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Anastasia Island: Condos, Houses & More (300+)

  • 1 - 50 of 300+
Additional fees apply. Taxes may be added.
    Exceptional! 5.0/5
    (5 reviews)
    avg/night
    • 4 BR
    • 5 BA
    • Sleeps 10
    Condo #79281vb
    5
    Viewed 42 times in the last 48 hours
      Wonderful! 4.8/5
      (28 reviews)
      avg/night
      • 6 BR
      • 2 BA
      • Sleeps 15
      House #819279vb
      28
      Viewed 42 times in the last 48 hours
        Wonderful! 4.9/5
        (18 reviews)
        avg/night
        • 3 BR
        • 2 BA
        • Sleeps 6
        Condo #2506vb
        18
        Viewed 27 times in the last 48 hours
          Excellent! 4.7/5
          (47 reviews)
          avg/night
          • 2 BR
          • 2 BA
          • Sleeps 6
          Condo #366738vb
          47
          Viewed 21 times in the last 48 hours
            Wonderful! 4.9/5
            (25 reviews)
            avg/night
            • 2 BR
            • 2 BA
            • Sleeps 5
            Condo #344643
            25
            Viewed 31 times in the last 48 hours
              Wonderful! 4.9/5
              (37 reviews)
              avg/night
              • 2 BR
              • 2 BA
              • Sleeps 5
              Condo #709656vb
              37
              Viewed 33 times in the last 48 hours
                Wonderful! 4.9/5
                (37 reviews)
                avg/night
                • 2 BR
                • 2 BA
                • Sleeps 6
                Condo #512163vb
                37
                Viewed 5 times in the last 48 hours
                  Excellent! 4.7/5
                  (33 reviews)
                  avg/night
                  • 3 BR
                  • 2 BA
                  • Sleeps 8
                  Condo #371760vb
                  33
                  Viewed 23 times in the last 48 hours
                    Wonderful! 4.8/5
                    (16 reviews)
                    avg/night
                    • 3 BR
                    • 2 BA
                    • Sleeps 7
                    Condo #604172vb
                    16
                    Viewed 34 times in the last 48 hours
                      Excellent! 4.5/5
                      (22 reviews)
                      avg/night
                      • 2 BR
                      • 2 BA
                      • Sleeps 6
                      Condo #7098749
                      22
                      Viewed 15 times in the last 48 hours
                        Wonderful! 4.8/5
                        (48 reviews)
                        avg/night
                        • 5 BR
                        • 2 BA
                        • 1 HF BA
                        • Sleeps 14
                        House #706606vb
                        48
                        Viewed 32 times in the last 48 hours
                          Excellent! 4.5/5
                          (26 reviews)
                          avg/night
                          • 4 BR
                          • 2 BA
                          • Sleeps 8
                          House #396698vb
                          26
                          Viewed 15 times in the last 48 hours
                            Excellent! 4.5/5
                            (14 reviews)
                            avg/night
                            • 2 BR
                            • 2 BA
                            • Sleeps 6
                            Condo #280142vb
                            14
                            Viewed 9 times in the last 48 hours
                              Very Good! 4.2/5
                              (22 reviews)
                              avg/night
                              • 3 BR
                              • 2 BA
                              • Sleeps 6
                              Condo #396598vb
                              22
                              Viewed 11 times in the last 48 hours
                                Wonderful! 4.9/5
                                (34 reviews)
                                avg/night
                                • 2 BR
                                • 2 BA
                                • Sleeps 6
                                Condo #396931vb
                                34
                                Viewed 13 times in the last 48 hours
                                  Wonderful! 4.9/5
                                  (51 reviews)
                                  avg/night
                                  • 2 BR
                                  • 2 BA
                                  • Sleeps 5
                                  Condo #3769671
                                  51
                                  Viewed 28 times in the last 48 hours
                                    Exceptional! 5.0/5
                                    (10 reviews)
                                    avg/night
                                    • 3 BR
                                    • 2 BA
                                    • Sleeps 7
                                    House #593527vb
                                    10
                                    Viewed 19 times in the last 48 hours
                                      Excellent! 4.7/5
                                      (19 reviews)
                                      avg/night
                                      • 2 BR
                                      • 2 BA
                                      • Sleeps 4
                                      Condo #397524vb
                                      19
                                      Viewed 9 times in the last 48 hours
                                        Excellent! 4.4/5
                                        (21 reviews)
                                        avg/night
                                        • 2 BR
                                        • 2 BA
                                        • Sleeps 6
                                        Condo #604196vb
                                        21
                                        Viewed 12 times in the last 48 hours
                                          Exceptional! 5.0/5
                                          (51 reviews)
                                          avg/night
                                          • 3 BR
                                          • 3 BA
                                          • Sleeps 8
                                          House #78159vb
                                          51
                                          Viewed 44 times in the last 48 hours
                                            Wonderful! 4.8/5
                                            (36 reviews)
                                            avg/night
                                            • 3 BR
                                            • 2 BA
                                            • Sleeps 6
                                            Condo #366732vb
                                            36
                                            Viewed 8 times in the last 48 hours
                                              Wonderful! 4.9/5
                                              (15 reviews)
                                              avg/night
                                              • 2 BR
                                              • 2 BA
                                              • Sleeps 7
                                              House #310794
                                              15
                                              Viewed 17 times in the last 48 hours
                                                Excellent! 4.6/5
                                                (14 reviews)
                                                avg/night
                                                • 2 BR
                                                • 2 BA
                                                • 1 HF BA
                                                • Sleeps 4
                                                Condo #396682vb
                                                14
                                                Viewed 15 times in the last 48 hours
                                                  • 3 BR
                                                  • 2 BA
                                                  • Sleeps 8
                                                  Condo #366795vb
                                                  4
                                                    • 2 BR
                                                    • 2 BA
                                                    • Sleeps 6
                                                    Condo #310992vb
                                                    8
                                                      Exceptional! 5.0/5
                                                      (36 reviews)
                                                      avg/night
                                                      • 6 BR
                                                      • 4 BA
                                                      • Sleeps 12
