Historic Key West Vacation Rentals

Historic Key West Vacation Rentals Historic Key West Vacation Rentals offers luxury historic vacation rental homes in Key West Florida.
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HISTORIC KEY WEST VACATION RENTALS

YOUR STAY IN PARADISE

VACATION SPECIALISTS! Well-trained vacation specialists will guide you through the important process of selecting just the right property for your stay. Whether your party is one of friends or family, or a group celebrating a special occasion, we are eager to help you find the ideal property among our exceptional selection of beautiful acc

ommodations. Our staff is committed to offering a uniquely personal touch in helping plan ideal independent travel vacations. We are proud of our commitment to first-rate personal service and believe it sets us apart from the rest. We appreciate the fact that our guests are thrilled by the prospect of "living as the locals do" in a delightful tropical setting - enjoying our climate and culture. Staying in a private home is truly the only way to experience a destination. For travelers seeking full-service accommodations, including housekeeping and chef services, we are able to offer a number of special services upon request. Working directly with the owners we seek to create an atmosphere of hospitality that will make you feel instantly at home. Our owners take pride in offering historic, charming and comfortable homes that offer the relaxing Key West Lifestyle experience. Historic Key West Vacation Rentals is able to provide information about every aspect of the travel and rental experience, including the minute details of what to expect at our breathtaking botanical gardens, quirky tours, or historic walking tours through lush gardens and homes neatly tucked away in Old Town. Here at Historic Key West Vacation Rentals we make it our business to find vacation rentals of the highest standards that go above and beyond our guest's expectations. By providing the finest experience in vacation rentals we can ensure your vacation is successful no matter which of our properties you choose. Families, business persons and travelers from all walks of life come to this amazing island. Our team is dedicated to creating your ideal Key West vacation through friendly, efficient attention to every detail of the process.

This home's Key West charm and modern amenities may cause excessive relaxation and spontaneous margarita cravings. From ...
06/14/2026

This home's Key West charm and modern amenities may cause excessive relaxation and spontaneous margarita cravings. From the Adirondack chair front porch to the private backyard pool, you'll be island-vibing like a pro in no time. And don't even get us started on the historic Dade County pine and gentle white walls - it's like a tropical paradise in here! 🏖️Be our guests at Grand Maison-Nightly Rentals for these prime summer dates: June 21-25, July 13-15, July 31-August 4! https://www.historickeywestvacationrentals.com/vacation-rentals/grand-maison

Every tour with Historic Tours of America provides a front-row seat to the history that shaped our world. From the first...
06/13/2026

Every tour with Historic Tours of America provides a front-row seat to the history that shaped our world. From the first spark of revolution to the landmarks of today, we invite you to experience the 250th anniversary through the eyes of the experts. Step into the story and see where history was made.

Every tour with Historic Tours of America provides a front-row seat...

Key West’s annual Summer Solstice Celebration started June 8 at Mallory Square. The 14-day celebration features a series...
06/13/2026

Key West’s annual Summer Solstice Celebration started June 8 at Mallory Square. The 14-day celebration features a series of special happenings and experiences that will culminate on the June 21 Summer Solstice, the longest day of the year and the official first day of summer.

Highlights include live shows by acrobats and illusionists, including “Reidiculous Reid” Conklin, “Juggling Jase” Anderson, Dr. Juice and Blue; creative demonstrations and wares by local artists and artisans; island-style music; and solstice-inspired activities such as setting intentions and tying ribbons on a “wish banner,” flower-crown making and tarot card readings.

Key West’s annual Summer Solstice Celebration started June 8 at Mallory Square. The 14-day celebration features a series of special happenings and experiences that will culminate on the June 21 Summer Solstice, the longest day of the year and the official first day of summer. Highlights include li...

For generations, Key West has inspired artists, writers, musicians and free spirits, all drawn to its creative energy an...
06/12/2026

For generations, Key West has inspired artists, writers, musicians and free spirits, all drawn to its creative energy and fiercely independent spirit. Now, the island has added another distinction to its legacy: culinary greatness. Read more here:

For generations, Key West has inspired artists, writers, musicians and free spirits, all drawn to its creative energy and fiercely independent spirit. Now, the island has added another distinction to its legacy:  culinary greatness.  On May 28, Michelin’s inaugural statewide Florida Guide confir...

Every so often, the travel industry coins a word for something Key West has been doing all along. This year’s word is “p...
06/12/2026

Every so often, the travel industry coins a word for something Key West has been doing all along. This year’s word is “playcation” — and according to Airbnb’s 2026 summer travel trends report, it is the force shaping American travel right now. The idea: adults are no longer building trips around lying still. They are building them around the things they love to do — boating, fishing, paddling, biking — and choosing destinations where the play starts the moment they arrive. On a four-mile-long island ringed by turquoise water, with North America’s only living coral barrier reef just offshore, that has simply been called “a trip to Key West” for the better part of a century. Read more in today's Blog:
https://www.historickeywestvacationrentals.com/blog/the-playcation-is-2026-s-biggest-travel-trend-and-key-west-perfected-it

Settle into the gated Shipyard section of the Truman Annex, where Old Town, Fort Zachary Taylor, Mallory Square, and the...
06/11/2026

Settle into the gated Shipyard section of the Truman Annex, where Old Town, Fort Zachary Taylor, Mallory Square, and the waterfront are all within easy reach.

This bright first-floor condo gives you the kind of Key West stay you only get when you slow down and stay awhile. Morning coffee on the porch. Pool afternoons just steps away. Dinner on your private patio. Walks through Old Town without needing to rush back to a hotel room.

At Seas the Day!, your month on the island is simple, comfortable, and already waiting.
https://mailchi.mp/historickw/seas-the-day-2026?e=a0b4600952

Address

1119 White Street
Key West, FL
33040

Opening Hours

Monday 10am - 6pm
Tuesday 10am - 6pm
Wednesday 10am - 6pm
Thursday 10am - 6pm
Friday 10am - 6pm
Saturday 10am - 6pm
Sunday 10am - 6pm

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