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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.

  • Showing 1-50 of 300+
Additional service fee may apply.
    Wonderful! 4.9/5
    (72 reviews)
    avg/night
    • 1 BR
    • 1 BA
    • Sleeps 2
    Condo #297241vb
    72
    Viewed 216 times in the last 48 hours
      Wonderful! 4.9/5
      (30 reviews)
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      • 3 BR
      • 3 BA
      • Sleeps 8
      House #763771vb
      30
      Viewed 330 times in the last 48 hours
        Very Good! 4.2/5
        (57 reviews)
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        • Studio
        • 1 BA
        • Sleeps 2
        Studio #3656402
        57
        Viewed 458 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 150 times in the last 48 hours
            Exceptional! 5.0/5
            (51 reviews)
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            • 2 BR
            • 1 BA
            • Sleeps 4
            Condo #938538
            51
            Viewed 62 times in the last 48 hours
              Wonderful! 4.8/5
              (28 reviews)
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              • 3 BR
              • 3 BA
              • Sleeps 8
              House #759660vb
              28
              Viewed 250 times in the last 48 hours
                Wonderful! 4.9/5
                (12 reviews)
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                • 2 BR
                • 2 BA
                • Sleeps 4
                House #3864846
                12
                Viewed 710 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 205 times in the last 48 hours
                    Wonderful! 4.9/5
                    (65 reviews)
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                    • 2 BR
                    • 1 BA
                    • Sleeps 4
                    Condo #156723
                    65
                    Viewed 167 times in the last 48 hours
                      Wonderful! 4.8/5
                      (56 reviews)
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                      • 2 BR
                      • 1 BA
                      • Sleeps 4
                      Condo #261681
                      56
                      Viewed 118 times in the last 48 hours
                        Wonderful! 4.9/5
                        (87 reviews)
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                        • 2 BR
                        • 2 BA
                        • Sleeps 6
                        Condo #154612
                        87
                        Viewed 309 times in the last 48 hours
                          Excellent! 4.4/5
                          (49 reviews)
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                          • 3 BR
                          • 2 BA
                          • Sleeps 8
                          Cottage #959155
                          49
                          Viewed 212 times in the last 48 hours
                            Wonderful! 4.9/5
                            (23 reviews)
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                            • 2 BR
                            • 1 BA
                            • Sleeps 4
                            Condo #4018549
                            23
                            Viewed 118 times in the last 48 hours
                              Excellent! 4.7/5
                              (15 reviews)
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                              • 2 BR
                              • 2 BA
                              • Sleeps 6
                              Condo #4091151
                              15
                              Viewed 236 times in the last 48 hours
                                Excellent! 4.7/5
                                (15 reviews)
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                                • 2 BR
                                • 2 BA
                                • Sleeps 6
                                Condo #4091155
                                15
                                Viewed 167 times in the last 48 hours
                                  Excellent! 4.6/5
                                  (16 reviews)
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                                  • Studio
                                  • 1 BA
                                  • Sleeps 2
                                  Studio #4155556
                                  16
                                  Viewed 114 times in the last 48 hours
                                    Wonderful! 4.9/5
                                    (27 reviews)
                                    avg/night
                                    • 2 BR
                                    • 1 BA
                                    • Sleeps 5
                                    Condo #3956691
                                    27
                                    Viewed 58 times in the last 48 hours
                                      Wonderful! 4.8/5
                                      (16 reviews)
                                      avg/night
                                      • 2 BR
                                      • 2 BA
                                      • Sleeps 6
                                      Condo #4091146
                                      16
                                      Viewed 92 times in the last 48 hours
                                        Wonderful! 4.9/5
                                        (27 reviews)
                                        avg/night
                                        • 2 BR
                                        • 1 BA
                                        • Separate Toilet
                                        • Sleeps 5
                                        Townhome #3552474
                                        27
                                        Viewed 97 times in the last 48 hours
                                          Exceptional! 5.0/5
                                          (104 reviews)
                                          avg/night
                                          • 3 BR
                                          • 3 BA
                                          • Sleeps 8
                                          Townhome #586290vb
                                          104
                                          Viewed 161 times in the last 48 hours
                                            Wonderful! 4.9/5
                                            (29 reviews)
                                            avg/night
                                            • 2 BR
                                            • 2 BA
                                            • Separate Toilet
                                            • Sleeps 4
                                            Townhome #683162vb
                                            29
                                            Viewed 39 times in the last 48 hours
                                              Exceptional! 5.0/5
                                              (30 reviews)
                                              avg/night
                                              • 3 BR
                                              • 2 BA
                                              • Sleeps 8
                                              House #4095019
                                              30
                                              Viewed 236 times in the last 48 hours
                                                Excellent! 4.7/5
                                                (18 reviews)
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                                                • 2 BR
                                                • 2 BA
                                                • Sleeps 6
                                                Condo #4091149
                                                18
                                                Viewed 74 times in the last 48 hours
                                                  Excellent! 4.5/5
                                                  (27 reviews)
                                                  avg/night
                                                  • 3 BR
                                                  • 3 BA
                                                  • Sleeps 10
                                                  Condo #367100
                                                  27
                                                  Viewed 167 times in the last 48 hours
                                                    Wonderful! 4.8/5
                                                    (14 reviews)
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                                                    • 4 BR
                                                    • 3 BA
                                                    • Separate Toilet
                                                    • Sleeps 12
                                                    House #3929170
                                                    14
