Villas in Anna Maria Island and Holiday rentals - Holiday Lettings - Holiday Rentals Anna Maria Island

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2,724 Holiday homes

(5) Excellent 

    29

    Holiday home in Bradenton Beach

    Anna Maria Island / Bradenton Beach

    2 6 7 nights min

    • 2 bedrooms
    • sleeps 6
    • 7 nights min
    • Nearest beach 0.274 km
    • Swimming pool
    • Child friendly

    from £114 / night

    £794 / week

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    from £114 / night

      37

      Holiday apartment in Holmes Beach

      Anna Maria Island / Holmes Beach

      2 4 7 nights min

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

      from £228 / night

      £1,596 - £2,380 / week

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      Responds fast!
      avg. 2 hours 5 minutes

      from £228 / night

        38

        Holiday home in Holmes Beach

        Anna Maria Island / Holmes Beach

        3 6 7 nights min

        • 3 bedrooms
        • sleeps 6
        • 7 nights min
        • Child friendly
        • Air conditioning

        from £288 / night

        £2,012 - £2,942 / week

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        Responds fast!
        avg. 1 hour 58 minutes

        from £288 / night

          51

          Holiday apartment rental

          Anna Maria Island / Holmes Beach

          2 6 7 nights min

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

          from £159 / night

          £1,110 - £1,825 / week

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          Responds fast!
          avg. 2 hours 10 minutes

          from £159 / night

            45

            Holiday apartment in Holmes Beach

            Anna Maria Island / Holmes Beach

            3 6 7 nights min

            • 3 bedrooms
            • sleeps 6
            • 7 nights min
            • Child friendly
            • Air conditioning

            from £213 / night

            £1,492 - £2,116 / week

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            Responds fast!
            avg. 2 hours 10 minutes

            from £213 / night

              33

              Home rental in Holmes Beach with golf nearby

              Anna Maria Island / Holmes Beach

              3 6 7 nights min

              • 3 bedrooms
              • sleeps 6
              • 7 nights min
              • Child friendly
              • Air conditioning

              from £288 / night

              £2,011 - £2,940 / week

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              Responds fast!
              avg. 2 hours 22 minutes

              from £288 / night

                18

                Bradenton Beach holiday condo rental

                Anna Maria Island / Bradenton Beach

                2 6 7 nights min

                • 2 bedrooms
                • sleeps 6
                • 7 nights min
                • Child friendly

                from £133 / night

                £926 - £1,587 / week

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                from £133 / night

                (2) Excellent 

                  26

                  Holiday home in Anna Maria

                  Anna Maria Island / Anna Maria

                  3 6 7 nights min

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

                  from £248 / night

                  £1,734 / week

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                  from £248 / night

                    16

                    Holiday townhouse in Bradenton Beach

                    Anna Maria Island / Bradenton Beach

                    3 6 90 nights min

                    • 3 bedrooms
                    • sleeps 6
                    • 90 nights min
                    • Child friendly

                    from £221 / night

                    £1,543 / week

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                    Responds fast!
                    avg. 59 minutes

                    from £221 / night

                      36

                      Holmes Beach holiday apartment rental

                      Anna Maria Island / Holmes Beach

                      2 4 7 nights min

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

                      from £139 / night

                      £971 - £1,567 / week

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                      Responds fast!
                      avg. 2 hours 22 minutes

                      from £139 / night

                        38

                        Home rental in Holmes Beach

                        Anna Maria Island / Holmes Beach

                        3 6 7 nights min

                        • 3 bedrooms
                        • sleeps 6
                        • 7 nights min
                        • Child friendly
                        • Air conditioning

                        from £229 / night

                        £1,603 - £2,324 / week

                        Book View

                        Responds fast!
                        avg. 1 hour 58 minutes

                        from £229 / night

                          25

                          Holiday apartment in Holmes Beach

                          Anna Maria Island / Holmes Beach

                          1 4 7 nights min

                          • 1 bedroom
                          • sleeps 4
                          • 7 nights min
                          • Child friendly
                          • Air conditioning

                          from £172 / night

                          £1,201 - £1,547 / week

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                          Responds fast!
                          avg. 2 hours 10 minutes

                          from £172 / night

                            25

                            Holiday home in Holmes Beach

                            Anna Maria Island / Holmes Beach

                            2 4 7 nights min

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

                            from £240 / night

                            £1,679 - £2,095 / week

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                            Responds fast!
                            avg. 2 hours 10 minutes

