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.

Snorkeling in 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
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
key west social distancing vacations
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
Villa Luxe Porch - Key West Vacation Rental
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
Key West Beach and Palm Trees
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
historic key west vacations
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
Key West Southernmost Point
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
Reasons For A Monthly Long Key West Vacation In May
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
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
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 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