Key West Travel Blog

poolside at inn cogneato
17 Cheers for Key West and 2021. 2020 may not have been the year we all wanted, but it was a year when our Historic Key West Vacation Rentals team rose above all the challenges and still delivered world-class service to our guests. We're thankful...Read more
john truman cottage waterfall
All the single ladies put your hands up if you're ready for a glorious, warm winter getaway to Key West! With the warmest winter weather and lots of sunshine to go around, who wouldn't want to visit, work, learn and play in our Caribbean paradise?...Read more
poolside at Cayo Limon
Choose from these five Key West vacation rentals for your 2021 winter getaways. Who wants to shovel snow when you can open up windows, doors and sometimes entire walls to let the sunshine in. Should you spend winter inside or outside? Winter in Key West...Read more
villa josine den
Safely Winter in Key West with these five luxury boutique vacation rentals. Our Historic Key West Vacation Rentals are being sanitized in accordance with CDC guidelines and regulations put forth by the state of Florida and Monroe County, to ensure your health and safety. We...Read more
casablanca grande poolside
We're pawsitively looking forward to meeting our pet guests coming down for a pet-friendly Christmas in Key West. Traveling to Key West with a dog is easy . We're in a very dog-friendly destination. Furry friends are even allowed in some bars and restaurants on...Read more
Lemonade Mermaid Cottage den
Here are 18 places to be home away from home in Key West. Sometimes, you just have to leave home to feel at home. There's no better time to leave your home blanketed by snow, sleet, cold rains and almost no sunshine for warm, sunny,...Read more
southard comfort pool
Historic Key West Vacation Rentals presents these six places for a family-style Key West Christmas. No matter where you're currently experiencing the miseries of rain, sleet, snow, cold and gloomy skies, we're here to cheer you up with an awesome family getaway this winter. Key...Read more
solaris garden coffee cups
Historic Key West Vacation Rentals merrily offers these nine Key West Christmas Safecations for couples. When your Christmas Wish List has the top wish listed as "Just Us Two" there's only one place to be and that's in the Caribbean. Once you make the trip...Read more
the pool at chavez house
The Historic Chavez House on Margaret Street in Key West is a three-bedroom, two-bathroom, two-story eyebrow house. It was built in 1870 and is on the National Register of Historic Places. It's been newly renovated and very well appointed with fine linens, gorgeous furniture, ultra-comfortable...Read more
pet friendly getaways
"All I want for Christmas is a Key West safecation that's pet-friendly with a pool and parking. " We hear from Santa that these are the top three items on your Wish List and we're delighted to say YES to all three. Pack your wags...Read more