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
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!

Anna Maria Island: Vacation Rentals (3,601)

  • 1 - 50 of 300+
Additional fees apply. Taxes may be added.
    Wonderful! 4.9/5
    (17 reviews)
    avg/night
    • 2 BR
    • 2 BA
    • Sleeps 6
    Villa #4089485
    17
    Viewed 66 times in the last 48 hours
      Wonderful! 4.9/5
      (16 reviews)
      avg/night
      • 5 BR
      • 4 BA
      • 1 HF BA
      • Sleeps 12
      House #4093284
      16
      Viewed 74 times in the last 48 hours
        Exceptional! 5.0/5
        (49 reviews)
        avg/night
        • 2 BR
        • 2 BA
        • Sleeps 4
        Apartment #507306vb
        49
        Viewed 26 times in the last 48 hours
          Wonderful! 4.9/5
          (43 reviews)
          avg/night
          • 2 BR
          • 2 BA
          • Sleeps 6
          Condo #570534vb
          43
          Viewed 48 times in the last 48 hours
            Exceptional! 5.0/5
            (14 reviews)
            avg/night
            • 4 BR
            • 4 BA
            • 1 HF BA
            • Sleeps 8
            House #710440vb
            14
            Viewed 132 times in the last 48 hours
              Exceptional! 5.0/5
              (15 reviews)
              avg/night
              • 2 BR
              • 1 BA
              • Sleeps 5
              Bungalow #779117vb
              15
              Viewed 8 times in the last 48 hours
                Exceptional! 5.0/5
                (61 reviews)
                avg/night
                • 2 BR
                • 2 BA
                • Sleeps 4
                House #438886vb
                61
                Viewed 33 times in the last 48 hours
                  Exceptional! 5.0/5
                  (39 reviews)
                  avg/night
                  • 3 BR
                  • 2 BA
                  • Sleeps 6
                  House #450981vb
                  39
                  Viewed 38 times in the last 48 hours
                    Wonderful! 4.8/5
                    (20 reviews)
                    avg/night
                    • 2 BR
                    • 2 BA
                    • Sleeps 4
                    Townhome #734201vb
                    20
                    Viewed 75 times in the last 48 hours
                      Wonderful! 4.9/5
                      (23 reviews)
                      avg/night
                      • 2 BR
                      • 1 BA
                      • Sleeps 6
                      House #158732vb
                      23
                      Viewed 12 times in the last 48 hours
                        Wonderful! 4.9/5
                        (16 reviews)
                        avg/night
                        • 2 BR
                        • 1 BA
                        • Sleeps 6
                        Cottage #959422
                        16
                        Viewed 25 times in the last 48 hours
                          Wonderful! 4.8/5
                          (17 reviews)
                          avg/night
                          • 2 BR
                          • 1 BA
                          • Sleeps 6
                          Condo #789703vb
                          17
                          Viewed 19 times in the last 48 hours
                            Wonderful! 4.9/5
                            (7 reviews)
                            avg/night
                            • 1 BR
                            • 2 BA
                            • Sleeps 6
                            Cottage #795082vb
                            7
                            Viewed 19 times in the last 48 hours
                              Wonderful! 4.8/5
                              (13 reviews)
                              avg/night
                              • 2 BR
                              • 2 BA
                              • Sleeps 4
                              Cottage #4079891
                              13
                              Viewed 27 times in the last 48 hours
                                Excellent! 4.6/5
                                (23 reviews)
                                avg/night
                                • 3 BR
                                • 2 BA
                                • 1 HF BA
                                • Sleeps 7
                                House #358470
                                23
                                Viewed 11 times in the last 48 hours
                                  Wonderful! 4.8/5
                                  (10 reviews)
                                  avg/night
                                  • 2 BR
                                  • 1 BA
                                  • Sleeps 6
                                  Condo #4167283
                                  10
                                  Viewed 46 times in the last 48 hours
                                    Wonderful! 4.9/5
                                    (10 reviews)
                                    avg/night
                                    • 2 BR
                                    • 2 BA
                                    • Sleeps 4
                                    Condo #4089964
                                    10
                                    Viewed 29 times in the last 48 hours
                                      Exceptional! 5.0/5
                                      (29 reviews)
                                      avg/night
                                      • 4 BR
                                      • 3 BA
                                      • Sleeps 8
                                      House #702910vb
                                      29
                                      Viewed 21 times in the last 48 hours
                                        Wonderful! 4.8/5
                                        (42 reviews)
                                        avg/night
                                        • Studio
                                        • 1 BA
                                        • Sleeps 4
                                        Condo #385351vb
                                        42
                                        Viewed 56 times in the last 48 hours
                                          Exceptional! 5.0/5
                                          (20 reviews)
                                          avg/night
                                          • 2 BR
                                          • 2 BA
                                          • Sleeps 6
                                          Cottage #501584vb
                                          20
                                          Viewed 24 times in the last 48 hours
                                            Wonderful! 4.9/5
                                            (22 reviews)
                                            avg/night
                                            • 2 BR
                                            • 2 BA
                                            • Sleeps 5
                                            House #759069vb
                                            22
                                            Viewed 34 times in the last 48 hours
                                              Excellent! 4.6/5
                                              (7 reviews)
                                              avg/night
                                              • 4 BR
                                              • 6 BA
                                              • 1 HF BA
                                              • Sleeps 16
                                              House #890788vb
                                              7
                                              Viewed 84 times in the last 48 hours
                                                Exceptional! 5.0/5
                                                (24 reviews)
                                                avg/night
                                                • 3 BR
                                                • 3 BA
                                                • Sleeps 8
                                                House #3691691
                                                24
                                                Viewed 26 times in the last 48 hours
                                                  Good! 3.9/5
                                                  (19 reviews)
                                                  avg/night
                                                  • 2 BR
                                                  • 2 BA
                                                  • Sleeps 4
                                                  Condo #581187vb
                                                  19
                                                  Viewed 50 times in the last 48 hours
                                                    Wonderful! 4.9/5
                                                    (32 reviews)
                                                    avg/night
                                                    • 2 BR
                                                    • 1 BA
                                                    • Sleeps 4
                                                    Cottage #594326vb
                                                    32
                                                    Viewed 20 times in the last 48 hours
                                                      Wonderful! 4.9/5
                                                      (7 reviews)
                                                      avg/night
                                                      • 1 BR
                                                      • 1 BA
                                                      • Sleeps 4
