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Holidaymakers searching for holiday rentals in Anna Maria also enquired about holiday homes in Holmes Beach, villas in Windsor Hills and villas in Emerald Island

Make a holiday rental property or villa in Anna Maria Island, Florida your home away from home

Anna Maria Island is an absolute treasure. The dream beaches cannot help but to captivate, and the commercial centre endear. Every visitor returns home from an Anna Maria Island villa with a different memory, whether it is of the unbelievable Floridian sunsets or the endless coral sand beaches stretching into the horizon, but one thing is for sure, you will fall in love with this remarkable place during your stay. Located on a long spit jutting out into the warm waters of the Gulf of Mexico, Anna Maria Island is more than simply a world class beach holiday spot.

Things to do on holiday in Anna Maria Island, Florida

Anna Maria Island is not your usual theme park ridden Florida destination. Instead, it is a peaceful city located on the end of a long spit on Florida’s Central Gulf Coast, where discerning visitors are left to enjoy the natural and cultural splendour of the area under their own steam. There are still plenty of green areas in Anna Maria Island, and nature seems to mingle perfectly with the laid back Floridian lifestyle which has embedded itself so thoroughly here.

The beaches which create a gleaming white outline to Anna Maria Island are, of course, a massive attraction for those looking to rent a self catering holiday property. There are many miles of powder soft sands from which to choose your spot in the sun, and the vast majority is backed by promenades filled with award winning restaurants, bars and little shops.

Anna Maria City is largely residential, with a few small shops, bars and eateries scattered among the luxury villas, providing residents with a real community feel. Even collecting your post is a social occasion in Anna Maria, and you will be hard pushed to find a friendlier community.

Places to visit on holiday in Anna Maria Island, Florida

Bradenton Beach at the southern tip of the spit is a luxurious place to be, with the largest beach on Anna Maria Island. The fishing pier at the end of Bradenton Beach is one of the best places to fish on Anna Maria Island. There is even a glorious 18 hole Anna Maria Island golf course situated here. If you need a round of golf in Anna Maria Island, there are 50 golf courses on the mainland within a short drive, so you should not be short of options for Anna Maria Island golf.

Weather in Anna Maria Island, Florida

The climate of Anna Maria Island, Florida is something you do not need to check before catching your flight as conditions are nearly always exceptional! You can almost guarantee daily peaks will be in the 30’s (˚C) during the day, as average monthly temperatures vary between 23˚C in January and 33˚C in August.

Travel to Anna Maria Island, Florida

Your enjoyment of an Anna Maria Island holidays will be increased if you have a hire car, as once you get off the spit, Florida’s attractions are widespread. The closest airport to an Anna Maria Island holiday rental villa is Sarasota Bradenton International (SRQ), just 20km away. There are no direct flights to Sarasota Bradenton from the UK, but there are many connections to the airport and Orlando International (MCO) is not far, and receives direct flights from London on a regular basis.

