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Make a holiday home, condo, villa or apartment in Key West, Florida your home away from home

Key West is the name of both a city and an island at the southern tip of the Florida Keys, to the south of Miami. The city is the southernmost city in the contiguous United States and has a tropical climate with sandy beaches, palm trees, beautiful sunsets, fishing, diving and plenty more to enjoy too! Key West holiday rentals come in all different shapes and sizes, from houseboats, to luxury condos, to traditional Southern homes, plus there’s numerous villas to rent in Key West too. A holiday in Key West is suitable for the whole family, couples, or groups of friends.

Things to do on holiday in Key West, Florida, USA

Holidays in Key West can be both fun and relaxing! With so much water around you it’s not surprising that water-based activities are popular. You can try all sorts of water sports here, from kayaking, to parasailing, to snorkelling. Boat trips are popular too, and numerous ones are available, to take you to the best fishing spots, or the best diving spots, or how about a glass bottomed boat cruise where you look out for dolphins? Talking of dolphins, swimming with dolphins is just one more of the activities you can enjoy here!

On dry land, there’s also plenty to see and do too. Take time out from your Key West holiday rental to visit the Key West Nature Preserve, journey on the Conch Train on a tour around the Old Town, and visit the Florida Keys Eco-Discovery Center. In the Old Town you’ll see the Ernest Hemmingway House, which you can visit, as well as other historical houses and buildings. After a day of sightseeing, relax and pamper yourself in one of the many Key West spas ready for a lively evening in one of the famous and popular bars of Key West, such as Sloppy Joe’s.

Places to visit on holiday in Key West, Florida, USA

There’s plenty to keep you occupied in Key West itself, but your Key West villa is also in easy reach of other places to visit too. Dry Tortugas National Park for example, is a group of seven islands situated about 70 miles off the Key West coast and accessible by ferry or seaplane. If you charter a boat there are numerous other islands of the coast of Key West to explore, or journey by car to the north towards Miami on Route 1, crossing the famous Seven Mile Bridge.

The weather in Key West, Florida, USA

There are villas to rent in Key West throughout the year to take advantage of the great tropical climate here! Warm temperatures will be experienced year round, though bear in mind there are two seasons in Key West – wet and dry. May to October is the wetter season, whilst November to April has a little rainfall, however, Key West is the driest city in Florida!

Flights to Key West, Florida, USA

Key West International Airport is the closest airport to your Key West holiday home, though flights to here are expensive. A better idea may be a flight to Miami, then rent a car and make the scenic drive down to Key West.

