HomeAway uses cookies to improve your site experience. Learn more. By continuing, you consent to our use of cookies.
HomeAway uses cookies to improve your site experience. Learn more. By continuing, you consent to our use of cookies.
Verified Review icon check navigate-up navigate-left navigate-right expand mail svg-lightning svg-24hr svg-house svg-sleeps svg-bedrooms svg-bathrooms svg-stay svg-toilet calendar svg-report-flag pet-dog svg-multiunit Default Owner Icon heart-filled

Holidaymakers searching for holiday rentals in Siesta Key also enquired about villas in Sarasota, villas in Anna Maria and villas in Bradenton

Make holiday rental accommodation or a villa in Siesta Key, Florida your home away from home

Although it is one of the most overworked clichés in the book, the term tropical paradise actually does fit Siesta Key, Florida. Found in the Gulf of Mexico, just off the Sarasota coastline in western Florida, Siesta Key is home to some of the whitest, cleanest and most picturesque beaches in Florida, and when you consider the standard of competition, that is a huge claim. A Siesta Key holiday rental villa is the perfect base for any holiday, from action packed beach breaks to secluded, tropical romantic getaways.

Things to do on holiday in Siesta Key, Florida

If you rent Siesta Key accommodation you will spend a large proportion of your time lazing on the beaches. Due to the purity and softness of the gleaming white sands, even the most blasé of visitors will be completely transfixed by a day sunbathing. The international award-winning beach at Crescent Beach is a particularly special place to go from a Siesta Key holiday rental, although trying to get your family to leave in the evening may pose problems! Crescent Beach isn’t the quietest spot on the island, but there are public tennis and volleyball courts for your enjoyment. If you are looking for a quiet spot from a Siesta Key holiday rental, try Turtle Beach or Palmer Point.

The beaches are not only a great place to relax and sunbathe from a Siesta Key villa. They also act as a great base from which to enjoy a range of water sports. Sailing, windsurfing and snorkelling all thrive from Siesta Key’s beaches, and there are many fishing trips out into the Gulf which leave from the beaches too. The deep sea fishing here is absolutely magnificent, with boats often returning with huge trophy fish.

Siesta Key is a very natural place too. Mass tourism has thankfully left the barrier island alone, leaving nature as the strongest influence on the islands development. Many rare species of plant thrive here, as well as a huge amount of birdlife. Tropical parrots, pelicans, egrets, spoonbills, storks and cranes can all be spotted from a Siesta Key lodging, as can dolphins and manatees if you rent Siesta Key accommodation on the beach.

As well as golf course and top restaurants, Siesta Key offers some great nightlife too. There are regular concerts, galleries, operas and theatrical performances occurring, as there are many fun bars in which to pass the evenings if watching the sun setting over the distant horizon isn’t going to pass the time well enough!

Weather in Siesta Key, Florida

Florida’s climate is exceptional. Monthly temperatures remain between 31˚C and 21˚C throughout the year, with temperatures in the middle of the day reaching the mid 30’s with alarming consistency. Even late into the evenings you can sit outside in your shirt sleeves, with a chilled drink in hand, gazing at the horizon.

Travel to Siesta Key, Florida

The Sarasota Bradenton International Airport (SRQ), which lies just north of Siesta Key on the mainland, makes reaching a holiday rental on Siesta Key remarkably easy from the UK. Although it does not receive direct flights from the UK, it is well connected to many airports on the east coast.

