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Sugarloaf Key: Houses, Condos & More (935)

  • 1 - 50 of 935
Additional fees apply. Taxes may be added.
    • 5 BR
    • 3 BA
    • 1 HF BA
    • Sleeps 10
    19
      • 3 BR
      • 2 BA
      • Sleeps 6
      3
        • 5 BR
        • 3 BA
        • Sleeps 18
        3
          • 3 BR
          • 2 BA
          • Sleeps 6
          10
            • 4 BR
            • 4 BA
            • Sleeps 8
            6
              • 2 BR
              • 2 BA
              • Sleeps 8
              2 Reviews
                NEW!
                • 3 BR
                • 3 BA
                • Sleeps 6
                  • 3 BR
                  • 2 BA
                  • Sleeps 6
                  2 Reviews
                    • 6 BR
                    • 5 BA
                    • Sleeps 14
                      • 4 BR
                      • 3 BA
                      • Sleeps 10
                      2 Reviews
                        NEW!
                        • 3 BR
                        • 2 BA
                        • Sleeps 6
                        1 Review
                          • 3 BR
                          • 2 BA
                          • Sleeps 6
                            • 5 BR
                            • 3 BA
                            • Sleeps 8
                            1 Review
                              • 2 BR
                              • 2 BA
                              • Sleeps 8
                              13
                                NEW!
                                • 3 BR
                                • 2 BA
                                • Sleeps 6
                                  NEW!
                                  • 3 BR
                                  • 3 BA
                                  • 1 HF BA
                                  • Sleeps 6
                                    • 3 BR
                                    • 2 BA
                                    • Sleeps 6
                                      • 2 BR
                                      • 2 BA
                                      • Sleeps 6
                                      2 Reviews
                                        • 4 BR
                                        • 3 BA
                                        • Sleeps 10
                                        2 Reviews
                                          • 2 BR
                                          • 2 BA
                                          • Sleeps 6
                                          1 Review
                                            • 3 BR
                                            • 2 BA
                                            • Sleeps 8
                                            2 Reviews
                                              • 5 BR
                                              • 2 BA
                                              • 2 HF BA
                                              • Sleeps 10
                                              2 Reviews
                                                • 3 BR
                                                • 3 BA
                                                • Sleeps 6
                                                1 Review
                                                  View details for price
                                                  • 3 BR
                                                  • 2 BA
                                                  • Sleeps 6
                                                  1 Review
                                                    NEW!
                                                    • 5 BR
                                                    • 3 BA
                                                    • Sleeps 10
                                                      NEW!
                                                      • 4 BR
                                                      • 3 BA
                                                      • Sleeps 10
                                                        • 4 BR
                                                        • 3 BA
                                                        • Sleeps 8
                                                        33
                                                          • 3 BR
                                                          • 2 BA
                                                          • Sleeps 6
                                                          7
                                                            • 1 BR
                                                            • 1 BA
                                                            • Sleeps 4
                                                              • 2 BR
                                                              • 1 BA
                                                              • Sleeps 6
                                                              3
                                                                • 2 BR
                                                                • 1 BA
                                                                • Sleeps 6
                                                                1 Review
                                                                  • 1 BR
                                                                  • 1 BA
                                                                  • Sleeps 4
                                                                  3
                                                                    NEW!
                                                                    • 2 BR
                                                                    • 3 BA
                                                                    • Sleeps 6
                                                                      • 3 BR
                                                                      • 2 BA
                                                                      • 1 HF BA
                                                                      • Sleeps 6
                                                                        • 3 BR
                                                                        • 2 BA
                                                                        • Sleeps 5
                                                                        11
                                                                          • 3 BR
                                                                          • 2 BA
                                                                          • Sleeps 5
                                                                          11
                                                                            • 3 BR
                                                                            • 2 BA
                                                                            • Sleeps 6
                                                                            8
                                                                              • 3 BR
                                                                              • 2 BA
                                                                              • Sleeps 8
                                                                                NEW!
                                                                                • 3 BR
                                                                                • 2 BA
                                                                                • Sleeps 6
                                                                                  NEW!
                                                                                  • 3 BR
                                                                                  • 2 BA
                                                                                  • Sleeps 6
                                                                                    • 1 BR
                                                                                    • 1 BA
                                                                                    • Sleeps 4
                                                                                    14
                                                                                      • 2 BR
                                                                                      • 2 BA
                                                                                      • Sleeps 4
                                                                                      3
                                                                                        NEW!
                                                                                        • 4 BR
                                                                                        • 2 BA
                                                                                        • Sleeps 7
                                                                                          NEW!
                                                                                          • 2 BR
                                                                                          • 2 BA
                                                                                          • Sleeps 6
                                                                                            • 2 BR
                                                                                            • 2 BA
                                                                                            • Sleeps 6
                                                                                            19
                                                                                              • 2 BR
                                                                                              • 2 BA
                                                                                              • Sleeps 6
                                                                                              2 Reviews
                                                                                                NEW!
                                                                                                • 2 BR
                                                                                                • 1 BA
                                                                                                • 1 HF BA
                                                                                                • Sleeps 6
                                                                                                  • 2 BR
                                                                                                  • 2 BA
                                                                                                  • Sleeps 4
                                                                                                    • 2 BR
                                                                                                    • 2 BA
                                                                                                    • Sleeps 6
                                                                                                    1 Review
                                                                                                    • 1 - 50 of 935
                                                                                                     

