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Upper Florida Keys Vacation Home Rentals with Air Conditioning(353)

353 Results
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3 - 7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 5
    (22)
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    3 night minimum stay
    • 3 BR,
    • 3 BA,
    • Sleeps 8
      (16)
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      7 night minimum stay
      • 2 BR,
      • 2 BA,
      • 1 HF BA,
      • Sleeps 6
        (12)
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        7 night minimum stay
        • 3 BR,
        • 2 BA,
        • Sleeps 6
          (14)
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          7 night minimum stay
          • 2 BR,
          • 2 BA,
          • 1 HF BA,
          • Sleeps 5
            (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
              • 2 BR,
              • 2 BA,
              • 1 HF BA,
              • Sleeps 6
                (14)
                7 night minimum stay
                • 2 BR,
                • 2 BA,
                • 1 HF BA,
                • Sleeps 6
                  (31)
                  Book it Now!
                  28 night minimum stay
                  • 3 BR,
                  • 2 BA,
                  • Sleeps 8
                    (12)
                    7 night minimum stay
                    • 2 BR,
                    • 2 BA,
                    • 1 HF BA,
                    • Sleeps 5
                      (19)
                      Book it Now!
                      7 night minimum stay
                      • 2 BR,
                      • 2 BA,
                      • 1 HF BA,
                      • Sleeps 4
                        (4)
                        7 night minimum stay
                        • 4 BR,
                        • 4 BA,
                        • Sleeps 8
                          (15)
                          3 - 7 night minimum stay
                          • 3 BR,
                          • 2 BA,
                          • Sleeps 10
                            (11)
                            5 night minimum stay
                            • 2 BR,
                            • 2 BA,
                            • Sleeps 6
                              (25)
                              28 night minimum stay
                              • 4 BR,
                              • 3 BA,
                              • Sleeps 8
                                3 night minimum stay
                                • 4 BR,
                                • 3 BA,
                                • Sleeps 12
                                  2 Reviews
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                                  28 night minimum stay
                                  • 2 BR,
                                  • 3 BA,
                                  • Sleeps 10
                                    • 3 BR,
                                    • 3 BA,
                                    • Sleeps 6
                                      (12)
                                      7 night minimum stay
                                      • 4 BR,
                                      • 3 BA,
                                      • Sleeps 12
                                        (12)
                                        28 night minimum stay
                                        • 4 BR,
                                        • 3 BA,
                                        • Sleeps 8
                                          (29)
                                          7 night minimum stay
                                          • 4 BR,
                                          • 3 BA,
                                          • Sleeps 8
                                            2 Reviews
                                            7 night minimum stay
                                            • 3 BR,
                                            • 2 BA,
                                            • Sleeps 7
                                              (27)
                                              4 - 7 night minimum stay
                                              • 5 BR,
                                              • 5 BA,
                                              • 1 HF BA,
                                              • Sleeps 12
                                                (3)
                                                Book it Now!
                                                5 - 7 night minimum stay
                                                • 4 BR,
                                                • 4 BA,
                                                • 1 HF BA,
                                                • Sleeps 10
                                                  (3)
                                                  Book it Now!
                                                  30 night minimum stay
                                                  • 2 BR,
                                                  • 2 BA,
                                                  • Sleeps 4
                                                    (7)
                                                    7 night minimum stay
                                                    • 3 BR,
                                                    • 3 BA,
                                                    • Sleeps 8
                                                      (3)
                                                      1 - 28 night minimum stay
                                                      • 3 BR,
                                                      • 5 BA,
                                                      • Sleeps 10
                                                        (3)
                                                        2 - 3 night minimum stay
                                                        • 3 BR,
                                                        • 3 BA,
                                                        • 1 HF BA,
                                                        • Sleeps 8
                                                          1 Review
                                                          • 3 BR,
                                                          • 2 BA,
                                                          • Sleeps 8
                                                            (8)
                                                            7 night minimum stay
                                                            • 2 BR,
                                                            • 2 BA,
                                                            • 1 HF BA,
                                                            • Sleeps 6
                                                              (24)
                                                               

                                                              Recent Upper Florida Keys Reviews

                                                              spacious and private - exceeded our expectations!

                                                              5 of 5
                                                              My husband and I rented this home with another family (2 adults, 2 kids). The house accommodated the six of us more than comfortably and was even more charming than we expected. The kitchen was stocked with anything we could've needed for cooking (pots, pans, plates, glasses, silverware) - many rental homes I've stayed in typically provide the bare minimum; and the dishwasher was a great bonus for our week stay (who wants to do dishes on vacation?!). We also enjoyed having the washer and dryer, and the downstairs suite was perfect for storing our boating gear overnight. Given the time of our stay (mid-August), I expected the pool to be warm - however, because of the tropical landscaping, the pool stays shaded which made the pool temperature so refreshing - more so than the bay/ocean even (and I don't mean it was cold - it was perfect for an afternoon swim)! We saw the pool company twice during our stay - it was well maintained and kept very clean. As both of our families brought boats (each 23' in length), the driveway easily accommodated both trailers and vehicles. While the dock could only fit one boat length-wise, the canal is more than wide enough - with VERY little traffic - that it was no problem tying one boat off the other. The dock had fresh water rinse down and a filet table (very important to boaters). The property was very private - large lot for a home in this area! In addition, there is nothing developed across the canal from the home - it was peaceful and quiet. We liked that this home is a little south of all the hotels (and tourists), but close enough that you can be at any delicious restaurant with a short drive. Overall, we were thrilled with the home - it honestly exceeded our expectations, and a week just wasn't enough! Even better than the home, was that the owner was wonderful to work with - Jan is very pleasant, answered my questions, and made herself available to us via mobile, if needed, during our stay. We look forward to renting this home again in the future.
                                                              • Submitted: Aug 19, 2014
                                                              • Stayed: Aug 2014

                                                              Hammer Point Gem

                                                              5 of 5
                                                              This is our fourth rental in Hammer Point and we really enjoyed this house. House was very clean & well appointed. Everything was as described. The back yard was great and the canal was great for an afternoon dip. The Kitchen/great room was wonderful for the family to cook our catch & hang out with family & friends. Would have liked a TV in the master bedroom to catch up on the evening news, but other than that it was "perfect" nice neighbors also
                                                              • Submitted: Aug 4, 2014
                                                              • Stayed: Jul 2014

                                                              Oasis in the Keys!

                                                              5 of 5
                                                              If you're looking for paradise, this is it! We're first time VRBO renters and did not know what to expect. Our entire experience from the first contact with Scott to sadly locking the house door for the last time was incredible! Scott is so friendly and helpful! You'll be in awe from the minute you drive onto the property. This home is beautiful, peaceful and you'll definately NOT want to leave. The pool and beach area are so clean and the people are very friendly. The entire development is picture post card worthly. The location is perfect to experience the neighboring Keys. If you're looking to leave your worries behind, have a dream vacation and experience the breathtaking wonders of the Florida Keys…stop looking just pick a date on the calendar and go!!! Must Do's: Robbie's (feed the tarpons), Morado Bay resturant for a breathtaking sunset dinner with tables in the sand. Fabulous food, drinks and toes in the sand! Back Country Cowboys for kayak rentals; experience low tide on a sandbar! Turtle Hospital in Marathon. And of course…save a day to explore the wonders of Key West! We're already planning a repeat vacation for next year! Thank you Scott!
                                                              • Submitted: Jul 23, 2014
                                                              • Stayed: Jul 2014