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.

Dry Tortugas Fort Jefferson

14 Best Things To Do In Key West

Key West is famous for a lot of things that make it a favorite, family-friendly destination. Even now with travel challenges and virus guidelines in place, our Conch Republic is still a welcoming destination to kick back, relax and enjoy. Our warm sunny weather means...Read more
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Key West Vacation Guide
key west guests say it best

Key West Guests Say It Best

Our Historic Key West Vacation Rentals team takes great pride in preparing each property with your comfort and convenience in mind. We don't just make the beds. We're committed to making your stay exceptional and unforgettable. You can imagine the pride and sense of a...Read more
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Key West Vacation Guide
key west hemingway days

4 Ways Key West Celebrates Hemingway Days

Ernest Hemingway first visited Key West on a trip from Paris. He said it felt like living in another country, so he moved in. He sport fished and sailed, refereed boxing matches and lived his life. He also wrote and left an impression that can...Read more
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Key West Vacation Guide
monthly vacation rentals in key west

7 Places To Enjoy Key West By The Month

Key West is a paradise of sun, fun, laid back living, the arts, food, the gulf and the ocean. How long should you visit to take it all in? Historic Key West Vacation Rentals recommends at least 28 days and even longer. Monthly vacation rentals...Read more
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Key West Vacation Guide
Sunset Sailboat Cruise

14 Times Key West Is The Place To Be In July

July brings the best of summer's temperatures and weather to Key West. With median temperatures ranging from 80 to 89 degrees. it's also a great time to enjoy some of the season's hottest events. Come on down, mask up, wash your hands and experience the...Read more
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Key West Vacation Guide
Snorkeling in Key West

Safety When You Visit Key West

As much as we all want to get out and enjoy summer, it's understandable if you're also anxious about traveling, too. Historic Key West Vacation Rentals wants you to enjoy your upcoming Key West vacations and getaways, so we're sharing these enhanced protocols to do...Read more
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Key West Vacation Guide
premier vacation rentals in key west

Five Premier Vacation Rentals In Key West

Key West is open and we are excited to see our guests again. Our collections of cottages, condos, and homes have been scrubbed, sanitized, and styled with you and your social distancing needs in mind. We have cozy and intimate smaller rentals for solo travelers...Read more
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Key West Vacation Guide
key west social distancing vacations

Compound Rentals for Social Distancing

Have you been missing fun vacations with your friends and family you don't live with? There are safe places to gather everyone for a much-needed getaway to Key West and it's easy to maintain social distancing, too. These Key West vacation rentals are grouped in...Read more
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Key West Vacation Guide
Villa Luxe Porch - Key West Vacation Rental

Six Key West Social Distancing Spots

Key West is the tropical paradise we all dream of, even in these days when close communion is discouraged and it's just healthier to enjoy other people from a distance. Thankfully, Historic Key West Vacation Rentals has a collection of premier vacation rentals that are...Read more
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Key West Vacation Guide
Key West Beach and Palm Trees

Key West Is Opening Up To Greet You

Key West is opening up to greet you beginning June 1, 2020, so please celebrate the reopening of our paradise as if you are a local, too. We're excited to have you as our guests and to experience our laid back way of life ...Read more
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Key West Vacation Guide

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