                            from £240 / night

                              11

                              Holiday condo in Holmes Beach

                              Anna Maria Island / Holmes Beach

                              2 6 60 nights min

                              • 2 bedrooms
                              • sleeps 6
                              • 60 nights min
                              • Beach / lakeside relaxation
                              • Swimming pool
                              • Child friendly

                              from £83 / night

                              £576 / week

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                              from £83 / night

                                28

                                Holmes Beach holiday apartment rental

                                Anna Maria Island / Holmes Beach

                                2 6 7 nights min

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

                                from £181 / night

                                £1,263 - £1,775 / week

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                                Responds fast!
                                avg. 2 hours 22 minutes

                                from £181 / night

                                  37

                                  Holiday apartment with golf nearby in Holmes Beach

                                  Anna Maria Island / Holmes Beach

                                  2 6 7 nights min

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

                                  from £125 / night

                                  £875 - £1,353 / week

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                                  Responds fast!
                                  avg. 2 hours 15 minutes

                                  from £125 / night

                                    29

                                    Holiday apartment rental

                                    Anna Maria Island / Holmes Beach

                                    2 4 7 nights min

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

                                    from £196 / night

                                    £1,366 - £2,060 / week

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                                    Responds fast!
                                    avg. 2 hours 22 minutes

                                    from £196 / night

                                    (41) Excellent 

                                      41

                                      Townhouse letting in Bradenton Beach

                                      Anna Maria Island / Bradenton Beach

                                      2 6 7 nights min

                                      • 2 bedrooms
                                      • sleeps 6
                                      • 7 nights min
                                      • Beach / lakeside relaxation
                                      • Nearest beach 0.1 km
                                      • Swimming pool
                                      “Amazing Place” We have just returned from a fantastic week in Villa Conch. it was just what we needed after a manic two weeks in Orlando/ Disney. The Villa is fantastic in a beautiful location literally 2 mins walk from the beach, which is georgeous (white sand and blue sea) and lots of shells and sharks teeth to collect!!!! We have a child with Cerebral Palsy who struggles to walk any distance so the trolley stop at the end of the driveway was brilliant for us because it meant we cud get anywhere on the island with ease. The pool and hot tub were great and we always managed to get sun beds, it almost felt like a private pool!!! There's loads to do on the island we hired a boat and watched the dolphins swimming round us, went jet skiing and parasailing all of which were fantastic!!! I would definitely recommend this villa to anyone and although we don't usually return to places because we feel there's always somewhere new to visit this is an exception to the rule and we will definitely return at some point! Just to mention it was all so straight forward and we had contact numbers in case we had any problems which we didn't so all in all we couldn't have hoped for more!!! Thanks for having us we had a totally amazing time!!!

                                      from £143 / night

                                      £1,001 - £1,540 / week

                                      Enquire View

                                      from £143 / night

                                        18

                                        Holiday apartment in Holmes Beach

                                        Anna Maria Island / Holmes Beach

                                        2 6 30 nights min

                                        • 2 bedrooms
                                        • sleeps 6
                                        • 30 nights min
                                        • Nearest beach 1 km
                                        • Swimming pool
                                        • Car not necessary

                                        from £133 / night

                                        £1,058 / week

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                                        from £133 / night

                                          21

                                          Anna Maria holiday home accommodation

                                          Anna Maria Island / Anna Maria

                                          3 6 min stay varies

                                          • 3 bedrooms
                                          • sleeps 6
                                          • min stay varies
                                          • Swimming pool
                                          • Child friendly
                                          • Car not necessary

                                          from £186 / night

                                          £1,302 / week

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                                          from £186 / night

                                            26

                                            Holiday condo rental

                                            Anna Maria Island / Holmes Beach

                                            1 6 min stay varies

                                            • 1 bedroom
                                            • sleeps 6
                                            • min stay varies
                                            • Ask owner if suitable for children
                                            • Air conditioning

                                            from £73 / night

                                            £506 / week

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                                            from £73 / night

                                            (10) Excellent 

                                              53

                                              Holiday cottage in Bradenton Beach

                                              Anna Maria Island / Bradenton Beach

                                              3 8 min stay varies

                                              • 3 bedrooms
                                              • sleeps 8
                                              • min stay varies
                                              • Beach / lakeside relaxation
                                              • Child friendly
                                              • Car not necessary
                                              “Clean and modern in great location” Entire house recently renovated with modern appliances, central a/C, flat screen TV, dependable Wifi, unique design touches, cheery environment. Delightful owners very responsive. Young neighbors threw loud party while we were there. No idea if this is common. Twin beds designed more for children.

