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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.

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  • Showing 1-50 of 300+
Additional service fee may apply.
    Exceptional! 5.0/5
    (86 reviews)
    avg/night
    • 2 BR
    • 1 BA
    • Sleeps 4
    Condo #244472
    86
    Viewed 57 times in the last 48 hours
      Wonderful! 4.9/5
      (69 reviews)
      avg/night
      • 1 BR
      • 1 BA
      • Sleeps 2
      Condo #297241vb
      69
      Viewed 69 times in the last 48 hours
        Wonderful! 4.9/5
        (63 reviews)
        avg/night
        • 2 BR
        • 1 BA
        • Sleeps 4
        Condo #156723
        63
        Viewed 75 times in the last 48 hours
          Wonderful! 4.9/5
          (28 reviews)
          avg/night
          • 3 BR
          • 3 BA
          • Sleeps 8
          House #763771vb
          28
          Viewed 156 times in the last 48 hours
            Very Good! 4.2/5
            (53 reviews)
            avg/night
            • Studio
            • 1 BA
            • Sleeps 2
            Studio #3656402
            53
            Viewed 107 times in the last 48 hours
              Wonderful! 4.9/5
              (12 reviews)
              avg/night
              • 2 BR
              • 2 BA
              • Sleeps 4
              House #3864846
              12
              Viewed 122 times in the last 48 hours
                Exceptional! 5.0/5
                (13 reviews)
                avg/night
                • 3 BR
                • 2 BA
                • Sleeps 6
                House #3706533
                13
                Viewed 29 times in the last 48 hours
                  Wonderful! 4.9/5
                  (27 reviews)
                  avg/night
                  • 2 BR
                  • 1 BA
                  • Sleeps 5
                  Condo #3956691
                  27
                  Viewed 50 times in the last 48 hours
                    Wonderful! 4.9/5
                    (87 reviews)
                    avg/night
                    • 2 BR
                    • 2 BA
                    • Sleeps 6
                    Condo #154612
                    87
                    Viewed 71 times in the last 48 hours
                      Wonderful! 4.9/5
                      (22 reviews)
                      avg/night
                      • 2 BR
                      • 1 BA
                      • Sleeps 4
                      Condo #4018549
                      22
                      Viewed 50 times in the last 48 hours
                        Exceptional! 5.0/5
                        (51 reviews)
                        avg/night
                        • 2 BR
                        • 1 BA
                        • Sleeps 4
                        Condo #938538
                        51
                        Viewed 46 times in the last 48 hours
                          Wonderful! 4.8/5
                          (28 reviews)
                          avg/night
                          • 3 BR
                          • 3 BA
                          • Sleeps 8
                          House #759660vb
                          28
                          Viewed 128 times in the last 48 hours
                            Excellent! 4.7/5
                            (12 reviews)
                            avg/night
                            • 2 BR
                            • 2 BA
                            • Sleeps 6
                            Condo #4091151
                            12
                            Viewed 68 times in the last 48 hours
                              Excellent! 4.4/5
                              (48 reviews)
                              avg/night
                              • 3 BR
                              • 2 BA
                              • Sleeps 8
                              Cottage #959155
                              48
                              Viewed 85 times in the last 48 hours
                                Exceptional! 5.0/5
                                (43 reviews)
                                avg/night
                                • 4 BR
                                • 3 BA
                                • Sleeps 8
                                Townhome #220630
                                43
                                Viewed 61 times in the last 48 hours
                                  Exceptional! 5.0/5
                                  (98 reviews)
                                  avg/night
                                  • 3 BR
                                  • 3 BA
                                  • Sleeps 8
                                  Townhome #586290vb
                                  98
                                  Viewed 43 times in the last 48 hours
                                    Wonderful! 4.9/5
                                    (28 reviews)
                                    avg/night
                                    • 2 BR
                                    • 2 BA
                                    • Separate Toilet
                                    • Sleeps 4
                                    Townhome #683162vb
                                    28
                                    Viewed 27 times in the last 48 hours
                                      Exceptional! 5.0/5
                                      (39 reviews)
                                      avg/night
                                      • 2 BR
                                      • 2 BA
                                      • Sleeps 6
                                      Condo #404725vb
                                      39
                                      Viewed 83 times in the last 48 hours
                                        Exceptional! 5.0/5
                                        (39 reviews)
                                        avg/night
                                        • 2 BR
                                        • 2 BA
                                        • Sleeps 6
                                        Condo #977547
                                        39
                                        Viewed 15 times in the last 48 hours
                                          Wonderful! 4.9/5
                                          (11 reviews)
                                          avg/night
                                          • 2 BR
                                          • 2 BA
                                          • Sleeps 6
                                          Cottage #281441
                                          11
                                          Viewed 13 times in the last 48 hours
                                            Excellent! 4.7/5
                                            (15 reviews)
                                            avg/night
                                            • 2 BR
                                            • 2 BA
                                            • Sleeps 6
                                            Condo #4091149
                                            15
                                            Viewed 21 times in the last 48 hours
                                              Excellent! 4.7/5
                                              (10 reviews)
                                              avg/night
                                              • 2 BR
                                              • 2 BA
                                              • Sleeps 6
                                              Condo #4091155
                                              10
                                              Viewed 21 times in the last 48 hours
                                                Wonderful! 4.9/5
                                                (87 reviews)
                                                avg/night
                                                • 2 BR
                                                • 2 BA
                                                • Separate Toilet
                                                • Sleeps 6
                                                Townhome #499539vb
                                                87
                                                Viewed 45 times in the last 48 hours
                                                  Exceptional! 5.0/5
                                                  (27 reviews)
                                                  avg/night
                                                  • 2 BR
                                                  • 2 BA
                                                  • Sleeps 4
                                                  Townhome #3813999
                                                  27
                                                  Viewed 38 times in the last 48 hours
                                                    Exceptional! 5.0/5
                                                    (40 reviews)
                                                    avg/night
                                                    • 3 BR
                                                    • 3 BA
                                                    • Sleeps 6
                                                    House #994631
                                                    40
                                                    Viewed 33 times in the last 48 hours
                                                      Wonderful! 4.8/5
                                                      (53 reviews)
                                                      avg/night