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  • Showing 1-50 of 300+
Additional service fee may apply.
    Wonderful! 4.9/5
    (17 reviews)
    avg/night
    • 2 BR
    • 2 BA
    • Sleeps 6
    Villa #4089485
    17
    Viewed 67 times in the last 48 hours
      Wonderful! 4.9/5
      (16 reviews)
      avg/night
      • 5 BR
      • 4 BA
      • Separate Toilet
      • Sleeps 12
      House #4093284
      16
      Viewed 60 times in the last 48 hours
        Exceptional! 5.0/5
        (15 reviews)
        avg/night
        • 2 BR
        • 1 BA
        • Sleeps 5
        Bungalow #779117vb
        15
        Viewed 21 times in the last 48 hours
          Exceptional! 5.0/5
          (14 reviews)
          avg/night
          • 4 BR
          • 4 BA
          • Separate Toilet
          • Sleeps 8
          House #710440vb
          14
          Viewed 65 times in the last 48 hours
            Exceptional! 5.0/5
            (60 reviews)
            avg/night
            • 2 BR
            • 2 BA
            • Sleeps 4
            House #438886vb
            60
            Viewed 32 times in the last 48 hours
              Wonderful! 4.8/5
              (10 reviews)
              avg/night
              • 2 BR
              • 1 BA
              • Separate Toilet
              • Sleeps 4
              Cottage #778663vb
              10
              Viewed 20 times in the last 48 hours
                Wonderful! 4.9/5
                (23 reviews)
                avg/night
                • 2 BR
                • 1 BA
                • Sleeps 6
                House #158732vb
                23
                Viewed 14 times in the last 48 hours
                  Exceptional! 5.0/5
                  (26 reviews)
                  avg/night
                  • 3 BR
                  • 2 BA
                  • Sleeps 8
                  House #191441vb
                  26
                  Viewed 22 times in the last 48 hours
                    Wonderful! 4.8/5
                    (12 reviews)
                    avg/night
                    • 1 BR
                    • 1 BA
                    • Sleeps 4
                    Cottage #795078vb
                    12
                    Viewed 24 times in the last 48 hours
                      Wonderful! 4.9/5
                      (16 reviews)
                      avg/night
                      • 2 BR
                      • 1 BA
                      • Sleeps 6
                      Cottage #959422
                      16
                      Viewed 65 times in the last 48 hours
                        Wonderful! 4.9/5
                        (7 reviews)
                        avg/night
                        • 1 BR
                        • 2 BA
                        • Sleeps 6
                        Cottage #795082vb
                        7
                        Viewed 26 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
                            • Separate Toilet
                            • Sleeps 7
                            Villa #335197vb
                            23
                            Viewed 38 times in the last 48 hours
                              Exceptional! 5.0/5
                              (29 reviews)
                              avg/night
                              • 4 BR
                              • 3 BA
                              • Sleeps 8
                              House #702910vb
                              29
                              Viewed 18 times in the last 48 hours
                                Wonderful! 4.9/5
                                (27 reviews)
                                avg/night
                                • 3 BR
                                • 3 BA
                                • Sleeps 7
                                Cottage #500184vb
                                27
                                Viewed 20 times in the last 48 hours
                                  Wonderful! 4.9/5
                                  (31 reviews)
                                  avg/night
                                  • 2 BR
                                  • 1 BA
                                  • Sleeps 4
                                  Cottage #594326vb
                                  31
                                  Viewed 20 times in the last 48 hours
                                    Exceptional! 5.0/5
                                    (24 reviews)
                                    avg/night
                                    • 3 BR
                                    • 3 BA
                                    • Sleeps 8
                                    House #3691691
                                    24
                                    Viewed 22 times in the last 48 hours
                                      Exceptional! 5.0/5
                                      (34 reviews)
                                      avg/night
                                      • 3 BR
                                      • 3 BA
                                      • Separate Toilet
                                      • Sleeps 8
                                      House #713869vb
                                      34
                                      Viewed 32 times in the last 48 hours
                                        Wonderful! 4.9/5
                                        (7 reviews)
                                        avg/night
                                        • 1 BR
                                        • 1 BA
                                        • Sleeps 4
                                        Bungalow #795080vb
                                        7
                                        Viewed 25 times in the last 48 hours
                                          Excellent! 4.6/5
                                          (18 reviews)
                                          avg/night
                                          • 3 BR
                                          • 2 BA
                                          • Sleeps 6
                                          Villa #411075vb
                                          18
                                          Viewed 20 times in the last 48 hours
                                            Exceptional! 5.0/5
                                            (9 reviews)
                                            avg/night
                                            • 2 BR
                                            • 2 BA
                                            • Sleeps 6
                                            House #835541vb
                                            9
                                            Viewed 52 times in the last 48 hours
                                              • 2 BR
                                              • 1 BA
                                              • Sleeps 4
                                              Cottage #4171902
                                              3
                                              Viewed 31 times in the last 48 hours
                                                Wonderful! 4.8/5
                                                (30 reviews)
                                                avg/night
                                                • 5 BR
                                                • 4 BA
                                                • Sleeps 15
                                                House #485420vb
                                                30
                                                Viewed 40 times in the last 48 hours
                                                  Exceptional! 5.0/5
                                                  (12 reviews)
                                                  avg/night
                                                  • 3 BR
                                                  • 2 BA
                                                  • Separate Toilet
                                                  • Sleeps 8
                                                  House #16555vb
                                                  12
                                                  Viewed 35 times in the last 48 hours
                                                    Wonderful! 4.8/5
                                                    (25 reviews)
                                                    avg/night
                                                    • 2 BR
                                                    • 1 BA
                                                    • Sleeps 4
                                                    Cottage #331718
                                                    25
                                                    Viewed 20 times in the last 48 hours
                                                      Exceptional! 5.0/5
                                                      (23 reviews)
                                                      avg/night
                                                      • 4 BR
                                                      • 4 BA
                                                      • Sleeps 8
                                                      House #3534640
                                                      23
                                                      Viewed 9 times in the last 48 hours
                                                        Excellent! 4.7/5
                                                        (19 reviews)
                                                        avg/night
