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Upper Florida Keys Vacation Home Rentals(378)

378 Results
7 - 28 night minimum stay
  • 4 BR,
  • 3 BA,
  • Sleeps 10
    7 night minimum stay
    • 4 BR,
    • 4 BA,
    • Sleeps 10
      (11)
      3 - 4 night minimum stay
      • 3 BR,
      • 2 BA,
      • 1 HF BA,
      • Sleeps 6
        (4)
        28 night minimum stay
        • 5 BR,
        • 3 BA,
        • Sleeps 16
          (27)
          3 - 4 night minimum stay
          • 5 BR,
          • 3 BA,
          • 1 HF BA,
          • Sleeps 12
            (5)
            28 night minimum stay
            • 7 BR,
            • 5 BA,
            • Sleeps 24
              (24)
              28 night minimum stay
              • 4 BR,
              • 3 BA,
              • 1 HF BA,
              • Sleeps 8
                3 - 7 night minimum stay
                • 2 BR,
                • 2 BA,
                • Sleeps 9
                  3 night minimum stay
                  • 3 BR,
                  • 2 BA,
                  • Sleeps 8
                    7 night minimum stay
                    • 3 BR,
                    • 3 BA,
                    • Sleeps 8
                      (3)
                      • 3 BR,
                      • 2 BA,
                      • Sleeps 8
                        (8)
                        $18,000
                        per month
                        28 night minimum stay
                        • Studio,
                        • 6 BA,
                        • Sleeps 27
                          (7)
                          • 4 BR,
                          • 3 BA,
                          • Sleeps 8
                            (25)
                            7 night minimum stay
                            • 4 BR,
                            • 3 BA,
                            • Sleeps 10
                              2 Reviews
                              $14,000 - $15,000
                              per month
                              28 night minimum stay
                              • 4 BR,
                              • 4 BA,
                              • 1 HF BA,
                              • Sleeps 10
                                2 night minimum stay
                                • 4 BR,
                                • 4 BA,
                                • 1 HF BA,
                                • Sleeps 8
                                  28 night minimum stay
                                  • 3 BR,
                                  • 2 BA,
                                  • Sleeps 6
                                    1 Review
                                    27 night minimum stay
                                    • 1 BR,
                                    • 1 BA,
                                    • Sleeps 4
                                      27 night minimum stay
                                      • 2 BR,
                                      • 2 BA,
                                      • Sleeps 6
                                        1 Review
                                        • 4 BR,
                                        • 4 BA,
                                        • 1 HF BA,
                                        • Sleeps 12
                                          (3)
                                          • 3 BR,
                                          • 3 BA,
                                          • Sleeps 9
                                            (9)
                                            Book it Now!
                                            3 - 4 night minimum stay
                                            • 2 BR,
                                            • 2 BA,
                                            • 1 HF BA,
                                            • Sleeps 6
                                              (26)
                                              Book it Now!
                                              4 - 5 night minimum stay
                                              • 3 BR,
                                              • 2 BA,
                                              • 1 HF BA,
                                              • Sleeps 8
                                                (10)
                                                Book it Now!
                                                7 night minimum stay
                                                • 3 BR,
                                                • 2 BA,
                                                • Sleeps 8
                                                  2 Reviews
                                                  Book it Now!
                                                  28 night minimum stay
                                                  • 2 BR,
                                                  • 1 BA,
                                                  • Sleeps 5
                                                    Book it Now!
                                                    7 night minimum stay
                                                    • 2 BR,
                                                    • 2 BA,
                                                    • 1 HF BA,
                                                    • Sleeps 6
                                                      1 Review
                                                      7 night minimum stay
                                                      • 5 BR,
                                                      • 3 BA,
                                                      • Sleeps 12
                                                        (10)
                                                        28 night minimum stay
                                                        • 3 BR,
                                                        • 3 BA,
                                                        • 1 HF BA,
                                                        • Sleeps 10
                                                          (14)
                                                          7 night minimum stay
                                                          • 2 BR,
                                                          • 1 BA,
                                                          • Sleeps 4
                                                            (10)
                                                            7 night minimum stay
                                                            • 3 BR,
                                                            • 3 BA,
                                                            • Sleeps 8
                                                              (24)
                                                               

                                                              Recent Upper Florida Keys Reviews

                                                              Idyllic perfection!

                                                              5 of 5
                                                              Amazing! Everything you could wish for and more in a holiday home. From the moment we stepped through the door, we felt right at home. We'd stopped for provisions at the Publix on Key Largo before arrival and were just in time to enjoy a beer on the beach as the sun went down. We relaxed on our back porch and listened to the cicadas whilst breathing in the balmy air. What a set up for the rest of our time in Islamorada! The pool was lovely, never too crowded, and the other residents were very friendly. There was plenty to do, out on the Ocean if the fancy took you, or not, if you just wanted to relax in the idyllic surroundings. There isn't a great deal within walking distance and you definitely need a car to explore the Keys, but after spending 4 weeks travelling down the East Coast trailing our backpacks behind us, this was just what we needed! The only negative thing about the place was that we only booked it for 5 nights and wished we could have stayed longer. We were gutted to have to leave and would definitely book again in future.
                                                              • Submitted: Aug 24, 2014
                                                              • Stayed: Aug 2014

                                                              Great value

                                                              4 of 5
                                                              The house was huge and had everything we needed for 9 people. Value was excellent and location central to Miami and Key West was also great. Management was very responsive and overall, great. I'd go back in a heartbeat.
                                                              • Submitted: Aug 6, 2014
                                                              • Stayed: Jul 2014

                                                              Great House!!!! Best location in the keys

                                                              5 of 5
                                                              Unbelievable house!!! Like new!!! Great owner, very easy to work with. Best location for getting to the gulf or ocean by boat. Will only stay there from now on
                                                              • Submitted: Aug 2, 2014
                                                              • Stayed: Mar 2014