Villas in Anna Maria Island: Rent luxury villas in Anna Maria Island

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42 villas

(6) Excellent 

    22

    Holiday villa in Holmes Beach

    Anna Maria Island / Holmes Beach

    2 6 min stay varies

    • 2 bedrooms
    • sleeps 6
    • min stay varies
    • Swimming pool
    • Child friendly
    • Air conditioning

    from £151 / night

    £916 - £1,603 / week

    Book View

    Responds fast!
    avg. 2 hours 32 minutes

    from £151 / night

      23

      Holiday villa in Holmes Beach

      Anna Maria Island / Holmes Beach

      1 4 3 nights min

      • 1 bedroom
      • sleeps 4
      • 3 nights min
      • Swimming pool
      • Child friendly
      • Air conditioning

      from £129 / night

      £771 - £991 / week

      Book View

      from £129 / night

        23

        Holiday villa rental

        Anna Maria Island / Holmes Beach

        1 8 3 nights min

        • 1 bedroom
        • sleeps 8
        • 3 nights min
        • Swimming pool
        • Child friendly
        • Car not necessary

        from £202 / night

        £1,101 - £1,523 / week

        Book View

        from £202 / night

          23

          Holiday villa in Holmes Beach

          Anna Maria Island / Holmes Beach

          2 4 7 nights min

          • 2 bedrooms
          • sleeps 4
          • 7 nights min
          • Air conditioning

          from £125 / night

          £870 / week

          Book View

          from £125 / night

          (22) Excellent 

            22

            Holiday villa in Anna Maria

            Anna Maria Island / Anna Maria

            4 8 7 nights min

            • 4 bedrooms
            • sleeps 8
            • 7 nights min
            • Beach / lakeside relaxation
            • Swimming pool
            • Child friendly
            “Great Family Vacation” This is the second year that our family has rented this beautiful beach house. We have been coming to anna Maria Island for a winter vacation for about 16 years. We always rent a house on the beach but this is the nicest one we have found yet! It has every convenience, is very clean, well designed and very nicely decorated. The views of the beach are beautiful and can be enjoyed from multiple decks. The location is great; a short stroll through the dunes to the beach or in the other direction to a number of cafes, shops and ice cream venues! The owners are very professional to deal with and make all transactions very easy. They encourage their tenants to take good care of their house with financial incentives which ensure that the house remains in tip-top condition. We hope to come back next year and would recommend this lovely house to anyone!

            from £641 / night

            £4,488 - £6,250 / week

            Book View

            from £641 / night

            (5) Excellent 

              12

              Holmes Beach holiday villa rental

              Anna Maria Island / Holmes Beach

              2 6 3 nights min

              • 2 bedrooms
              • sleeps 6
              • 3 nights min
              • Swimming pool
              • Car not necessary
              • Air conditioning

              from £165 / night

              £989 - £1,209 / week

              Book View

              from £165 / night

                27

                Holiday villa in Bradenton Beach

                Anna Maria Island / Bradenton Beach

                1 5 14 nights min

                • 1 bedroom
                • sleeps 5
                • 14 nights min
                • Swimming pool
                • Child friendly
                • Air conditioning

                from £142 / night

                £994 / week

                Book View

                Responds fast!
                avg. 21 minutes

                from £142 / night

                (4) Very Good 

                  11

                  Holmes Beach holiday villa rental

                  Anna Maria Island / Holmes Beach

                  1 4 3 nights min

                  • 1 bedroom
                  • sleeps 4
                  • 3 nights min
                  • Swimming pool
                  • Child friendly
                  • Air conditioning

                  from £129 / night

                  £770 - £989 / week

                  Book View

                  from £129 / night

                    33

                    Villa rental in Holmes Beach with swimming pool

                    Anna Maria Island / Holmes Beach

                    2 6 7 nights min

                    • 2 bedrooms
                    • sleeps 6
                    • 7 nights min
                    • Swimming pool
                    • Ask owner if suitable for children
                    • Air conditioning

                    from £173 / night

                    £1,212 / week

                    Book View

                    Responds fast!
                    avg. 2 hours 56 minutes

                    from £173 / night

                      14

                      Holmes Beach holiday villa rental

                      Anna Maria Island / Holmes Beach

                      2 6 7 nights min

                      • 2 bedrooms
                      • sleeps 6
                      • 7 nights min
                      • Ask owner if suitable for children
                      • Air conditioning
                      • Pet friendly

