Verified Review icon check navigate-up navigate-left navigate-right expand mail svg-lightning svg-24hr svg-house svg-sleeps svg-bedrooms svg-bathrooms svg-stay svg-toilet calendar svg-report-flag pet-dog svg-multiunit Default Owner Icon heart-filled
Cancel Clear Filters Apply Filters
More Filters

Price Per Night

$ $

Bedrooms

Bathrooms

Booking Options

Booking Options

Location Type

Features

Managed By

Clear Filters
Use filters to narrow your search results!
Favorite
    Viewed 10 times in the last 48 hours
    avg/night
    Favorite
      Viewed 17 times in the last 48 hours
      Exceptional! 5/5
      (8 reviews)
      avg/night
      8
      Favorite
        Viewed 12 times in the last 48 hours
        avg/night
        Favorite
          Viewed 5 times in the last 48 hours
          avg/night
          1
          Favorite
            Viewed 5 times in the last 48 hours
            avg/night
            2
            Favorite
              Viewed 5 times in the last 48 hours
              Good! 3.8/5
              (8 reviews)
              avg/night
              8
              Favorite
                Viewed 7 times in the last 48 hours
                Exceptional! 5/5
                (37 reviews)
                avg/night
                37
                Favorite
                  avg/night
                  2
                  Favorite
                    Viewed 18 times in the last 48 hours
                    avg/night
                    2
                    Favorite
                      Viewed 6 times in the last 48 hours
                      avg/night
                      2
                      Favorite
                        Viewed 22 times in the last 48 hours
                        avg/night
                        1
                        Favorite
                          avg/night
                          1
                          Favorite
                            Viewed 61 times in the last 48 hours
                            Excellent! 4.3/5
                            (47 reviews)
                            avg/night
                            47
                            Favorite
                              Viewed 26 times in the last 48 hours
                              avg/night
                              4
                              Favorite
                                Viewed 16 times in the last 48 hours
                                avg/night
                                Favorite
                                  Viewed 5 times in the last 48 hours
                                  Excellent! 4.7/5
                                  (14 reviews)
                                  avg/night
                                  14
                                  Favorite
                                    Viewed 5 times in the last 48 hours
                                    Wonderful! 4.9/5
                                    (38 reviews)
                                    avg/night
                                    38
                                    Favorite
                                      Viewed 13 times in the last 48 hours
                                      Excellent! 4.5/5
                                      (11 reviews)
                                      avg/night
                                      11
                                      Favorite
                                        Viewed 54 times in the last 48 hours
                                        Exceptional! 5/5
                                        (7 reviews)
                                        avg/night
                                        7
                                        Favorite
                                          Viewed 9 times in the last 48 hours
                                          avg/night
                                          4
                                          Favorite
                                            Viewed 10 times in the last 48 hours
                                            avg/night
                                            3
                                            Favorite
                                              Viewed 5 times in the last 48 hours
                                              avg/night
                                              1
                                              Favorite
                                                Viewed 8 times in the last 48 hours
                                                avg/night
                                                2
                                                Favorite
                                                  avg/night
                                                  Favorite
                                                    avg/night
                                                    Favorite
                                                      avg/night
                                                      1
                                                      Favorite
                                                        Viewed 28 times in the last 48 hours
                                                        avg/night
                                                        Favorite
                                                          Viewed 37 times in the last 48 hours
                                                          Wonderful! 4.9/5
                                                          (96 reviews)
                                                          avg/night
                                                          96
                                                          Favorite
                                                            Viewed 121 times in the last 48 hours
                                                            Wonderful! 4.8/5
                                                            (5 reviews)
                                                            $87
                                                            avg/night
                                                            5
                                                            Favorite
                                                              Viewed 77 times in the last 48 hours
                                                              Wonderful! 4.9/5
                                                              (88 reviews)
                                                              avg/night
                                                              88
                                                              Favorite
                                                                Viewed 57 times in the last 48 hours
                                                                Wonderful! 4.8/5
                                                                (17 reviews)
                                                                avg/night
                                                                17
                                                                Favorite
                                                                  Viewed 214 times in the last 48 hours
                                                                  Wonderful! 4.9/5
                                                                  (16 reviews)
                                                                  avg/night
                                                                  16
                                                                  Favorite
                                                                    Viewed 21 times in the last 48 hours
                                                                    Wonderful! 4.9/5
                                                                    (76 reviews)
                                                                    avg/night
                                                                    76
                                                                    Favorite
                                                                      Viewed 89 times in the last 48 hours
                                                                      Wonderful! 4.9/5
                                                                      (91 reviews)
                                                                      avg/night
                                                                      91
                                                                      Favorite
                                                                        Viewed 62 times in the last 48 hours
                                                                        Excellent! 4.3/5
                                                                        (89 reviews)
                                                                        avg/night
                                                                        89
                                                                        Favorite
                                                                          Viewed 29 times in the last 48 hours
                                                                          Excellent! 4.6/5
                                                                          (44 reviews)
                                                                          avg/night
                                                                          44
                                                                          Favorite
                                                                            Viewed 68 times in the last 48 hours
                                                                            Excellent! 4.7/5
                                                                            (77 reviews)