                                                      • 2 BR
                                                      • 1 BA
                                                      • Sleeps 4
                                                      Condo #261681
                                                      53
                                                      Viewed 38 times in the last 48 hours
                                                        Wonderful! 4.9/5
                                                        (25 reviews)
                                                        avg/night
                                                        • 2 BR
                                                        • 1 BA
                                                        • Separate Toilet
                                                        • Sleeps 5
                                                        Townhome #3552474
                                                        25
                                                        Viewed 25 times in the last 48 hours
                                                          Wonderful! 4.8/5
                                                          (15 reviews)
                                                          avg/night
                                                          • 2 BR
                                                          • 2 BA
                                                          • Sleeps 6
                                                          Condo #4091146
                                                          15
                                                          Viewed 40 times in the last 48 hours
                                                            Wonderful! 4.8/5
                                                            (13 reviews)
                                                            avg/night
                                                            • 4 BR
                                                            • 3 BA
                                                            • Separate Toilet
                                                            • Sleeps 12
                                                            House #3929170
                                                            13
                                                            Viewed 97 times in the last 48 hours
                                                              Wonderful! 4.9/5
                                                              (82 reviews)
                                                              avg/night
                                                              • 2 BR
                                                              • 2 BA
                                                              • Separate Toilet
                                                              • Sleeps 6
                                                              Townhome #577846vb
                                                              82
                                                              Viewed 54 times in the last 48 hours
                                                                Exceptional! 5.0/5
                                                                (24 reviews)
                                                                avg/night
                                                                • 3 BR
                                                                • 2 BA
                                                                • Sleeps 8
                                                                House #4095019
                                                                24
                                                                Viewed 61 times in the last 48 hours
                                                                  Wonderful! 4.9/5
                                                                  (26 reviews)
                                                                  avg/night
                                                                  • 3 BR
                                                                  • 3 BA
                                                                  • Sleeps 6
                                                                  Townhome #768176vb
                                                                  26
                                                                  Viewed 54 times in the last 48 hours
                                                                    Wonderful! 4.8/5
                                                                    (16 reviews)
                                                                    avg/night
                                                                    • 2 BR
                                                                    • 2 BA
                                                                    • Sleeps 6
                                                                    Condo #466458vb
                                                                    16
                                                                    Viewed 130 times in the last 48 hours
                                                                      Excellent! 4.5/5
                                                                      (17 reviews)
                                                                      avg/night
                                                                      • 1 BR
                                                                      • 1 BA
                                                                      • Sleeps 2
                                                                      House Boat #3877619
                                                                      17
                                                                      Viewed 64 times in the last 48 hours
                                                                        Wonderful! 4.8/5
                                                                        (11 reviews)
                                                                        avg/night
                                                                        • 3 BR
                                                                        • 2 BA
                                                                        • Sleeps 8
                                                                        House #734031vb
                                                                        11
                                                                        Viewed 77 times in the last 48 hours
                                                                          • Studio
                                                                          • 1 BA
                                                                          • Sleeps 2
                                                                          Studio #4227875
                                                                          Viewed 24 times in the last 48 hours
                                                                            Excellent! 4.5/5
                                                                            (26 reviews)
                                                                            avg/night
                                                                            • 3 BR
                                                                            • 3 BA
                                                                            • Sleeps 10
                                                                            Condo #367100
                                                                            26
                                                                            Viewed 89 times in the last 48 hours
                                                                              Wonderful! 4.9/5
                                                                              (39 reviews)
                                                                              avg/night
                                                                              • 1 BR
                                                                              • 1 BA
                                                                              • Sleeps 2
                                                                              Condo #934388
                                                                              39
                                                                              Viewed 17 times in the last 48 hours
                                                                                Very Good! 4.2/5
                                                                                (10 reviews)
                                                                                avg/night
                                                                                • 2 BR
                                                                                • 2 BA
                                                                                • Sleeps 6
                                                                                Condo #672076vb
                                                                                10
                                                                                Viewed 42 times in the last 48 hours