Additional service fee may apply.
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    • 2 BR
    • 2 BA
    • Sleeps 10
    House #4434065
    Viewed 273 times in the last 48 hours
      Wonderful! 4.9/5
      (74 reviews)
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      • 1 BR
      • 1 BA
      • Sleeps 2
      Condo #297241vb
      74
      Viewed 389 times in the last 48 hours
        Exceptional! 5.0/5
        (53 reviews)
        avg/night
        • 2 BR
        • 1 BA
        • Sleeps 4
        Condo #938538
        53
        Viewed 119 times in the last 48 hours
          Excellent! 4.3/5
          (60 reviews)
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          • Studio
          • 1 BA
          • Sleeps 2
          Studio #3656402
          60
          Viewed 483 times in the last 48 hours
            Wonderful! 4.9/5
            (66 reviews)
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            • 2 BR
            • 1 BA
            • Sleeps 4
            Condo #156723
            66
            Viewed 251 times in the last 48 hours
              Wonderful! 4.8/5
              (58 reviews)
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              • 2 BR
              • 1 BA
              • Sleeps 4
              Condo #261681
              58
              Viewed 77 times in the last 48 hours
                Excellent! 4.5/5
                (18 reviews)
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                • Studio
                • 1 BA
                • Sleeps 2
                Studio #4155556
                18
                Viewed 90 times in the last 48 hours
                  Wonderful! 4.9/5
                  (35 reviews)
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                  • 3 BR
                  • 3 BA
                  • Sleeps 8
                  House #763771vb
                  35
                  Viewed 411 times in the last 48 hours
                    Wonderful! 4.9/5
                    (13 reviews)
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                    • 2 BR
                    • 2 BA
                    • Sleeps 4
                    House #3864846
                    13
                    Viewed 545 times in the last 48 hours
                      Wonderful! 4.8/5
                      (30 reviews)
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                      • 3 BR
                      • 3 BA
                      • Sleeps 8
                      House #759660vb
                      30
                      Viewed 250 times in the last 48 hours
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                        • 2 BR
                        • 2 BA
                        • Separate Toilet
                        • Sleeps 6
                        Townhome #888297vb
                        Viewed 177 times in the last 48 hours
                          Wonderful! 4.9/5
                          (29 reviews)
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                          • 2 BR
                          • 1 BA
                          • Separate Toilet
                          • Sleeps 5
                          Townhome #3552474
                          29
                          Viewed 293 times in the last 48 hours
                            Wonderful! 4.9/5
                            (26 reviews)
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                            • 2 BR
                            • 1 BA
                            • Sleeps 4
                            Condo #4018549
                            26
                            Viewed 229 times in the last 48 hours
                              Excellent! 4.6/5
                              (17 reviews)
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                              • 2 BR
                              • 2 BA
                              • Sleeps 6
                              Condo #4091151
                              17
                              Viewed 380 times in the last 48 hours
                                Excellent! 4.7/5
                                (16 reviews)
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                                • 2 BR
                                • 2 BA
                                • Sleeps 6
                                Condo #4091155
                                16
                                Viewed 174 times in the last 48 hours
                                  Exceptional! 5.0/5
                                  (44 reviews)
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                                  • 4 BR
                                  • 3 BA
                                  • Sleeps 8
                                  Townhome #220630
                                  44
                                  Viewed 281 times in the last 48 hours
                                    Wonderful! 4.9/5
                                    (28 reviews)
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                                    • 2 BR
                                    • 1 BA
                                    • Sleeps 5
                                    Condo #3956691
                                    28
                                    Viewed 33 times in the last 48 hours
                                      Excellent! 4.7/5
                                      (60 reviews)
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                                      • Studio
                                      • 1 BA
                                      • Sleeps 2
                                      Studio #7052275
                                      60
                                      Viewed 166 times in the last 48 hours
                                        Excellent! 4.7/5
                                        (60 reviews)
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                                        • Studio
                                        • 1 BA
                                        • Sleeps 2
                                        Studio #332511
                                        60
                                        Viewed 66 times in the last 48 hours
                                          Wonderful! 4.9/5
                                          (88 reviews)
                                          avg/night
                                          • 2 BR
                                          • 1 BA
                                          • Sleeps 4
                                          Condo #244472
                                          88
                                          Viewed 102 times in the last 48 hours
                                            Excellent! 4.5/5
                                            (50 reviews)
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                                            • 3 BR
                                            • 2 BA
                                            • Sleeps 8
                                            Cottage #959155
                                            50
                                            Viewed 214 times in the last 48 hours
                                              Wonderful! 4.9/5
                                              (88 reviews)
                                              avg/night
                                              • 2 BR
                                              • 2 BA
                                              • Sleeps 6
                                              Condo #154612
                                              88
                                              Viewed 193 times in the last 48 hours
                                                Exceptional! 5.0/5
                                                (31 reviews)
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                                                • 3 BR
                                                • 2 BA
                                                • Sleeps 8
                                                House #4095019
                                                31
                                                Viewed 361 times in the last 48 hours
                                                  Exceptional! 5.0/5
                                                  (109 reviews)
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                                                  • 3 BR
                                                  • 3 BA
                                                  • Sleeps 8
                                                  Townhome #586290vb
                                                  109
                                                  Viewed 168 times in the last 48 hours
                                                    Wonderful! 4.9/5
                                                    (11 reviews)
                                                    View details for price
                                                    • 2 BR
                                                    • 2 BA
                                                    • Sleeps 6
                                                    Cottage #281441
                                                    11
                                                    Viewed 21 times in the last 48 hours
                                                      Exceptional! 5.0/5
                                                      (14 reviews)
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                                                      • 2 BR
                                                      • 1 BA
                                                      • Sleeps 4
                                                      Condo #4218064
                                                      14