                      from £86 / night

                      £603 / week

                      Book View

                      Responds fast!
                      avg. 2 hours 56 minutes

                      from £86 / night

                      (1) Very Good 

                        15

                        Holiday villa with swimming pool in Holmes Beach

                        Anna Maria Island / Holmes Beach

                        2 8 min stay varies

                        • 2 bedrooms
                        • sleeps 8
                        • min stay varies
                        • Swimming pool
                        • Child friendly
                        • Air conditioning

                        from £94 / night

                        £654 / week

                        Book View

                        Responds fast!
                        avg. 2 hours 56 minutes

                        from £94 / night

                          26

                          Villa rental in Holmes Beach

                          Anna Maria Island / Holmes Beach

                          2 6 7 nights min

                          • 2 bedrooms
                          • sleeps 6
                          • 7 nights min
                          • Ask owner if suitable for children
                          • Air conditioning
                          • Pet friendly

                          from £116 / night

                          £808 / week

                          Book View

                          Responds fast!
                          avg. 2 hours 56 minutes

                          from £116 / night

                          Great rentals within 20 miles that match your search

                          Distance approx 12.55 miles from Anna Maria Island Show on Map

                          (1) Excellent 

                            19

                            Villa rental in St. Petersburg

                            Florida / St. Petersburg

                            2 4 min stay varies

                            • 2 bedrooms
                            • sleeps 4
                            • min stay varies
                            • Nearest beach 2 km
                            • Swimming pool
                            • Child friendly

                            from £139 / night

                            £968 - £1,199 / week

                            Book View

                            from £139 / night

                            Distance approx 18 miles from Anna Maria Island Show on Map

                              18

                              Holiday villa in Lido Key

                              Sarasota / Lido Key

                              2 6 3 nights min

                              • 2 bedrooms
                              • sleeps 6
                              • 3 nights min
                              • Nearest beach 0 km
                              • Child friendly

                              from £147 / night

                              £1,025 / week

                              Book View

                              from £147 / night

                              Distance approx 14.63 miles from Anna Maria Island Show on Map

                                17

                                Holiday villa rental

                                Florida / St. Petersburg

                                1 4 30 nights min

                                • 1 bedroom
                                • sleeps 4
                                • 30 nights min
                                • Swimming pool
                                • Air conditioning

                                from £82 / night

                                £571 / week

                                Book View

                                from £82 / night

                                Distance approx 14.83 miles from Anna Maria Island Show on Map

                                (4) Excellent 

                                  24

                                  Holiday villa with indoor pool in Bradenton

                                  Southwest Gulf Coast / Bradenton

                                  4 8 min stay varies

                                  • 4 bedrooms
                                  • sleeps 8
                                  • min stay varies
                                  • Beach / lakeside relaxation
                                  • Swimming pool
                                  • Child friendly

                                  from £108 / night

                                  £750 / week

                                  Book View

                                  from £108 / night

                                  Distance approx 13.01 miles from Anna Maria Island Show on Map

                                  (2) Excellent 

                                    26

                                    Villa rental in St. Petersburg with golf nearby

                                    Florida / St. Petersburg

                                    2 4 min stay varies

                                    • 2 bedrooms
                                    • sleeps 4
                                    • min stay varies
                                    • Beach / lakeside relaxation
                                    • Nearest beach 2 km
                                    • Swimming pool

                                    from £124 / night

                                    £733 - £866 / week

                                    Book View

                                    from £124 / night

                                    Distance approx 15.04 miles from Anna Maria Island Show on Map

                                      39

                                      Holiday villa rental

                                      Southwest Gulf Coast / Bradenton

                                      3 6 min stay varies

                                      • 3 bedrooms
                                      • sleeps 6
                                      • min stay varies
                                      • Swimming pool
                                      • Child friendly
                                      • Air conditioning

