Bed and Breakfast - Inns - Guesthouses

                         

Pilot House  

 

Pilot House

Availability

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.

Pool - Whirlpool - In room Jacuzzi - Kitchen       (Downtown)

$115-$300

Westwinds Guesthouse  

 

Westwinds

Availability

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.

Pools - Laundry - Free Breakfast - Lounge            (Downtown)

$90-$275

Chelsea House

 

 

Chelsea House

Availability

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.

Pool - Free Breakfast - Close to beach                 (Downtown)

$119-$289

casa 325

 

 

Casa 325

Availability

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.

1-2 Bedrooms - Pool - Kitchen                                   (Downtown)

$109-$315

Center Court Inn

 

 

Center Court Inn & Cottages

Availability

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.

1-2-3 Bedrooms - Pool - Kitchen                               (Downtown)    $98-$598

Key West Bed and Breakfast

   

Key West Bed and Breakfast

Availability

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."

Jacuzzi - Sauna - Free Breakfast                                 (Downtown)

$79-$285

Key West Inn

 

 

Duval Inn

Availability

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 West’s most alluring and treasured spots

Pool - Free Breakfast                                                  (Downtown)

$99-$219

Mermaid and The Alligator

   

Mermaid and The Alligator

Availability

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.

Pool - Free Breakfast - Free Evening Wine          (Downtown)

  $148-$298

La Mer and Dewey House

 

 

La Mer and Dewey House

Availability

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!

 Pool - Free Breakfast - Beach Views                      (Downtown)

$185-$425

Azul Key West

   

Azul Key West

Availability

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.

Pool - Free Breakfast - Parking                                 (Downtown)

 $159-$319

 

 

Papa's Hideaway

Availability

Papa's Hideaway is right around the corner from the southernmost point and beautiful white sands of the southernmost beach. Just steps off of Duval street, with the amenities of the big resorts and comfort of a more private bed and breakfast setting.

Pool - Free Breakfast - Wifi - Kitchenettes              (Downtown)

$119-$375

Eden House

 

 

 

Eden House

Availability

The Eden House is a newly renovated and beautiful compound style accommodation with a main hotel building and several renovated houses that offer a lovely art deco decor. Staying in this romantic setting is more private and affordable than the big corporate hotels, and you won't go without the quality or amenities. Take a short stroll to all the nightlife and excitement of the island, or enjoy our heated pool!

 Heated Pool - Jacuzzi - Wifi - Apartment Suites      (Downtown)

$95-$420

Key West Vacation Rentals

   

Key West Vacation Rentals - Condos

 

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.

 

 

Hotels in Key West

 

 

Key West Hotels

 

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.

 

 

   

 

 

 

 

                                                     

 

Map / Scooter Rentals / Shopping / Real Estate / Fishing - Diving - Snorkeling / Bars & Restaurants

 

Key West Video / Island Tour - A Great Place To Start!

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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 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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