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.

Charter Fishing Key West

Experience the Ultimate Key West Fishing Vacation

Ready for the ultimate Key West fishing vacation? Look no further! Historic Key West Vacation Rentals offers the perfect launch pad for your fishing adventures in paradise. With convenient locations, ample storage for your gear, and relaxing amenities, our vacation rentals are the ideal choice...Read more
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Key West Vacation Guide
key west transportation options

The Best Ways to Get Around in Key West FL

While Key West lives large in the minds of those seeking a fun-filled, tropical adventure, the city itself is quite small, measuring just about 4 miles long and 1 mile wide. And that means there are varied transportation options that do not involve an automobile...Read more
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Key West Vacation Guide
key west golf cart

Your Go-To Guide for Key West Golf Cart Rentals

Ah, Key West. The sun on your face, the wind in your hair … in a golf cart! It’s a local thing — a breezy and unique way to explore this tropical paradise. You’ll find it’s an incredibly convenient way to get around, as well...Read more
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Key West Vacation Guide
key west music scene

Where to Find the Best Live Music in Key West

No musician better embodied the “island escapism” aura and laidback lifestyle of Key West than the late singer-songwriter Jimmy Buffett. When he moved to our island in 1971, Buffett summed up his passion for his new backyard by writing “I Have Found Me a Home,”...Read more
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Key West Vacation Guide
key west beach

The key to making memories that last a lifetime? Key West, course

When it comes to stunning destinations that create unforgettable moments that live in your mind long after an Instagram post fades into digital obscurity, Key West tops the list. There's no place quite like it. Surrounded by the serene beauty of the Florida Keys, Key...Read more
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Key West Vacation Guide
key west independence

Celebrate Independence Day in the Conch Republic

In many ways, those who call Florida Keys home have always felt quite distant from mainland America. More than Key West’s remote location (literally closer to Cuba than Miami), the people here have long felt that their concerns were never fully recognised by the federal...Read more
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Key West Vacation Guide
key west aerial

Key West Vacation: Savor Summer in Tropical Paradise

Key West is the southernmost point of the continental United States — and worlds away from anywhere else a traveler can discover. A quintessential summer vacation destination offering a unique blend of natural beauty, vibrant culture and endless adventure, historic Key West offers something for...Read more
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Key West Vacation Guide
queen conch

Live life like a ‘conch’ through an extended stay at a Historic Key West Vacation Rentals home

Behold the queen conch — a species of large predatory sea snails that can be found along our shallow waters. This marine gastropod has become a symbol of the Florida Keys, particularly in Key West, with those born on the island referring to themselves as...Read more
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Key West Vacation Guide
key west blues

Find the ultimate ‘blue space’ in Key West and get your summer doses of vitamin D and vitamin SEA!

Sun-drenched, warm and carefree, Key West is renowned the world over as a languid vacation destination. Visitors here always seem to report a boost in mood and an enhanced outlook on life — and now science explains why. It all comes down to vitamin D...Read more
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Key West Vacation Guide
American restaurants Key West

Our 8 Favorite American Restaurants | Key West

Key West is the southernmost point of the continental United States with a foodie culture that's influenced by Caribbean, Southern and Latin American flavors. With ready access to fresh vegetables and seafood, especially our signature pink shrimp, traditional and fusion cuisine can be found all...Read more
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Key West Vacation Guide

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