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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 254 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 328 times in the last 48 hours
        Exceptional! 5/5
        (53 reviews)
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        • 2 BR
        • 1 BA
        • Sleeps 4
        Condo #938538
        53
        Viewed 116 times in the last 48 hours
          Excellent! 4.3/5
          (61 reviews)
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          • Studio
          • 1 BA
          • Sleeps 2
          Studio #3656402
          61
          Viewed 515 times in the last 48 hours
            Wonderful! 4.8/5
            (59 reviews)
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            • 2 BR
            • 1 BA
            • Sleeps 4
            Condo #261681
            59
            Viewed 82 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 219 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 371 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 115 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 644 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 241 times in the last 48 hours
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                        • 2 BR
                        • 2 BA
                        • Separate Toilet
                        • Sleeps 6
                        Townhome #888297vb
                        1
                        Viewed 271 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 192 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 187 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 189 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 71 times in the last 48 hours
                                  Exceptional! 5/5
                                  (44 reviews)
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                                  • 4 BR
                                  • 3 BA
                                  • Sleeps 8
                                  Townhome #220630
                                  44
                                  Viewed 338 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 310 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 148 times in the last 48 hours
                                        Wonderful! 4.9/5
                                        (88 reviews)
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                                        • 2 BR
                                        • 1 BA
                                        • Sleeps 4
                                        Condo #244472
                                        88
                                        Viewed 93 times in the last 48 hours
                                          Wonderful! 4.9/5
                                          (30 reviews)
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                                          • 2 BR
                                          • 1 BA
                                          • Sleeps 5
                                          Condo #3956691
                                          30
                                          Viewed 40 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 230 times in the last 48 hours
                                              Exceptional! 5/5
                                              (32 reviews)
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                                              • 3 BR
                                              • 2 BA
                                              • Sleeps 8
                                              House #4095019
                                              32
                                              Viewed 214 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 19 times in the last 48 hours
                                                  Wonderful! 4.9/5
                                                  (15 reviews)
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                                                  • 2 BR
                                                  • 1 BA
                                                  • Sleeps 4
                                                  Condo #4218064
                                                  15
                                                  Viewed 86 times in the last 48 hours
                                                    Wonderful! 4.9/5
                                                    (88 reviews)
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                                                    • 2 BR
                                                    • 2 BA
                                                    • Sleeps 6
                                                    Condo #154612
                                                    88
                                                    Viewed 163 times in the last 48 hours
                                                      Exceptional! 5/5
                                                      (4 reviews)
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                                                      • 3 BR
                                                      • 1 BA
                                                      • Sleeps 8
                                                      House #417144vb
                                                      4
                                                      Viewed 203 times in the last 48 hours
                                                        Exceptional! 5/5
                                                        (111 reviews)
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                                                        • 3 BR
                                                        • 3 BA
                                                        • Sleeps 8
                                                        Townhome #586290vb
                                                        111
                                                        Viewed 211 times in the last 48 hours
                                                          Wonderful! 4.8/5
                                                          (18 reviews)
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                                                          • 4 BR
                                                          • 3 BA
                                                          • Separate Toilet
                                                          • Sleeps 12
                                                          House #3929170
                                                          18
                                                          Viewed 197 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 102 times in the last 48 hours
                                                              Exceptional! 5/5
                                                              (6 reviews)
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                                                              • 2 BR
                                                              • 2 BA
                                                              • Sleeps 4
                                                              Villa #678768vb
                                                              6
                                                              Viewed 151 times in the last 48 hours
                                                                Wonderful! 4.8/5
                                                                (55 reviews)
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                                                                • 1 BR
                                                                • 1 BA
                                                                • Sleeps 4
                                                                Condo #994355
                                                                55
                                                                Viewed 164 times in the last 48 hours
                                                                  Wonderful! 4.8/5
                                                                  (21 reviews)
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                                                                  • 2 BR
                                                                  • 2 BA
                                                                  • Sleeps 6
                                                                  Condo #4091149
                                                                  21
                                                                  Viewed 134 times in the last 48 hours
                                                                    Excellent! 4.5/5
                                                                    (30 reviews)
                                                                    avg/night
                                                                    • 3 BR
                                                                    • 3 BA
                                                                    • Sleeps 10
                                                                    Condo #367100
                                                                    30
                                                                    Viewed 162 times in the last 48 hours
                                                                      Wonderful! 4.9/5
                                                                      (97 reviews)
                                                                      avg/night
                                                                      • 2 BR
                                                                      • 2 BA
                                                                      • Separate Toilet
                                                                      • Sleeps 6
                                                                      Townhome #499539vb
                                                                      97
                                                                      Viewed 184 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 60 times in the last 48 hours
                                                                          Wonderful! 4.9/5
                                                                          (42 reviews)
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                                                                          • 1 BR
                                                                          • 1 BA
                                                                          • Sleeps 2
                                                                          Condo #934388
                                                                          42
                                                                          Viewed 48 times in the last 48 hours
                                                                            Wonderful! 4.9/5
                                                                            (89 reviews)
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                                                                            • 2 BR
                                                                            • 2 BA