Cancel Clear Filters Apply Filters
More Filters

Price Per Night

£ £

Bedrooms

Bathrooms

Payment Options

Popular Searches

Facilities

Location Type

Local Area

Property Details

Clear Filters
Use filters to narrow your search results!
Favorite
    Viewed 36 times in the last 48 hours
    avg/night
    (3 - 6 nights minimum)
    #1139105vb
    2
    Favorite
      Viewed 94 times in the last 48 hours
      svg-lightning
      avg/night
      (3 - 7 nights minimum)
      #4553618
      2
      Favorite
        Viewed 75 times in the last 48 hours
        avg/night
        (7 nights minimum)
        #1158698vb
        2
        Favorite
          Viewed 51 times in the last 48 hours
          avg/night
          (5 - 7 nights minimum)
          #4555651
          2
          Favorite
            Viewed 57 times in the last 48 hours
            Excellent! 4.5/5
            (15 reviews)
            svg-lightning
            avg/night
            #854512vb
            15
            Favorite
              Viewed 51 times in the last 48 hours
              svg-lightning
              avg/night
              (1 - 7 nights minimum)
              #1045760vb
              1
              Favorite
                Viewed 66 times in the last 48 hours
                Excellent! 4.5/5
                (21 reviews)
                avg/night
                (7 nights minimum)
                #153397vb
                21
                Favorite
                  Viewed 74 times in the last 48 hours
                  Excellent! 4.6/5
                  (28 reviews)
                  avg/night
                  (3 - 7 nights minimum)
                  #608793vb
                  28
                  Favorite
                    Viewed 32 times in the last 48 hours
                    svg-lightning
                    avg/night
                    (7 - 30 nights minimum)
                    #1089290vb
                    2
                    Favorite
                      Viewed 66 times in the last 48 hours
                      Exceptional! 5/5
                      (23 reviews)
                      avg/night
                      (5 - 7 nights minimum)
                      #775863vb
                      23
                      Favorite
                        Viewed 54 times in the last 48 hours
                        Exceptional! 5/5
                        (10 reviews)
                        svg-lightning
                        avg/night
                        (3 - 7 nights minimum)
                        #854511vb
                        10
                        Favorite
                          Viewed 87 times in the last 48 hours
                          Excellent! 4.6/5
                          (19 reviews)
                          avg/night
                          (7 - 14 nights minimum)
                          #288214vb
                          19
                          Favorite
                            Viewed 41 times in the last 48 hours
                            avg/night
                            (4 - 7 nights minimum)
                            #4555674
                            Favorite
                              Viewed 35 times in the last 48 hours
                              Wonderful! 4.9/5
                              (11 reviews)
                              svg-lightning
                              avg/night
                              (3 - 7 nights minimum)
                              #988198vb
                              11
                              Favorite
                                Viewed 5 times in the last 48 hours
                                avg/night
                                (3 - 7 nights minimum)
                                #3469938
                                1
                                Favorite
                                  Viewed 76 times in the last 48 hours
                                  avg/night
                                  (7 nights minimum)
                                  #4555668
                                  1
                                  Favorite
                                    Viewed 63 times in the last 48 hours
                                    Exceptional! 5/5
                                    (10 reviews)
                                    avg/night
                                    (6 - 7 nights minimum)
                                    #870657vb
                                    10
                                    Favorite
                                      Viewed 33 times in the last 48 hours
                                      Excellent! 4.7/5
                                      (81 reviews)
                                      svg-lightning
                                      avg/night
                                      (4 - 7 nights minimum)
                                      #247872
                                      81
                                      Favorite
                                        Viewed 9 times in the last 48 hours
                                        svg-lightning
                                        avg/night
                                        (7 - 30 nights minimum)
                                        #4565411
                                        Favorite
                                          Viewed 31 times in the last 48 hours
                                          Exceptional! 5/5
                                          (65 reviews)
                                          svg-lightning
                                          avg/night
                                          (7 nights minimum)
                                          #133036vb
                                          65
                                          Favorite
                                            Viewed 18 times in the last 48 hours
                                            Exceptional! 5/5
                                            (5 reviews)
                                            avg/night
                                            (7 - 14 nights minimum)
                                            #1012601vb
                                            5
                                            Favorite
                                              Viewed 8 times in the last 48 hours
                                              avg/night
                                              (3 - 7 nights minimum)
                                              #3469033
                                              2
                                              Favorite
                                                Viewed 37 times in the last 48 hours
                                                Wonderful! 4.8/5
                                                (25 reviews)
                                                avg/night
                                                (7 nights minimum)
                                                #118704
                                                25
                                                Favorite
                                                  Viewed 58 times in the last 48 hours
                                                  Excellent! 4.4/5
                                                  (5 reviews)
                                                  svg-lightning
                                                  avg/night
                                                  (7 nights minimum)
                                                  #4233684
                                                  5
                                                  Favorite
                                                    Viewed 64 times in the last 48 hours
                                                    Wonderful! 4.9/5
                                                    (53 reviews)
                                                    avg/night
                                                    (3 - 7 nights minimum)
                                                    #315930vb
                                                    53
                                                    Favorite
                                                      Viewed 71 times in the last 48 hours
                                                      Excellent! 4.3/5
                                                      (10 reviews)
                                                      avg/night
                                                      (7 nights minimum)
                                                      #4555653
                                                      10
                                                      Favorite
                                                        Viewed 34 times in the last 48 hours
                                                        Wonderful! 4.8/5
                                                        (12 reviews)
                                                        svg-lightning
                                                        avg/night
                                                        (3 - 7 nights minimum)
                                                        #860186vb
                                                        12
                                                        Favorite
                                                          Viewed 39 times in the last 48 hours
                                                          Wonderful! 4.9/5
                                                          (78 reviews)
                                                          avg/night
                                                          (7 nights minimum)
                                                          #168135vb
                                                          78
                                                          Favorite
                                                            Viewed 24 times in the last 48 hours
                                                            Wonderful! 4.9/5
                                                            (9 reviews)
                                                            svg-lightning
                                                            avg/night
                                                            (5 - 7 nights minimum)
                                                            #1024743vb
                                                            9
                                                            Favorite
                                                              avg/night
                                                              (3 - 7 nights minimum)
                                                              #3468535
                                                              4
                                                              Favorite
                                                                Viewed 25 times in the last 48 hours
                                                                svg-lightning
                                                                avg/night
                                                                (3 - 7 nights minimum)
                                                                #4266798
                                                                4
                                                                Favorite
                                                                  Viewed 58 times in the last 48 hours
                                                                  Excellent! 4.6/5
                                                                  (5 reviews)
                                                                  svg-lightning
                                                                  avg/night
                                                                  (1 - 7 nights minimum)
                                                                  #881711vb
                                                                  5
                                                                  Favorite
                                                                    Viewed 25 times in the last 48 hours
                                                                    svg-lightning
                                                                    avg/night
                                                                    (7 nights minimum)
                                                                    #4496893
                                                                    2
                                                                    Favorite
                                                                      Viewed 75 times in the last 48 hours
                                                                      Excellent! 4.7/5
                                                                      (57 reviews)