                                                    Viewed 154 times in the last 48 hours
                                                      Wonderful! 4.9/5
                                                      (60 reviews)
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                                                      • 3 BR
                                                      • 3 BA
                                                      • Sleeps 6
                                                      House #322888
                                                      60
                                                      Viewed 173 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! 4.9/5
                                                          (91 reviews)
                                                          avg/night
                                                          • 2 BR
                                                          • 2 BA
                                                          • Separate Toilet
                                                          • Sleeps 6
                                                          Townhome #499539vb
                                                          91
                                                          Viewed 149 times in the last 48 hours
                                                            Wonderful! 4.8/5
                                                            (54 reviews)
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                                                            • 1 BR
                                                            • 1 BA
                                                            • Sleeps 4
                                                            Condo #994355
                                                            54
                                                            Viewed 184 times in the last 48 hours
                                                              Exceptional! 5.0/5
                                                              (11 reviews)
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                                                              • 2 BR
                                                              • 1 BA
                                                              • Sleeps 4
                                                              Condo #4218064
                                                              11
                                                              Viewed 73 times in the last 48 hours
                                                                Excellent! 4.7/5
                                                                (37 reviews)
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                                                                • 3 BR
                                                                • 3 BA
                                                                • Sleeps 6
                                                                Townhome #3543556
                                                                37
                                                                Viewed 147 times in the last 48 hours
                                                                  Wonderful! 4.9/5
                                                                  (84 reviews)
                                                                  avg/night
                                                                  • 2 BR
                                                                  • 2 BA
                                                                  • Separate Toilet
                                                                  • Sleeps 6
                                                                  Townhome #577846vb
                                                                  84
                                                                  Viewed 163 times in the last 48 hours
                                                                    avg/night
                                                                    • 2 BR
                                                                    • 2 BA
                                                                    • Separate Toilet
                                                                    • Sleeps 6
                                                                    Townhome #888297vb
                                                                    Viewed 109 times in the last 48 hours
                                                                      Wonderful! 4.9/5
                                                                      (24 reviews)
                                                                      avg/night
                                                                      • 1 BR
                                                                      • 1 BA
                                                                      • Sleeps 4
                                                                      Condo #379068
                                                                      24
                                                                      Viewed 79 times in the last 48 hours
                                                                        Excellent! 4.6/5
                                                                        (44 reviews)
                                                                        avg/night
                                                                        • 1 BR
                                                                        • 1 BA
                                                                        • Sleeps 2
                                                                        House Boat #931581
                                                                        44
                                                                        Viewed 130 times in the last 48 hours
                                                                          Exceptional! 5.0/5
                                                                          (41 reviews)
                                                                          avg/night
                                                                          • 2 BR
                                                                          • 2 BA
                                                                          • Sleeps 6
                                                                          Condo #404725vb
                                                                          41
                                                                          Viewed 77 times in the last 48 hours
                                                                            Wonderful! 4.9/5
                                                                            (31 reviews)
                                                                            avg/night
                                                                            • 2 BR
                                                                            • 2 BA
                                                                            • Sleeps 4
                                                                            Townhome #3813999
                                                                            31
                                                                            Viewed 93 times in the last 48 hours
                                                                              Wonderful! 4.8/5
                                                                              (20 reviews)
                                                                              avg/night
                                                                              • 3 BR
                                                                              • 2 BA
                                                                              • Sleeps 6
                                                                              Cottage #987489
                                                                              20
                                                                              Viewed 91 times in the last 48 hours
                                                                                Wonderful! 4.8/5
                                                                                (21 reviews)
                                                                                avg/night
                                                                                • 1 BR
                                                                                • 1 BA
                                                                                • Sleeps 4
                                                                                Condo #712180vb
                                                                                21
                                                                                Viewed 94 times in the last 48 hours
