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Explore the vibrant charm of Key West with our comprehensive area guide. From sun-soaked beaches and water adventures to iconic festivals and historic landmarks, this island paradise offers something for everyone. Discover the best places to eat, drink, and explore, and stay up-to-date with local events and insider tips. Whether you’re planning a family vacation, a romantic getaway, or an adventure with friends, our guide is here to help you uncover the magic of Key West. Dive into curated recommendations, expert blogs, and must-see attractions to make your trip unforgettable.
Explore activities like snorkeling, sunset cruises, biking through Old Town, and visiting historic landmarks.
Our expert concierge team is here to assist! From booking activities and tours to providing insider tips, we’ll ensure your Key West getaway is effortless and memorable. Reach out to us today to get started.
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Stay up-to-date with Key West’s vibrant event calendar, including Fantasy Fest, Hemingway Days, and Lobsterfest.
Get insider tips, travel guides, and local stories to enhance your Key West experience.
A rare cancellation has just opened the calendar in February and March 2026 at Azur Palm — one of our most sought-after waterfront...
When it comes to holiday giving, the best presents aren’t always wrapped in paper and bows. Sometimes, the most meaningful gift is time...
The island transforms in December with a festive cheer that’s equal parts tropical and traditional. Families will find an endless lineup of...
When people imagine Key West, they often picture pastel cottages, sun-drenched porches, and the hum of live music drifting through the streets....
If everything’s bigger in Texas, then everything is bolder in Key West — from its colorful,...
Modern-day Key West may be best known for its sunsets, festivals and laid-back island vibe, but beneath the swaying...
Every October, Key West comes alive with color, music and imagination for one of the island’s biggest...
There’s something undeniably soothing about life on the water. The rhythm of gentle waves, the scent of salty sea air, and an...
As the holidays approach, many of us dream about slowing down, spending quality time with loved ones, and reflecting on everything...
There’s something magical about a quiet Key West summer and fall. The island exhales. The streets are a little less busy. The breeze...
Key West is more than a sun-soaked destination — it’s a canvas. With pastel streets and colorful traditional homes, a rich literary...
At Historic Key West Vacation Rentals, we believe travel should be more than a getaway. It should be a connection — to a place, a past, and a way of life that invites...
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