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Casey Key: Condos, Houses & More (300+)

  • 1 - 50 of 300+
Additional fees apply. Taxes may be added.
    Exceptional! 5.0/5
    (8 reviews)
    avg/night
    • 1 BR
    • 1 BA
    • Sleeps 4
    Condo #46223vb
    8
    Viewed 62 times in the last 48 hours
      • 4 BR
      • 4 BA
      • 1 HF BA
      • Sleeps 8
      House #907955vb
      Viewed 34 times in the last 48 hours
        • 3 BR
        • 2 BA
        • Sleeps 8
        House #952447vb
        Viewed 12 times in the last 48 hours
          • 1 BR
          • 1 BA
          • Sleeps 2
          Cottage #802315vb
          3
          Viewed 6 times in the last 48 hours
            $80
            avg/night
            • 2 BR
            • 2 BA
            • Sleeps 4
            House #4316601
            Viewed 9 times in the last 48 hours
              avg/night
              • 3 BR
              • 2 BA
              • Sleeps 8
              House #861914vb
              4
              Viewed 7 times in the last 48 hours
                Exceptional! 5.0/5
                (20 reviews)
                avg/night
                • 4 BR
                • 4 BA
                • 1 HF BA
                • Sleeps 10
                House #59878vb
                20
                Viewed 47 times in the last 48 hours
                  $95
                  avg/night
                  • 1 BR
                  • 1 BA
                  • Sleeps 4
                  Condo #957589vb
                  Viewed 34 times in the last 48 hours
                    Wonderful! 4.9/5
                    (30 reviews)
                    avg/night
                    • 3 BR
                    • 2 BA
                    • Sleeps 8
                    Bungalow #208508
                    30
                    Viewed 14 times in the last 48 hours
                      Exceptional! 5.0/5
                      (11 reviews)
                      avg/night
                      • 2 BR
                      • 2 BA
                      • Sleeps 6
                      House #431138vb
                      11
                      Viewed 10 times in the last 48 hours
                        avg/night
                        • 2 BR
                        • 2 BA
                        • Sleeps 4
                        House #925296vb
                        Viewed 28 times in the last 48 hours
                          avg/night
                          • 3 BR
                          • 2 BA
                          • 1 HF BA
                          • Sleeps 6
                          Bungalow #553137vb
                          3
                          Viewed 70 times in the last 48 hours
                            • 2 BR
                            • 2 BA
                            • Sleeps 6
                            House #764412vb
                            2
                            Viewed 14 times in the last 48 hours
                              $57
                              avg/night
                              • 2 BR
                              • 1 BA
                              • 1 HF BA
                              • Sleeps 6
                              Bungalow #911294vb
                              2
                              Viewed 63 times in the last 48 hours
                                • 3 BR
                                • 2 BA
                                • 1 HF BA
                                • Sleeps 7
                                House #4273799
                                Viewed 21 times in the last 48 hours
                                  $53
                                  avg/night
                                  • 1 BR
                                  • 1 BA
                                  • Sleeps 2
                                  Cottage #730936vb
                                  2
                                  Viewed 11 times in the last 48 hours
                                    • 1 BR
                                    • 1 BA
                                    • Sleeps 2
                                    Cottage #4038164
                                    3
                                      • 3 BR
                                      • 2 BA
                                      • Sleeps 6
                                      House #564288vb
                                      Viewed 7 times in the last 48 hours
                                        Exceptional! 5.0/5
                                        (7 reviews)
                                        avg/night
                                        • 3 BR
                                        • 3 BA
                                        • Sleeps 6
                                        House #1883314
                                        7
                                        Viewed 6 times in the last 48 hours
                                          • 3 BR
                                          • 2 BA
                                          • Sleeps 6
                                          Villa #490988vb
                                          3
                                          Viewed 5 times in the last 48 hours
                                            • 3 BR
                                            • 2 BA
                                            • Sleeps 6
                                            House #947942vb
                                            Viewed 18 times in the last 48 hours
                                              avg/night
                                              • 3 BR
                                              • 2 BA
                                              • Sleeps 8
                                              House #889704vb
                                              1
                                              Viewed 18 times in the last 48 hours
                                                avg/night
                                                • 1 BR
                                                • 1 BA
                                                • Sleeps 4
                                                Apartment #900014
                                                Viewed 7 times in the last 48 hours
                                                  Wonderful! 4.8/5
                                                  (6 reviews)
                                                  avg/night
                                                  • 2 BR
                                                  • 1 BA
                                                  • Sleeps 4
                                                  Bungalow #514228vb
                                                  6
                                                    $78
                                                    avg/night
                                                    • 2 BR
                                                    • 2 BA
                                                    • Sleeps 6
                                                    Condo #972854vb
                                                    Viewed 24 times in the last 48 hours
                                                      • 3 BR
                                                      • 2 BA
                                                      • Sleeps 5
                                                      House #4336543
                                                      Viewed 36 times in the last 48 hours
                                                        • 3 BR
                                                        • 2 BA
                                                        • Sleeps 6
                                                        House #864887vb
                                                        Viewed 5 times in the last 48 hours
                                                          Exceptional! 5.0/5
                                                          (10 reviews)
                                                          avg/night
                                                          • 2 BR
                                                          • 1 BA
                                                          • 1 HF BA
                                                          • Sleeps 8
                                                          Cottage #615153vb
                                                          10
                                                          Viewed 6 times in the last 48 hours
                                                            Exceptional! 5.0/5
                                                            (6 reviews)
                                                            avg/night
                                                            • 3 BR
                                                            • 2 BA
                                                            • Sleeps 6
                                                            House #801972vb
                                                            6
                                                            Viewed 13 times in the last 48 hours
                                                              • 1 BR
                                                              • 1 BA
                                                              • Sleeps 4
                                                              Condo #848444vb
                                                              4
                                                                avg/night
                                                                • 4 BR
                                                                • 2 BA
                                                                • Sleeps 8
                                                                House #4322288
                                                                Viewed 21 times in the last 48 hours
                                                                  • 3 BR
                                                                  • 2 BA
                                                                  • Sleeps 6
                                                                  House #4022781
                                                                  3
                                                                  Viewed 5 times in the last 48 hours
                                                                    avg/night
                                                                    • 2 BR
                                                                    • 2 BA
                                                                    • Sleeps 6
                                                                    Villa #907833vb
                                                                    Viewed 5 times in the last 48 hours
                                                                      Wonderful! 4.9/5