                                                                                                    Recent Sugarloaf Key Reviews

                                                                                                    perfect family house

                                                                                                    5 of 5
                                                                                                    This was our first trip to the keys and we hit the jackpot with this house. There were 7 of us in my group and we all had elbow room. Under the house is where we spent almost all of our waking hours. It was perfect to get out of the sun and just chill. We also very much enjoyed the pool. It is a little small but suited our needs. There is a family of iguanas living on property and we enjoyed watching them. We rented a boat from Keys to Ski and spend a great deal of time fishing and touring the area by boat. The waters right outside the house is quite shallow so be sure to follow the guides so you do not end up on a sandbar. We only had a few minor suggestions...the ice maker didn't work and the trays were not sufficient for a group our size so we had to keep getting bagged ice. Also the dishwasher did not work so we had to keep making runs for paper products...again not a huge deal just worth mentioning. Steve was very helpful with any questions we had and was able to help the fishermen in the group with tips ...we ate fresh fish almost every day. Overall a great stay!
                                                                                                    • Submitted: Jul 27, 2016
                                                                                                    • Stayed: Jul 2016

                                                                                                    Great!

                                                                                                    5 of 5
                                                                                                    This property was a great time! It is perfect for a couple, the picture’s don’t do justice for the size of the cottage it’s bigger in person. The cottage was fully stocked with everything you could need for kitchen supplies. The pool behind the cottage was great, the location is fantastic not a bad drive to the Key West at all. I would stay again, fantastic time thank you Susan!
                                                                                                    • Submitted: Jun 10, 2016
                                                                                                    • Stayed: May 2016

                                                                                                    LOVED THIS PLACE

                                                                                                    5 of 5
                                                                                                    We came with a family of four.....2 children and 2 adults. We brought our 25 foot boat. We LOVED this place. The entire property is rentals. You can tell these are older properties, except for the newer 2 story house in the back. First of all, this place was entirely remodeled. Big bathroom complete with places to put all of your stuff and hooks for the towels and wet bathing suits. Secondly, it was super clean. I am clean freak, and I didn't find anything that made my skin crawl. Thirdly, it was well stocked with all the stuff in the kitchen you will need to cook meals. We chose to make all of our meals at home (except for dinner one night across the street at Bella Luna, which was delicious but expensive). I even needed Saran Wrap for left overs, and BOOM! It was there. I felt bad about using all of their stuff, so I replaced some of it. The little pool was clean and cute. My kids used it every day. You have to sign a paper stating that you won't pee in the pool or use suntan lotion and then get in the pool. I thought that was great! There was a little laundry out back that had an older washing machine and dryer. They were both a dollar. I never had to wait. Seems nobody used it but me everyday. The machines were both rusted but clean. It looks like the owners at one time provided soap, but nobody replaced it after they used it all. I brought my own. There was a boat dock there complete with kayaks. We went up the road a mile and dropped the boat in, then brought it over to the dock. It made it quite convenient to just hop in the boat in the morning to go fishing. We didn't get to use the kayaks, but saw several guests that did. There was also a wonderful pier through the mangroves. I understand that cutting the mangroves is illegal now, so that let's me know this was done years ago.....super cool............. There were water spigots in a few places so it made it easier to wash the boat when we pulled it out of the water. A key deer made the back yard his bedroom one night, so we enjoyed watching him lay there. Lightening bugs were out, so we caught some and set them free. Iguanas everywhere....and you would hear them in the trees. WE LOVED THIS PLACE and will be back. I actually want to find the rental ads for the other houses on this property so we can try the others..... The only thing I will tell you to prepare for is the mosquitoes. They are bad, but slow. Almost like Key West time.....lol Hope you enjoy it as much as my family!
                                                                                                    • Submitted: May 31, 2016
                                                                                                    • Stayed: May 2016