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Featured Florida Keys Historic Hotels

See all 880 Hotels in Florida Keys
Southernmost House

Southernmost House

1400 Duval Street, Key West
    3.0 out of 5.0
     
     
    4.5 out of 5 (669 reviews)
    Loved the House! Pool open 24 hours and walking distance to everything.
    Apr 18, 2018

    Southernmost House$249

    Southernmost House$249
    Heron House - Adult Only

    Heron House - Adult Only

    512 Simonton St, Key West
      3.5 out of 5.0
       
       
      4.3 out of 5 (1,582 reviews)
      Nice place to stay near everything you want to see in Key West.
      Apr 18, 2018

      Heron House - Adult Only$149

      Heron House - Adult Only$149
      Heron House Court - Adult Only

      Heron House Court - Adult Only

      412 Frances St, Key West
        3.0 out of 5.0
         
         
        4.4 out of 5 (1,425 reviews)
        We wouldn't stay anywhere else in Key West!Words truly can't describe what a nice stay we had here!! We had a 5 year wedding anniversary in Key West and if we didn't stay here it wouldn't be complete. We stayed here 5 years ago and it was just as nice and accommodating. Roman is the best host anyone could have by far! You can tell he truly ...
        Apr 16, 2018

        Heron House Court - Adult Only$149

        Heron House Court - Adult Only$149
        The Marker Waterfront Resort Key West

        The Marker Waterfront Resort Key West

        200 William Street, Key West
          4.0 out of 5.0
           
           
          4.5 out of 5 (943 reviews)
          We had an excellent stay. Beautiful facility and great location. The staff was fantastic including the "conch"cierge. We will be back.
          Apr 18, 2018

          The Marker Waterfront Resort Key West$263

          The Marker Waterfront Resort Key West$263
          The Marquesa Hotel

          The Marquesa Hotel

          600 Fleming Street, Key West
            3.5 out of 5.0
             
             
            4.9 out of 5 (203 reviews)
            Anniversary stayHotel staff extremely helpful, Bruce helped us figure out dinner choices. The hotel was CLEAN. Just wish there was a little more elbow room in our room. But the cleanliness of our room compensated for this. Would definitely stay here again.
            Apr 16, 2018

            The Marquesa Hotel$300

            The Marquesa Hotel$300
            Cypress House Hotel in Key West - Adults Only

            Cypress House Hotel in Key West - Adults Only

            601 Caroline St, Key West
              3.0 out of 5.0
               
               
              4.6 out of 5 (281 reviews)
              Excellent location Love this place. Beautiful cozy rooms in an excellent location, yet still quiet and cozy.
              Apr 17, 2018

              Cypress House Hotel in Key West - Adults Only$229

              Cypress House Hotel in Key West - Adults Only$229
              Merlin Guest House - Key West

              Merlin Guest House - Key West

              811 Simonton Street, Key West
                2.5 out of 5.0
                 
                 
                4.4 out of 5 (262 reviews)
                The only thing we missed was a refrigerator in the room
                Apr 5, 2018

                Merlin Guest House - Key West$199

                Merlin Guest House - Key West$199
                Duval House

                Duval House

                815 Duval St, Key West
                  3.0 out of 5.0
                   
                   
                  4.5 out of 5 (54 reviews)
                  duval houseenjoyed our stay at the duval house. the staff was great, especially john. no complaints, save for the lack of water pressure in our room #30. The porch was nice, but it would've been better with an umbrella or some sort of canopy to shield the pm sun. continental breakfast was very good; john worked ...
                  Apr 17, 2018

                  Duval House$183

                  Duval House$183
                  Casa Marina, A Waldorf Astoria Resort

                  Casa Marina, A Waldorf Astoria Resort

                  1500 Reynolds Street, Key West
                    4.0 out of 5.0
                     
                     
                    4.2 out of 5 (2,185 reviews)
                    Awesome resort Lisa and Kevin at the concierge desk were incredibly helpful and friendly
                    Apr 16, 2018

                    Casa Marina, A Waldorf Astoria Resort$295

                    Casa Marina, A Waldorf Astoria Resort$295
                    Island City House Hotel

                    Island City House Hotel

                    411 William Street, Key West
                      3.0 out of 5.0
                       
                       
                      4.6 out of 5 (332 reviews)
                      Beautiful, Clean, Great Location, but Some LimitsLocation is great for easy walks to Duval street. No parking, so if you have a car you'll be on the street or in a garage. We parked on the streets, no problem but it was April 11, so not the main season -your experience may differ. We were in suite 6. It is a very basic room, with just enough space ...
                      Apr 13, 2018

