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Big Pine Key: Houses, Cottages & More (438)

  • 1 - 30 of 438
    $247
    avg/night
    • 3 BR
    • 2 BA
    • Sleeps 10
    7
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      • 3 BR
      • 2 BA
      • Sleeps 9
      32
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        • 1 BA
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          17
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            View details for price
            • 2 BR
            • 2 BA
            • Sleeps 6
            17
              • 4 BR
              • 3 BA
              • Sleeps 8
              6
                $125
                avg/night
                • 2 BR
                • 2 BA
                • Sleeps 8
                22
                  • 3 BR
                  • 2 BA
                  • Sleeps 7
                  14
                    $235
                    avg/night
                    • 3 BR
                    • 2 BA
                    • Sleeps 9
                    1 Review
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                      • 4 BR
                      • 4 BA
                      • 1 HF BA
                      • Sleeps 9
                      8
                        • 2 BR
                        • 1 BA
                        • 1 HF BA
                        • Sleeps 8
                        6
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                        24 hrs Confirmation within 24 hours
                          • 2 BR
                          • 1 BA
                          • Sleeps 12
                          1 Review
                            • 2 BR
                            • 2 BA
                            • Sleeps 4
                            5
                              • 5 BR
                              • 3 BA
                              • Sleeps 8
                              7
                                • 4 BR
                                • 3 BA
                                • 1 HF BA
                                • Sleeps 12
                                Request to Book View Details
                                24 hrs Confirmation within 24 hours
                                  • 2 BR
                                  • 2 BA
                                  • Sleeps 5
                                    • 3 BR
                                    • 2 BA
                                    • 1 HF BA
                                    • Sleeps 8
                                    2 Reviews
                                      • 3 BR
                                      • 3 BA
                                      • Sleeps 8
                                      3
                                        • 4 BR
                                        • 2 BA
                                        • Sleeps 10
                                        1 Review
                                          • 3 BR
                                          • 2 BA
                                          • Sleeps 8
                                          3
                                            • 3 BR
                                            • 2 BA
                                            • Sleeps 6
                                            11
                                              • 3 BR
                                              • 3 BA
                                              • Sleeps 8
                                              4
                                                • 2 BR
                                                • 2 BA
                                                • Sleeps 6
                                                33
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                                                  • 2 BR
                                                  • 1 BA
                                                  • Sleeps 4
                                                  4
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                                                  24 hrs Confirmation within 24 hours
                                                    • 4 BR
                                                    • 2 BA
                                                    • Sleeps 11
                                                    3
                                                    Request to Book View Details
                                                    24 hrs Confirmation within 24 hours
                                                      • 3 BR
                                                      • 3 BA
                                                      • Sleeps 8
                                                      8
                                                        • 2 BR
                                                        • 2 BA
                                                        • Sleeps 4
                                                        4
                                                          • 2 BR
                                                          • 2 BA
                                                          • Sleeps 6
                                                          7
                                                            • 3 BR
                                                            • 2 BA
                                                            • Sleeps 8
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                                                            • 1 - 30 of 438
                                                             

                                                            Recent Big Pine Key Reviews

                                                            Perfect for a family getaway

                                                            5 of 5
                                                            Family of 6, with kids aged 7 to 17. Perfect for us. 3 bedrooms were cozy and the common areas were large for gaming out. House is located about 30 mins from Key West and 30 mins from Marathon, so pretty convenient. Loved having the canal out back. Did not fish, but the kids and I saw all kinds of fish swim by, and a couple lobster hiding in rocks under the dock. Really cool. The screened in back deck was awesome. Hung out there every morning to see the sun come up.
                                                            • Submitted: Apr 16, 2016
                                                            • Stayed: Apr 2016

                                                            Fantastic house in a beautiful setting

                                                            5 of 5
                                                            We had two weeks in Florida. One week in Orlando and one week in Big Pine at Captain D's Hideout. What a massive difference this house was to the place we stayed at the first week. The house and garden were just as described on the site. Often photos can flatter a property and then when you arrive you are disappointed. We arrived in the dark but even then you could tell that the place was beautiful. You can tell that that house is a much loved place that the owners also use to retreat to. The place was full of beautiful little touches. It's a house that has a lived in and loved feel. We spent loads of time on the porch just relaxing and listing to the breeze rustling the palm trees. The Key Dear were delightful and never failed to turn up in the evening. We had very few problems. Leo was very helpful and attentive for the two minor issues that we had. We would definitely come back if we lived in the States. If we're back in Florida one day we'd love to come back.
                                                            • Submitted: Apr 14, 2016
                                                            • Stayed: Apr 2016

                                                            Great Home!!

                                                            5 of 5
                                                            Very nice home..Clean & spacious with a nice lay out and completely updated. Wonderful swimming canal with plenty of dockage. World class fishing, diving and snorkeling 10 minutes away!! Quiet neighborhood and close to all of the Keys best spots. The owners were great and definitely recommend this home to all. Already planning our return trip.
                                                            • Submitted: Apr 12, 2016
                                                            • Stayed: Mar 2016