                                                                            avg/night
                                                                            77
                                                                            Favorite
                                                                              Viewed 29 times in the last 48 hours
                                                                              Wonderful! 4.9/5
                                                                              (44 reviews)
                                                                              avg/night
                                                                              44
                                                                              Favorite
                                                                                Viewed 32 times in the last 48 hours
                                                                                Wonderful! 4.9/5
                                                                                (101 reviews)
                                                                                avg/night
                                                                                101
                                                                                Favorite
                                                                                  Viewed 43 times in the last 48 hours
                                                                                  Wonderful! 4.9/5
                                                                                  (57 reviews)
                                                                                  avg/night
                                                                                  57
                                                                                  Favorite
                                                                                    Viewed 18 times in the last 48 hours
                                                                                    Exceptional! 5/5
                                                                                    (35 reviews)
                                                                                    avg/night
                                                                                    35
                                                                                    Favorite
                                                                                      Viewed 46 times in the last 48 hours
                                                                                      Excellent! 4.6/5
                                                                                      (44 reviews)
                                                                                      avg/night
                                                                                      44
                                                                                      Favorite
                                                                                        Viewed 61 times in the last 48 hours
                                                                                        Wonderful! 4.9/5
                                                                                        (55 reviews)
                                                                                        avg/night
                                                                                        55
                                                                                        Favorite
                                                                                          Viewed 14 times in the last 48 hours
                                                                                          Wonderful! 4.8/5
                                                                                          (77 reviews)
                                                                                          avg/night
                                                                                          77
                                                                                          Favorite
                                                                                            Viewed 33 times in the last 48 hours
                                                                                            Excellent! 4.4/5
                                                                                            (23 reviews)
                                                                                            avg/night
                                                                                            23
                                                                                            Favorite
                                                                                              Viewed 32 times in the last 48 hours
                                                                                              Wonderful! 4.9/5
                                                                                              (53 reviews)
                                                                                              avg/night
                                                                                              53
                                                                                              Favorite
                                                                                                Viewed 20 times in the last 48 hours
                                                                                                Wonderful! 4.8/5
                                                                                                (84 reviews)
                                                                                                avg/night
                                                                                                84
                                                                                                Favorite
                                                                                                  Viewed 12 times in the last 48 hours
                                                                                                  Wonderful! 4.8/5
                                                                                                  (84 reviews)
                                                                                                  avg/night
                                                                                                  84
                                                                                                  Favorite
                                                                                                    Viewed 17 times in the last 48 hours
                                                                                                    Wonderful! 4.9/5
                                                                                                    (49 reviews)
                                                                                                    avg/night
                                                                                                    49
                                                                                                    Favorite
                                                                                                      Viewed 22 times in the last 48 hours
                                                                                                      Wonderful! 4.8/5
                                                                                                      (14 reviews)
                                                                                                      avg/night
                                                                                                      14
                                                                                                       

                                                                                                      Recent Sugarloaf Key Reviews

                                                                                                      Just perfect!

                                                                                                      5 of 5
                                                                                                      Love the condo at Truman Annex
                                                                                                      • Submitted: Oct 21, 2017
                                                                                                      • Stayed: Oct 2017

                                                                                                      Quiet and comfortable

                                                                                                      5 of 5
                                                                                                      This is a wonderful place to stay while in Key West. It's close to everything yet quiet and peaceful. The two decks provide nice retreats from the hustle and bustle of Duval. We had a little rain one day but were able to enjoy sitting outside with one of them being covered. This condo is updated and clean and bright. We will definitely be staying here on our next visit.
                                                                                                      • Submitted: Oct 18, 2017
                                                                                                      • Stayed: Oct 2017