Authentic Key West Vacation Rentals ...
where you can really live your Key West vacation island style.
Call now to receive special summer rates on select properties: +1 (305) 294-7358.
Dancing Palms Villa
This completely renovated home has the architectural allure of a vintage design, with all the advantages of a modern luxury home.
New Monthly Vacation rental
This property is located 2 blocks from the Historic Key West Seaport, and just 2 blocks off Duval Street.
Ultimate Key West Beach House
Perfectly positioned on Sunset Key, ‘the islands island,’ the Ultimate Key West Beach House ~ Sunset Key VIP, is within 500 yards off-shore of the ‘main island’ of Key West.
Key West Wabi Sabi
Undeniably adorable, Key West Wabi Sabi vacation rental is a celebration of authentic Key West cottage style island living.
Heavenly Hideout at Rainbow's End
Welcome to the end (and the beginning) of the road. Literally the first and last vacation rental in on U.S. Highway 1- Mile 0
The Grand Marshall Key West
Just behind the curving waterfront of Key West's picturesque harbor lies the 19th century Historic Seaport District of this once great trade center.
Classic Key West Estate
Classic Key West Estate is a meticulously maintained grand wooden estate home available as a weekly Key West vacation rental.
Island Elegance ~ Near The Beach
Strikingly set in the oft-missed Key West Beachside neighborhood, showing a tall white privacy wall topped with shimmering green louvers.
The Caroline House Estate
An exceptional degree of refinement was reserved for the sophisticated renovation and décor of this circa 1930's Key West Victorian house plus Caribbean bungalow cottage.
Vacation Homes of Key West invites you to truly embrace the island lifestyle by renting private Key West vacation rentals. Whether you want to rent an amazing Duval Street penthouse, an authentic historic home in Key West's Old Town, a modern island villa, a romantic Caribbean cottage, or an oceanfront luxury condo, here you'll find truly unique Key West rentals.
Did you know that Key West vacation rentals are a great alternative to hotels, offering more space, comfort, privacy and affordability? From weekly rentals to monthly rentals, from charming little cottages to luxury island estates; we offer a select number of privately owned top quality Key West houses,villas, cottages, townhouses, condos, penthouses, suites, and estates. Our private rentals offer luxury amenities including full kitchens, swimming pools, Jacuzzi tubs, and lush tropical gardens.
Vacation Homes of Key West is a locally owned and operated company and this means we know our island well. We have filled this exclusive website with detailed information about all our vacation homes and the unique neighborhoods where they are found. Our customized interactive Key West map not only helps you navigate around the island, you can read about the Key West neighborhoods in detail and learn a little bit about their history too. Our map also includes beautiful photography of Key West beaches, parks, museums, and many other points of interest.
For an entertaining way to visualize the benefits of renting a private vacation rental and see the huge variety of things to do in Key West, be sure to view our ever-growing Key West Videos page. As you plan your Key West vacation or Key West wedding, please review our extensive list of Things to Do in Key West with recommendations for Key West restaurants, art galleries, shopping, theater, clubs, marinas, museums, gardens, and water-sports, to name a few. Be sure to check out our Key West Beach Guide. And to keep you informed about what's going on around the island we offer a detailed list of Key West Events including world staged events like Yacht Race Week, popular local events like the House and Garden Tours and Fishing Tournaments, and famous off-beat events like Fantasy Fest. On top of all that, a special feature our website is the unique on-line Key West Picture Gallery. Visit this gallery and here you can direct purchase amazing Key West photography prints from renowned local photographers established in their own art form.
Beyond all of these website features, we're also committed to providing you with updated and interesting information about Key West vacation rentals, the vacation rental business and life in Key West. So we invite you to enjoy our 'not so typical' Key West Vacation Rental Blog. And towards that same effort, we invite you to visit us on facebook, Twitter, and YouTube. Your Key West vacation becomes personalized and even more memorable when you utilize our website and choose your own private rental from our exclusive selection of vacation rentals. Vacation Homes of Key West wants you to experience the real Key West lifestyle. Come live your island dream.