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.

historic key west vacations

Key West Vacation Rentals: Villa Azul

Key West is an island and home to the third-largest barrier reef in the world. Here, everyone gets the paradise they've dreamed of and Historic Key West Vacation Rentals has just the right home away from home for your monthly vacations and getaways. It's Villa...Read more
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Key West Vacation Guide
Key West Southernmost Point

Key West's Best Photography Spots

Smile for the camera. You're vacationing in Key West and it's a paradise you won't ever forget. Photos of your time spent in the Conch Republic will continually find their way to the head of your camera roll. It's no wonder. You've posed in front...Read more
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Key West Vacation Guide
Reasons For A Monthly Long Key West Vacation In May

14 Reasons For A Month Long Vacation To Key West

Key West temperatures range from highs around 85 degrees to lows around 76 degrees. Sounds perfect? You bet and it's why the Conch Republic is so popular with month-long vacationers. Key West may be small, but we have several neighborhoods as unique and special as...Read more
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Key West Vacation Guide
key west wellness retreat

Key West Wellness Retreat

In the South, we're brought up in close communion and a large crowd gathering does tend to get spirited. But then, there are those times when we all have a need to step back, unplug, unwind and recharge. A wellness retreat. A respite from the...Read more
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Key West Vacation Guide
five reasons to book a Historic Key West Vacation Rental

Best Value Key West Vacation Rentals

Historic Key West Vacation Rentals would like to take a moment to highlight the tremendous value of our professionally-managed L uxury Key West vacation rentals for guests, and to encourage you to book a stay for your next Key West vacation ! Reasons to Book...Read more
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Key West Vacation Guide
Paddleboarding in Key West

6 Reasons to Visit Key West in April

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
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Key West Vacation Guide
Petite Maison - Key West Vacation Rental

Celebrating Vacation Rental Week, March 9-13, 2020

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
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Key West Vacation Guide
Cruiser Bikes

When To Visit Key West: April

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
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Key West Vacation Guide
Sunset Sailboat Cruise

When To Visit Key West: Spring 2021

Springtime is a great time 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 special event...Read more
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Key West Vacation Guide
book direct with historic key west vacation rentals

#BookDirect Guest Education Day Is February 3, 2021

#BookDirect Guest Education Day Is February 3, 2021! 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,...Read more
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Key West Vacation Guide

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