- 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
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
"The Coral Hammock house met and exceeded all of our expectations. The owners are very professional and quick to respond to all inquiries and promptly returned our security deposit. The house is new, modern, clean and has very roomy bedrooms. The pool is large, beautifully landscaped, and plenty warm in February. We greatly enjoyed the antics of the wildlife, especially the roosters and lizards. The house has ample linens, including beach towels. The kitchen is well appointed and we cooked many meals. While not on the island of Key West, we were able to walk and bike to Key West. And we did so most mornings. We also drove to Key West and had no problem finding parking or using the parking garage. Roosteca, a restaurant across the street from Coral Hammocks, is an excellent Italian place that uses fresh ingredients. WeCycleKW is a bike rental place just 2 blocks away on Route 1. They have a wonderful selection of bikes and their staff is the most knowledgeable I have found in a bike rental business (and I rent bikes everywhere I travel). I would recommend a day trip to Dry Torgougas, NP and/or a day trip on a charter fishing boat. You also can't miss the sunset celebration on Key West."Guest: Karen Date of Stay: February 2013 Review Submitted: March 4, 2013View listing
"This is our fourth stay, and we wouldn't stay any where else. The owner is communicative and works hard to ensure that the unit is well-equipped. We love the location- close to Ft Zack beach, restaurants and a short walk to Duval, Mallory Square, etc. We love using the key to the gates and walk through the community when returning after a night at the seaport or oldtown. Quiet, convenient and comfortable. Thanks again Martha for a great week away. L & C"Guest: F&F Date of Stay: May 2013 Review Submitted: May 16, 2013View listing
"Our family of four (kids ages 12 & 14) stayed in the Caribbean suite 3 nights over Super Bowl weekend. We prefer VRBO properties over hotels. I searched many listings before finding this place. Similar listings did not allow guests under 18, nor offer a pool and were higher priced. The location is great – only a few blocks from Duval on a quiet street and a 20-minute walk to Mallory Square. No problem finding parking on the same street block. The pool was heated and the brick courtyard had lounge chairs, sunny and shady spots to sit, and a fountain that provided a relaxing background sound. There are 7-8 individual (condo-like) properties within the Hollinsed House complex. The Caribbean suite has a nice outdoor space with the private front porch. The interior is a good size with a comfortable living area and bedrooms with drawer space. The furnishings and accessories are a bit eclectic but the home was clean and well stocked with plenty of towels for the bathroom and pool, toilet paper, and paper towels. The kitchen is small but recently updated and functional. The bathroom is also small and could stand to be updated but overall, it was functional and clean (though the grout in the bathroom tile shower could be cleaner.) If you need to do laundry, you can use the shared washer/dryer for a nominal fee after the housekeeper is finished for the day. Wi-fi worked great. Our only complaint was the small 20-inch TV in the LR. We didn’t want to drag the boys out to a bar to watch the Super Bowl so we had to watch the game on this TV. Not the best for my fanatical football fans! With flat screen TVs so inexpensive these days, the owner really should spend a few hundred dollars to upgrade. The property manager, Tracey, was very friendly, responsive, and easy to work with – we spoke by phone and email and she answered all of my questions. Check-in was easy and exactly as described. I called her on our departure day to let her know about a couple of minor repair items along with our suggestion to upgrade the TV. She was very receptive and appreciative of the info. Additionally, the housekeeper, Ruth, is very nice and helpful. Overall, this place is a great find if you are looking for: a convenient and quiet location; old Key West charm and character; and comfortable/clean accommodations with a pool. If you prefer everything new and modern with designer décor, stay at a fancy hotel and pay a lot more. We hope to get back to KW and stay here again. Thanks Tracey!"Guest: Sandy K. Date of Stay: January 2014 Review Submitted: February 25, 2014View listing
"We visit every two years and this was our first stay in downtown. We had a great time and the unit was all we expected with the older feeling. No air conditioning problems for us. We loved the pool and found the place clean. The only drawback is the parking. We brought our Expedition, as the whole family came all adults now, with the knowledge that a parking spot was included. However on arrival we found the spot, while well off the street, would not allow a full sized car such as ours in without blocking the whole lot. Thusly we were forced to park on the street and hunt for spots. All in all we loved our stay and would love to stay again though with a smaller car next time."Guest: Don Date of Stay: July 2014 Review Submitted: August 9, 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.