                                                                      (15 reviews)
                                                                      avg/night
                                                                      • 2 BR
                                                                      • 2 BA
                                                                      • Sleeps 4
                                                                      House #377753vb
                                                                      15
                                                                      Viewed 17 times in the last 48 hours
                                                                        avg/night
                                                                        • 2 BR
                                                                        • 1 BA
                                                                        • Sleeps 5
                                                                        Cottage #837397vb
                                                                        2
                                                                        Viewed 33 times in the last 48 hours
                                                                          • 2 BR
                                                                          • 2 BA
                                                                          • Sleeps 4
                                                                          Condo #927676vb
                                                                          Viewed 16 times in the last 48 hours
                                                                            • 3 BR
                                                                            • 2 BA
                                                                            • Sleeps 6
                                                                            House #4299842
                                                                              • 2 BR
                                                                              • 2 BA
                                                                              • Sleeps 4
                                                                              Condo #4058567
                                                                              Viewed 8 times in the last 48 hours
                                                                                avg/night
                                                                                • 2 BR
                                                                                • 2 BA
                                                                                • Sleeps 6
                                                                                House #926090vb
                                                                                Viewed 18 times in the last 48 hours
                                                                                  avg/night
                                                                                  • 2 BR
                                                                                  • 1 BA
                                                                                  • Sleeps 4
                                                                                  House #949227vb
                                                                                  Viewed 36 times in the last 48 hours
                                                                                    Exceptional! 5.0/5
                                                                                    (8 reviews)
                                                                                    avg/night
                                                                                    • 1 BR
                                                                                    • 1 BA
                                                                                    • Sleeps 2
                                                                                    Cottage #3022436
                                                                                    8
                                                                                    Viewed 8 times in the last 48 hours
                                                                                      Excellent! 4.7/5
                                                                                      (9 reviews)
                                                                                      avg/night
                                                                                      • 2 BR
                                                                                      • 2 BA
                                                                                      • 1 HF BA
                                                                                      • Sleeps 4
                                                                                      Condo #776042vb
                                                                                      9
                                                                                      Viewed 25 times in the last 48 hours
                                                                                        Exceptional! 5.0/5
                                                                                        (9 reviews)
                                                                                        $85
                                                                                        avg/night
                                                                                        • 1 BR
                                                                                        • 1 BA
                                                                                        • Sleeps 4
                                                                                        Condo #763472vb
                                                                                        9
                                                                                        Viewed 8 times in the last 48 hours
                                                                                          $59
                                                                                          avg/night
                                                                                          • 2 BR
                                                                                          • 2 BA
                                                                                          • Sleeps 5
                                                                                          House #910297vb
                                                                                          Viewed 19 times in the last 48 hours
                                                                                            avg/night
                                                                                            • 2 BR
                                                                                            • 2 BA
                                                                                            • Sleeps 4
                                                                                            Condo #633826vb
                                                                                            Viewed 8 times in the last 48 hours
                                                                                              avg/night
                                                                                              • 2 BR
                                                                                              • 2 BA
                                                                                              • Sleeps 4
                                                                                              Condo #766462vb
                                                                                              Viewed 5 times in the last 48 hours
                                                                                                • 2 BR
                                                                                                • 2 BA
                                                                                                • Sleeps 6
                                                                                                Condo #4292917
                                                                                                Viewed 11 times in the last 48 hours
                                                                                                  Wonderful! 4.9/5
                                                                                                  (19 reviews)
                                                                                                  avg/night
                                                                                                  • 1 BR
                                                                                                  • 1 BA
                                                                                                  • Sleeps 2
                                                                                                  Condo #499625vb
                                                                                                  19
                                                                                                  Viewed 7 times in the last 48 hours
                                                                                                    • 2 BR
                                                                                                    • 2 BA
                                                                                                    • Sleeps 4
                                                                                                    Condo #958753vb
                                                                                                    Viewed 24 times in the last 48 hours
                                                                                                      • 2 BR
                                                                                                      • 2 BA
                                                                                                      • Sleeps 5
                                                                                                      Condo #596650vb
                                                                                                      • 1 - 50 of 300+
                                                                                                       