                                              from £92 / night

                                              £771 - £1,938 / week

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                                              from £92 / night

                                                24

                                                Holiday condo in Holmes Beach

                                                Anna Maria Island / Holmes Beach

                                                2 6 min stay varies

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

                                                from £214 / night

                                                £1,493 / week

                                                Book View

                                                from £214 / night

                                                  0

                                                  Holiday home in Anna Maria

                                                  Anna Maria Island / Anna Maria

                                                  3 8 min stay varies

                                                  • 3 bedrooms
                                                  • sleeps 8
                                                  • min stay varies
                                                  • Child friendly
                                                  • Car not necessary
                                                  • Air conditioning

                                                  from £132 / night

                                                  £920 / week

                                                  Book View

                                                  from £132 / night

                                                  (3) Very Good 

                                                    19

                                                    Bradenton Beach holiday home rental

                                                    Anna Maria Island / Bradenton Beach

                                                    2 6 2 nights min

                                                    • 2 bedrooms
                                                    • sleeps 6
                                                    • 2 nights min
                                                    • Nearest beach 0.1 km
                                                    • Car not necessary
                                                    • Air conditioning

                                                    from £155 / night

                                                    £926 / week

                                                    Book View

                                                    from £155 / night

                                                    (4) Excellent 

                                                      22

                                                      Holiday home in Anna Maria

                                                      Anna Maria Island / Anna Maria

                                                      3 8 min stay varies

                                                      • 3 bedrooms
                                                      • sleeps 8
                                                      • min stay varies
                                                      • Child friendly
                                                      • Car not necessary
                                                      • Air conditioning

                                                      from £176 / night

                                                      £2,468 - £3,261 / week

                                                      Book View

                                                      Responds fast!
                                                      avg. 1 hour 55 minutes

                                                      from £176 / night

                                                        43

                                                        Home rental in Anna Maria

                                                        Anna Maria Island / Anna Maria

                                                        4 8 min stay varies

                                                        • 4 bedrooms
                                                        • sleeps 8
                                                        • min stay varies
                                                        • Ask owner if suitable for children
                                                        • Air conditioning
                                                        • Pet friendly

                                                        from £397 / night

                                                        £2,777 / week

                                                        Book View

                                                        from £397 / night

                                                          48

                                                          Anna Maria Island holiday home rental

                                                          Florida / Anna Maria Island

                                                          7 16 min stay varies

                                                          • 7 bedrooms
                                                          • sleeps 16
                                                          • min stay varies
                                                          • Swimming pool
                                                          • Child friendly
                                                          • Air conditioning

                                                          from £617 / night

                                                          £3,085 - £4,319 / week

                                                          Book View

                                                          from £617 / night

                                                          (2) Excellent 

                                                            26

                                                            Holiday townhouse in Holmes Beach

                                                            Anna Maria Island / Holmes Beach

                                                            2 6 4 nights min

                                                            • 2 bedrooms
                                                            • sleeps 6
                                                            • 4 nights min
                                                            • Child friendly
                                                            • Air conditioning

                                                            from £176 / night

                                                            £1,228 / week

                                                            Book View

                                                            from £176 / night

                                                              0

                                                              Holiday home letting

                                                              Anna Maria Island / Anna Maria

                                                              2 6 min stay varies

                                                              • 2 bedrooms
                                                              • sleeps 6
                                                              • min stay varies
                                                              • Child friendly
                                                              • Car not necessary
                                                              • Air conditioning

                                                              from £132 / night

                                                              £920 / week

                                                              Book View

                                                              from £132 / night

                                                                43

                                                                Anna Maria holiday home rental

                                                                Anna Maria Island / Anna Maria

                                                                3 6 min stay varies

                                                                • 3 bedrooms
                                                                • sleeps 6
                                                                • min stay varies
                                                                • Swimming pool
                                                                • Child friendly
                                                                • Car not necessary

                                                                from £234 / night

                                                                £1,635 / week

                                                                Book View

                                                                from £234 / night

                                                                (1) Excellent 

                                                                  56

                                                                  Holiday home in Anna Maria

                                                                  Anna Maria Island / Anna Maria

                                                                  2 6 3 nights min

                                                                  • 2 bedrooms
                                                                  • sleeps 6
                                                                  • 3 nights min
                                                                  • Child friendly
                                                                  • Car not necessary
                                                                  • Air conditioning

                                                                  from £159 / night

                                                                  £1,111 / week

                                                                  Book View

                                                                  from £159 / night

                                                                    0

                                                                    Anna Maria holiday home rental

                                                                    Anna Maria Island / Anna Maria

                                                                    2 6 min stay varies

                                                                    • 2 bedrooms
                                                                    • sleeps 6
                                                                    • min stay varies
                                                                    • Swimming pool
                                                                    • Child friendly
                                                                    • Car not necessary

