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Islamorada Vacation Rentals(165)

165 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 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)
            Book it Now!
            5 - 7 night minimum stay
            • 3 BR,
            • 2 BA,
            • 1 HF BA,
            • Sleeps 10
              (7)
              Book it Now!
              5 - 7 night minimum stay
              • 2 BR,
              • 2 BA,
              • Sleeps 5
                (10)
                $2,500 - $3,000
                per week
                Book it Now!
                7 night minimum stay
                • 2 BR,
                • 2 BA,
                • 1 HF BA,
                • Sleeps 4
                  (5)
                  7 night minimum stay
                  • 2 BR,
                  • 2 BA,
                  • 1 HF BA,
                  • Sleeps 6
                    (31)
                    $150 - $175
                    per night
                    Book it Now!
                    5 - 7 night minimum stay
                    • 2 BR,
                    • 2 BA,
                    • Sleeps 8
                      (5)
                      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)
                            Book it Now!
                            7 night minimum stay
                            • 3 BR,
                            • 2 BA,
                            • Sleeps 6
                              1 Review
                              7 night minimum stay
                              • 4 BR,
                              • 3 BA,
                              • Sleeps 12
                                (12)
                                7 night minimum stay
                                • 1 BR,
                                • 2 BA,
                                • Sleeps 4
                                  (11)
                                  • 3 BR,
                                  • 3 BA,
                                  • Sleeps 6
                                    (12)
                                    7 night minimum stay
                                    • 4 BR,
                                    • 3 BA,
                                    • Sleeps 8
                                      1 Review
                                      7 night minimum stay
                                      • 3 BR,
                                      • 2 BA,
                                      • Sleeps 7
                                        (27)
                                        7 night minimum stay
                                        • 2 BR,
                                        • 2 BA,
                                        • 1 HF BA,
                                        • Sleeps 6
                                          (24)
                                          • 3 BR,
                                          • 2 BA,
                                          • Sleeps 8
                                            (8)
                                            7 night minimum stay
                                            • 2 BR,
                                            • 2 BA,
                                            • Sleeps 8
                                              (18)
                                              7 night minimum stay
                                              • 4 BR,
                                              • 4 BA,
                                              • Sleeps 10
                                                (11)
                                                • 1 BR,
                                                • 2 BA,
                                                • Sleeps 4
                                                  (8)
                                                  • 4 BR,
                                                  • 3 BA,
                                                  • Sleeps 8
                                                    (25)
                                                    27 night minimum stay
                                                    • 2 BR,
                                                    • 2 BA,
                                                    • Sleeps 6
                                                      1 Review
                                                      • 4 BR,
                                                      • 4 BA,
                                                      • 1 HF BA,
                                                      • Sleeps 12
                                                        (3)
                                                        • 4 BR,
                                                        • 3 BA,
                                                        • Sleeps 8
                                                          1 Review
                                                          Book it Now!
                                                          3 - 4 night minimum stay
                                                          • 2 BR,
                                                          • 2 BA,
                                                          • 1 HF BA,
                                                          • Sleeps 6
                                                            (25)
                                                            $129 - $200
                                                            per night
                                                            Book it Now!
                                                            6 night minimum stay
                                                            • 2 BR,
                                                            • 1 BA,
                                                            • 1 HF BA,
                                                            • Sleeps 6
                                                              (14)
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                                                              Recent Islamorada Reviews

                                                              Perfect

                                                              5 of 5
                                                              Been vacationing in Islamorada the last several years by far the best rental for location,comfort just a great home!
                                                              • Submitted: Aug 14, 2014
                                                              • Stayed: Jun 2014

                                                              The perfect location when visiting the Florida Keys!

                                                              5 of 5
                                                              This was our first trip to the Keys and we couldn't have picked a better place to call home during our week in Islamorada. The condo is located in a gated community, and it was clean and comfortable for our family of four. Because it was an end unit, it was very convenient for us to get in and out of the condo and we enjoyed being steps away from the bay. Residents at the condo were very friendly and my husband and son enjoyed fishing and kayaking in the waters nearby. Needless to say we spent many evenings watching the beautiful sunset from the marina and rooftop. During our stay, we went on an extended snorkeling trip at John Pennekemp State Park, spent one afternoon deep sea fishing, visited Key West and South Beach, and thoroughly enjoyed the beautiful waters of the Florida Keys. We hope to be back in the Keys next year and will definitely stay at Annie's condo again!
                                                              • Submitted: Aug 12, 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