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Key West Time
April 23rd
7:20am · 73°F
charter fishing
tide sailing
things to do in key west
on the line
sharing dinner

Insider's Guide To Key West

Welcome to VHKW! It is our pleasure to host your stay in Key West. We are a group of local people who love our island, and are passionate about sharing our local knowledge with our guests. We are committed to providing exceptional service in hospitality, and we want to do all we can to help you have the vacation you've been dreaming of. Beyond working hard to assure that you enjoy your vacation rental, we're also here to help you discover the things you want to experience and do around Key West.

Key West Itineraries

historic seaport in key west

At VHKW, our staff appreciate that your vacation time is precious. We are committed to helping you minimize the time you spend planning your trip, so you can maximize your time having fun! But, we also want to give our guests something more. We believe that one of the best ways to give you more, is to share our unique local knowledge based on decades of living here. To that end, VHKW is delighted to present you with thoughtfully planned 3 - 7 day Custom Key West Itineraries, created by our local professional staff, many who were raised on the island.

Our Key West Itineraries are crafted as flexible schedules, so that you can do as much or as little as you’d like. We invite you to use and adapt them as they suit your interests and needs. Follow them exactly, select or combine activities, or just find ideas of what you might do next. Itineraries are organized according to a variety of themes and demographics, so that you can easily discover what you want to do. Whether you are traveling with a family group, are a romantic couple, a group of friends on a reunion, or traveling alone; whether you are celebrating a holiday or special event, planning a beach vacation, or looking for things to do in Key West on a rainy day, let our local knowledge be your key to making vacation memories that will last a lifetime.

Key West Experiences

sailboat in key west

Whether this is your first trip to Key West or you’re a regular visitor, chances are you’re looking for at least one ultimate vacation experience. With hundreds of available excursions, on both land and sea, it can be overwhelming to sort through blogs, guidebooks and websites to decide with confidence what to do. We believe the key to having that next great “wow” experience, is by taking an excursion with a local Key West resident as your guide.

As locals ourselves, VHKW staff work together with select local island businesses who offer specialized Key West Experiences. We hand-pick the experiences we promote, take the excursions ourselves, and select activities that we believe offer an authentic local experience. Contact us directly for more information and to make a reservation.

Key West Webcam at Mile Marker 0 (Zero)

mile marker zero

'Transport yourself' to Key West right now via our VHKW Mile Marker 0 Webcam. Welcome to the end (and the beginning) of U.S. Highway 1. One of the most famous photo-ops on the island, now you can check-in on-line to the famous spot 'real-time' and see who is hanging around. Wave to your friends at home as they watch you at Mile 0. Also a great way to watch local events and parades like Fantasy Fest.

Ultimate Key West Beach Guide

key west beach

Key West beaches provide a wonderful opportunity to experience first-hand Caribbean style coral reef beaches. This is because Key West and the Florida Keys are flat coral islands, the top remnants of former coral reefs. Key West beaches are similar to The Bahamas, with white sand, coral rocks, and shallow turquoise water with tropical fish right off shore. Think Caribbean Beach Vacation. Our Ultimate Key West Beach Guide will help you to plan your beach days.

Things To Do In Key West

the museum of art and history in key west

The tiny island of Key West is blessed with an amazing variety of fine international cuisine, nationally recognized music and entertainment, beautiful art galleries, creative shops and services, and historic museums, parks, and gardens. In our alphabetical list of Things to Do in Key West, VHKW reveals to you selections from our own personal 'well worn path' from decades of living and loving in Key West, with our hope that you may discover why, through the continual changes brought with time, we continue to love this island so much.

Key West Events

hemingway days at sloppy joes

VHKW ~ Vacation Homes of Key West, brings you an updated calendar of Key West Events to help you plan the trip you are dreaming about. Key West hosts a huge variety of events all year around, including famous events such as the Key West Literary Seminar, Key West Songwriters Festival, Fantasy Fest, Key West Film Festival, Conch Republic Days, Key West Lobsterfest, Taste of Key West, Key West Goombay Festival, Key West Super Boat Racing, Key West Pride, Key West House and Garden Tours, Womenfest Key West, and Key West Bike Week, just to name a few. Also, Key West is recognized as “Music Town” USA. With a long list of excellent best bar venues, multiple indoor theaters, and a waterfront amphitheater that presents famous artists and talented local musicians, plus multiple music festivals, you can plan a music oriented vacation any time of year. Choosing a vacation rental property from VHKW will provide you with a beautiful, unique, and usually the most affordable place to stay for your favorite Key West events.


Key West Vacation Rentals

Golf Club Vacation Rentals

key west golf club

Truman Annex

truman annex








town houses and condos





Sunset Key

sunset key

Rentals For Social Distancing

rentals for social distancing

Fantasy Fest

fantasy fest

Holiday Season

holiday season