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.
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

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.

  • Showing 1-50 of 300+
Additional service fee may apply.
  View Map Map
    • 3 BR
    • 3 BA
    • Sleeps 8
    House #738635vb
    3
      • 2 BR
      • 2 BA
      • Sleeps 6
      Condo #397391vb
      84
        • 2 BR
        • 2 BA
        • Sleeps 6
        Condo #604299vb
        16
          • 3 BR
          • 3 BA
          • Sleeps 8
          House #739489vb
          4
            • 3 BR
            • 3 BA
            • Sleeps 8
            House #818370vb
            4
              • 2 BR
              • 2 BA
              • Sleeps 4
              Condo #604187vb
              31
                Excellent! 4.3/5
                (29 reviews)
                avg/night
                • 1 BR
                • 1 BA
                • Sleeps 4
                Condo #265703vb
                29
                  • 2 BR
                  • 2 BA
                  • Sleeps 6
                  Condo #193005vb
                  42
                    • 2 BR
                    • 2 BA
                    • Sleeps 6
                    Condo #604090vb
                    13
                      • 2 BR
                      • 2 BA
                      • Sleeps 4
                      Condo #772062vb
                      1
                        • 1 BR
                        • 1 BA
                        • Sleeps 4
                        Condo #397360vb
                        51
                          • 2 BR
                          • 2 BA
                          • Sleeps 6
                          Condo #714154vb
                          10
                            • 3 BR
                            • 2 BA
                            • Sleeps 8
                            House #393812
                            29
                              Excellent! 4.7/5
                              (26 reviews)
                              avg/night
                              • 2 BR
                              • 2 BA
                              • Sleeps 6
                              Condo #714372vb
                              26
                                • 2 BR
                                • 2 BA
                                • Sleeps 6
                                Condo #249241vb
                                35
                                  • 2 BR
                                  • 2 BA
                                  • Sleeps 6
                                  Condo #7005721
                                  35
                                    • 3 BR
                                    • 3 BA
                                    • Separate Toilet
                                    • Sleeps 8
                                    House #339739
                                    44
                                      • 4 BR
                                      • 2 BA
                                      • Sleeps 8
                                      House #3629537
                                      15
                                        • 3 BR
                                        • 2 BA
                                        • Separate Toilet
                                        • Sleeps 8
                                        House #507780vb
                                        20
                                          • 1 BR
                                          • 1 BA
                                          • Sleeps 2
                                          Villa #4087190
                                          15
                                            • 2 BR
                                            • 2 BA
                                            • Sleeps 5
                                            Villa #207472
                                            15
                                              • 5 BR
                                              • 3 BA
                                              • Sleeps 10
                                              House #803731vb
                                              8
                                                • 3 BR
                                                • 2 BA
                                                • Sleeps 6
                                                Condo #731887vb
                                                9
                                                  Excellent! 4.6/5
                                                  (36 reviews)
                                                  avg/night
                                                  • 1 BR
                                                  • 1 BA
                                                  • Sleeps 4
                                                  Villa #3003070
                                                  36
                                                    • 4 BR
                                                    • 2 BA
                                                    • Sleeps 12
                                                    Condo #612090vb
                                                    23
                                                      • 2 BR
                                                      • 2 BA
                                                      • Sleeps 6
                                                      Condo #45661vb
                                                      26
                                                        • 2 BR
                                                        • 2 BA
                                                        • Sleeps 6
                                                        Condo #7011103
                                                        26
                                                          • 2 BR
                                                          • 2 BA
                                                          • Sleeps 6
                                                          Condo #474014vb
                                                          38
                                                            Wonderful! 4.9/5
                                                            (11 reviews)
                                                            avg/night
                                                            • 2 BR
                                                            • 1 BA
                                                            • Separate Toilet
                                                            • Sleeps 5
                                                            Apartment #4139925
                                                            11
                                                              • 1 BR
                                                              • 1 BA
                                                              • Sleeps 4
                                                              Villa #342421
                                                              36
                                                                Exceptional! 5.0/5
                                                                (15 reviews)
                                                                avg/night
                                                                • 4 BR
                                                                • 3 BA
                                                                • Separate Toilet
                                                                • Sleeps 10
                                                                House #746529vb
                                                                15
                                                                  • 3 BR
                                                                  • 3 BA
                                                                  • Sleeps 8
                                                                  House #900795
                                                                  37
                                                                    Exceptional! 5.0/5
                                                                    (5 reviews)
                                                                    avg/night
                                                                    • 2 BR
                                                                    • 2 BA
                                                                    • Sleeps 6
                                                                    Villa #846349vb
                                                                    5
                                                                      • 4 BR
                                                                      • 4 BA
                                                                      • Sleeps 13
                                                                      House #919922vb
                                                                      4
                                                                        • 2 BR
                                                                        • 2 BA
                                                                        • Sleeps 8
                                                                        Townhome #4061374
                                                                        5
                                                                          Wonderful! 4.9/5
                                                                          (39 reviews)
                                                                          avg/night
                                                                          • 2 BR
                                                                          • 1 BA
                                                                          • Sleeps 6
                                                                          Villa #441464vb
                                                                          39
                                                                            • 1 BR
                                                                            • 1 BA
                                                                            • Sleeps 2
                                                                            Cottage #428740vb
                                                                            51
                                                                              • 4 BR
                                                                              • 3 BA
                                                                              • Sleeps 13
                                                                              House #589863vb
                                                                              36
                                                                                • 3 BR
                                                                                • 2 BA
                                                                                • Sleeps 6
                                                                                House #2039124
                                                                                10
                                                                                  • 3 BR
                                                                                  • 3 BA
                                                                                  • Sleeps 6
                                                                                  Condo #510418vb
                                                                                  39
                                                                                    • 4 BR
                                                                                    • 3 BA
                                                                                    • Sleeps 7
                                                                                    House #581520vb
                                                                                    14
                                                                                      • 3 BR
                                                                                      • 2 BA
                                                                                      • Sleeps 10
                                                                                      House #7108556
                                                                                      9
                                                                                        • 3 BR
                                                                                        • 2 BA
                                                                                        • Sleeps 10
                                                                                        House #7108555
                                                                                        10
                                                                                          • 4 BR
                                                                                          • 2 BA
                                                                                          • Sleeps 9
                                                                                          Villa #337626vb
                                                                                          26
                                                                                            Wonderful! 4.9/5
                                                                                            (63 reviews)
                                                                                            avg/night
                                                                                            • 3 BR
                                                                                            • 2 BA
                                                                                            • Separate Toilet
                                                                                            • Sleeps 10
                                                                                            Villa #51906vb
                                                                                            63
                                                                                              • 2 BR
                                                                                              • 2 BA
                                                                                              • Sleeps 6
                                                                                              Condo #4208414
                                                                                                • 2 BR
                                                                                                • 1 BA
                                                                                                • Separate Toilet
                                                                                                • Sleeps 4
                                                                                                Apartment #2038079
                                                                                                14
                                                                                                  • 4 BR
                                                                                                  • 2 BA
                                                                                                  • Sleeps 12
                                                                                                  House #414448vb
                                                                                                    • 2 BR
                                                                                                    • 2 BA
                                                                                                    • Sleeps 4
                                                                                                    Condo #474922vb
                                                                                                    3
                                                                                                      • 4 BR
                                                                                                      • 4 BA
                                                                                                      • Separate Toilet
                                                                                                      • Sleeps 9
                                                                                                      House #345101vb
                                                                                                      9
                                                                                                      • 1 - 50 of 300+