                                                        • 2 BR
                                                        • 2 BA
                                                        • Sleeps 4
                                                        House #292969vb
                                                        19
                                                        Viewed 26 times in the last 48 hours
                                                          Wonderful! 4.9/5
                                                          (23 reviews)
                                                          avg/night
                                                          • 2 BR
                                                          • 2 BA
                                                          • Sleeps 6
                                                          House #771969vb
                                                          23
                                                          Viewed 23 times in the last 48 hours
                                                            Wonderful! 4.9/5
                                                            (44 reviews)
                                                            avg/night
                                                            • 4 BR
                                                            • 3 BA
                                                            • Separate Toilet
                                                            • Sleeps 8
                                                            Villa #556073vb
                                                            44
                                                            Viewed 9 times in the last 48 hours
                                                              Exceptional! 5.0/5
                                                              (11 reviews)
                                                              avg/night
                                                              • 2 BR
                                                              • 2 BA
                                                              • Sleeps 6
                                                              Cottage #731898vb
                                                              11
                                                              Viewed 12 times in the last 48 hours
                                                                Wonderful! 4.9/5
                                                                (48 reviews)
                                                                avg/night
                                                                • 2 BR
                                                                • 1 BA
                                                                • Sleeps 4
                                                                Condo #48051vb
                                                                48
                                                                Viewed 56 times in the last 48 hours
                                                                  Wonderful! 4.9/5
                                                                  (16 reviews)
                                                                  avg/night
                                                                  • 2 BR
                                                                  • 1 BA
                                                                  • Separate Toilet
                                                                  • Sleeps 6
                                                                  House #392864
                                                                  16
                                                                  Viewed 46 times in the last 48 hours
                                                                    Exceptional! 5.0/5
                                                                    (71 reviews)
                                                                    avg/night
                                                                    • 3 BR
                                                                    • 2 BA
                                                                    • Sleeps 6
                                                                    House #298525vb
                                                                    71
                                                                    Viewed 37 times in the last 48 hours
                                                                      Wonderful! 4.9/5
                                                                      (8 reviews)
                                                                      avg/night
                                                                      • 3 BR
                                                                      • 2 BA
                                                                      • Separate Toilet
                                                                      • Sleeps 8
                                                                      House #870299vb
                                                                      8
                                                                      Viewed 52 times in the last 48 hours
                                                                        Exceptional! 5.0/5
                                                                        (86 reviews)
                                                                        avg/night
                                                                        • 2 BR
                                                                        • 2 BA
                                                                        • Sleeps 4
                                                                        House #260347vb
                                                                        86
                                                                        Viewed 16 times in the last 48 hours
                                                                          Wonderful! 4.9/5
                                                                          (26 reviews)
                                                                          avg/night
                                                                          • 4 BR
                                                                          • 3 BA
                                                                          • Sleeps 10
                                                                          House #3637877
                                                                          26
                                                                          Viewed 33 times in the last 48 hours
                                                                            Exceptional! 5.0/5
                                                                            (51 reviews)
                                                                            avg/night
                                                                            • 4 BR
                                                                            • 3 BA
                                                                            • Sleeps 10
                                                                            House #391693
                                                                            51
                                                                            Viewed 38 times in the last 48 hours
                                                                              Excellent! 4.7/5
                                                                              (12 reviews)
                                                                              avg/night
                                                                              • 4 BR
                                                                              • 2 BA
                                                                              • Sleeps 10
                                                                              House #466127vb
                                                                              12
                                                                              Viewed 24 times in the last 48 hours
                                                                                Wonderful! 4.8/5
                                                                                (51 reviews)
                                                                                avg/night
                                                                                • 4 BR
                                                                                • 2 BA
                                                                                • Separate Toilet
                                                                                • Sleeps 8
                                                                                House #201596
                                                                                51
                                                                                Viewed 20 times in the last 48 hours
                                                                                  Wonderful! 4.9/5
