Use filters to narrow your search results!

Upper Florida Keys Vacation Rentals(302)

302 Results
Book it Now!
28 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
    (91)
    Book it Now!
    4 - 7 night minimum stay
    • 2 BR,
    • 2 BA,
    • Sleeps 6
      (33)
      Book it Now!
      3 - 7 night minimum stay
      • 2 BR,
      • 1 BA,
      • Sleeps 5
        (26)
        Book it Now!
        3 night minimum stay
        • 1 BR,
        • 1 BA,
        • Sleeps 4
          (38)
          Book it Now!
          3 - 7 night minimum stay
          • 2 BR,
          • 2 BA,
          • Sleeps 5
            (22)
            Book it Now!
            3 - 13 night minimum stay
            • 3 BR,
            • 3 BA,
            • Sleeps 8
              (17)
              Book it Now!
              3 night minimum stay
              • 2 BR,
              • 2 BA,
              • Sleeps 8
                (31)
                Book it Now!
                3 night minimum stay
                • 3 BR,
                • 3 BA,
                • Sleeps 8
                  (16)
                  Book it Now!
                  7 night minimum stay
                  • 2 BR,
                  • 2 BA,
                  • 1 HF BA,
                  • Sleeps 6
                    (12)
                    Book it Now!
                    7 night minimum stay
                    • 2 BR,
                    • 2 BA,
                    • 1 HF BA,
                    • Sleeps 5
                      (12)
                      Book it Now!
                      7 night minimum stay
                      • 3 BR,
                      • 2 BA,
                      • Sleeps 6
                        (12)
                        Book it Now!
                        7 night minimum stay
                        • 2 BR,
                        • 2 BA,
                        • 1 HF BA,
                        • Sleeps 6
                          (10)
                          Book it Now!
                          3 night minimum stay
                          • 2 BR,
                          • 2 BA,
                          • Sleeps 6
                            (12)
                            Book it Now!
                            7 night minimum stay
                            • 2 BR,
                            • 2 BA,
                            • 1 HF BA,
                            • Sleeps 5
                              (9)
                              Book it Now!
                              7 night minimum stay
                              • 2 BR,
                              • 2 BA,
                              • Sleeps 5
                                (10)
                                Book it Now!
                                5 - 7 night minimum stay
                                • 3 BR,
                                • 2 BA,
                                • 1 HF BA,
                                • Sleeps 10
                                  (6)
                                  7 night minimum stay
                                  • 2 BR,
                                  • 2 BA,
                                  • 1 HF BA,
                                  • Sleeps 6
                                    (31)
                                    Book it Now!
                                    7 night minimum stay
                                    • 2 BR,
                                    • 2 BA,
                                    • 1 HF BA,
                                    • Sleeps 4
                                      (5)
                                      Book it Now!
                                      5 night minimum stay
                                      • 2 BR,
                                      • 2 BA,
                                      • Sleeps 8
                                        (5)
                                        7 night minimum stay
                                        • 3 BR,
                                        • 4 BA,
                                        • Sleeps 8
                                          (9)
                                          Book it Now!
                                          28 night minimum stay
                                          • 3 BR,
                                          • 2 BA,
                                          • Sleeps 8
                                            (12)
                                            Book it Now!
                                            30 night minimum stay
                                            • 3 BR,
                                            • 2 BA,
                                            • Sleeps 8
                                              (4)
                                              28 night minimum stay
                                              • 4 BR,
                                              • 3 BA,
                                              • Sleeps 8
                                                (29)
                                                7 night minimum stay
                                                • 1 BR,
                                                • 2 BA,
                                                • Sleeps 4
                                                  (10)
                                                  Book it Now!
                                                  7 night minimum stay
                                                  • 2 BR,
                                                  • 2 BA,
                                                  • 1 HF BA,
                                                  • Sleeps 4
                                                    (4)
                                                    3 night minimum stay
                                                    • 2 BR,
                                                    • 2 BA,
                                                    • Sleeps 6
                                                      (22)
                                                      3 - 7 night minimum stay
                                                      • 3 BR,
                                                      • 2 BA,
                                                      • Sleeps 10
                                                        (11)
                                                        3 - 7 night minimum stay
                                                        • 2 BR,
                                                        • 2 BA,
                                                        • Sleeps 6
                                                          (5)
                                                          7 night minimum stay
                                                          • 2 BR,
                                                          • 2 BA,
                                                          • 1 HF BA,
                                                          • Sleeps 5
                                                            (19)
                                                            Book it Now!
                                                            7 night minimum stay
                                                            • 3 BR,
                                                            • 2 BA,
                                                            • Sleeps 6
                                                              1 Review
                                                               

                                                              Recent Upper Florida Keys Reviews

                                                              GREAT TRIP!

                                                              5 of 5
                                                              The condo appears as pictured, very nice. We have rented several condos/houses before and this was definitely the best stocked one we've been in. Loved that we were able to do laundry and cook comfortably, we even baked a birthday cake while we were there! As far as location in the complex, definitely the best location to take advantage of the amenities. Booking and arrival very easy, no waiting in long lines to check in. We did lots of water activities while we were there. The condo is sizeable enough for the 6 of us (though 2 of them kids) so might be a little tight for 6 adults. Loved all the little extras there that saved you time and money, extra soaps, spices, detergent, even sunblock! About the only bit of advice for people staying here would be if you are bringing more than 3 or 4 people to bring some towels at home so you don't have to do laundry that often. We used a LOT of towels with all of the water activities we did. The dock was beautiful at night and at sunrise, which you can see nicely from the dock.
                                                              • Submitted: Jul 13, 2014
                                                              • Stayed: Jul 2014

                                                              FANTASTIC! JUST AS PROMISED.

                                                              5 of 5
                                                              What a fantastic home with great views. Pool was very nice. Scott was great to work with, very responsive. Everything you need is there. Beds are comfortable! Great place for two couples. Was so pleased.
                                                              • Submitted: May 18, 2014
                                                              • Stayed: May 2014

                                                              AWESOME FAMILY VACATION IN THE KEYS!

                                                              5 of 5
                                                              We had an awesome family vacation in the Keys! Out of all the Keys, Islamorada is the best! We went snorkeling, charter a fishing boat, and even had an encounter with a manatee (she swam up to the dock near the private beach to get belly rubs and a drink from the hose). The condo was clean, the pool was beautiful, and the private beach was fantastic! Heath and Lisa were great to work with! They were extremely accommodating and did everything they could to make our stay great! We hope to make it back their for another family vacation some day! Thanks Heath and Lisa for everything!
                                                              • Submitted: May 2, 2014
                                                              • Stayed: Apr 2014