                                                      Bungalow #795080vb
                                                      7
                                                      Viewed 32 times in the last 48 hours
                                                        Excellent! 4.6/5
                                                        (43 reviews)
                                                        avg/night
                                                        • Studio
                                                        • 1 BA
                                                        • Sleeps 2
                                                        Condo #441182vb
                                                        43
                                                        Viewed 67 times in the last 48 hours
                                                          Exceptional! 5.0/5
                                                          (9 reviews)
                                                          avg/night
                                                          • 2 BR
                                                          • 2 BA
                                                          • Sleeps 6
                                                          House #835541vb
                                                          9
                                                          Viewed 40 times in the last 48 hours
                                                            • 2 BR
                                                            • 1 BA
                                                            • Sleeps 4
                                                            Cottage #4171902
                                                            3
                                                            Viewed 23 times in the last 48 hours
                                                              Wonderful! 4.9/5
                                                              (15 reviews)
                                                              avg/night
                                                              • 3 BR
                                                              • 2 BA
                                                              • 1 HF BA
                                                              • Sleeps 6
                                                              Condo #396393vb
                                                              15
                                                              Viewed 19 times in the last 48 hours
                                                                Excellent! 4.6/5
                                                                (19 reviews)
                                                                avg/night
                                                                • 3 BR
                                                                • 2 BA
                                                                • Sleeps 6
                                                                Villa #411075vb
                                                                19
                                                                Viewed 22 times in the last 48 hours
                                                                  Wonderful! 4.9/5
                                                                  (18 reviews)
                                                                  avg/night
                                                                  • 2 BR
                                                                  • 2 BA
                                                                  • Sleeps 6
                                                                  House #639099vb
                                                                  18
                                                                  Viewed 21 times in the last 48 hours
                                                                    Exceptional! 5.0/5
                                                                    (13 reviews)
                                                                    avg/night
                                                                    • 1 BR
                                                                    • 1 BA
                                                                    • Sleeps 4
                                                                    Apartment #810723vb
                                                                    13
                                                                    Viewed 40 times in the last 48 hours
                                                                      Exceptional! 5.0/5
                                                                      (9 reviews)
                                                                      avg/night
                                                                      • 3 BR
                                                                      • 2 BA
                                                                      • Sleeps 8
                                                                      House #4171040
                                                                      9
                                                                      Viewed 38 times in the last 48 hours
                                                                        Wonderful! 4.8/5
                                                                        (24 reviews)
                                                                        avg/night
                                                                        • 1 BR
                                                                        • 1 BA
                                                                        • Sleeps 4
                                                                        Villa #426725vb
                                                                        24
                                                                        Viewed 18 times in the last 48 hours
                                                                          Wonderful! 4.9/5
                                                                          (45 reviews)
                                                                          avg/night
                                                                          • 4 BR
                                                                          • 3 BA
                                                                          • 1 HF BA
                                                                          • Sleeps 8
                                                                          Villa #556073vb
                                                                          45
                                                                          Viewed 31 times in the last 48 hours
                                                                            Excellent! 4.6/5
                                                                            (13 reviews)
                                                                            $79
                                                                            avg/night
                                                                            • 1 BR
                                                                            • 1 BA
                                                                            • Sleeps 3
                                                                            Cottage #716262vb
                                                                            13
                                                                            Viewed 16 times in the last 48 hours
                                                                              • 4 BR
                                                                              • 3 BA
                                                                              • Sleeps 8
                                                                              Villa #4139890
                                                                              4
                                                                              Viewed 33 times in the last 48 hours
                                                                                Wonderful! 4.8/5
                                                                                (20 reviews)
                                                                                avg/night
                                                                                • 1 BR
                                                                                • 1 BA
                                                                                • Sleeps 4
                                                                                Apartment #724405vb
                                                                                20
                                                                                Viewed 49 times in the last 48 hours
                                                                                  Wonderful! 4.9/5
                                                                                  (39 reviews)
                                                                                  avg/night
                                                                                  • 2 BR
                                                                                  • 2 BA
                                                                                  • Sleeps 4
                                                                                  House #554464vb