                      Island City House Hotel$191

                      Island City House Hotel$191
                      La Concha Hotel & Spa

                      La Concha Hotel & Spa

                      430 Duval St, Key West
                        4.0 out of 5.0
                         
                         
                        4.1 out of 5 (1,832 reviews)
                        Nice hotel close to everything Rooms are very small if you get the older part of hotel. You can hardly walk around and bathroom is tiny. New part of hotel is bigger and much better.. You would never know difference unless you where with another couple who had newer rooms. Should be cheaper to stay in tiny rooms it isn't.
                        Apr 17, 2018

                        La Concha Hotel & Spa$222

                        La Concha Hotel & Spa$222
                        Southernmost Beach Resort

                        Southernmost Beach Resort

                        1319 Duval Street, Key West
                          4.0 out of 5.0
                           
                           
                          4.5 out of 5 (3,320 reviews)
                          Great room, great view, friendly staff, kids loved the pools.
                          Apr 17, 2018

                          Southernmost Beach Resort$260

                          Southernmost Beach Resort$260
                          The Southernmost Inn-Adults Only

                          The Southernmost Inn-Adults Only

                          525 United Street, Key West
                            2.5 out of 5.0
                             
                             
                            4.1 out of 5 (943 reviews)
                            Nice, quiet boutique hotel, close to Duval, but wiI have stayed here before. This suits me, as it is tranquil, clean and relaxing. Room was great with balcony overlooking pool. Hotel staff were accommodating and pleasant to deal with. Good to see familiar faces from my last trip in 2015
                            Apr 10, 2018

                            The Southernmost Inn-Adults Only$169

                            The Southernmost Inn-Adults Only$169
                            Silver Palms Inn

                            Silver Palms Inn

                            830 Truman Ave, Key West
                              3.5 out of 5.0
                               
                               
                              4.5 out of 5 (1,840 reviews)
                              Key West vacationIt was a very nice stay. The room was clean and comfortable and the staff was professional and extremely pleasant
                              Apr 18, 2018

                              Silver Palms Inn$199

                              Silver Palms Inn$199
                              Downtown Cottage in Historic District

                              Downtown Cottage in Historic District

                              , Key West
                                 
                                 
                                4.4 out of 5 (16 reviews)
                                Weatherstation Inn

                                Weatherstation Inn

                                57 Front St, Key West
                                  2.5 out of 5.0
                                   
                                   
                                  4.7 out of 5 (395 reviews)
                                  Fair Weather StationMy husband and I spent a lovely weekend on Key West where we stayed at The Weather Station Inn. As its name suggests, it was once a Federal Weather Bureau which has since been converted into a boutique hotel. Our room was KW chic and comfortable, and the pool, though small, felt like our own private ...
                                  Feb 27, 2018

                                  Weatherstation Inn$237

                                  Weatherstation Inn$237
                                  Ambrosia Key West

                                  Ambrosia Key West

                                  622 Fleming St, Key West
                                    3.5 out of 5.0
                                     
                                     
                                    4.6 out of 5 (246 reviews)
                                    Drove down, parked our car, stayed for 3 nights, and never needed to drive. Everything is within walking distance. Like many other inns in the area, it was an old house that was turned into an inn. It is a very cute, boutique-y type of inn.
                                    Apr 9, 2018

                                    Ambrosia Key West$199

                                    Ambrosia Key West$199
                                    Lighthouse Court Hotel - Key West

                                    Lighthouse Court Hotel - Key West

                                    902 Whitehead St, Key West
                                      3.5 out of 5.0
                                       
                                       
                                      4.1 out of 5 (930 reviews)
                                      Great staff. Nice Room. Nice Breakfast. Great location.
                                      Apr 10, 2018

                                      Lighthouse Court Hotel - Key West$192

                                      Lighthouse Court Hotel - Key West$192
                                      NYAH Key West-Adults Only

                                      NYAH Key West-Adults Only

                                      420 Margaret Street, Key West
                                        2.5 out of 5.0
                                         
                                         
                                        4.4 out of 5 (870 reviews)
                                        Modern day hostel The rooms are dormitory style with bunk beds. The beds are extremely comfortable. Each person has their own locker to keep their belongings. The bathroom was small, but clean. I would recommed some kind of mat outside the shower to keep the floor dry. Highly recommend for a quicl trip it need done ...
                                        Apr 4, 2018

                                        NYAH Key West-Adults Only$159

                                        NYAH Key West-Adults Only$159
                                        Map

                                        Recently booked Historic Hotels in Florida Keys

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                                        3.0 out of 5.0
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                                        Best Western Key Ambassador Resort Inn
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                                        Sheraton Suites Key West
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                                        The Gates Hotel Key West
                                        4.0 out of 5.0
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                                        Key West Inn Key Largo
                                        2.5 out of 5.0
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                                        Pocket Guide: Historic Hotels in Florida Keys

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