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Grassy Key: Houses, Condos & More (300+)

  • 1 - 50 of 300+
Additional fees apply. Taxes may be added.
    • 1 BR
    • 1 BA
    • Sleeps 2
    15
      • 4 BR
      • 2 BA
      • Sleeps 10
      19
        • 4 BR
        • 3 BA
        • Sleeps 10
          • 3 BR
          • 2 BA
          • Sleeps 6
          13
            • 3 BR
            • 2 BA
            • Sleeps 6
            20
              • 1 BR
              • 1 BA
              • Sleeps 2
              50
                • 3 BR
                • 3 BA
                • Sleeps 8
                34
                  • 2 BR
                  • 2 BA
                  • Sleeps 6
                  22
                    • 1 BR
                    • 1 BA
                    • Sleeps 2
                    19
                      • 2 BR
                      • 2 BA
                      • Sleeps 8
                      24
                        • 3 BR
                        • 2 BA
                        • Sleeps 6
                        100
                          • 1 BR
                          • 1 BA
                          • Sleeps 4
                          16
                            • 3 BR
                            • 3 BA
                            • Sleeps 12
                            6
                              • Studio
                              • 1 BA
                              • Sleeps 2
                              55
                                • Studio
                                • 1 BA
                                • Sleeps 2
                                  • Studio
                                  • 1 BA
                                  • Sleeps 2
                                  1 Review
                                    • Studio
                                    • 1 BA
                                    • Sleeps 2
                                    1 Review
                                      • 3 BR
                                      • 2 BA
                                      • Sleeps 8
                                      7
                                        • 3 BR
                                        • 2 BA
                                        • Sleeps 8
                                        4
                                          • Studio
                                          • 1 BA
                                          • Sleeps 2
                                            • 4 BR
                                            • 4 BA
                                            • Sleeps 8
                                            4
                                              • 5 BR
                                              • 3 BA
                                              • Sleeps 10
                                              2 Reviews
                                                • 3 BR
                                                • 2 BA
                                                • 1 HF BA
                                                • Sleeps 8
                                                2 Reviews
                                                  • 3 BR
                                                  • 2 BA
                                                  • Sleeps 10
                                                  9
                                                    • 3 BR
                                                    • 3 BA
                                                    • Sleeps 8
                                                    2 Reviews
                                                      • 3 BR
                                                      • 3 BA
                                                      • Sleeps 8
                                                        • 3 BR
                                                        • 3 BA
                                                        • Sleeps 12
                                                        18
                                                          • 3 BR
                                                          • 3 BA
                                                          • Sleeps 10
                                                          7
                                                            NEW!
                                                            • 2 BR
                                                            • 1 BA
                                                            • 1 HF BA
                                                            • Sleeps 6
                                                              • 3 BR
                                                              • 2 BA
                                                              • Sleeps 6
                                                              27
                                                                • 3 BR
                                                                • 3 BA
                                                                • Sleeps 8
                                                                16
                                                                  • 1 BR
                                                                  • 1 BA
                                                                  • Sleeps 2
                                                                  17
                                                                    • 1 BR
                                                                    • 1 BA
                                                                    • Sleeps 4
                                                                    18
                                                                      • 2 BR
                                                                      • 2 BA
                                                                      • 1 HF BA
                                                                      • Sleeps 6
                                                                      14
                                                                        • 2 BR
                                                                        • 2 BA
                                                                        • 1 HF BA
                                                                        • Sleeps 6
                                                                        17
                                                                          • 4 BR
                                                                          • 3 BA
                                                                          • Sleeps 8
                                                                            NEW!
                                                                            • 2 BR
                                                                            • 2 BA
                                                                            • Sleeps 6
                                                                              • 4 BR
                                                                              • 3 BA
                                                                              • Sleeps 10
                                                                              4
                                                                                • 2 BR
                                                                                • 2 BA
                                                                                • Sleeps 6
                                                                                2 Reviews
                                                                                  • 2 BR
                                                                                  • 2 BA
                                                                                  • Sleeps 6
                                                                                  32
                                                                                    • 1 BR
                                                                                    • 1 BA
                                                                                    • Sleeps 4
                                                                                    14
                                                                                      • 3 BR
                                                                                      • 2 BA
                                                                                      • Sleeps 8
                                                                                      22
                                                                                        • 1 BR
                                                                                        • 1 BA
                                                                                        • Sleeps 4
                                                                                        38
                                                                                          • 5 BR
                                                                                          • 4 BA
                                                                                          • Sleeps 12
                                                                                            • 5 BR
                                                                                            • 4 BA
                                                                                            • Sleeps 12
                                                                                            8
                                                                                              • 2 BR
                                                                                              • 2 BA
                                                                                              • Sleeps 2
                                                                                                • 2 BR
                                                                                                • 2 BA
                                                                                                • Sleeps 6
                                                                                                16
                                                                                                  • 1 BR
                                                                                                  • 1 BA
                                                                                                  • Sleeps 4
                                                                                                  27
                                                                                                  • 1 - 50 of 300+
                                                                                                   

