check navigate-up navigate-left navigate-right expand mail svg-lightning svg-24hr svg-house svg-sleeps svg-bedrooms svg-bathrooms svg-stay svg-toilet calendar
Cancel Clear Filters Apply Filters

Property Type

Booking Options

Location Type

Even More Filters

Features

Managed By

Cancel Clear Filters Apply Filters
Use filters to narrow your search results!
  • 1 - 50
Additional fees apply. Taxes may be added.
    • 5 BR
    • 3 BA
    • Sleeps 8
    1 Review
      • 3 BR
      • 2 BA
      • Sleeps 6
      1 Review
        • 5 BR
        • 3 BA
        • 1 HF BA
        • Sleeps 10
        20
          • 3 BR
          • 2 BA
          • Sleeps 6
          3
            • 5 BR
            • 3 BA
            • Sleeps 18
            3
              • 3 BR
              • 2 BA
              • Sleeps 6
              10
                • 3 BR
                • 2 BA
                • Sleeps 6
                2 Reviews
                  • 3 BR
                  • 3 BA
                  • Sleeps 6
                    • 6 BR
                    • 5 BA
                    • Sleeps 14
                      • 4 BR
                      • 3 BA
                      • Sleeps 10
                      2 Reviews
                        • 2 BR
                        • 2 BA
                        • Sleeps 8
                        13
                          • 3 BR
                          • 2 BA
                          • Sleeps 6
                            • 3 BR
                            • 2 BA
                            • Sleeps 6
                              • 2 BR
                              • 2 BA
                              • Sleeps 6
                              2 Reviews
                                • 2 BR
                                • 2 BA
                                • Sleeps 6
                                1 Review
                                  • 3 BR
                                  • 3 BA
                                  • 1 HF BA
                                  • Sleeps 6
                                    • 4 BR
                                    • 4 BA
                                    • Sleeps 8
                                    6
                                      • 3 BR
                                      • 2 BA
                                      • Sleeps 8
                                      2 Reviews
                                        • 5 BR
                                        • 2 BA
                                        • 2 HF BA
                                        • Sleeps 10
                                        2 Reviews
                                          • 5 BR
                                          • 3 BA
                                          • Sleeps 12
                                          3
                                            • 3 BR
                                            • 3 BA
                                            • Sleeps 6
                                            1 Review
                                              • 5 BR
                                              • 3 BA
                                              • Sleeps 10
                                              1 Review
                                                • 1 BR
                                                • 1 BA
                                                • Sleeps 4
                                                15
                                                  • 4 BR
                                                  • 3 BA
                                                  • Sleeps 8
                                                  33
                                                    • 2 BR
                                                    • 1 BA
                                                    • Sleeps 6
                                                    14
                                                      • 2 BR
                                                      • 1 BA
                                                      • Sleeps 4
                                                      14
                                                        • 4 BR
                                                        • 2 BA
                                                        • Sleeps 7
                                                          • 2 BR
                                                          • 2 BA
                                                          • Sleeps 6
                                                          23
                                                            • 3 BR
                                                            • 2 BA
                                                            • Sleeps 6
                                                            7
                                                              • 2 BR
                                                              • 1 BA
                                                              • Sleeps 4
                                                              26
                                                                • 2 BR
                                                                • 1 BA
                                                                • Sleeps 6
                                                                41
                                                                  • 2 BR
                                                                  • 2 BA
                                                                  • Sleeps 6
                                                                  3
                                                                    • 3 BR
                                                                    • 2 BA
                                                                    • Sleeps 5
                                                                    11
                                                                      • 3 BR
                                                                      • 2 BA
                                                                      • Sleeps 5
                                                                      12
                                                                        • 2 BR
                                                                        • 3 BA
                                                                        • Sleeps 6
                                                                          • 2 BR
                                                                          • 1 BA
                                                                          • Sleeps 5
                                                                          30
                                                                            • 2 BR
                                                                            • 1 BA
                                                                            • Sleeps 6
                                                                            4
                                                                              • 1 BR
                                                                              • 1 BA
                                                                              • Sleeps 4
                                                                              24
                                                                                • 1 BR
                                                                                • 1 BA
                                                                                • Sleeps 4
                                                                                5
                                                                                  • 2 BR
                                                                                  • 1 BA
                                                                                  • Sleeps 6
                                                                                  2 Reviews
                                                                                    • 1 BR
                                                                                    • 1 BA
                                                                                    • Sleeps 4
                                                                                      • 2 BR
                                                                                      • 1 BA
                                                                                      • 1 HF BA
                                                                                      • Sleeps 6
                                                                                        • 3 BR
                                                                                        • 3 BA
                                                                                        • 1 HF BA
                                                                                        • Sleeps 6
                                                                                        19
                                                                                          • 1 BR
                                                                                          • 1 BA
                                                                                          • Sleeps 4
                                                                                          3
                                                                                            • 2 BR
                                                                                            • 2 BA
                                                                                            • Sleeps 6
                                                                                            1 Review
                                                                                              • 3 BR
                                                                                              • 2 BA
                                                                                              • Sleeps 6
                                                                                              5
                                                                                                • 2 BR
                                                                                                • 2 BA
                                                                                                • Sleeps 6
                                                                                                8
                                                                                                  • 3 BR
                                                                                                  • 2 BA
                                                                                                  • Sleeps 6
                                                                                                    • 4 BR
                                                                                                    • 2 BA
                                                                                                    • Sleeps 8
                                                                                                    21
                                                                                                    • 1 - 50
                                                                                                     

                                                                                                    Recent Sugarloaf Key Reviews

                                                                                                    Great property location was ideal for what we did. Went to key west one day ( all day and night).

                                                                                                    5 of 5
                                                                                                    Clean, had alL the things you need while away on vacation. Would go back and have spread the word to friends. Jen was outstanding, if we needed something she got it. Boat, cottage and location ideal for heading to the keys.
                                                                                                    • Submitted: Sep 15, 2016
                                                                                                    • Stayed: Sep 2016

                                                                                                    love it, very clean it was perfect

                                                                                                    5 of 5
                                                                                                    perfect location, we felt very confortable ass we were at home, the cottage was very clean, the beds confortable. recommend.
                                                                                                    • Submitted: Sep 5, 2016
                                                                                                    • Stayed: Sep 2016

                                                                                                    AWESOME, BEAUTIFUL, MORE THAN EXPECTED.

                                                                                                    5 of 5
                                                                                                    We just returned home and cannot wait to come back. We dove 4 days out of 6 and boated everyday. The location is one of the best for EVERYTHING, Snorkeling, diving, {Loe Key Reef is about 6 or 7 miles out and is rated as one of the best dive spots in the US } Baha Honda beach is 20 min. down the road { rated as one of the best beaches in the US] fishing, back country boating, this place has it ALL. Like I said, it has EVERYTHING, and Key West is 20 min. down the road. This is my forth time down to the keys so I am somewhat familiar with most of the lower keys, this is my first time at Adventure Out where this home is located. The boat docks right up to the back door, the entire place has been set up for comfort and ease of enjoyment. It has ALL that you would want, down to a grill to cook dinner on. One thing about telling everyone how STELLAR the place is, it may not be available when I want to return and I intend on doing so. Congratulation's on owning something so beautiful and special,. You deserve who ever stays to hear words of praise and gratitude. Thank you for letting us enjoy your home. Steven, Tara and Madison.
                                                                                                    • Submitted: Aug 29, 2016
                                                                                                    • Stayed: Aug 2016