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Upper Florida Keys Long Term Vacation Home Rentals(146)

146 Results
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
      • 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)
          28 night minimum stay
          • 4 BR,
          • 3 BA,
          • Sleeps 8
            (29)
            7 night minimum stay
            • 2 BR,
            • 2 BA,
            • 1 HF BA,
            • Sleeps 6
              (32)
              Book it Now!
              28 night minimum stay
              • 3 BR,
              • 2 BA,
              • Sleeps 8
                (12)
                Book it Now!
                7 night minimum stay
                • 2 BR,
                • 2 BA,
                • 1 HF BA,
                • Sleeps 4
                  (4)
                  5 night minimum stay
                  • 2 BR,
                  • 2 BA,
                  • Sleeps 6
                    (25)
                    Book it Now!
                    28 night minimum stay
                    • 2 BR,
                    • 3 BA,
                    • Sleeps 10
                      1 - 28 night minimum stay
                      • 4 BR,
                      • 5 BA,
                      • Sleeps 10
                        (3)
                        28 night minimum stay
                        • 4 BR,
                        • 3 BA,
                        • Sleeps 8
                          28 night minimum stay
                          • 4 BR,
                          • 2 BA,
                          • Sleeps 14
                            2 - 3 night minimum stay
                            • 3 BR,
                            • 3 BA,
                            • 1 HF BA,
                            • Sleeps 8
                              1 Review
                              • 3 BR,
                              • 2 BA,
                              • Sleeps 6
                                (14)
                                3 - 4 night minimum stay
                                • 3 BR,
                                • 2 BA,
                                • 1 HF BA,
                                • Sleeps 6
                                  (4)
                                  5 - 7 night minimum stay
                                  • 5 BR,
                                  • 5 BA,
                                  • 1 HF BA,
                                  • Sleeps 12
                                    (3)
                                    7 - 28 night minimum stay
                                    • 4 BR,
                                    • 3 BA,
                                    • Sleeps 10
                                      28 night minimum stay
                                      • 5 BR,
                                      • 3 BA,
                                      • Sleeps 16
                                        (27)
                                        28 night minimum stay
                                        • 7 BR,
                                        • 5 BA,
                                        • Sleeps 24
                                          (24)
                                          $18,000
                                          per month
                                          28 night minimum stay
                                          • Studio,
                                          • 6 BA,
                                          • Sleeps 27
                                            (7)
                                            • 4 BR,
                                            • 3 BA,
                                            • Sleeps 8
                                              (25)
                                              2 night minimum stay
                                              • 4 BR,
                                              • 4 BA,
                                              • 1 HF BA,
                                              • Sleeps 8
                                                27 night minimum stay
                                                • 1 BR,
                                                • 1 BA,
                                                • Sleeps 4
                                                  27 night minimum stay
                                                  • 2 BR,
                                                  • 2 BA,
                                                  • Sleeps 6
                                                    1 Review
                                                    Book it Now!
                                                    4 - 5 night minimum stay
                                                    • 3 BR,
                                                    • 2 BA,
                                                    • 1 HF BA,
                                                    • Sleeps 8
                                                      (10)
                                                      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
                                                          • 2 BR,
                                                          • 2 BA,
                                                          • Sleeps 5
                                                            (12)
                                                            3 - 4 night minimum stay
                                                            • 3 BR,
                                                            • 3 BA,
                                                            • Sleeps 8
                                                               

                                                              Recent Upper Florida Keys Reviews

                                                              Great vacation, great house, great owner!

                                                              5 of 5
                                                              We did a 4 weeks tour in Florida (Siesta Key, Naples, Miami, Islamorada, Cocoa Beach and Orlando), Islamorada was the favorite destination of the whole family. We loved Angler's Reef, as it is just a small community, built and decorated in a very charming way and all the people we met were really nice. We also really liked the house, it is very well equipped, the beds are totally comfortable, no detail has been overlooked, it is so much better than staying in an impersonal hotel. Scott writes service with a capital S: it started from the moment I sent him the first email (he answered all correspondences in record time), the fact that he wants to be contacted upon arrival (he really wants to be sure that you have a perfect stay), all little extras the house is equipped with (salt, pepper, lots of different spices, liquid soap, coffee and tea for the first days, name anything you need at home and this house has it), plus the bathroom starter set (bigger than what you get in a 5 star hotel), to the very fast return of our deposit. It actually felt if we were staying in the house of a friend, not of a stranger. Make sure you visit the Turtle Hospital, swim with the dolphins either in Islamorada or Key Largo, go to the Dry Tortugas with the water plane (expensive but well worth the money), go fishing and eat Key lime pie. We also did a family photo session with Jannette de Llanos who makes great pics. Thank you Scott for contributing to the fantastic holidays we had, we will recommend this house to all our Swiss and Dutch family and friends and hope one day we will return! Kind regards, the Schönhaar family
                                                              • Submitted: Aug 24, 2014
                                                              • Stayed: Aug 2014

                                                              Excellent Vacation Home!

                                                              5 of 5
                                                              We rented this house for a week in July with another family. This house was very comfortable for two families. There was plenty of room at the dock for both of our boats. Everything in the house was beautiful. The kitchen was well equipped. The house was so clean! We loved every minute! We can't wait to go back next year!
                                                              • Submitted: Jul 29, 2014
                                                              • Stayed: Jul 2014

                                                              Wonderfull Week

                                                              5 of 5
                                                              What a nice house and community. The place was very clean and looked exactly like the picture online. Pool and grounds were very well maintained, Spectacular views of the Atlantic Ocean. Great waterfront dining at Marker 88, Island Grille, Lazy Days, Morada Bay. We rented waverunners at the Marina that is couple blocks away. A couple miles south we found the Cheeca Lodge and enjoyed happy hour at the TIKI Bar. Few more miles south is a place called Robbies, feed the tarpons, so much fun and good lunch spot. Fishing was really good. W we had access to the Atlantic and the back flats. Even caught a few right off the dock at the community Owners told us they just bought the house. We were one of the first to stay. Everything was new. The kitched was fully stocked, plenty of linens and towels and think we were the first ones to cook on the Weber grille. We will be back, everything was perfect. Thanks to Chris and the Management team.
                                                              • Submitted: Jun 13, 2014
                                                              • Stayed: May 2014