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.
Verified Review icon 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 Default Owner Icon heart-filled
Cancel Clear Filters Apply Filters
More Filters

Price Per Night

£ £

Bedrooms

Bathrooms

Payment Options

Popular Searches

Facilities

Location Type

Local Area

Property Details

Clear Filters
Use filters to narrow your search results!
Favorite
    Viewed 56 times in the last 48 hours
    Excellent! 4.5/5
    (10 reviews)
    avg/night
    (28 nights minimum)
    House #3478179
    10
    Favorite
      Viewed 24 times in the last 48 hours
      Excellent! 4.5/5
      (47 reviews)
      avg/night
      Condo #367100
      47
      Favorite
        Viewed 14 times in the last 48 hours
        Exceptional! 5/5
        (4 reviews)
        avg/night
        (28 nights minimum)
        House #1048231vb
        4
        Favorite
          Viewed 16 times in the last 48 hours
          svg-lightning
          avg/night
          House #3957919
          15
          Favorite
            svg-lightning
            avg/night
            (28 nights minimum)
            Condo #867435vb
            Favorite
              Viewed 12 times in the last 48 hours
              Excellent! 4.7/5
              (58 reviews)
              svg-lightning
              avg/night
              (3 nights minimum)
              Cottage #475034vb
              58
              Favorite
                Viewed 8 times in the last 48 hours
                avg/night
                (28 - 30 nights minimum)
                House #703287vb
                2
                Favorite
                  Viewed 8 times in the last 48 hours
                  Excellent! 4.5/5
                  (64 reviews)
                  svg-lightning
                  avg/night
                  (5 nights minimum)
                  House #475036vb
                  64
                  Favorite
                    Viewed 31 times in the last 48 hours
                    Excellent! 4.5/5
                    (21 reviews)
                    avg/night
                    (3 - 7 nights minimum)
                    House #387301
                    21
                    Favorite
                      Viewed 32 times in the last 48 hours
                      Premier Partner
                      Excellent! 4.6/5
                      (40 reviews)
                      avg/night
                      (2 - 5 nights minimum)
                      House #172563
                      40
                      Favorite
                        Viewed 8 times in the last 48 hours
                        avg/night
                        (28 - 30 nights minimum)
                        Condo #721569vb
                        2
                        Favorite
                          Viewed 5 times in the last 48 hours
                          svg-lightning
                          avg/night
                          (28 nights minimum)
                          Condo #870519vb
                          Favorite
                            Viewed 24 times in the last 48 hours
                            Wonderful! 4.8/5
                            (5 reviews)
                            avg/night
                            (7 nights minimum)
                            House #4538966
                            5
                            Favorite
                              Viewed 23 times in the last 48 hours
                              Exceptional! 5/5
                              (7 reviews)
                              avg/night
                              (4 - 7 nights minimum)
                              House #4013541
                              7
                              Favorite
                                Viewed 40 times in the last 48 hours
                                svg-lightning
                                avg/night
                                (3 nights minimum)
                                House #4287054
                                4
                                Favorite
                                  Viewed 6 times in the last 48 hours
                                  Premier Partner
                                  Excellent! 4.5/5
                                  (8 reviews)
                                  avg/night
                                  (2 nights minimum)
                                  Condo #243689
                                  8
                                  Favorite
                                    Viewed 12 times in the last 48 hours
                                    Premier Partner
                                    Exceptional! 5/5
                                    (6 reviews)
                                    avg/night
                                    (3 - 5 nights minimum)
                                    Condo #299234
                                    6
                                    Favorite
                                      Viewed 7 times in the last 48 hours
                                      Exceptional! 5/5
                                      (6 reviews)
                                      avg/night
                                      (28 nights minimum)
                                      House #169698
                                      6
                                      Favorite
                                        Viewed 19 times in the last 48 hours
                                        Wonderful! 4.8/5
                                        (63 reviews)
                                        avg/night
                                        (3 nights minimum)
                                        Yacht #390580vb
                                        63
                                        Favorite
                                          Viewed 8 times in the last 48 hours
                                          avg/night
                                          (28 nights minimum)
                                          House #4018342
                                          3
                                          Favorite
                                            Viewed 10 times in the last 48 hours
                                            Exceptional! 5/5
                                            (8 reviews)
                                            avg/night
                                            (3 nights minimum)
                                            Apartment #3996681
                                            8
                                            Favorite
                                              Viewed 41 times in the last 48 hours
                                              Exceptional! 5/5
                                              (6 reviews)
                                              avg/night
                                              (7 nights minimum)
                                              House #7084406
                                              6
                                              Favorite
                                                Viewed 8 times in the last 48 hours
                                                Premier Partner
                                                Exceptional! 5/5
                                                (5 reviews)
                                                avg/night
                                                (2 - 5 nights minimum)
                                                Condo #243693
                                                5
                                                Favorite
                                                  Very Good! 4/5
                                                  (7 reviews)
                                                  avg/night
                                                  (3 nights minimum)
                                                  Apartment #3996682
                                                  7
                                                  Favorite
                                                    Premier Partner
                                                    avg/night
                                                    (3 nights minimum)
                                                    Condo #299233
                                                    3
                                                    Favorite
                                                      Viewed 8 times in the last 48 hours
                                                      Excellent! 4.5/5
                                                      (6 reviews)
                                                      avg/night
                                                      (4 nights minimum)
                                                      Condo #931332
                                                      6
                                                      Favorite
                                                        Very Good! 4.1/5
                                                        (9 reviews)
                                                        avg/night
                                                        (8 nights minimum)
                                                        House #3996685
                                                        9
                                                        Favorite
                                                          Viewed 9 times in the last 48 hours
                                                          Excellent! 4.7/5
                                                          (17 reviews)
                                                          avg/night
                                                          (2 nights minimum)
                                                          Condo #929000
                                                          17
                                                          Favorite
                                                            avg/night
                                                            (28 nights minimum)
                                                            Condo #992578
                                                            2
                                                            Favorite
                                                              Viewed 11 times in the last 48 hours
                                                              Excellent! 4.4/5
                                                              (39 reviews)
                                                              avg/night
                                                              (2 - 3 nights minimum)
                                                              Boat #229193
                                                              39
                                                              Favorite
                                                                Premier Partner
                                                                avg/night
                                                                (1 - 5 nights minimum)
                                                                Condo #243695
                                                                4
                                                                Favorite
                                                                  Viewed 10 times in the last 48 hours
                                                                  Wonderful! 4.8/5
                                                                  (8 reviews)
                                                                  avg/night
                                                                  (3 nights minimum)
                                                                  Apartment #3996684
                                                                  8