                                      from £137 / night

                                      £956 / week

                                      Book View

                                      Responds fast!
                                      avg. 3 hours 49 minutes

                                      from £137 / night

                                      Distance approx 14.93 miles from Anna Maria Island Show on Map

                                        24

                                        Holiday villa in Bradenton

                                        Southwest Gulf Coast / Bradenton

                                        4 8 min stay varies

                                        • 4 bedrooms
                                        • sleeps 8
                                        • min stay varies
                                        • Swimming pool
                                        • Child friendly
                                        • Air conditioning

                                        from £142 / night

                                        £994 / week

                                        Book View

                                        Responds fast!
                                        avg. 3 hours 49 minutes

                                        from £142 / night

                                        Distance approx 17.29 miles from Anna Maria Island Show on Map

                                          17

                                          Sarasota holiday villa rental

                                          Southwest Gulf Coast / Sarasota

                                          3 6 7 nights min

                                          • 3 bedrooms
                                          • sleeps 6
                                          • 7 nights min
                                          • Beach / lakeside relaxation
                                          • Nearest beach 0 km
                                          • Swimming pool

                                          from £89 / night

                                          £619 / week

                                          Book View

                                          from £89 / night

                                          Distance approx 14.98 miles from Anna Maria Island Show on Map

                                            16

                                            Holiday villa letting

                                            Southwest Gulf Coast / Bradenton

                                            3 6 min stay varies

                                            • 3 bedrooms
                                            • sleeps 6
                                            • min stay varies
                                            • Swimming pool
                                            • Child friendly
                                            • Air conditioning

                                            from £137 / night

                                            £956 / week

                                            Book View

                                            Responds fast!
                                            avg. 3 hours 49 minutes

                                            from £137 / night

                                            Distance approx 14.96 miles from Anna Maria Island Show on Map

                                              17

                                              Holiday villa in Bradenton

                                              Southwest Gulf Coast / Bradenton

                                              3 6 min stay varies

                                              • 3 bedrooms
                                              • sleeps 6
                                              • min stay varies
                                              • Swimming pool
                                              • Child friendly
                                              • Air conditioning

                                              from £137 / night

                                              £956 / week

                                              Book View

                                              Responds fast!
                                              avg. 3 hours 49 minutes

                                              from £137 / night

                                              Distance approx 15.61 miles from Anna Maria Island Show on Map

                                                24

                                                Holiday villa in Bradenton

                                                Southwest Gulf Coast / Bradenton

                                                5 10 7 nights min

                                                • 5 bedrooms
                                                • sleeps 10
                                                • 7 nights min
                                                • Swimming pool
                                                • Child friendly
                                                • Air conditioning

                                                from £173 / night

                                                £1,212 / week

                                                Book View

                                                Responds fast!
                                                avg. 3 hours 49 minutes

                                                from £173 / night

                                                Distance approx 14.01 miles from Anna Maria Island Show on Map

                                                  15

                                                  Holiday villa in St. Pete Beach

                                                  Florida / St. Pete Beach

                                                  2 8 6 nights min

                                                  • 2 bedrooms
                                                  • sleeps 8
                                                  • 6 nights min
                                                  • Swimming pool
                                                  • Child friendly
                                                  • Air conditioning

                                                  from £119 / night

                                                  £834 / week

                                                  Book View

                                                  from £119 / night

                                                  Distance approx 11.02 miles from Anna Maria Island Show on Map

                                                  (8) Excellent 

                                                    25

                                                    Longboat Key holiday villa accommodation

                                                    Florida / Longboat Key

                                                    2 10 7 nights min

                                                    • 2 bedrooms
                                                    • sleeps 10
                                                    • 7 nights min
                                                    • Beach / lakeside relaxation
                                                    • Nearest beach 0 km
                                                    • Swimming pool

                                                    from £201 / night

                                                    £1,404 - £3,391 / week

                                                    Book View

                                                    Responds fast!
                                                    avg. 3 hours 56 minutes

                                                    from £201 / night

                                                    Distance approx 6.32 miles from Anna Maria Island Show on Map

                                                      23

                                                      Holiday villa in Palma Sola

                                                      Florida / Palma Sola

                                                      3 6 7 nights min

                                                      • 3 bedrooms
                                                      • sleeps 6
                                                      • 7 nights min
                                                      • Nearest beach 10 km
                                                      • Swimming pool
                                                      • Child friendly