                                                                                  • Studio
                                                                                  • 1 BA
                                                                                  • Sleeps 2
                                                                                  Studio #4227875
                                                                                  1
                                                                                  Viewed 48 times in the last 48 hours
                                                                                    Excellent! 4.7/5
                                                                                    (58 reviews)
                                                                                    avg/night
                                                                                    • Studio
                                                                                    • 1 BA
                                                                                    • Sleeps 2
                                                                                    Studio #7052275
                                                                                    58
                                                                                    Viewed 104 times in the last 48 hours
                                                                                      Excellent! 4.7/5
                                                                                      (58 reviews)
                                                                                      avg/night
                                                                                      • Studio
                                                                                      • 1 BA
                                                                                      • Sleeps 2
                                                                                      Studio #332511
                                                                                      58
                                                                                      Viewed 45 times in the last 48 hours
                                                                                        Excellent! 4.7/5
                                                                                        (24 reviews)
                                                                                        avg/night
                                                                                        • 2 BR
                                                                                        • 2 BA
                                                                                        • Separate Toilet
                                                                                        • Sleeps 5
                                                                                        Townhome #3177011
                                                                                        24
                                                                                        Viewed 62 times in the last 48 hours
                                                                                          Wonderful! 4.9/5
                                                                                          (37 reviews)
                                                                                          avg/night
                                                                                          • 2 BR
                                                                                          • 2 BA
                                                                                          • Sleeps 6
                                                                                          Condo #345756vb
                                                                                          37
                                                                                          Viewed 75 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
                                                                                              Excellent! 4.5/5
                                                                                              (19 reviews)
                                                                                              avg/night
                                                                                              • 1 BR
                                                                                              • 1 BA
                                                                                              • Sleeps 2
                                                                                              House Boat #3877619
                                                                                              19
                                                                                              Viewed 155 times in the last 48 hours
                                                                                                Wonderful! 4.9/5
                                                                                                (33 reviews)
                                                                                                avg/night
                                                                                                • 3 BR
                                                                                                • 3 BA
                                                                                                • Sleeps 6
                                                                                                Townhome #768176vb
                                                                                                33
                                                                                                Viewed 212 times in the last 48 hours
                                                                                                  Wonderful! 4.9/5
                                                                                                  (62 reviews)
                                                                                                  avg/night
                                                                                                  • 1 BR
                                                                                                  • 1 BA
                                                                                                  • Sleeps 4
                                                                                                  Condo #433844vb
                                                                                                  62
                                                                                                  Viewed 87 times in the last 48 hours
                                                                                                    Exceptional! 5.0/5
                                                                                                    (6 reviews)
                                                                                                    avg/night
                                                                                                    • 2 BR
                                                                                                    • 2 BA
                                                                                                    • Sleeps 4
                                                                                                    Villa #678768vb
                                                                                                    6
                                                                                                    Viewed 148 times in the last 48 hours
                                                                                                      Wonderful! 4.8/5
                                                                                                      (18 reviews)
                                                                                                      avg/night
                                                                                                      • 2 BR
                                                                                                      • 1 BA
                                                                                                      • Separate Toilet
                                                                                                      • Sleeps 5
                                                                                                      Condo #3941286
                                                                                                      18
                                                                                                      Viewed 43 times in the last 48 hours
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