                                                      House #3767696
                                                      36
                                                      Viewed 26 times in the last 48 hours
                                                        avg/night
                                                        • 3 BR
                                                        • 2 BA
                                                        • Sleeps 8
                                                        Condo #850303vb
                                                        Viewed 12 times in the last 48 hours
                                                          • 3 BR
                                                          • 2 BA
                                                          • Sleeps 8
                                                          Condo #667745vb
                                                          1 Review
                                                          Viewed 5 times in the last 48 hours
                                                            Excellent! 4.3/5
                                                            (14 reviews)
                                                            avg/night
                                                            • 2 BR
                                                            • 2 BA
                                                            • Sleeps 4
                                                            Condo #366597vb
                                                            14
                                                            Viewed 5 times in the last 48 hours
                                                              Wonderful! 4.8/5
                                                              (12 reviews)
                                                              avg/night
                                                              • 2 BR
                                                              • 2 BA
                                                              • Sleeps 6
                                                              Condo #340676vb
                                                              12
                                                              Viewed 18 times in the last 48 hours
                                                                Excellent! 4.7/5
                                                                (21 reviews)
                                                                avg/night
                                                                • 2 BR
                                                                • 2 BA
                                                                • 1 HF BA
                                                                • Sleeps 6
                                                                Condo #396687vb
                                                                21
                                                                Viewed 6 times in the last 48 hours
                                                                  Excellent! 4.5/5
                                                                  (20 reviews)
                                                                  avg/night
                                                                  • 2 BR
                                                                  • 2 BA
                                                                  • 1 HF BA
                                                                  • Sleeps 6
                                                                  Condo #604345vb
                                                                  20
                                                                  Viewed 22 times in the last 48 hours
                                                                    • 2 BR
                                                                    • 2 BA
                                                                    • Sleeps 6
                                                                    Condo #708182vb
                                                                      Excellent! 4.6/5
                                                                      (24 reviews)
                                                                      avg/night
                                                                      • 2 BR
                                                                      • 2 BA
                                                                      • Sleeps 6
                                                                      Condo #340655vb
                                                                      24
                                                                      Viewed 8 times in the last 48 hours
                                                                        Very Good! 4.0/5
                                                                        (5 reviews)
                                                                        avg/night
                                                                        • 2 BR
                                                                        • 2 BA
                                                                        • Sleeps 5
                                                                        Condo #868261vb
                                                                        5
                                                                        Viewed 8 times in the last 48 hours
                                                                          • 2 BR
                                                                          • 2 BA
                                                                          • Sleeps 6
                                                                          Condo #397576vb
                                                                          25
                                                                            Wonderful! 4.9/5
                                                                            (11 reviews)
                                                                            avg/night
                                                                            • 4 BR
                                                                            • 3 BA
                                                                            • Sleeps 8
                                                                            Condo #388832vb
                                                                            11
                                                                            Viewed 11 times in the last 48 hours
                                                                              Excellent! 4.6/5
                                                                              (13 reviews)
                                                                              avg/night
                                                                              • 2 BR
                                                                              • 2 BA
                                                                              • Sleeps 6
                                                                              Condo #604198vb
                                                                              13
                                                                              Viewed 11 times in the last 48 hours
                                                                                • 6 BR
                                                                                • 6 BA
                                                                                • 1 HF BA
                                                                                • Sleeps 14
                                                                                House #816408vb
                                                                                3
                                                                                  Excellent! 4.7/5
                                                                                  (31 reviews)
                                                                                  avg/night
                                                                                  • 4 BR
                                                                                  • 4 BA
                                                                                  • 1 HF BA
                                                                                  • Sleeps 12
                                                                                  House #386897vb
                                                                                  31
                                                                                  Viewed 24 times in the last 48 hours
                                                                                    Excellent! 4.7/5
