check navigate-up navigate-left navigate-right expand mail svg-lightning svg-24hr
Use filters to narrow your search results!

Florida Keys: Houses, Condos & More (287)

  • 1 - 50 of 287
    • 2 BR
    • 3 BA
    • Sleeps 6
      • 2 BR
      • 2 BA
      • 1 HF BA
      • Sleeps 4
      17
        • 3 BR
        • 3 BA
        • Sleeps 8
        17
          • 1 BR
          • 1 BA
          • Sleeps 4
          61
            • 1 BR
            • 1 BA
            • Sleeps 4
            27
              • 2 BR
              • 1 BA
              • 1 HF BA
              • Sleeps 5
              20
                • 2 BR
                • 2 BA
                • 1 HF BA
                • Sleeps 4
                52
                  • 2 BR
                  • 2 BA
                  • Sleeps 8
                  23
                    • 1 BR
                    • 1 BA
                    • 1 HF BA
                    • Sleeps 4
                    49
                      • 2 BR
                      • 2 BA
                      • Sleeps 4
                      23
                        • 2 BR
                        • 2 BA
                        • 1 HF BA
                        • Sleeps 6
                        8
                          • 1 BR
                          • 1 BA
                          • 1 HF BA
                          • Sleeps 4
                          57
                            • 2 BR
                            • 2 BA
                            • 1 HF BA
                            • Sleeps 6
                            83
                              • 2 BR
                              • 2 BA
                              • 1 HF BA
                              • Sleeps 6
                              77
                                • 3 BR
                                • 2 BA
                                • 1 HF BA
                                • Sleeps 8
                                45
                                  • 2 BR
                                  • 2 BA
                                  • Sleeps 6
                                  46
                                    • 3 BR
                                    • 3 BA
                                    • Sleeps 6
                                    29
                                      • 1 BR
                                      • 1 BA
                                      • Sleeps 4
                                      49
                                        • 1 BR
                                        • 1 BA
                                        • 1 HF BA
                                        • Sleeps 4
                                        57
                                          • 2 BR
                                          • 2 BA
                                          • 1 HF BA
                                          • Sleeps 6
                                          31
                                            • 1 BR
                                            • 1 BA
                                            • 1 HF BA
                                            • Sleeps 4
                                            51
                                              • 3 BR
                                              • 3 BA
                                              • Sleeps 6
                                              25
                                                • 3 BR
                                                • 3 BA
                                                • 1 HF BA
                                                • Sleeps 6
                                                11
                                                  • 3 BR
                                                  • 3 BA
                                                  • Sleeps 8
                                                  89
                                                    • 3 BR
                                                    • 3 BA
                                                    • 1 HF BA
                                                    • Sleeps 8
                                                    84
                                                      • 2 BR
                                                      • 1 BA
                                                      • Sleeps 6
                                                      18
                                                        • 4 BR
                                                        • 3 BA
                                                        • Sleeps 8
                                                        41
                                                          • 2 BR
                                                          • 2 BA
                                                          • 1 HF BA
                                                          • Sleeps 6
                                                          2 Reviews
                                                            • 3 BR
                                                            • 3 BA
                                                            • Sleeps 8
                                                            19
                                                              • 2 BR
                                                              • 2 BA
                                                              • 1 HF BA
                                                              • Sleeps 6
                                                              25
                                                              Special Offer! Special Late Summer Rates! August 15 - October 21
                                                                • 2 BR
                                                                • 2 BA
                                                                • 1 HF BA
                                                                • Sleeps 6
                                                                  • 2 BR
                                                                  • 2 BA
                                                                  • Sleeps 6
                                                                  13
                                                                    • 2 BR
                                                                    • 2 BA
                                                                    • Sleeps 6
                                                                    45
                                                                      • 2 BR
                                                                      • 2 BA
                                                                      • 1 HF BA
                                                                      • Sleeps 6
                                                                      10
                                                                        • 3 BR
                                                                        • 3 BA
                                                                        • Sleeps 8
                                                                        7
                                                                          • 3 BR
                                                                          • 3 BA
                                                                          • 1 HF BA
                                                                          • Sleeps 8
                                                                          18
                                                                            • 4 BR
                                                                            • 3 BA
                                                                            • 1 HF BA
                                                                            • Sleeps 12
                                                                            74
                                                                              • 5 BR
                                                                              • 4 BA
                                                                              • Sleeps 14
                                                                              95
                                                                                • 5 BR
                                                                                • 7 BA
                                                                                • Sleeps 20
                                                                                11
                                                                                  • 3 BR
                                                                                  • 3 BA
                                                                                  • Sleeps 6
                                                                                    • 3 BR
                                                                                    • 2 BA
                                                                                    • 1 HF BA
                                                                                    • Sleeps 6
                                                                                    25
                                                                                      • 3 BR
                                                                                      • 2 BA
                                                                                      • 1 HF BA
                                                                                      • Sleeps 8
                                                                                      12
                                                                                        • 4 BR
                                                                                        • 4 BA
                                                                                        • Sleeps 10
                                                                                        2 Reviews
                                                                                          • 3 BR
                                                                                          • 3 BA
                                                                                          • Sleeps 8
                                                                                          5
                                                                                            • 4 BR
                                                                                            • 3 BA
                                                                                            • Sleeps 10
                                                                                              • 2 BR
                                                                                              • 2 BA
                                                                                              • 1 HF BA
                                                                                              • Sleeps 6
                                                                                              7
                                                                                                • 3 BR
                                                                                                • 2 BA
                                                                                                • 1 HF BA
                                                                                                • Sleeps 6
                                                                                                3
                                                                                                  • 3 BR
                                                                                                  • 3 BA
                                                                                                  • Sleeps 8
                                                                                                  1 Review
                                                                                                    • 2 BR
                                                                                                    • 2 BA
                                                                                                    • Sleeps 6
                                                                                                    1 Review
                                                                                                      • 4 BR
                                                                                                      • 3 BA
                                                                                                      • 1 HF BA
                                                                                                      • Sleeps 10
                                                                                                      • 1 - 50 of 287
                                                                                                       

                                                                                                      Recent Florida Keys Reviews

                                                                                                      STARFISH RENTAL

                                                                                                      5 of 5
                                                                                                      We have stayed in 5 units in Truman Annex and the STARFISH was absolutely the best. Can't say enough about how well equipped and clean it was. The owners went above and beyond to make their guests most comfortable, like being home. Definitely a 5 star unit.
                                                                                                      • Submitted: Aug 25, 2016
                                                                                                      • Stayed: Aug 2016

                                                                                                      DuPont home in Key West

                                                                                                      5 of 5
                                                                                                      Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Perfectly walkable retreat.
                                                                                                      • Submitted: Aug 24, 2016
                                                                                                      • Stayed: Aug 2016

                                                                                                      Fantastic

                                                                                                      5 of 5
                                                                                                      We had a wonderful time you had everything we needed close to all what is needed. Very clean thanks Rick
                                                                                                      • Submitted: Aug 21, 2016
                                                                                                      • Stayed: Aug 2016