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Siesta Key Long Term Condo Rentals(239)

239 Results
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
        (29)
        7 night minimum stay
        • 3 BR,
        • 2 BA,
        • Sleeps 8
          (9)
          Book it Now!
          7 night minimum stay
          • 2 BR,
          • 2 BA,
          • Sleeps 6
            (10)
            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 - 14 night minimum stay
                • 2 BR,
                • 2 BA,
                • Sleeps 6
                  (14)
                  Book it Now!
                  7 night minimum stay
                  • 2 BR,
                  • 2 BA,
                  • Sleeps 6
                    (7)
                    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 - 14 night minimum stay
                        • 2 BR,
                        • 2 BA,
                        • Sleeps 6
                          (6)
                          7 night minimum stay
                          • 2 BR,
                          • 2 BA,
                          • Sleeps 6
                            (5)
                            7 night minimum stay
                            • 1 BR,
                            • 1 BA,
                            • Sleeps 4
                              (6)
                              7 night minimum stay
                              • 2 BR,
                              • 2 BA,
                              • Sleeps 5
                                (49)
                                7 night minimum stay
                                • 2 BR,
                                • 2 BA,
                                • Sleeps 6
                                  (6)
                                  Book it Now!
                                  14 night minimum stay
                                  • 2 BR,
                                  • 2 BA,
                                  • Sleeps 6
                                    (4)
                                    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)
                                              Book it Now!
                                              14 night minimum stay
                                              • 2 BR,
                                              • 2 BA,
                                              • Sleeps 4
                                                7 night minimum stay
                                                • 2 BR,
                                                • 2 BA,
                                                • Sleeps 6
                                                  7 night minimum stay
                                                  • 3 BR,
                                                  • 2 BA,
                                                  • Sleeps 8
                                                    2 Reviews
                                                    7 night minimum stay
                                                    • 2 BR,
                                                    • 2 BA,
                                                    • Sleeps 6
                                                      1 Review
                                                      7 night minimum stay
                                                      • 2 BR,
                                                      • 2 BA,
                                                      • Sleeps 6
                                                        7 night minimum stay
                                                        • 2 BR,
                                                        • 2 BA,
                                                        • Sleeps 6
                                                          1 Review
                                                          7 night minimum stay
                                                          • 2 BR,
                                                          • 2 BA,
                                                          • Sleeps 6
                                                            (12)
                                                            3 night minimum stay
                                                            • 2 BR,
                                                            • 2 BA,
                                                            • Sleeps 6
                                                              (5)
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                                                              Recent Siesta Key Reviews

                                                              Incredible

                                                              5 of 5
                                                              This place was flat out perfect! Beautiful decor, cozy environment and all the amenities you could want. Fully stocked kitchen unlike so many rentals I've stayed at over the years that only have 3 plates, a bowl, too few utensils and one cooking pot when you needed a skillet. Plenty of towels in the bathrooms and drawer/closet space for anything you bring with you. The AC worked--almost too well for my wife--and kept us cool which was very helpful in early September in South Florida. The pictures on VRBO are legit!!! Obviously the reason anyone would want to stay here is the beach--and it's literally right out the backdoor. Walk out is less than 100 yards, no shoes required. Tall trees and shrubs on both sides provided privacy. It's maybe 1/2 a mile north of the public beach at Siesta Key so it's not very crowded even during peak hours. Plenty of beautiful shells to be found...and the sunsets!!! Stunning. Siesta Village is within easy walking distance with delicious restaurants, fun bars and a lot of live music in the evenings. Can't wait to get back! Would give 6 stars if the rating system would let me.
                                                              • Submitted: Sep 6, 2014
                                                              • Stayed: Aug 2014

                                                              Spectacular Property!

                                                              5 of 5
                                                              The view is just amazing. Because of the slight angle - the view from the living areas is directly towards the Gulf and the entire stretch of Crescent Beach. The closest unit to the Gulf makes this the most desirable unit. From the lanai off of the master, you can see the beach all the way to point of rocks. The unit has been completely upgraded and was more than we even expected. The owners have thought of everything. We already booked for next year!
                                                              • Submitted: Aug 2, 2014
                                                              • Stayed: Jul 2014

                                                              Perfect family vacation spot!!!

                                                              5 of 5
                                                              Fisherman's Cove was wonderful!!! The description and layout of the condo was spot on! There were so many extras such as beach chairs, children's toys, and kitchen amenities that it felt like being at home!!! I contacted the manager twice with questions (not problems) and he not only answered my calls promptly he did it without hesitation and with kindness. The condo was not only clean and comfortable but the view was breathtaking!!! I enjoyed dinners and drinking my coffee on the lanai while looking at the beautiful view of the Gulf and listening to the calming waves. I had my 6 year old twins and parents with me and there was plenty of space. We loved being able to walk along the beach and being away from the hustle and bustle of everything. My twins were so excited to see the turtle nests along the beach that they keep asking if we can go back to watch the turtles hatch and head into the water. We found lots of shells, a starfish, and we even saw a seahorse that washed up on shore!!! I took pictures of the seahorse and we got it back into the deep water quickly- it was amazing!! The locals were helpful, fun, and welcoming. We visited surrounding beaches looking for sharks teeth and more shells. This was by far the best vacation we've had in years!! I would highly recommend this place to everyone- a little piece of heaven on earth!!! I will definitely bring my twins back again!!!
                                                              • Submitted: Jul 17, 2014
                                                              • Stayed: May 2014