                                                                                                      Recent Casey Key Reviews

                                                                                                      quiet, vintage hideaway

                                                                                                      5 of 5
                                                                                                      I had some business to attend to in Sarasota, and this quiet, modest retreat allowed me the peace of mind to do what i had to do . .. Jane was welcoming at my arrival, and immediately responsive when there were plumbing issues . .. .after some days of rain, i was happy to be close to Siesta Key . . . i can easily recommend this listing to anyone who values peace and privacy . .. . Reva W.
                                                                                                      • Submitted: Aug 25, 2016
                                                                                                      • Stayed: Aug 2016

                                                                                                      Perfect House for Our Stay at Casey Key

                                                                                                      5 of 5
                                                                                                      I booked this house to use as a home base for a family event in the area the week of July 4th. July is hot in Florida, but the house was beyond “cool”. As reflected in all of the photos on the VRBO web site, every inch of the house has been updated and furnished with lovely and comfortable things. The beds were especially divine. We took the bikes from the garage to a nearby (5 minute bike ride) ice cream shop, and we hauled the beach umbrella and beach chairs to the – wait for it – to the beach! The sunsets at Casey Key defy words, and each morning there were manatee swimming, dolphins jumping, and turtle tracks in the sand. Casey Key is a magic place, and this house is perfect for a stay there. It is on a quiet street, minutes from the beach, and everything you could possibly need is in it. Four of us in my family occupied all three bedrooms, used every shower (including the outdoor enclosed one for de-sanding ourselves), and we watched every oversized flat screen TV. This was my first VRBO booking, and Donna made the whole process quick and painless from the first email inquiry through the contract signing. We give this gem two thumbs up!!
                                                                                                      • Submitted: Jul 13, 2016
                                                                                                      • Stayed: Jul 2016

                                                                                                      Very Clean, Great Location

                                                                                                      5 of 5
                                                                                                      Highly Recommended!!! Very Clean home, high end decorating that you simply do not see in rentals. Unless you are on the ocean you could not be closer to it. Literally right across the street. Often we were the only people on the beach as far as the eye could see. Only about 30 min into St Armands Circle. What isn't to like about your own private pool that heated to a very comfortable temperature. We have been all over Florida, stayed in some 4-5 star hotels and our 11 year old says he liked this the best. If you have having any second thoughts, don't. Go ahead and rent it I am confident you will be happy. TV's in just about every room, Xbox, Kayaks, Grill, Rafts for the Pool and Wireless internet access make this a great place.
                                                                                                      • Submitted: Jan 31, 2012
                                                                                                      • Stayed: Jan 2012