Key West Vacation Guide

Key West is a VERY dog-friendly town! Furry friends are even allowed in some bars and restaurants on our island. There are also several dog parks and even a dog beach! If you wish to travel with your dog(s), we do have dog-friendly vacation homes available.

five reasons to book a Historic Key West Vacation Rental
Historic Key West Vacation Rentals would like to take a moment to highlight the tremendous value of our professionally-managed vacation rentals for guests, and to encourage you to book a stay for your next vacation! Consider some of these key benefits professionally managed vacation rentals...Read more
Paddleboarding in Key West
2020 is the year for enjoying domestic travel and this April is one of the best times to vacation in Key West. There's never a dull moment in Key West and our seafood simply can't be beat. It's spring and here are six reasons to...Read more
Petite Maison - Key West Vacation Rental
Historic Key West Vacation Rentals is thrilled to participate in the first annual Vacation Rental Week — the first of its kind for the vacation and holiday rental industry! We’d like to use this opportunity to highlight the value and key benefits of professionally-managed vacation...Read more
Cruiser Bikes
When to visit Key West? Every time your spirit needs to be renewed, refreshed, revived and any time you need to fly your quirky flag. Apri is a wonderful time for all these to happen and we've even put together our agenda of fantastic events...Read more
February and March are two great months to visit Key West. The sun is shining, fresh seafood arrives daily, celebrations and special events are lining up and the quirky quotient skyrockets. Pack light and head out for paradise. We've paired up some of the best...Read more
book direct with historic key west vacation rentals
Book direct through Historic Key West Vacation Rentals and save on your Florida vacations. You'll always get our best available rates, access to our special offers , the most up-to-date information about our collection of premier vacation rentals, and our finest customer service. Here are...Read more
family friendly home in key west
Welcome to Grand Maison , one of the best family-friendly homes in Key West. It's located in the Gallery District right on Duval Street and near the Southernmost Point. It's also just a few blocks away from several popular areas and a quick walk to...Read more
Hello, girls. You want to give it a go? Whether you're up for a progressive road trip or flying in for a few days, the southernmost point of our United States is the place for girls who want to have fun! There's lots to be...Read more
Key West Handmade Souvenirs
The best places in Key West to bring home souvenirs are as convenient as any street you like to stroll. Key West living is a culture and a way of life you must experience first hand. Five-toed cats and roving roosters aside, you're just as...Read more
new years at casa del rio in key west
New Years holidays are for saying goodbye to the old and welcoming in the new. In Key West, you'll have several great celebrations to enjoy and to do just that. When you visit you'll already be at the southernmost point in our country, so come...Read more

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