                                                                                  Wonderful! 4.8/5
                                                                                  (16 reviews)
                                                                                  avg/night
                                                                                  • 2 BR
                                                                                  • 1 BA
                                                                                  • Separate Toilet
                                                                                  • Sleeps 5
                                                                                  Condo #3941286
                                                                                  16
                                                                                  Viewed 17 times in the last 48 hours
                                                                                    Excellent! 4.6/5
                                                                                    (16 reviews)
                                                                                    avg/night
                                                                                    • Studio
                                                                                    • 1 BA
                                                                                    • Sleeps 2
                                                                                    Studio #4155556
                                                                                    16
                                                                                    Viewed 51 times in the last 48 hours
                                                                                      Wonderful! 4.8/5
                                                                                      (31 reviews)
                                                                                      avg/night
                                                                                      • 3 BR
                                                                                      • 3 BA
                                                                                      • Sleeps 6
                                                                                      Townhome #3543556
                                                                                      31
                                                                                      Viewed 60 times in the last 48 hours
                                                                                        Wonderful! 4.8/5
                                                                                        (28 reviews)
                                                                                        avg/night
                                                                                        • 2 BR
                                                                                        • 2 BA
                                                                                        • Sleeps 6
                                                                                        House #618900vb
                                                                                        28
                                                                                        Viewed 36 times in the last 48 hours
                                                                                          Excellent! 4.7/5
                                                                                          (54 reviews)
                                                                                          avg/night
                                                                                          • Studio
                                                                                          • 1 BA
                                                                                          • Sleeps 2
                                                                                          Studio #7052275
                                                                                          54
                                                                                          Viewed 80 times in the last 48 hours
                                                                                            Excellent! 4.7/5
                                                                                            (54 reviews)
                                                                                            avg/night
                                                                                            • Studio
                                                                                            • 1 BA
                                                                                            • Sleeps 2
                                                                                            Studio #332511
                                                                                            54
                                                                                            Viewed 54 times in the last 48 hours
                                                                                              Excellent! 4.7/5
                                                                                              (86 reviews)
                                                                                              avg/night
                                                                                              • 1 BR
                                                                                              • 1 BA
                                                                                              • Sleeps 2
                                                                                              House #972748
                                                                                              86
                                                                                              Viewed 85 times in the last 48 hours
                                                                                                Wonderful! 4.8/5
                                                                                                (6 reviews)
                                                                                                • 2 BR
                                                                                                • 2 BA
                                                                                                • Sleeps 6
                                                                                                House #801638vb
                                                                                                6
                                                                                                Viewed 30 times in the last 48 hours
                                                                                                  Wonderful! 4.9/5
                                                                                                  (23 reviews)
                                                                                                  avg/night
                                                                                                  • 1 BR
                                                                                                  • 1 BA
                                                                                                  • Sleeps 4
                                                                                                  Condo #7056496
                                                                                                  23
                                                                                                  Viewed 7 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 51 times in the last 48 hours
                                                                                                      Excellent! 4.3/5
                                                                                                      (44 reviews)
                                                                                                      avg/night
                                                                                                      • 2 BR
                                                                                                      • 2 BA
                                                                                                      • Sleeps 6
                                                                                                      Condo #3666846
                                                                                                      44
                                                                                                      Viewed 16 times in the last 48 hours
                                                                                                      • 1 - 50 of 300+
                                                                                                       

                                                                                                      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