                                                                      svg-lightning
                                                                      avg/night
                                                                      (5 - 7 nights minimum)
                                                                      #387889vb
                                                                      57
                                                                      Favorite
                                                                        Viewed 95 times in the last 48 hours
                                                                        svg-lightning
                                                                        avg/night
                                                                        (3 - 7 nights minimum)
                                                                        #1154441vb
                                                                        Favorite
                                                                          Viewed 24 times in the last 48 hours
                                                                          Wonderful! 4.8/5
                                                                          (20 reviews)
                                                                          avg/night
                                                                          (3 - 7 nights minimum)
                                                                          #610259vb
                                                                          20
                                                                          Favorite
                                                                            Viewed 27 times in the last 48 hours
                                                                            Exceptional! 5/5
                                                                            (20 reviews)
                                                                            avg/night
                                                                            (4 - 7 nights minimum)
                                                                            #921964vb
                                                                            20
                                                                            Favorite
                                                                              Viewed 62 times in the last 48 hours
                                                                              Wonderful! 4.8/5
                                                                              (16 reviews)
                                                                              svg-lightning
                                                                              avg/night
                                                                              (3 - 30 nights minimum)
                                                                              #913900vb
                                                                              16
                                                                              Favorite
                                                                                Viewed 40 times in the last 48 hours
                                                                                Exceptional! 5/5
                                                                                (25 reviews)
                                                                                avg/night
                                                                                (7 nights minimum)
                                                                                #746529vb
                                                                                25
                                                                                Favorite
                                                                                  Viewed 24 times in the last 48 hours
                                                                                  svg-lightning
                                                                                  avg/night
                                                                                  (7 nights minimum)
                                                                                  #4233708
                                                                                  3
                                                                                  Favorite
                                                                                    Viewed 13 times in the last 48 hours
                                                                                    Exceptional! 5/5
                                                                                    (5 reviews)
                                                                                    avg/night
                                                                                    (28 nights minimum)
                                                                                    #7002404
                                                                                    5
                                                                                    Favorite
                                                                                      Viewed 16 times in the last 48 hours
                                                                                      Exceptional! 5/5
                                                                                      (11 reviews)
                                                                                      avg/night
                                                                                      (7 nights minimum)
                                                                                      #595647vb
                                                                                      11
                                                                                      Favorite
                                                                                        Viewed 29 times in the last 48 hours
                                                                                        Wonderful! 4.8/5
                                                                                        (35 reviews)
                                                                                        svg-lightning
                                                                                        avg/night
                                                                                        (5 - 7 nights minimum)
                                                                                        #572733vb
                                                                                        35
                                                                                        Favorite
                                                                                          Viewed 27 times in the last 48 hours
                                                                                          avg/night
                                                                                          (7 - 14 nights minimum)
                                                                                          #4555664
                                                                                          Favorite
                                                                                            Viewed 38 times in the last 48 hours
                                                                                            Excellent! 4.7/5
                                                                                            (21 reviews)
                                                                                            avg/night
                                                                                            (3 - 6 nights minimum)
                                                                                            #621812vb
                                                                                            21
                                                                                            Favorite
                                                                                              Viewed 17 times in the last 48 hours
                                                                                              svg-lightning
                                                                                              avg/night
                                                                                              (3 - 7 nights minimum)
                                                                                              #854516vb
                                                                                              1
                                                                                              Favorite
                                                                                                Viewed 12 times in the last 48 hours
                                                                                                Exceptional! 5/5
                                                                                                (21 reviews)
                                                                                                avg/night
                                                                                                (7 - 14 nights minimum)
                                                                                                #667367vb
                                                                                                21
                                                                                                Favorite
                                                                                                  Viewed 36 times in the last 48 hours
                                                                                                  svg-lightning
                                                                                                  avg/night
                                                                                                  (3 - 7 nights minimum)
                                                                                                  #1007300vb
                                                                                                  2
                                                                                                  Favorite
                                                                                                    Viewed 22 times in the last 48 hours
                                                                                                    Excellent! 4.6/5
                                                                                                    (30 reviews)
                                                                                                    svg-lightning
                                                                                                    avg/night
                                                                                                    (3 - 7 nights minimum)
                                                                                                    #3918047
                                                                                                    30
                                                                                                    Favorite
                                                                                                      Viewed 56 times in the last 48 hours
                                                                                                      Excellent! 4.3/5
                                                                                                      (48 reviews)
                                                                                                      svg-lightning
                                                                                                      avg/night
                                                                                                      (1 - 3 nights minimum)
                                                                                                      #193005vb
                                                                                                      48

                                                                                                      Siesta Key Holiday Homes & Rentals (300+)