                                                                                  39
                                                                                  Viewed 19 times in the last 48 hours
                                                                                    Exceptional! 5.0/5
                                                                                    (24 reviews)
                                                                                    avg/night
                                                                                    • 2 BR
                                                                                    • 2 BA
                                                                                    • Sleeps 6
                                                                                    House #611925vb
                                                                                    24
                                                                                    Viewed 21 times in the last 48 hours
                                                                                      Exceptional! 5.0/5
                                                                                      (11 reviews)
                                                                                      avg/night
                                                                                      • 2 BR
                                                                                      • 2 BA
                                                                                      • Sleeps 6
                                                                                      Cottage #731898vb
                                                                                      11
                                                                                      Viewed 17 times in the last 48 hours
                                                                                        Wonderful! 4.9/5
                                                                                        (49 reviews)
                                                                                        avg/night
                                                                                        • 2 BR
                                                                                        • 1 BA
                                                                                        • Sleeps 4
                                                                                        Condo #48051vb
                                                                                        49
                                                                                        Viewed 42 times in the last 48 hours
                                                                                          Exceptional! 5.0/5
                                                                                          (72 reviews)
                                                                                          avg/night
                                                                                          • 3 BR
                                                                                          • 2 BA
                                                                                          • Sleeps 6
                                                                                          House #298525vb
                                                                                          72
                                                                                          Viewed 55 times in the last 48 hours
                                                                                            Wonderful! 4.9/5
                                                                                            (16 reviews)
                                                                                            avg/night
                                                                                            • 2 BR
                                                                                            • 1 BA
                                                                                            • 1 HF BA
                                                                                            • Sleeps 6
                                                                                            House #392864
                                                                                            16
                                                                                            Viewed 36 times in the last 48 hours
                                                                                              Wonderful! 4.9/5
                                                                                              (48 reviews)
                                                                                              avg/night
                                                                                              • Studio
                                                                                              • 1 BA
                                                                                              • Sleeps 4
                                                                                              Condo #343756vb
                                                                                              48
                                                                                              Viewed 29 times in the last 48 hours
                                                                                                Excellent! 4.5/5
                                                                                                (18 reviews)
                                                                                                avg/night
                                                                                                • 1 BR
                                                                                                • 1 BA
                                                                                                • Sleeps 4
                                                                                                Apartment #724406vb
                                                                                                18
                                                                                                Viewed 31 times in the last 48 hours
                                                                                                  Wonderful! 4.9/5
                                                                                                  (8 reviews)
                                                                                                  avg/night
                                                                                                  • 2 BR
                                                                                                  • 2 BA
                                                                                                  • Sleeps 4
                                                                                                  Condo #295714vb
                                                                                                  8
                                                                                                  Viewed 19 times in the last 48 hours
                                                                                                    Wonderful! 4.8/5
                                                                                                    (45 reviews)
                                                                                                    avg/night
                                                                                                    • 1 BR
                                                                                                    • 1 BA
                                                                                                    • Sleeps 4
                                                                                                    Apartment #573413vb
                                                                                                    45
                                                                                                    Viewed 21 times in the last 48 hours
                                                                                                      Wonderful! 4.8/5
                                                                                                      (41 reviews)
                                                                                                      avg/night
                                                                                                      • 3 BR
                                                                                                      • 2 BA
                                                                                                      • Sleeps 9
                                                                                                      House #557191vb
                                                                                                      41
                                                                                                      Viewed 47 times in the last 48 hours
                                                                                                      • 1 - 50 of 300+
                                                                                                       