                                                      Viewed 97 times in the last 48 hours
                                                        Wonderful! 4.8/5
                                                        (16 reviews)
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                                                        • 2 BR
                                                        • 2 BA
                                                        • Sleeps 6
                                                        Condo #4091146
                                                        16
                                                        Viewed 167 times in the last 48 hours
                                                          Excellent! 4.5/5
                                                          (30 reviews)
                                                          avg/night
                                                          • 3 BR
                                                          • 3 BA
                                                          • Sleeps 10
                                                          Condo #367100
                                                          30
                                                          Viewed 173 times in the last 48 hours
                                                            Wonderful! 4.8/5
                                                            (20 reviews)
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                                                            • 2 BR
                                                            • 2 BA
                                                            • Sleeps 6
                                                            Condo #4091149
                                                            20
                                                            Viewed 131 times in the last 48 hours
                                                              Wonderful! 4.8/5
                                                              (17 reviews)
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                                                              • 4 BR
                                                              • 3 BA
                                                              • Separate Toilet
                                                              • Sleeps 12
                                                              House #3929170
                                                              17
                                                              Viewed 196 times in the last 48 hours
                                                                Exceptional! 5.0/5
                                                                (6 reviews)
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                                                                • 2 BR
                                                                • 2 BA
                                                                • Sleeps 4
                                                                Villa #678768vb
                                                                6
                                                                Viewed 128 times in the last 48 hours
                                                                  Wonderful! 4.9/5
                                                                  (96 reviews)
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                                                                  • 2 BR
                                                                  • 2 BA
                                                                  • Separate Toilet
                                                                  • Sleeps 6
                                                                  Townhome #499539vb
                                                                  96
                                                                  Viewed 156 times in the last 48 hours
                                                                    Wonderful! 4.8/5
                                                                    (55 reviews)
                                                                    avg/night
                                                                    • 1 BR
                                                                    • 1 BA
                                                                    • Sleeps 4
                                                                    Condo #994355
                                                                    55
                                                                    Viewed 206 times in the last 48 hours
                                                                      Wonderful! 4.9/5
                                                                      (88 reviews)
                                                                      avg/night
                                                                      • 2 BR
                                                                      • 2 BA
                                                                      • Separate Toilet
                                                                      • Sleeps 6
                                                                      Townhome #577846vb
                                                                      88
                                                                      Viewed 203 times in the last 48 hours
                                                                        Wonderful! 4.9/5
                                                                        (61 reviews)
                                                                        avg/night
                                                                        • 3 BR
                                                                        • 3 BA
                                                                        • Sleeps 6
                                                                        House #322888
                                                                        61
                                                                        Viewed 126 times in the last 48 hours
                                                                          Excellent! 4.4/5
                                                                          (29 reviews)
                                                                          avg/night
                                                                          • 1 BR
                                                                          • 1 BA
                                                                          • Sleeps 2
                                                                          House Boat #3877620
                                                                          29
                                                                          Viewed 145 times in the last 48 hours
                                                                            Excellent! 4.6/5
                                                                            (46 reviews)
                                                                            avg/night
                                                                            • 1 BR
                                                                            • 1 BA
                                                                            • Sleeps 2
                                                                            House Boat #931581
                                                                            46
                                                                            Viewed 151 times in the last 48 hours
                                                                              • 3 BR
                                                                              • 1 BA
                                                                              • Sleeps 8
                                                                              House #417144vb
                                                                              4
                                                                              Viewed 156 times in the last 48 hours
                                                                                Wonderful! 4.9/5
                                                                                (42 reviews)
                                                                                avg/night
                                                                                • 1 BR
                                                                                • 1 BA
                                                                                • Sleeps 2
                                                                                Condo #934388
                                                                                42
                                                                                Viewed 38 times in the last 48 hours
                                                                                  Wonderful! 4.8/5
                                                                                  (21 reviews)
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                                                                                  • 1 BR
                                                                                  • 1 BA
                                                                                  • Sleeps 4
                                                                                  Condo #712180vb
