Verified Review icon 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 svg-report-flag pet-dog svg-multiunit Default Owner Icon
  • Showing 1-50 of 300+
  View map Map
Additional fees apply. Taxes may be added.
Favorite
    Viewed 341 times in the last 48 hours
    • 5 bedrooms
    • 4 bathrooms
    • 1 HF BA
    • Sleeps 12
    Favorite
      Viewed 301 times in the last 48 hours
      • 2 bedrooms
      • 2 bathrooms
      • Sleeps 6
      Favorite
        Viewed 195 times in the last 48 hours
        • 2 bedrooms
        • 2 bathrooms
        • Sleeps 4
        Favorite
          Viewed 160 times in the last 48 hours
          • 3 bedrooms
          • 3 bathrooms
          • Sleeps 8
          Favorite
            Viewed 128 times in the last 48 hours
            • 2 bedrooms
            • 2 bathrooms
            • Sleeps 6
            Favorite
              Viewed 205 times in the last 48 hours
              • 3 bedrooms
              • 3 bathrooms
              • 1 HF BA
              • Sleeps 8
              Favorite
                Viewed 152 times in the last 48 hours
                • 2 bedrooms
                • 1 bathroom
                • Sleeps 4
                Favorite
                  Viewed 140 times in the last 48 hours
                  • 2 bedrooms
                  • 1 bathroom
                  • 1 HF BA
                  • Sleeps 4
                  Favorite
                    Viewed 160 times in the last 48 hours
                    • 3 bedrooms
                    • 2 bathrooms
                    • Sleeps 8
                    Favorite
                      Viewed 111 times in the last 48 hours
                      • 2 bedrooms
                      • 1 bathroom
                      • 1 HF BA
                      • Sleeps 6
                      Favorite
                        Viewed 305 times in the last 48 hours
                        • 4 bedrooms
                        • 4 bathrooms
                        • 1 HF BA
                        • Sleeps 8
                        Favorite
                          Viewed 114 times in the last 48 hours
                          • 2 bedrooms
                          • 2 bathrooms
                          • Sleeps 4
                          Favorite
                            Viewed 139 times in the last 48 hours
                            • 2 bedrooms
                            • 2 bathrooms
                            • Sleeps 6
                            Favorite
                              Viewed 132 times in the last 48 hours
                              • 2 bedrooms
                              • 1 bathroom
                              • Sleeps 4
                              Favorite
                                Viewed 222 times in the last 48 hours
                                • 3 bedrooms
                                • 2 bathrooms
                                • 1 HF BA
                                • Sleeps 8
                                Favorite
                                  Viewed 95 times in the last 48 hours
                                  • 2 bedrooms
                                  • 2 bathrooms
                                  • Sleeps 6
                                  Favorite
                                    Viewed 68 times in the last 48 hours
                                    • 4 bedrooms
                                    • 3 bathrooms
                                    • Sleeps 8
                                    Favorite
                                      Viewed 114 times in the last 48 hours
                                      • 2 bedrooms
                                      • 2 bathrooms
                                      • Sleeps 6
                                      Favorite
                                        Viewed 165 times in the last 48 hours
                                        • 5 bedrooms
                                        • 4 bathrooms
                                        • 1 HF BA
                                        • Sleeps 10
                                        Favorite
                                          Viewed 144 times in the last 48 hours
                                          • 3 bedrooms
                                          • 2 bathrooms
                                          • 1 HF BA
                                          • Sleeps 8
                                          Favorite
                                            Viewed 173 times in the last 48 hours
                                            • 3 bedrooms
                                            • 2 bathrooms
                                            • Sleeps 6
                                            Favorite
                                              Viewed 116 times in the last 48 hours
                                              • 2 bedrooms
                                              • 2 bathrooms
                                              • Sleeps 5
                                              Favorite
                                                Viewed 83 times in the last 48 hours
                                                • 3 bedrooms
                                                • 3 bathrooms
                                                • Sleeps 8
                                                Favorite
                                                  Viewed 181 times in the last 48 hours
                                                  • 3 bedrooms
                                                  • 2 bathrooms
                                                  • Sleeps 6
                                                  Favorite
                                                    Viewed 81 times in the last 48 hours
                                                    • 2 bedrooms
                                                    • 2 bathrooms
                                                    • Sleeps 5
                                                    Favorite
                                                      Viewed 153 times in the last 48 hours
                                                      • 2 bedrooms
                                                      • 1 bathroom
                                                      • Sleeps 4
                                                      Favorite
                                                        Viewed 64 times in the last 48 hours
                                                        • 2 bedrooms
                                                        • 1 bathroom
                                                        • Sleeps 6
                                                        Favorite
                                                          Viewed 59 times in the last 48 hours
                                                          • 2 bedrooms
                                                          • Sleeps 6
                                                          Favorite
                                                            Viewed 50 times in the last 48 hours
                                                            • 4 bedrooms
                                                            • 4 bathrooms
                                                            • Sleeps 8
                                                            Favorite
                                                              Viewed 81 times in the last 48 hours
                                                              • 2 bedrooms
                                                              • 2 bathrooms
                                                              • Sleeps 6
                                                              Favorite
                                                                Viewed 98 times in the last 48 hours
                                                                • 3 bedrooms
                                                                • 3 bathrooms
                                                                • Sleeps 7
                                                                Favorite
                                                                  Viewed 169 times in the last 48 hours
                                                                  • 5 bedrooms
                                                                  • 3 bathrooms
                                                                  • Sleeps 15
                                                                  Favorite
                                                                    Viewed 61 times in the last 48 hours
                                                                    • 3 bedrooms
                                                                    • 2 bathrooms
                                                                    • 1 HF BA
                                                                    • Sleeps 8