                                                                                                  Recent Grassy Key Reviews

                                                                                                  Ideal Location

                                                                                                  5 of 5
                                                                                                  This condo on Duck Key was perfect for our weekend getaway. Description and pictures were accurate, condo was clean and the owners are very helpful and easy to work with. Stocked with all of the kitchen supplies you need, extra towels, pillows and comfort items. Situated next to Hawk's Cay, so there is a great dive shop, restaurant and store with helpful, friendly staff. Also minutes from Marathon with larger grocery stores and other conveniences. Definitely would stay here again, especially during lobster season. Think we will be back!
                                                                                                  • Submitted: Sep 1, 2016
                                                                                                  • Stayed: Aug 2016

                                                                                                  Clean and Relaxing

                                                                                                  5 of 5
                                                                                                  Spent a week relaxing with my wife and 2 teenage daughters. I have never walked into a cleaner rental house. anything you would need is at the house waiting for you, all your beach needs, towels, cleaning supplies all are provided. Beautiful decor and comfortable, we felt right at home as soon as we arrived. Even though your on the main highway in the Keys noise is at a very minimum and not distracting. Sunsets and Sunrises were the highlights of the days with my wife, just sitting and having coffee watching the sunrise over the clear ocean was amazing. Thank you for letting us relax in your beautiful home, we will be back and have all ready told several friends about it.
                                                                                                  • Submitted: Aug 30, 2016
                                                                                                  • Stayed: Aug 2016

                                                                                                  A home from home on the edge of the Ocean!

                                                                                                  5 of 5
                                                                                                  This is truly a very comfortable house. Coming from Germany for the first time to Florida, we found a very clean villa (spotless!) and enjoyed all the amenities it offers: a well equipped kitchen, comfortable beds and sofas, various outside seating, a gas BBQ, a hot tub, bikes and kayaks as well as beach equipment. We have stayed in a lot of holiday homes over the last twenty years but this has been the best one so far. The views are spectacular, especially the sheet lighting when it is dark. Sitting in the warm Florida Keys air with a cold beer or a nice Scotch and watching the Ocean was a delight. We were able to use the kayaks all day even at low tide (then you just have to pull them some meters to the deeper water). The Ocean is shallow and you cannot swim right at the house but that is something which you do not expect in the Keys. However, very nice beaches are nearby: Curry Hammock State Park (10-15 minutes by bike) and Sombrero Beach (first class!) in Marathon (10 minutes by car). The house is in one mile distance to the Dolphin Research Center on Grassy Key which provides an excellent opportunity to swim with the dolphins. Marathon is a perfect base for exploring the Keys. It offers a lot of nice bars and restaurants and shopping opportunities. Key West is just one hours drive away. We went there for a night and visited Dry Tortugas by speed boat - one of the highlight of our trip! The owner responded very quickly to every question we had. This home is thus highly recommended!
                                                                                                  • Submitted: Aug 20, 2016
                                                                                                  • Stayed: Aug 2016