                                                      from £243 / night

                                                      £1,699 / week

                                                      Book View

                                                      from £243 / night

                                                      Distance approx 6.5 miles from Anna Maria Island Show on Map

                                                        6

                                                        Holiday villa in Bradenton

                                                        Southwest Gulf Coast / Bradenton

                                                        4 8 10 nights min

                                                        • 4 bedrooms
                                                        • sleeps 8
                                                        • 10 nights min
                                                        • Swimming pool
                                                        • Child friendly
                                                        • Air conditioning

                                                        from £134 / night

                                                        £935 - £1,367 / week

                                                        Book View

                                                        from £134 / night

                                                        Distance approx 18.53 miles from Anna Maria Island Show on Map

                                                          30

                                                          Holiday villa in St. Petersburg

                                                          Florida / St. Petersburg

                                                          3 6 30 nights min

                                                          • 3 bedrooms
                                                          • sleeps 6
                                                          • 30 nights min
                                                          • Child friendly
                                                          • Air conditioning
                                                          • Pet friendly

                                                          from £96 / night

                                                          £667 / week

                                                          Book View

                                                          Responds fast!
                                                          avg. 21 minutes

                                                          from £96 / night

                                                          Distance approx 15.19 miles from Anna Maria Island Show on Map

                                                          (20) Very Good 

                                                          Certificate of Excellence

                                                            24

                                                            Bradenton holiday villa rental

                                                            Southwest Gulf Coast / Bradenton

                                                            3 6 5 nights min

                                                            • 3 bedrooms
                                                            • sleeps 6
                                                            • 5 nights min
                                                            • Beach / lakeside relaxation
                                                            • Nearest beach 16 km
                                                            • Swimming pool

                                                            Certificate of Excellence

                                                            from £124 / night

                                                            £866 / week

                                                            Book View

                                                            Responds fast!
                                                            avg. 3 hours 0 minutes

                                                            from £124 / night

                                                            Distance approx 18.43 miles from Anna Maria Island Show on Map

                                                            (14) Excellent 

                                                              34

                                                              Sarasota holiday villa accommodation

                                                              Southwest Gulf Coast / Sarasota

                                                              3 4 30 nights min

                                                              • 3 bedrooms
                                                              • sleeps 4
                                                              • 30 nights min
                                                              • Beach / lakeside relaxation
                                                              • Nearest beach 20 km
                                                              • Swimming pool

                                                              from £164 / night

                                                              £1,145 / week

                                                              Book View

                                                              Responds fast!
                                                              avg. 50 minutes

                                                              from £164 / night

                                                              Distance approx 17.2 miles from Anna Maria Island Show on Map

                                                              (2) Excellent 

                                                                8

                                                                Holiday villa with golf nearby in Bradenton

                                                                Southwest Gulf Coast / Bradenton

                                                                2 6 min stay varies

                                                                • 2 bedrooms
                                                                • sleeps 6
                                                                • min stay varies
                                                                • Child friendly
                                                                • Air conditioning
                                                                • Pet friendly

                                                                from £106 / night

                                                                £825 / week

                                                                Book View

                                                                Responds fast!
                                                                avg. 3 hours 30 minutes

                                                                from £106 / night

                                                                Distance approx 9.31 miles from Anna Maria Island Show on Map

                                                                  31

                                                                  Holiday villa in Bradenton

                                                                  Southwest Gulf Coast / Bradenton

                                                                  2 4 7 nights min

                                                                  • 2 bedrooms
                                                                  • sleeps 4
                                                                  • 7 nights min
                                                                  • Swimming pool
                                                                  • Child friendly
                                                                  • Air conditioning

                                                                  from £92 / night

                                                                  £641 / week

                                                                  Book View

                                                                  from £92 / night

                                                                  Distance approx 17.98 miles from Anna Maria Island Show on Map

                                                                    10

                                                                    Holiday villa in St. Petersburg

                                                                    Florida / St. Petersburg

                                                                    2 4 3 nights min

                                                                    • 2 bedrooms
                                                                    • sleeps 4
                                                                    • 3 nights min
                                                                    • Child friendly
                                                                    • Air conditioning
                                                                    • Private garden

                                                                    from £54 / night

                                                                    £379 / week

                                                                    Book View

                                                                    Responds fast!
                                                                    avg. 27 minutes

