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Upper Florida Keys Cottage Rentals(26)

26 Results
3 - 7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
    (5)
    3 - 7 night minimum stay
    • 2 BR,
    • 1 BA,
    • Sleeps 4
      (3)
      7 night minimum stay
      • 2 BR,
      • 2 BA,
      • Sleeps 4
        (4)
        7 night minimum stay
        • 2 BR,
        • 2 BA,
        • Sleeps 6
          2 Reviews
          $1,365
          per week
          7 night minimum stay
          • 2 BR,
          • 1 BA,
          • Sleeps 4
            (4)
            Book it Now!
            7 night minimum stay
            • 3 BR,
            • 3 BA,
            • Sleeps 6
              (7)
              Book it Now!
              28 night minimum stay
              • 1 BR,
              • 1 BA,
              • Sleeps 4
                (3)
                $110
                per night
                3 night minimum stay
                • 1 BR,
                • 1 BA,
                • Sleeps 6
                  (13)
                  3 night minimum stay
                  • 1 BR,
                  • 1 BA,
                  • Sleeps 2
                    (7)
                    2 - 3 night minimum stay
                    • 2 BR,
                    • Sleeps 7
                      3 - 4 night minimum stay
                      • 1 BR,
                      • 1 BA,
                      • Sleeps 4
                        6 night minimum stay
                        • 1 BR,
                        • 1 BA,
                        • Sleeps 4
                          • Studio,
                          • Sleeps 2
                            2 Reviews
                            • 2 BR,
                            • 1 BA,
                            • Sleeps 2
                              (21)
                              1 - 3 night minimum stay
                              • 2 BR,
                              • 2 BA,
                              • Sleeps 6
                                2 night minimum stay
                                • 1 BR,
                                • 1 BA,
                                • Sleeps 4
                                  28 night minimum stay
                                  • 2 BR,
                                  • 1 BA,
                                  • 1 HF BA,
                                  • Sleeps 6
                                    (6)
                                    3 night minimum stay
                                    • 1 BR,
                                    • 1 BA,
                                    • Sleeps 2
                                      (4)
                                      3 night minimum stay
                                      • 1 BR,
                                      • 1 BA,
                                      • Sleeps 2
                                        (5)
                                        $2,500 - $3,000
                                        per month
                                        28 night minimum stay
                                        • 2 BR,
                                        • Sleeps 6
                                          (3)
                                          3 night minimum stay
                                          • 1 BR,
                                          • 1 BA,
                                          • 1 HF BA,
                                          • Sleeps 2
                                            1 Review
                                            2 night minimum stay
                                            • 2 BR,
                                            • 1 BA,
                                            • 1 HF BA,
                                            • Sleeps 6
                                              (21)
                                              7 night minimum stay
                                              • 2 BR,
                                              • 1 BA,
                                              • Sleeps 4
                                                (5)
                                                28 night minimum stay
                                                • 3 BR,
                                                • Sleeps 6
                                                  (13)
                                                  1 - 5 night minimum stay
                                                  • 1 BR,
                                                  • 1 BA,
                                                  • Sleeps 5
                                                    • 2 BR,
                                                    • 2 BA,
                                                    • Sleeps 6
                                                      (4)
                                                       

                                                      Recent Upper Florida Keys Reviews

                                                      Florida Keys the way you would expect!!

                                                      5 of 5
                                                      I used to live in the Keys and go down every year. This was my first time staying at Bonnie and Bills place. We are a family of 4 and the house was perfect size for us.The place was super clean and smelled great when we walked through the door. We had rented a boat and the dock worked very well for our needs. They have a fish cleaning table with fresh water and Bill offers you plenty of advice and any tool you needed at your request. He also gives you good fishing and lobster advice. The owners live on the property but the property is so large you never bump into one another. Tons of palm trees and your own beach which is rear in the Florida Keys.All of the furniture was updated and the art in the house was a pleasure to look at. We would come back to this place again. 5 stars all day long. Professional business that deserves respect!
                                                      • Submitted: Aug 16, 2014
                                                      • Stayed: Aug 2014

                                                      Clean, Comfortable, Convenient!

                                                      5 of 5
                                                      I stayed in this home with two friends (our ages are 25, 25, and 29). We were welcomed by Amelia, who told us how everything in the house worked, and showed us a book of brochers for restaurants. The home looked and smelled very clean. We were delighted to see that there was a chest full of board games, and also 6 or 7 bikes. There was a queen sized bed, a futon, and an air mattress. The kitchen was quaint and had all of our cooking needs. The home is located right off of US 1, which is the main road to get anywhere in the Keys. We swam with dolphins at Dolphin Cove, and snorkeled with Quiescence (who took us by boat to some reefs in John Pennekamp Park). Both of these places were just five minutes up the road. We also took a bike ride, and played board games and cooked on the days we wanted to relax. Roy called us to check in on how we were doing, and gave us many suggestions for where to eat out, and which places to avoid. We chose to drive to Key West one day, and returned to the cottage that night. (that's all the time we really needed in Key West, and we avoided staying in an overpriced hotel). Key largo is great for snorkeling and has many beautiful fish on its reefs (you really need to try snorkleing if you come here!), and if you want to go to more of “picture pretty” beach, you can drive down to Annes Beach or Key West. Roy always returned my calls and emails promptly which made me feel comfortable. All in all we had a great stay!
                                                      • Submitted: Jul 22, 2014
                                                      • Stayed: Jul 2014

                                                      Greatest Destination in Islamorada!

                                                      5 of 5
                                                      We just returned from a 2 week stay at Bayside Cottages staying in the Bay View house. This was our 4th year vacationing at this location. Every year seems better than the year before! The property is the cleanest and best maintained property in Islamorada. Every year the owners Lori and Bobby who are beyond accommodating and friendly have added more luxury to the cottages and grounds! This listing is one that is more beautiful and amazing than words or pictures can describe. The grounds are beautifully lit at night and the amenities provided make it truly a place where all you need to bring is your clothes! The Bay View Cottage is beyond clean and so beautifully decorated and equipped! The screened porch provides the most beautiful view of the gorgeous landscaping and the bay. The summer kitchen by the dock provides the opportunity for evening meals with new found friends and the most beautiful sunsets! The covered dock with thousands of fish underneath for snorkeling and a relaxing swim after a day of fishing just adds one more awesome way to relax on this property. The boathouse provides for guests everything you need to fish, snorkel, kyak or just float! This is also a sandy beach with lounge chairs and a hammock if you just want to soak up the sun and the view of the bay. A fire pit with chairs surrounding it gives you just one more way to relax in the evening alone or with new friends vacationing at The Bayside Cottages. I highly recommend this destination and truly can not give the owners or property enough stars to express how wonderful they or the destination is! Already booked to return next summer and counting the days ;)
                                                      • Submitted: Jul 13, 2014
                                                      • Stayed: Jun 2014