a queen size bed and private bath. Washer and dryer came in very handy for light packing. Although we ate dinner out most nights, We ordered groceries from Fausto's Food store on Key West and they delivered them to us for $5.00!!! What a bargain and their specialty items (shrimp salad and specialty cheeses) were incredible. The resident's beach is secluded and very nice. The house manager, Bob, was extremely welcoming and helpful. The gardens and flowers were amazing and beautifully tropical. This property is lovely and we will definitely return!"Guest: Love Key West! Date of Stay: May 2014 Review Submitted: June 10, 2014View listing
"We travel to Key West every year and always rent a private vacation home and this Flemming St. house is now at the top of our list! The location is great. We loved the fact that it was close to everything...just a couple of blocks to Duval St. or the Historic Seaport. Our favorite breakfast place Pepe's and favorite bar Schooner Wharf were just a hop skip and a jump away! We discovered the Eaton St. Seafood Market that was just around the corner and made a few trips there for some yummy scallops to cook in the wonderful kitchen at the house. The bedrooms and showers are nice... you will have to fight over who gets the 3rd floor bedroom and that amazing shower! The kitchen is large and has everything you will need. We loved the outdoor living space at this home. Many days were spent enjoying the pool which was large by Key West standards. Everyone in our group of 5 agreed that this was a fantastic place to stay. Don't hesitate... just book it and enjoy."Guest: HNR Date of Stay: October 2013 Review Submitted: October 21, 2013View listing
"Words can not express how fabulous and wonderful my home away from home was. Staying at Jeff's townhouse was truly staying in Paradise. The house is magnificent. It is beautifully furnished, so welcoming, equipped with every amenity imaginable, down to Q tips if you forgot yours. It is perfect in every way, spacious, immaculate, cozy, elegant, fun and it feels as if you are staying in your own home. We rented a car and it is a short drive to the town etc. The best part is that Jeff provides you with all of the info you need to have an amazing stay. All of his restaurant picks were phenomenal. Do not miss Lattitudes for dinner if you want an unforgettable dining experience. Breakfast at Blue Heaven was outrageous. Key West is a superb destination; laid back, fun, beautiful and lots to do. My husband and I can't wait to go back. Jeff is a perfect concierge in every way. If I could give my stay 10 stars I would. ********** I just did. You will be so happy if you stay at Jeff's. An unforgettable experience. You don't have to look any further for the perfect place to stay. The photos do not even do it justice. You will be so happy, I promise!! Hoping you enjoy your stay as much as we did."Guest: Franny Date of Stay: May 2014 Review Submitted: June 29, 2014View listing
"Great condo , very nice and clean . We have stayed other places in the last 4 years in key west but no more as long as this condo is available . It felt like home away from home . Great location quiet but still close to everything . Owners are great to work with also sent nice packet with things to do in key west ."Guest: vics Date of Stay: July 2014 Review Submitted: September 7, 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.