Your Passport to Tropical Paradise

key west sunset

Your passport to tropical paradise is all here. You've invited to experience Key West's natural beauty of clear blue waters and sunsets. You'll find our diverse Conch Republic is full of characters of all types and persuasions, yet proud of our shared sense of community and inclusivity. Our laid-back style and relaxed nature can best be summed up as floribbean. You'll find just what you've wanted to explore by snorkeling, diving, and fishing among our coral reefs. It's all part of our cultural heritage as a tropical paradise. We're delighted to tell you more.

Natural Beauty

Experience first hand what it’s like to pedal down our lanes and bike paths escorted by the scents of flowering jasmine. Discover the beauty and charm of Old Town, Garrison Bight and Ernest Hemingway Home. Set your hearts aflutter on a bench under a gazebo and flamingle with Rhett and Scarlett, a breeding pair of pink flamingos at the conservatory. Join the tradition of taking your photos from the Southernmost Point, stroll along the Historic Key West Seaport and Harbor Walk, winding down to Mallory Square and the nightly sunset celebrations punctuated with lively and colorful street performers.

Lilly's Pad Nightly Rental

Friendly and Welcoming

Since the boisterous days of pirates, wreckers and rum runners, Key West has always been a melting pot. Today, it's more a mixture of fishermen, vagabonds, hippies, sailors, bachelorettes, and lovers of life. We all like adventure, are not germophobic, don’t wear expensive jewelry, and never take ourselves too seriously. Your indiocyncrasies and peculiarities will fit right in.

Laid Back Vibe

We're all about sunshine, fun, and relaxation. Perspective is everything, from sunrise to sunset and out into the sea. Chuckle at the unusual and amusing Key West Cemetery gravestones and epitaphs that demonstrate Key West folks’ senses of humor, even after their deaths. “I told you I was sick” and “I always dreamed of owning a small place in Key West” are at the top of our list.

Seas The Day Weekly Rental

Adventure

Our little Key West island offers endless fun-filled activities such as water excursions, historical tours, fishing charters, and transportation options for your vacationing pleasure. Yes, seaplanes and kayaks and scooters and paddleboards. Golf carts and bicycles and ferry service and exotic excursions. These are a few of our favorite things. 

Cultural Heritage

Our unique neighborhoods retain their distinctive styles and flair whether you're Bahamian Conch, Cuban or African. We acknowledge everyone's customs, celebrations, architecture and identities. Our accepting lifestyle makes it easy for everyone to fit in, live harmoniously, and work side by side. 

Azur Palm Monthly Rental

Gateway To Key West

Our collection of luxury cottages, condos, towhhomes and Conch homes is your invitation to come live like a local. Whether you stop over for a few nights, spend the week, or settle in for a month or longer, you'll feel right at home in our collection of Key West vacation rentals

As you enter via the sunny yellow doors of Lilly's Pad you will be captivated by the gingerbread balustrade, staircase book nook, and beautiful Dade County pine walls. Seas The Day has an oversized shared pool that's a beautiful place to kick back and relax after exploring the island. For history buffs, the Truman Annex is where the Winter White House of President Harry Truman is located. Luxurious finishes, tile floors, gorgeous lighting, and ceiling fans adorn the stylishly furnished rooms of Azur Palm. Enjoy the cool breezes and breathtaking sunsets and sunrises from your balcony. Discover more of our luxury Key West rentals and book to experience the magic of the keys on your next beach getaway!

Historic Key West Vacation Rentals Check-In Process

Key West's motto is "far from normal, yet close to perfect." It's your passport to a tropical paradise. How soon can you get here?

 

Book Your Key West Vacation Rental

To make the most of your Key West experience, why not consider staying in one of our exquisite Key West monthly rentals? Nestled in this Floribbean paradise, these accommodations offer the perfect home base to explore all Key West offers. So, seize the moment, book your Key West vacation rental, and prepare to create memories that will last a lifetime. Your adventure awaits!