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Bed and Breakfast - Inns - Guesthouses |
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Appointed with a careful blend of antiques and decorated with tropical furnishings accommodating the discriminating tastes of the experienced travelers. We offer unique lodging accommodations with 14 guest rooms to choose from, all with private bath, color TV, private line phones, air-conditioning, and paddle fans. |
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| Pool - Whirlpool - In room Jacuzzi - Kitchen (Downtown) |
$115-$300 |
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Westwinds is an enchanting, tranquil compound in the heart of Old Town Key West. Ideally situated in the Historic Seaport District just 2 blocks from the waterfront and 4 blocks from Duval Street. Many shops, restaurants, historic sights and famous sunsets are just steps away. |
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| Pools - Laundry - Free Breakfast - Lounge (Downtown) |
$80-$195 |
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Conveniently located in the southernmost area of Old Town Key West, this landmark offers an elegant and romantic retreat. The Speakeasy Inn was the former home of rumrunner Raul Vasquez and built in the time Key West was known for salvaging and cigar manufacturing from imported Cuban tobacco. |
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| Close to Beach - Mini Fridge- Coffee Maker (Downtown) |
$85-$275 |
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A piece of history in every spacious room. The grounds and large heated pool of this beautiful Inn are magnificently surrounded by tropical foliage. The sunken dining area provides for the continental breakfast each morning. Rooms are complete with refrigerator, cable, and phone. |
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| Pool - Free Breakfast - Close to beach (Downtown) |
$119-$289 |
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Ideally located in historic "Old Town" our inn is only steps away from Key West's finest restaurants, shops, and nightlife, even the famous "Sunset Celebration" at Mallory Square Dock. You just can't find a more convenient place to stay. |
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| 1-2 Bedrooms - Pool - Kitchen (Downtown) |
$109-$315 |
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Comfortable, luxurious, affordable and steps from Duval Street, we offer lodging in many unique settings...a guesthouse, inn, villas, cottages, condominiums and historic homes, all offering romantic Key West hideaways with private Jacuzzis, some with private pools. |
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| 1-2-3 Bedrooms - Pool - Kitchen (Downtown) | $98-$598 | ||||
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The Key West Bed & Breakfast is located in the William Russell House (circa 1898), and is listed in the National Historic Register. Constructed by Bahamian shipbuilders, this lovely 3-story Victorian is located on a quiet, tree-shaded street in the heart of Key West's "Old Town." |
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Jacuzzi - Sauna - Free Breakfast (Downtown) |
$79-$285 |
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Duval Inn nurtures the delicate charm of a historical guest house and also incorporates the character of our unique and original island of Key West. The 19th century conch house sits on the most advantageous block on the island. Within a quick jaunt in any direction are Key Wests most alluring and treasured spots |
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Pool - Free Breakfast (Downtown) |
$99-$219 |
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In the center of Old Town. Full breakfast, pool & sundeck, off-street parking. Key West's most elegant guesthouse. When you've seen all you want to, simply "come home" and relax in our beautiful garden setting, in the sun or shade. Enjoy the subtle music...cool off with a dip in our pool...recharge yourself. As night falls enjoy a complimentary glass of wine as you unwind to make your evening plans. |
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| Pool - Free Breakfast - Free Evening Wine (Downtown) |
$148-$298 |
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Key West's only Bed and Breakfast on the Beach. La Mer and Dewey House offer one-of-a-kind ocean and garden views from private balconies and wide, shady porches. A perfect setting for that romantic getaway! |
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Pool - Free Breakfast - Beach Views (Downtown) |
$185-$425 |
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Located just three and half blocks off of Duval st and a short walk to the southernmost point and beach. This recently restored historical property boasts ultra modern tropical styling and comfort. Enjoy the secluded shimmering pool and let your cares drift away. |
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| Pool - Free Breakfast - Parking (Downtown) |
$159-$319 |
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View a list of vacation rentals and condos in Key West. Providing all the comforts of home away from home. Perfect for large parties and families, as well as couples looking for a romantic bungalow near the beach. You'll also find rental companies that manage hundreds of properties all over the island. |
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View a list of the best Hotels and Resorts in Key West. From privately owned boutique style accommodations to beach front luxury resorts. All listings have reviews, virtual tours, and phone numbers to book directly with the hotel of your choice. |
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Map / Scooter Rentals / Shopping / Real Estate / Fishing - Diving - Snorkeling / Bars & Restaurants

Key West Video / Island Tour - A Great Place To Start!
High Speed / DSL Dial Up / 56K
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 wont 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.
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