                                                                    from £145 / night

                                                                    £1,012 / week

                                                                    Book View

                                                                    from £145 / night

                                                                    (22) Very Good 

                                                                      42

                                                                      Holiday apartment in Bradenton Beach

                                                                      Anna Maria Island / Bradenton Beach

                                                                      2 4 7 nights min

                                                                      • 2 bedrooms
                                                                      • sleeps 4
                                                                      • 7 nights min
                                                                      • Beach / lakeside relaxation
                                                                      • Nearest beach 0 km
                                                                      • Child friendly
                                                                      “Relaxed!!!” We had such a phenomenal time on our family vacation!!! My girls enjoyed their "vacation house" (as they would say) so much. They did not want to leave. It is so cozy and inviting! We had everything we needed & then some. All of your "in house" accommodations were very appreciated (we won't have to over pack next time -at least not as much as we did

                                                                      from £113 / night

                                                                      £794 - £970 / week

                                                                      Book View

                                                                      Responds fast!
                                                                      avg. 2 hours 13 minutes

                                                                      from £113 / night

                                                                        0

                                                                        Holiday home in Anna Maria

                                                                        Anna Maria Island / Anna Maria

                                                                        3 6 min stay varies

                                                                        • 3 bedrooms
                                                                        • sleeps 6
                                                                        • min stay varies
                                                                        • Swimming pool
                                                                        • Child friendly
                                                                        • Car not necessary

                                                                        from £413 / night

                                                                        £2,888 / week

                                                                        Book View

                                                                        from £413 / night

                                                                        (3) Excellent 

                                                                          28

                                                                          Holiday townhouse in Bradenton Beach

                                                                          Anna Maria Island / Bradenton Beach

                                                                          2 6 4 nights min

                                                                          • 2 bedrooms
                                                                          • sleeps 6
                                                                          • 4 nights min
                                                                          • Child friendly
                                                                          • Car not necessary
                                                                          • Air conditioning

                                                                          from £132 / night

                                                                          £919 / week

                                                                          Book View

                                                                          Responds fast!
                                                                          avg. 1 hour 35 minutes

                                                                          from £132 / night

                                                                          (4) 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 £146 / night

                                                                            £882 - £1,543 / week

                                                                            Book View

                                                                            Responds fast!
                                                                            avg. 2 hours 32 minutes

                                                                            from £146 / night

                                                                              33

                                                                              Bradenton Beach holiday condo rental

                                                                              Anna Maria Island / Bradenton Beach

                                                                              1 2 3 nights min

                                                                              • 1 bedroom
                                                                              • sleeps 2
                                                                              • 3 nights min
                                                                              • Nearest beach 0 km
                                                                              • Child friendly
                                                                              • Car not necessary

                                                                              from £158 / night

                                                                              £838 - £1,671 / week

                                                                              Book View

                                                                              Responds fast!
                                                                              avg. 2 hours 58 minutes

                                                                              from £158 / night

                                                                              (1) Excellent 

                                                                                14

                                                                                Holiday condo in Bradenton Beach

                                                                                Anna Maria Island / Bradenton Beach

                                                                                2 4 min stay varies

                                                                                • 2 bedrooms
                                                                                • sleeps 4
                                                                                • min stay varies
                                                                                • Beach / lakeside relaxation
                                                                                • Swimming pool
                                                                                • Air conditioning

                                                                                from £106 / night

                                                                                £661 / week

                                                                                Book View

                                                                                from £106 / night

                                                                                (23) Very Good 

                                                                                  17

                                                                                  Holiday home rental

                                                                                  Anna Maria Island / Holmes Beach

                                                                                  2 6 min stay varies

                                                                                  • 2 bedrooms
                                                                                  • sleeps 6
                                                                                  • min stay varies
                                                                                  • Beach / lakeside relaxation
                                                                                  • Child friendly
                                                                                  • Car not necessary
                                                                                  “Wonderful place, wonderful people” Danny Chin did a beautiful job of remodeling this duplex. It was lovely and comfortable. Danny and Brenda were very kind and gracious hosts. They took care of our every need, and answered our every question. The home was spotless when we moved in. Plenty of room for a couple. The bedroom had a nice ceiling fan above the bed. The bed was comfortable, with a large walk-in closet. All kitchen appliances worked well. The kitchen was well stocked with everything we needed. The air-conditioning worked flawlessly. The location was great. A very short walk to the beach and shopping. My wife and I would gladly stay there again.

