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Siesta Key Long Term Vacation Rentals(387)

387 Results
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2 - 7 night minimum stay
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 10
    (29)
    Book it Now!
    7 night minimum stay
    • 2 BR,
    • 2 BA,
    • Sleeps 4
      (21)
      Book it Now!
      6 - 7 night minimum stay
      • 2 BR,
      • 2 BA,
      • Sleeps 6
        (19)
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        7 night minimum stay
        • 2 BR,
        • 2 BA,
        • Sleeps 5
          (28)
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          5 - 7 night minimum stay
          • 2 BR,
          • 2 BA,
          • 1 HF BA,
          • Sleeps 6
            (16)
            7 night minimum stay
            • 3 BR,
            • 2 BA,
            • Sleeps 8
              (13)
              3 - 7 night minimum stay
              • 2 BR,
              • 2 BA,
              • Sleeps 6
                (16)
                Book it Now!
                7 night minimum stay
                • 2 BR,
                • 2 BA,
                • Sleeps 6
                  (9)
                  7 night minimum stay
                  • 3 BR,
                  • 2 BA,
                  • Sleeps 8
                    (9)
                    7 night minimum stay
                    • 3 BR,
                    • 2 BA,
                    • 1 HF BA,
                    • Sleeps 8
                      (8)
                      Book it Now!
                      7 - 14 night minimum stay
                      • 2 BR,
                      • 2 BA,
                      • Sleeps 6
                        (14)
                        7 night minimum stay
                        • 1 BR,
                        • 1 BA,
                        • Sleeps 2
                          (40)
                          7 night minimum stay
                          • 2 BR,
                          • 2 BA,
                          • Sleeps 5
                            (49)
                            Book it Now!
                            7 - 28 night minimum stay
                            • 2 BR,
                            • 2 BA,
                            • Sleeps 6
                              (23)
                              27 - 30 night minimum stay
                              • 2 BR,
                              • 2 BA,
                              • Sleeps 4
                                (9)
                                Book it Now!
                                7 - 28 night minimum stay
                                • 4 BR,
                                • 4 BA,
                                • 1 HF BA,
                                • Sleeps 10
                                  (6)
                                  7 night minimum stay
                                  • 2 BR,
                                  • 2 BA,
                                  • Sleeps 6
                                    (5)
                                    7 night minimum stay
                                    • 3 BR,
                                    • 2 BA,
                                    • 1 HF BA,
                                    • Sleeps 8
                                      (16)
                                      4 - 7 night minimum stay
                                      • 4 BR,
                                      • 2 BA,
                                      • Sleeps 9
                                        (15)
                                        Book it Now!
                                        7 - 14 night minimum stay
                                        • 2 BR,
                                        • 2 BA,
                                        • Sleeps 6
                                          (6)
                                          Book it Now!
                                          7 night minimum stay
                                          • 4 BR,
                                          • 2 BA,
                                          • Sleeps 8
                                            (5)
                                            Book it Now!
                                            7 night minimum stay
                                            • 2 BR,
                                            • 2 BA,
                                            • Sleeps 6
                                              (5)
                                              7 night minimum stay
                                              • 1 BR,
                                              • 1 BA,
                                              • Sleeps 4
                                                (6)
                                                Book it Now!
                                                14 night minimum stay
                                                • 2 BR,
                                                • 2 BA,
                                                • Sleeps 6
                                                  (4)
                                                  7 night minimum stay
                                                  • 2 BR,
                                                  • 2 BA,
                                                  • Sleeps 6
                                                    (6)
                                                    7 night minimum stay
                                                    • 3 BR,
                                                    • 2 BA,
                                                    • Sleeps 8
                                                      (5)
                                                      7 night minimum stay
                                                      • 1 BR,
                                                      • 1 BA,
                                                      • Sleeps 4
                                                        (4)
                                                        7 night minimum stay
                                                        • 1 BR,
                                                        • 1 BA,
                                                        • Sleeps 4
                                                          (4)
                                                          7 night minimum stay
                                                          • 2 BR,
                                                          • 2 BA,
                                                          • Sleeps 6
                                                            (3)
                                                            Book it Now!
                                                            6 - 7 night minimum stay
                                                            • 2 BR,
                                                            • 2 BA,
                                                            • Sleeps 6
                                                              (3)
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                                                              Recent Siesta Key Reviews

                                                              Comfy, cozy, updated cottage near the beach

                                                              5 of 5
                                                              The cottage is very nicely updated with a cool 'beachy' vibe. The amount of room is perfect for two people. There are a lot of goodies to use during your stay, including beach chairs and an umbrella, bikes, coolers, etc. The Dyson stick vacuum makes it super easy to pick up any sand you track in. Beach Access #7 is only a few steps away, which is a huge bonus - not having to fight for limited parking & come and go as you please. The small downtown with all the restaurants and shops is also easily walkable.
                                                              • Submitted: Aug 11, 2014
                                                              • Stayed: Aug 2014

                                                              Great family vacation!

                                                              5 of 5
                                                              This is truly a wonderful place to stay at the beach. From the moment we walked in we felt like home. The condo is very clean, well-appointed, and well-equipped. It has Wi-Fi and cable TV. Our teenage girls loved having their own room and bathroom and it was good space for all of us. Sliding glass doors in the living room and master bedroom lead out to a screened porch that overlooks the Gulf of Mexico. Great BBQ grill (the best in the house ;-)) that we used some nights. Parking is easy and convenient. The beach cart came in very handy for getting all of our stuff out to the beach that was only some steps away. The condo is an easy 5-10-minute walk to Siesta Key Village, where there are lots of places to eat, drink, and listen to live music. It was really a perfect location! The owners (that we had the pleasure to meet one evening!) is very nice and easy to work with. We would definitely like to stay here again! Our trip from Sweden for a family vacation in Florida included stop in Orlando, Miami South Beach, Key West and Siesta Key. We all agreed that our no 1 place was Siesta Key and the Cuddlefish II Beach Hideaway!
                                                              • Submitted: Aug 1, 2014
                                                              • Stayed: Jul 2014

                                                              We love the orange house!! Location is awesome!!

                                                              5 of 5
                                                              This was our second stay at the orange house (as my kids refer to it). We love the location, the amenities, and how it fits perfect for our family of five!!! Looking forward to going back and staying there again!!
                                                              • Submitted: Jul 21, 2014
                                                              • Stayed: Jun 2014