                                                                            • Separate Toilet
                                                                            • Sleeps 6
                                                                            Townhome #577846vb
                                                                            89
                                                                            Viewed 167 times in the last 48 hours
                                                                              Wonderful! 4.9/5
                                                                              (62 reviews)
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                                                                              • 3 BR
                                                                              • 3 BA
                                                                              • Sleeps 6
                                                                              House #322888
                                                                              62
                                                                              Viewed 116 times in the last 48 hours
                                                                                Excellent! 4.4/5
                                                                                (30 reviews)
                                                                                avg/night
                                                                                • 1 BR
                                                                                • 1 BA
                                                                                • Sleeps 2
                                                                                House Boat #3877620
                                                                                30
                                                                                Viewed 117 times in the last 48 hours
                                                                                  Wonderful! 4.8/5
                                                                                  (23 reviews)
                                                                                  avg/night
                                                                                  • 1 BR
                                                                                  • 1 BA
                                                                                  • Sleeps 4
                                                                                  Condo #712180vb
                                                                                  23
                                                                                  Viewed 121 times in the last 48 hours
                                                                                    • 2 BR
                                                                                    • 3 BA
                                                                                    • Sleeps 6
                                                                                    House #748608vb
                                                                                    Viewed 75 times in the last 48 hours
                                                                                      Excellent! 4.5/5
                                                                                      (47 reviews)
                                                                                      avg/night
                                                                                      • 1 BR
                                                                                      • 1 BA
                                                                                      • Sleeps 2
                                                                                      House Boat #931581
                                                                                      47
                                                                                      Viewed 187 times in the last 48 hours
                                                                                        Exceptional! 5/5
                                                                                        (41 reviews)
                                                                                        avg/night
                                                                                        • 2 BR
                                                                                        • 2 BA
                                                                                        • Sleeps 6
                                                                                        Condo #404725vb
                                                                                        41
                                                                                        Viewed 101 times in the last 48 hours
                                                                                          Exceptional! 5/5
                                                                                          (41 reviews)
                                                                                          avg/night
                                                                                          • 2 BR
                                                                                          • 2 BA
                                                                                          • Sleeps 6
                                                                                          Condo #977547
                                                                                          41
                                                                                          Viewed 28 times in the last 48 hours
                                                                                            Wonderful! 4.9/5
                                                                                            (37 reviews)
                                                                                            avg/night
                                                                                            • 2 BR
                                                                                            • 2 BA
                                                                                            • Sleeps 6
                                                                                            Condo #345756vb
                                                                                            37
                                                                                            Viewed 95 times in the last 48 hours
                                                                                              Wonderful! 4.9/5
                                                                                              (37 reviews)
                                                                                              avg/night
                                                                                              • 2 BR
                                                                                              • 2 BA
                                                                                              • Sleeps 6
                                                                                              Condo #375693
                                                                                              37
                                                                                              Viewed 32 times in the last 48 hours
                                                                                                Wonderful! 4.8/5
                                                                                                (21 reviews)
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                                                                                                • 3 BR
                                                                                                • 2 BA
                                                                                                • Sleeps 6
                                                                                                Cottage #987489
                                                                                                21
                                                                                                Viewed 101 times in the last 48 hours
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                                                                                                  • Studio
                                                                                                  • 1 BA
                                                                                                  • Sleeps 2
                                                                                                  Studio #4227875
                                                                                                  1
                                                                                                  Viewed 48 times in the last 48 hours
                                                                                                    Exceptional! 5/5
                                                                                                    (13 reviews)
                                                                                                    avg/night
                                                                                                    • 3 BR
                                                                                                    • 2 BA
                                                                                                    • Sleeps 6
                                                                                                    House #3706533
                                                                                                    13
                                                                                                    Viewed 350 times in the last 48 hours
                                                                                                      Wonderful! 4.8/5
                                                                                                      (25 reviews)
                                                                                                      avg/night
                                                                                                      • 1 BR
                                                                                                      • 1 BA
                                                                                                      • Sleeps 4
                                                                                                      Condo #379068
                                                                                                      25
                                                                                                      Viewed 157 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