                                                                                  from £119 / night

                                                                                  £750 - £1,190 / week

                                                                                  Book View

                                                                                  Responds fast!
                                                                                  avg. 3 hours 56 minutes

                                                                                  from £119 / night

                                                                                  Top Destination reviews

                                                                                  'Elegance' 100 Steps from the Beach!
                                                                                  Amazing House

                                                                                  We stayed at the house for two nights at the end of our two week stay in Florida. Having spent the first part of the holiday in the theme parks of Orlando, Anna Marie Island was a welcome break. The house is just beautiful and the location is breath-taking! Shawna was so friendly and helpful and made us feel so welcome. Although we had mixed weather, thanks to Hurricane Harvey, the sun did appear enough for us to enjoy the fabulous pool and beach. The children just loved the pool and outdoor cinema and the beach was fantastic and just minutes away. Would highly recommend Oma's Pizzeria - great food and atmosphere and the Beach House restaurant was a lovely restaurant right on the beach. Our stay was far too short and we would love to return for longer one day. Thank you so much Shawna!!see more
                                                                                  Well appointed Anna Maria Beach Villa near beach
                                                                                  Wonderful family home suited to both groups of adults or families with children

                                                                                  The Anna Maria Beach Villa is very well located being only a two minute walk to the beach - it is also very well decorated and exceptionally well equipped for both the interior including a whole range of games and outside facilities from the pool to all the chairs and games for use on the beach. All you need to do is to bring yourself and relax. There are a wide range of good restaurants close by and an excellent supermarket just 10 minutes down the road. We could find no reason why we should not return again as soon as possible Well donesee more
                                                                                  Brand New Renovation Sea Waves Cottage
                                                                                  A lovely holiday

                                                                                  We had a wonderful holiday on this very special Island, the location of the cottage is excellent and we very much enjoyed being able to watch the many beautiful birds from the deck. The Cottage is very convenient for all of the attractions of Anna Maria which is one of our favourite destinations, thank you Jenny, it was lovely to meet you and you were very helpful. Best wishes Christinesee more
                                                                                  Happy Island Cottage with heated private Pool
                                                                                  A perfect holiday home - You can’t help but leave relaxed

                                                                                  The house was everything it promised to be. It’s the first rental property that we’ve been to that feels like a home. The walk to the beach was under half a kilometre and it was one of the best beaches I’ve ever been to and I’ve been to a lot of beaches! We are a very fussy family when it comes to holidays but there was nothing we could fault on this holiday. It was absolutely perfect.see more
                                                                                  A Pearl of a Beach Home - with luxury private heated pool and hot tub
                                                                                  Great holiday

                                                                                  A lovely house, very well equipped. Good location for the beach. Really close to local amenities, easily within walking distance. Beautiful pool and spa. Spacious house, really enjoyed our table tennis tournaments in the garage. Great place … see more
                                                                                  Villa Conch - Luxury Beach T/house w/Elevator (Bermuda Bay Club,Bradenton Beach)
                                                                                  A little piece of Paradise

                                                                                  We have just returned from a very memorable first trip to Anna Maria Island. We spent a month over the Christmas/New Year period in this stunning part of the US, happily residing in the comfort of Villa Conch. The house is elegantly appointed with every convenience that anybody could require. It is built on 3 levels and, despite my husband having mobility problems, this proved a perfect choice of property as there’s a life servicing all the floors It is just a very short stroll from one of the most beautiful beaches I have ever seen and we were able to wander to and from the beach several times each day. There is an endless supply of towels and bed linen provided and the laundry facilities are superb. The beds are super comfortable and the fans and AC ensure a great nights sleep even in the hottest weather. We loved to spend time on the south-facing deck/balcony which is perfectly furnished with loungers, table and chairs and is bathed in sunshine from early morning until sundown. Anna Maria itself is perfectly beautiful, quaint and stylishly old fashioned with no high rise buildings, white talcum powder sand and a really friendly and laid back vibe. There are some wonderful restaurants nearby ranging from very affordable to very expensive. One of our favourites was Starfish Company, probably the most inexpensive, whilst on the other end of the scale The Beach Bistro was sensational but only affordable for a special occasion. We loved The Waterfront and also The Beach House. The free Trolley bus was a real boost, running all day around the entire Island We found Uber to be really dependable and every time we requested a car it arrived within 6/7 minutes. Villa Conch is a great house to spend a memorable holiday and, personally, I cannot wait to return. A big thank you to the Owners who put such a huge amount of work into making this the perfect getaway.see more

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