                                                                                    (29 reviews)
                                                                                    avg/night
                                                                                    • 1 BR
                                                                                    • 1 BA
                                                                                    • Sleeps 4
                                                                                    Condo #108488vb
                                                                                    29
                                                                                    Viewed 24 times in the last 48 hours
                                                                                      Excellent! 4.4/5
                                                                                      (21 reviews)
                                                                                      avg/night
                                                                                      • 2 BR
                                                                                      • 2 BA
                                                                                      • Sleeps 6
                                                                                      Condo #397632vb
                                                                                      21
                                                                                      Viewed 10 times in the last 48 hours
                                                                                        Excellent! 4.4/5
                                                                                        (8 reviews)
                                                                                        avg/night
                                                                                        • 4 BR
                                                                                        • 3 BA
                                                                                        • Sleeps 14
                                                                                        House #310947vb
                                                                                        8
                                                                                        Viewed 40 times in the last 48 hours
                                                                                          Wonderful! 4.9/5
                                                                                          (21 reviews)
                                                                                          avg/night
                                                                                          • 2 BR
                                                                                          • 2 BA
                                                                                          • Sleeps 6
                                                                                          Condo #472911vb
                                                                                          21
                                                                                          Viewed 23 times in the last 48 hours
                                                                                            Wonderful! 4.8/5
                                                                                            (6 reviews)
                                                                                            avg/night
                                                                                            • 4 BR
                                                                                            • 4 BA
                                                                                            • Sleeps 10
                                                                                            House #366792vb
                                                                                            6
                                                                                              Excellent! 4.5/5
                                                                                              (30 reviews)
                                                                                              avg/night
                                                                                              • 3 BR
                                                                                              • 2 BA
                                                                                              • Sleeps 8
                                                                                              Condo #397650vb
                                                                                              30
                                                                                              Viewed 5 times in the last 48 hours
                                                                                                Wonderful! 4.8/5
                                                                                                (42 reviews)
                                                                                                avg/night
                                                                                                • 2 BR
                                                                                                • 2 BA
                                                                                                • 1 HF BA
                                                                                                • Sleeps 6
                                                                                                Condo #366753vb
                                                                                                42
                                                                                                Viewed 6 times in the last 48 hours
                                                                                                  • 4 BR
                                                                                                  • 4 BA
                                                                                                  • Sleeps 12
                                                                                                  House #708233vb
                                                                                                  2 Reviews
                                                                                                  Viewed 7 times in the last 48 hours
                                                                                                    Very Good! 4.1/5
                                                                                                    (36 reviews)
                                                                                                    avg/night
                                                                                                    • 2 BR
                                                                                                    • 1 BA
                                                                                                    • 1 HF BA
                                                                                                    • Sleeps 6
                                                                                                    Condo #397256vb
                                                                                                    36
                                                                                                    Viewed 23 times in the last 48 hours
                                                                                                      Wonderful! 4.9/5
                                                                                                      (11 reviews)
                                                                                                      avg/night
                                                                                                      • 2 BR
                                                                                                      • 2 BA
                                                                                                      • Sleeps 4
                                                                                                      Condo #397224vb
                                                                                                      11
                                                                                                      Viewed 5 times in the last 48 hours
                                                                                                      • 1 - 50 of 300+
                                                                                                       