                                                                    Favorite
                                                                      Viewed 57 times in the last 48 hours
                                                                      • 2 bedrooms
                                                                      • 2 bathrooms
                                                                      • Sleeps 6
                                                                      Favorite
                                                                        Viewed 180 times in the last 48 hours
                                                                        • 4 bedrooms
                                                                        • 3 bathrooms
                                                                        • Sleeps 10
                                                                        Favorite
                                                                          Viewed 46 times in the last 48 hours
                                                                          • 3 bedrooms
                                                                          • 3 bathrooms
                                                                          • Sleeps 7
                                                                          Favorite
                                                                            Viewed 69 times in the last 48 hours
                                                                            • 2 bedrooms
                                                                            • 1 bathroom
                                                                            • Sleeps 4
                                                                            Favorite
                                                                              Viewed 91 times in the last 48 hours
                                                                              • 3 bedrooms
                                                                              • 2 bathrooms
                                                                              • Sleeps 6
                                                                              Favorite
                                                                                Viewed 84 times in the last 48 hours
                                                                                • 2 bedrooms
                                                                                • 1 bathroom
                                                                                • Sleeps 6
                                                                                Favorite
                                                                                  Viewed 51 times in the last 48 hours
                                                                                  • 2 bedrooms
                                                                                  • 2 bathrooms
                                                                                  • Sleeps 6
                                                                                  Favorite
                                                                                    Viewed 146 times in the last 48 hours
                                                                                    • 5 bedrooms
                                                                                    • 3 bathrooms
                                                                                    • 1 HF BA
                                                                                    • Sleeps 10
                                                                                    Favorite
                                                                                      Viewed 69 times in the last 48 hours
                                                                                      • 2 bedrooms
                                                                                      • 2 bathrooms
                                                                                      • Sleeps 4
                                                                                      Favorite
                                                                                        Viewed 50 times in the last 48 hours
                                                                                        • 4 bedrooms
                                                                                        • 3 bathrooms
                                                                                        • 1 HF BA
                                                                                        • Sleeps 8
                                                                                        Favorite
                                                                                          Viewed 89 times in the last 48 hours
                                                                                          • 3 bedrooms
                                                                                          • 2 bathrooms
                                                                                          • Sleeps 6
                                                                                          Favorite
                                                                                            Viewed 54 times in the last 48 hours
                                                                                            • 1 bedroom
                                                                                            • 1 bathroom
                                                                                            • Sleeps 2
                                                                                            Favorite
                                                                                              Viewed 62 times in the last 48 hours
                                                                                              • 4 bedrooms
                                                                                              • 4 bathrooms
                                                                                              • Sleeps 8
                                                                                              Favorite
                                                                                                Viewed 101 times in the last 48 hours
                                                                                                • 4 bedrooms
                                                                                                • 3 bathrooms
                                                                                                • Sleeps 14
                                                                                                Favorite
                                                                                                  Viewed 177 times in the last 48 hours
                                                                                                  • 4 bedrooms
                                                                                                  • 3 bathrooms
                                                                                                  • Sleeps 14
                                                                                                  Favorite
                                                                                                    Viewed 37 times in the last 48 hours
                                                                                                    • 2 bedrooms
                                                                                                    • 2 bathrooms
                                                                                                    • 1 HF BA
                                                                                                    • Sleeps 6
                                                                                                    Favorite
                                                                                                      Viewed 32 times in the last 48 hours
                                                                                                      • 2 bedrooms
                                                                                                      • 1 bathroom
                                                                                                      • Sleeps 5
                                                                                                      • 1 - 50 of 300+
                                                                                                       