                                                                    from £54 / night

                                                                    Distance approx 12.85 miles from Anna Maria Island Show on Map

                                                                      10

                                                                      Holiday villa in Longboat Key

                                                                      Florida / Longboat Key

                                                                      2 6 7 nights min

                                                                      • 2 bedrooms
                                                                      • sleeps 6
                                                                      • 7 nights min
                                                                      • Swimming pool
                                                                      • Child friendly
                                                                      • Air conditioning

                                                                      from £386 / night

                                                                      £2,697 / week

                                                                      Book View

                                                                      from £386 / night

                                                                      Distance approx 18.53 miles from Anna Maria Island Show on Map

                                                                      (1) Excellent 

                                                                        24

                                                                        Holiday villa in St. Petersburg

                                                                        Florida / St. Petersburg

                                                                        3 6 30 nights min

                                                                        • 3 bedrooms
                                                                        • sleeps 6
                                                                        • 30 nights min
                                                                        • Child friendly
                                                                        • Air conditioning
                                                                        • Pet friendly

                                                                        from £96 / night

                                                                        £667 / week

                                                                        Book View

                                                                        Responds fast!
                                                                        avg. 8 minutes

                                                                        from £96 / night

                                                                        Distance approx 7.71 miles from Anna Maria Island Show on Map

                                                                          13

                                                                          Bradenton holiday villa rental

                                                                          Southwest Gulf Coast / Bradenton

                                                                          2 6 90 nights min

                                                                          • 2 bedrooms
                                                                          • sleeps 6
                                                                          • 90 nights min
                                                                          • Swimming pool
                                                                          • Child friendly
                                                                          • Air conditioning

                                                                          from £68 / night

                                                                          £470 / week

                                                                          Book View

                                                                          from £68 / night

                                                                          Distance approx 15.15 miles from Anna Maria Island Show on Map

                                                                            23

                                                                            Holiday villa in Bradenton

                                                                            Southwest Gulf Coast / Bradenton

                                                                            4 8 min stay varies

                                                                            • 4 bedrooms
                                                                            • sleeps 8
                                                                            • min stay varies
                                                                            • Swimming pool
                                                                            • Child friendly
                                                                            • Air conditioning

                                                                            from £142 / night

                                                                            £994 / week

                                                                            Book View

                                                                            Responds fast!
                                                                            avg. 3 hours 49 minutes

                                                                            from £142 / night

                                                                            Distance approx 8.77 miles from Anna Maria Island Show on Map

                                                                              12

                                                                              Holiday villa rental

                                                                              Florida / Longboat Key

                                                                              2 6 90 nights min

                                                                              • 2 bedrooms
                                                                              • sleeps 6
                                                                              • 90 nights min
                                                                              • Child friendly
                                                                              • Air conditioning
                                                                              • Pet friendly

                                                                              from £65 / night

                                                                              £449 / week

                                                                              Book View

                                                                              from £65 / night

                                                                              Distance approx 16.69 miles from Anna Maria Island Show on Map

                                                                                8

                                                                                Holiday villa in Bradenton

                                                                                Southwest Gulf Coast / Bradenton

                                                                                3 7 30 nights min

                                                                                • 3 bedrooms
                                                                                • sleeps 7
                                                                                • 30 nights min
                                                                                • Swimming pool
                                                                                • Child friendly
                                                                                • Air conditioning

                                                                                from £138 / night

                                                                                £962 / week

                                                                                Book View

                                                                                Responds fast!
                                                                                avg. 2 hours 50 minutes

                                                                                from £138 / night

                                                                                Distance approx 17.72 miles from Anna Maria Island Show on Map

                                                                                (1) Excellent 

                                                                                  21

                                                                                  Holiday villa with swimming pool in Sarasota

                                                                                  Southwest Gulf Coast / Sarasota

                                                                                  2 4 min stay varies

                                                                                  • 2 bedrooms
                                                                                  • sleeps 4
                                                                                  • min stay varies
                                                                                  • Swimming pool
                                                                                  • Child friendly
                                                                                  • Pet friendly

                                                                                  from £119 / night

                                                                                  £825 / week

                                                                                  Book View

                                                                                  from £119 / night

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