                                                                                                      Recent Anastasia Island Reviews

                                                                                                      Beyond my expectations!!!

                                                                                                      5 of 5
                                                                                                      This beautiful home provided the backdrop for the most perfect Thanksgiving family gathering I could have imagined. The kitchen was extremely well stocked with pots, pans, dishes, and even a full spice rack that made preparing a large meal easy. The home is extremely bright and clean throughout. The view from the 3rd floor is gorgeous. There was enough space for everyone to gather or go off for some quiet time. Kelly, the owner, was very responsive and easy to work with. Love the house and the area. We have rented many homes/condos in the St Augustine beach area will definitely be back!
                                                                                                      • Submitted: Nov 29, 2016
                                                                                                      • Stayed: Nov 2016

                                                                                                      Beautiful property that is close to everything but is quiet and relaxing!

                                                                                                      5 of 5
                                                                                                      I know that by giving this property a great rating it is going to make it harder to rent in the future LOL but I can't say anything bad about this place. It is located on the 3rd floor but there is a landing every 8 steps. I need a knee replacement and was able to handle them with ease. Also, it helps you work off the great treats you will be eating in town!! The new tile throughout the condo is gorgeous and makes it easy to sweep the stray sand that follows you home from the beach. The kitchen is very functional. Pots, pans, dishes, bowls and utensils provided. Even a crock pot! Full size refrigerator with ice maker, dishwasher, stove, oven,microwave, coffee maker, microwave and toaster. HE washer and dryer provided in the unit!!! So nice to to return home with clean clothes. You enter next into the dining room that we used many times. Next are 2 full size comfy leather couches where you can watch all your favorite shows on AT&T uverse. They have a balcony that overlooks the pool. Nice place to enjoy coffee in the the morning or a cocktail at night while listening to the ocean. The bedrooms are spacious. Great closets and dressers. Nice to unpack and feel at home. Beds are comfortable and have memory foam. Extra linens and pillows are in the closet. Bathrooms with GREAT SHOWERHEADS!!! Again, plenty of storage and extra towels available. They have pool noodles, boogie boards, beach chairs in the closet. We loved the local chocolates that were provided upon arrival. We bought some on St. George Street. I enjoyed Hurricanes, Salt Life, Barnical Bill's for dinner. Two places you MUST TRY are The Oasis and Florida Cracker Cafe. The conch fritters and hummus are to die for! Thank you Kerchner's for allowing us to stay in your home. We left you 2 blow up pink flamingos named Freida and Floyd. We bought them at The Keys restaurant on Put In Bay (south bass island), Ohio. They were our inspiration to plan this trip in the first place. We packed everyday with sightseeing but still didn't see everything. We will be back!! Again, thank you!! Laura Lichoff, Patrick and Tina Rogers
                                                                                                      • Submitted: Nov 18, 2016
                                                                                                      • Stayed: Nov 2016

                                                                                                      Better than expected

                                                                                                      5 of 5
                                                                                                      Jessie, your condo was fantastic. Great space, view and your suggestions were helpful. Went to all the resturants you suggested and enjoyed all. Sorry that your favorite was under construction, it looked like a great place. For anyone who is reading, make your reservations soon, we will be back.
                                                                                                      • Submitted: Nov 4, 2016
                                                                                                      • Stayed: Oct 2016