                                                                                  21
                                                                                  Viewed 103 times in the last 48 hours
                                                                                    Wonderful! 4.9/5
                                                                                    (33 reviews)
                                                                                    avg/night
                                                                                    • 2 BR
                                                                                    • 2 BA
                                                                                    • Separate Toilet
                                                                                    • Sleeps 4
                                                                                    Townhome #683162vb
                                                                                    33
                                                                                    Viewed 17 times in the last 48 hours
                                                                                      • 2 BR
                                                                                      • 3 BA
                                                                                      • Sleeps 6
                                                                                      House #748608vb
                                                                                      Viewed 76 times in the last 48 hours
                                                                                        Wonderful! 4.8/5
                                                                                        (21 reviews)
                                                                                        avg/night
                                                                                        • 3 BR
                                                                                        • 2 BA
                                                                                        • Sleeps 6
                                                                                        Cottage #987489
                                                                                        21
                                                                                        Viewed 120 times in the last 48 hours
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                                                                                          • Studio
                                                                                          • 1 BA
                                                                                          • Sleeps 2
                                                                                          Studio #4227875
                                                                                          1
                                                                                          Viewed 42 times in the last 48 hours
                                                                                            Wonderful! 4.9/5
                                                                                            (37 reviews)
                                                                                            avg/night
                                                                                            • 2 BR
                                                                                            • 2 BA
                                                                                            • Sleeps 6
                                                                                            Condo #345756vb
                                                                                            37
                                                                                            Viewed 87 times in the last 48 hours
                                                                                              Wonderful! 4.9/5
                                                                                              (37 reviews)
                                                                                              avg/night
                                                                                              • 2 BR
                                                                                              • 2 BA
                                                                                              • Sleeps 6
                                                                                              Condo #375693
                                                                                              37
                                                                                              Viewed 38 times in the last 48 hours
                                                                                                Exceptional! 5.0/5
                                                                                                (41 reviews)
                                                                                                avg/night
                                                                                                • 2 BR
                                                                                                • 2 BA
                                                                                                • Sleeps 6
                                                                                                Condo #404725vb
                                                                                                41
                                                                                                Viewed 69 times in the last 48 hours
                                                                                                  Exceptional! 5.0/5
                                                                                                  (41 reviews)
                                                                                                  avg/night
                                                                                                  • 2 BR
                                                                                                  • 2 BA
                                                                                                  • Sleeps 6
                                                                                                  Condo #977547
                                                                                                  41
                                                                                                  Viewed 36 times in the last 48 hours
                                                                                                    Exceptional! 5.0/5
                                                                                                    (13 reviews)
                                                                                                    avg/night
                                                                                                    • 3 BR
                                                                                                    • 2 BA
                                                                                                    • Sleeps 6
                                                                                                    House #3706533
                                                                                                    13
                                                                                                    Viewed 454 times in the last 48 hours
                                                                                                      Wonderful! 4.9/5
                                                                                                      (36 reviews)
                                                                                                      avg/night
                                                                                                      • 3 BR
                                                                                                      • 3 BA
                                                                                                      • Sleeps 6
                                                                                                      Townhome #768176vb
                                                                                                      36
                                                                                                      Viewed 255 times in the last 48 hours
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                                                                                                      Recent Reviews

                                                                                                      Another lovely holiday in a great home!

                                                                                                      5 of 5
                                                                                                      I have reviewed this lovely home before (three years ago) and it hasn't failed us, it remains a a perfect place to stay to enjoy Key West at its best.
                                                                                                      • Review Submitted: 13-Nov-2016
                                                                                                      • Date of Stay: Oct 2016