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Synonymous with one of a kind, unique, quaint, and personal, bed and breakfasts are known all over the world as a totally different way to travel. Some folks are jaded when it comes to these former homes turned hotel. Fearing the worst, say a hostel situation with shared bathrooms and a curfew, some vacationers opt not to delve into the fabulous land of the cheapest Bed and Breakfasts. In some countries, even some parts of America you may find the same typeset basis for comparison. But the truth is, here in Key West you will not find your average mom and pop establishment. Oh sure, most are owned by a couple, though typically they do not live on property, and as far as a curfew, you won't find one in Key West.

These beautiful Victorian Conch style homes are totally renovated with character enough to spark the imagination of even the most down to earth traveler. Some Key West B&B’s have wrap around porches complete with rocking chairs and cocktail tables, perfect for enjoying a Key West Cigar, on the porches of the Speakeasy while people watching, a favorite pastime in Key West; or Pan Am Panic from Kelly’s Caribbean Bar and Grill. For those of you who haven’t had one, it’s a Pina Colada doing the tango in a tall glass with a saucy strawberry daiquiri, it’s quite the courtship. Swaying palm trees and Island orchids compliment the tropical oasis gardens hidden in and around the many sitting areas, breakfast courtyards and pool decks of our local Key West Bed and Breakfasts. Finding a local furry friend on property is a common occurrence while whittling away an afternoon in a hammock under wistful cirrus clouds. Bahamian Shutters twinkle in light from your private sitting area as you slip out of your bathing suit and into a sarong and calypso halter top, purchased earlier in the day. The waning light signals the approach of the suns decent as your partner and yourself make your way out of the piece of heaven you are happy to consider home for the next five days and head on down to the sunset festival just a short walk away.

Sometimes the best vacations are simple quiet ones. Most people don’t associate old town Key West with quietness, though a trick of the trade will change their minds. Some Key West Bed and Breakfasts are nestled securely in the heart of things near Duval street, perfect for festivals like Key West Fantasy Fest, yet are adults only, like the Pilot House, The Mermaid and the Alligator, and the Chelsea House, so that your retreat back to the sanctuary of your guesthouse offers serenity and rest. Another little known fact is the one on one attention that you are welcome to find in the bosom of a quaint accommodation such as the Westwinds, Key West Bed and Breakfast, Duval Inn, and Casa 325. Just because you are staying at a Key West B&B doesn’t mean you will want for the refreshment of a pool. Some of the most tranquil and beautiful pools can be found at these Key West Bed and Breakfasts. Other things to consider are your wedding plans. Key West weddings can be held at some of the most romantic of accommodations, Center Court Inn and Cottages as well as the La Mer and Dewey House are top picks for the perfect start to a lifetime commitment. If you want the true flavor of Key West, and an authentic Key west Vacation then choosing a bed and breakfast for your accommodations will do the trick.


Key West Florida Bed and Breakfasts

Chelsea House
Chelsea House

The Chelsea House is an historic Key West hotel located in the Old Town section of the city. Just 2 blocks from Duval Street, it is the perfect location for the beach, attractions, restaurants & nightlife. Rooms come complete with a mini-fridge, flat screen TV and free wifi. The estate property includes two Victorian mansions, an acre of tropical gardens and a large heated pool with lounging areas. Pets are welcome in some rooms.

La Mer and Dewey House
La Mer and Dewey House

Key West's only beachfront Bed and Breakfast on the Beach. La Mer and Dewey House offer ocean views from private balconies and porches. A romantic and luxurious setting on what many vacationers consider the best beach in Key West. Enjoy breakfast on the beach and a pool that overlooks it.

Cypress House
Cypress House

Comprised of a grand historic mansion and two additional Conch style homes, the Cypress House is located only a block off of Duval Street right around the corner from the historic seaport, Sloppy Joes and all the major attractions. Enjoy an all adults atmosphere in this inn that is tailor made for romantic weekend getaways.