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Upper Florida Keys Vacation Home Rentals(372)

372 Results
  • 4 BR,
  • 3 BA,
  • Sleeps 8
#332119
    (24)
    3 night minimum stay
    • 3 BR,
    • 2 BA,
    • Sleeps 8
    #982584
      28 night minimum stay
      • 4 BR,
      • 2 BA,
      • Sleeps 14
      #598415vb
        7 night minimum stay
        • 4 BR,
        • 4 BA,
        • Sleeps 10
        #40210vb
          (11)
          $18,000
          per month
          28 night minimum stay
          • Studio,
          • 6 BA,
          • Sleeps 27
          #469428vb
            (7)
            • 3 BR,
            • 2 BA,
            • Sleeps 8
            #223571
              (7)
              7 night minimum stay
              • 4 BR,
              • 3 BA,
              • Sleeps 8
              #3747408
                3 - 4 night minimum stay
                • 3 BR,
                • 2 BA,
                • 1 HF BA,
                • Sleeps 6
                #935531
                  (4)
                  7 night minimum stay
                  • 4 BR,
                  • 3 BA,
                  • Sleeps 10
                  #5123vb
                    1 Review
                    3 - 4 night minimum stay
                    • 5 BR,
                    • 1 BA,
                    • 1 HF BA,
                    • Sleeps 12
                    #3765811
                      2 Reviews
                      28 night minimum stay
                      • 3 BR,
                      • 2 BA,
                      • Sleeps 6
                      #514354vb
                        1 Review
                        2 night minimum stay
                        • 4 BR,
                        • 4 BA,
                        • 1 HF BA,
                        • Sleeps 8
                        #3760409
                          27 night minimum stay
                          • 2 BR,
                          • 2 BA,
                          • Sleeps 6
                          #3761175
                            1 Review
                            27 night minimum stay
                            • 1 BR,
                            • 1 BA,
                            • Sleeps 4
                            #3633231
                              • 5 BR,
                              • 5 BA,
                              • Sleeps 12
                              #374978vb
                                (29)
                                • 4 BR,
                                • 4 BA,
                                • 1 HF BA,
                                • Sleeps 12
                                #73619vb
                                  (3)
                                  • 3 BR,
                                  • 3 BA,
                                  • Sleeps 9
                                  #376506vb
                                    (8)
                                    • 4 BR,
                                    • 4 BA,
                                    • 1 HF BA,
                                    • Sleeps 10
                                    #932437
                                      Book it Now!
                                      3 - 4 night minimum stay
                                      • 2 BR,
                                      • 2 BA,
                                      • 1 HF BA,
                                      • Sleeps 6
                                      #944148
                                        (25)
                                        7 night minimum stay
                                        • 3 BR,
                                        • 2 BA,
                                        • Sleeps 6
                                        #251100vb
                                          (8)
                                          Book it Now!
                                          4 - 28 night minimum stay
                                          • 3 BR,
                                          • 2 BA,
                                          • 1 HF BA,
                                          • Sleeps 8
                                          #507827vb
                                            (9)
                                            Book it Now!
                                            28 night minimum stay
                                            • 2 BR,
                                            • 1 BA,
                                            • Sleeps 5
                                            #3666004
                                              Book it Now!
                                              7 night minimum stay
                                              • 2 BR,
                                              • 2 BA,
                                              • 1 HF BA,
                                              • Sleeps 6
                                              #3788659
                                                1 Review
                                                Book it Now!
                                                7 night minimum stay
                                                • 3 BR,
                                                • 2 BA,
                                                • Sleeps 8
                                                #3719777
                                                  1 Review
                                                  7 night minimum stay
                                                  • 5 BR,
                                                  • 3 BA,
                                                  • Sleeps 12
                                                  #12740vb
                                                    (10)
                                                    7 night minimum stay
                                                    • 3 BR,
                                                    • 2 BA,
                                                    • 1 HF BA,
                                                    • Sleeps 8
                                                    #186650
                                                      (49)
                                                      2 night minimum stay
                                                      • 2 BR,
                                                      • 2 BA,
                                                      • Sleeps 7
                                                      #267097
                                                        (13)
                                                        28 night minimum stay
                                                        • 3 BR,
                                                        • 3 BA,
                                                        • Sleeps 8
                                                        #451523vb
                                                          1 Review
                                                          • 2 BR,
                                                          • 1 BA,
                                                          • Sleeps 4
                                                          #236873
                                                            (10)
                                                            28 night minimum stay
                                                            • 3 BR,
                                                            • 3 BA,
                                                            • 1 HF BA,
                                                            • Sleeps 10
                                                            #329956
                                                              (14)
                                                               

                                                              Recent Upper Florida Keys Reviews

                                                              GREAT TIME WITH THE ENTIRE FAMILY!

                                                              5 of 5
                                                              We rented the vacation home for a birthday weekend with the whole family. We stayed here with four adults and three children, ages 3, 12 and 14. Everybody had a great time! The place was nice and roomy with a big kitchen and large dining room table which fit all of us comfortably. The kitchen had all the dishes we needed. There was even a mixer and baking dishes so we could bake a birthday cake. We also enjoyed the upstairs balcony and BBQ grill. We loved watching the many iguanas sunning on the seawall. We saw many different fish and even stingrays swimming in the water. We did not swim in the water, due to the many algae. I think this the water access would be perfect for a boat or even kayak. John Pennekamp State Park is only a few miles away, so we were able to swim and paddle board there. The two night stay was simply too short!
                                                              • Submitted: Jul 7, 2014
                                                              • Stayed: Jun 2014

                                                              MY STAY

                                                              5 of 5
                                                              Spent a week here with my family and loved it. We were surprised to see manatee and dolphin right in front of the dock. The sunsets were amazing! My grandchildren could not get enough of the beach and playing in the sand. We enjoyed our stay and this place is on our list for next year's vacation.
                                                              • Submitted: Jul 2, 2014
                                                              • Stayed: Jun 2014

                                                              VACATION OF A LIFETIME!!!

                                                              5 of 5
                                                              We had a WONDERFUL time in Islamorada and your home is FABULOUS!!! We planned this trip, 6/7/14-6/14/14, to celebrate our 20 year Wedding Anniversary with our 14 year old twin girls. We live in Lexington, SC and drove down, which was not a bad ride. The house was easy to find and your instructions from start to finish were spot on! Your home is extremely comfortable and clean and the views are amazing! The first thing we did was rent 2 Paddle Boards for the week from Cowboy Outfitters, per your recommendation. They were most helpful. We used them every day. We caught several fish, all of which I can not name. The most exciting part of our trip was our Offshore Fishing Charter with Captain Jim! We left Key Largo Fisheries, where he is docked at 7:00am. By 10:30am, we had caught the limit of 50 Mahi Mahi! We also managed to catch 2 large Bull Dolphin and a Baracuda! What an amazing time we had! Needless to say, we have a freezer FULL of fish at home! We are currently working on our next trip out with Captain Jim. Thanks for recommending him! Now, for the food….Here are our top 3: The Green Turtle-Mahi Reuben and you must try the breakfast, especially the shrimp & grits The Island Grill-Tuna Nachos-outstanding! Backyard Grill at Key Largo Fisheries-Lobster BLT-Awesome! Every day, we explored the island and met some amazing people. It had been 9 years since we were in the keys, and we will not be waiting so long next time! I am hoping to book again with you for next year, as we would not stay anywhere else! Thank you for sharing your home with us! The Corley’s, Lexington, SC
                                                              • Submitted: Jun 27, 2014
                                                              • Stayed: Jun 2014