                                                                                  (15 reviews)
                                                                                  avg/night
                                                                                  • 4 BR
                                                                                  • 4 BA
                                                                                  • Sleeps 8
                                                                                  House #452753
                                                                                  15
                                                                                  Viewed 50 times in the last 48 hours
                                                                                    Exceptional! 5.0/5
                                                                                    (26 reviews)
                                                                                    avg/night
                                                                                    • 3 BR
                                                                                    • 2 BA
                                                                                    • Sleeps 6
                                                                                    House #660780vb
                                                                                    26
                                                                                    Viewed 27 times in the last 48 hours
                                                                                      Exceptional! 5.0/5
                                                                                      (5 reviews)
                                                                                      avg/night
                                                                                      • 3 BR
                                                                                      • 3 BA
                                                                                      • Sleeps 8
                                                                                      House #854991vb
                                                                                      5
                                                                                      Viewed 30 times in the last 48 hours
                                                                                        Wonderful! 4.9/5
                                                                                        (16 reviews)
                                                                                        avg/night
                                                                                        • 2 BR
                                                                                        • 2 BA
                                                                                        • Sleeps 6
                                                                                        House #3828343
                                                                                        16
                                                                                        Viewed 8 times in the last 48 hours
                                                                                          • 3 BR
                                                                                          • 2 BA
                                                                                          • Sleeps 8
                                                                                          House #4023003
                                                                                          4
                                                                                          Viewed 10 times in the last 48 hours
                                                                                            Exceptional! 5.0/5
                                                                                            (31 reviews)
                                                                                            avg/night
                                                                                            • 5 BR
                                                                                            • 5 BA
                                                                                            • Sleeps 12
                                                                                            House #3505367
                                                                                            31
                                                                                            Viewed 47 times in the last 48 hours
                                                                                              Wonderful! 4.9/5
                                                                                              (29 reviews)
                                                                                              avg/night
                                                                                              • 6 BR
                                                                                              • 4 BA
                                                                                              • Separate Toilet
                                                                                              • Sleeps 16
                                                                                              House #469780vb
                                                                                              29
                                                                                              Viewed 43 times in the last 48 hours
                                                                                                Wonderful! 4.9/5
                                                                                                (25 reviews)
                                                                                                avg/night
                                                                                                • 3 BR
                                                                                                • 2 BA
                                                                                                • Sleeps 6
                                                                                                House #3021799
                                                                                                25
                                                                                                Viewed 9 times in the last 48 hours
                                                                                                  Excellent! 4.5/5
                                                                                                  (24 reviews)
                                                                                                  avg/night
                                                                                                  • 4 BR
                                                                                                  • 3 BA
                                                                                                  • Sleeps 8
                                                                                                  House #14042vb
                                                                                                  24
                                                                                                  Viewed 17 times in the last 48 hours
                                                                                                    avg/night
                                                                                                    • 2 BR
                                                                                                    • 2 BA
                                                                                                    • Separate Toilet
                                                                                                    • Sleeps 6
                                                                                                    House #871870vb
                                                                                                    2 Reviews
                                                                                                    Viewed 10 times in the last 48 hours
                                                                                                      • 3 BR
                                                                                                      • 2 BA
                                                                                                      • Sleeps 6
                                                                                                      Cottage #4226513
                                                                                                      4
                                                                                                      Viewed 14 times in the last 48 hours
                                                                                                      • 1 - 50 of 300+