                                                                                                      Recent Anna Maria Reviews

                                                                                                      What a wonderful location!

                                                                                                      5 of 5
                                                                                                      We really enjoyed drinking coffee on the back porch. Wonderdul views! We saw lots of different birds, crabs and even dolphins playing in the bay! Just a short walk from the little shops and the pier and only 1 mile to the beach on the other side of the island. The house was exactly what we were looking for. Will definitely be back!
                                                                                                      • Submitted: Mar 28, 2017
                                                                                                      • Stayed: Mar 2017

                                                                                                      Relaxing and comfy!

                                                                                                      5 of 5
                                                                                                      How we enjoyed our time at Diamond Surf! The house had absolutely everything we needed for our two week stay. My husband and I shared the house first to rendezvous with our out of town best friends, and then to enjoy time with family - it is perfect for two couples. The pool area was private and quiet, and got lots of use! We also loved walking the short, easy walk to the lovely gulf beach (thanks for the beach wagon and chairs!) and biking into the shopping area of Anna Maria. Located just across the street from the free trolley, we also ventured to some restaurants that were well south of our quiet, residential area. The house is super clean, beds very comfortable, and the kitchen quite well equipped. We loved having a little extra room to spread out in the den and sunroom. Such a great time was had that we signed right up for more time next winter!
                                                                                                      • Submitted: Mar 27, 2017
                                                                                                      • Stayed: Feb 2017

                                                                                                      Wonderful Anna Maria Island Winter Vacation

                                                                                                      5 of 5
                                                                                                      This was the second year in the area and the first year in this condo. The area offers a lot to do within walking distance and the beaches are awesome. The condo was very clean, the kitchen well stocked and all the appliances were recently upgraded. The bathrooms were also recently remodeled. Terry and Sandy were wonderful and addressed any issues (which were minor) in a timely manner. We would recommend this location and condo to our family and friends. We enjoyed daily walks on the beach and wonderful walking trail which ran along Conquina Beach. It was also relaxing to walk to several of our favorite restaurants right in town. Bridge Street Bistro and the Blue Marlin Restaurants were excellent The Tiki Bar across the street was an great place to watch the sunsets. We are already looking forward to our stay next year.
                                                                                                      • Submitted: Mar 23, 2017
                                                                                                      • Stayed: Jan 2017