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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 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

Pilot House
Pilot House

The Pilot House Key West is a guesthouse with a decor of tropical and antique furniture. 14 guestrooms all offer private bathrooms, phone, ac, color TV and all the usual amenities. We have a beautiful pool and hot tub on premises that is very private. We're adults only and never over crowded. Located in the heart of old town, close to everything on Duval and sunset square.

Westwinds Inn
West Winds

Westwinds is located in the historic seaport district just a short walk to the marina Duval, and sunset. We're popular for wedding parties because of the romantic and tropical setting. Enjoy free breakfast poolside and relax in the shade of this tropical property.

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.

Casa 325
Casa 325

The Casa 325 is known for having the best location and best prices for great rooms. Everything to the most affordable to large two rooms suites and all the comforts of home with a complete kitchen. We have a fantastic variety of rooms and pool located right on Duval street just a few blocks from world famous sunset square.

Duval Inn
Duval Inn

Duval Inn is a nineteenth century conch home that is located the most advantageous block in Key West. Literally in the middle of it all, a turn in either direction will take you to the other side of famous Duval street. Rooms offer a variety of low rates to full luxury and amenities. Free breakfast is available to our guests each morning with a lovely courtyard setting to enjoy the start of your day.

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.

Old Customs House
Old Customs House

The Old Customs House Inn is a small historic, privately owned guesthouse in the heart of “Old Town” in Key West. Located on Duval just 1/2 block from the sunset pier called Mallory Square. We know that travelers cannot find a better location for the price, and our guests have told us that we’re a quaint, clean, comfortable and exceptionally convenient place to stay!

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.