                                                                  Favorite
                                                                    svg-lightning
                                                                    avg/night
                                                                    (28 nights minimum)
                                                                    Condo #1167861vb
                                                                    Favorite
                                                                      svg-lightning
                                                                      avg/night
                                                                      Cottage #768950vb
                                                                      Favorite
                                                                        svg-lightning
                                                                        avg/night
                                                                        (28 nights minimum)
                                                                        Condo #769005vb
                                                                        Favorite
                                                                          avg/night
                                                                          (28 nights minimum)
                                                                          Condo #4130232
                                                                          Favorite
                                                                            avg/night
                                                                            House #4149727
                                                                            Favorite
                                                                              svg-lightning
                                                                              avg/night
                                                                              (28 nights minimum)
                                                                              Condo #867433vb
                                                                              Favorite
                                                                                avg/night
                                                                                House #4138284
                                                                                1
                                                                                Favorite
                                                                                  Viewed 6 times in the last 48 hours
                                                                                  avg/night
                                                                                  (29 nights minimum)
                                                                                  Cottage #1043303vb
                                                                                  Favorite
                                                                                    Exceptional! 5/5
                                                                                    (3 reviews)
                                                                                    avg/night
                                                                                    (28 - 90 nights minimum)
                                                                                    Condo #787040vb
                                                                                    3
                                                                                    Favorite
                                                                                      Viewed 8 times in the last 48 hours
                                                                                      Premier Partner
                                                                                      avg/night
                                                                                      (2 - 4 nights minimum)
                                                                                      Condo #299236
                                                                                      1
                                                                                      Favorite
                                                                                        Viewed 21 times in the last 48 hours
                                                                                        Exceptional! 5/5
                                                                                        (7 reviews)
                                                                                        avg/night
                                                                                        (3 nights minimum)
                                                                                        House #737472vb
                                                                                        7
                                                                                        Favorite
                                                                                          Viewed 34 times in the last 48 hours
                                                                                          avg/night
                                                                                          (7 nights minimum)
                                                                                          Condo #1073838vb
                                                                                          Favorite
                                                                                            Viewed 13 times in the last 48 hours
                                                                                            Excellent! 4.3/5
                                                                                            (6 reviews)
                                                                                            avg/night
                                                                                            (3 nights minimum)
                                                                                            Apartment #3996683
                                                                                            6
                                                                                            Favorite
                                                                                              Exceptional! 5/5
                                                                                              (5 reviews)
                                                                                              avg/night
                                                                                              (3 nights minimum)
                                                                                              Cottage #887134vb
                                                                                              5
                                                                                              Favorite
                                                                                                Viewed 17 times in the last 48 hours
                                                                                                Premier Partner
                                                                                                Very Good! 4/5
                                                                                                (38 reviews)
                                                                                                svg-lightning
                                                                                                avg/night
                                                                                                Studio #1204677vb
                                                                                                38
                                                                                                Favorite
                                                                                                  Viewed 9 times in the last 48 hours
                                                                                                  svg-lightning
                                                                                                  avg/night
                                                                                                  (4 nights minimum)
                                                                                                  Condo #7093647
                                                                                                  1
                                                                                                  Favorite
                                                                                                    avg/night
                                                                                                    (7 nights minimum)
                                                                                                    Condo #3828344
                                                                                                    1
                                                                                                    Favorite
                                                                                                      svg-lightning
                                                                                                      avg/night
                                                                                                      (3 nights minimum)
                                                                                                      Condo #678347vb
                                                                                                      1

                                                                                                      Historic Seaport Holiday Homes & Rentals (128)

                                                                                                       

                                                                                                      Recent Reviews

                                                                                                      Perfect

                                                                                                      5 of 5
                                                                                                      One of my favorite places to stay - walking distance to everything. Loved relaxing in the quiet backyard, the glistening blue pool surrounded by a lush tropical landscape. It was like no one knew we were even there while the Hustle and bustle of key west surrounded us. The house was amazing, clean And had everything we needed . I suggest not even getting a car as you can rent bikes and golf carts near by that make it much easier to get around should you choose to not walk. Sloppy joes and jimmy buffet are just a few blocks away. Along with all the popular attractions and of course Mallory square . The owners did everything in their power to make sure our stay was nothing less than amazing . Highly recommend to everyone :)
                                                                                                      • Review Submitted: Mar 07, 2017
                                                                                                      • Date of Stay: Jan 2017