                                                                                                      Recent Anna Maria Island Reviews

                                                                                                      The Cozy Cottage was more than expected. We loved it!! The location on the island is perfect.

                                                                                                      5 of 5
                                                                                                      Beach access is VERY close. The bikes are great to ride to lunch, dinner, store, beach, etc. House was immaculate!! Tons of shells. Sunsets and people were great. I would highly recommend the Cozy Cottage and Anna Maria Island.
                                                                                                      • Submitted: Dec 1, 2016
                                                                                                      • Stayed: Nov 2016

                                                                                                      Cute

                                                                                                      5 of 5
                                                                                                      Love the backyard pool area...they have everything you need in the kitchen too. Cute Cabana..we really enjoyed our stay. Used the bikes and short walk to tge beach. They really have thought of everything you might need.
                                                                                                      • Submitted: Nov 30, 2016
                                                                                                      • Stayed: Nov 2016

                                                                                                      Great island escape!

                                                                                                      5 of 5
                                                                                                      This is a great rental with a boat dock. We stayed here for a weekend and very much enjoyed it. The pictures depict the house perfectly. The kitchen is well equipped and the boat dock is a plus. We rented a boat and were able to dock it overnight. Jenny, the rental owner, was very responsive with any question and extremely nice. I would highly recommend this rental.
                                                                                                      • Submitted: Nov 30, 2016
                                                                                                      • Stayed: Nov 2016