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Make a holiday rental property or villa to rent in the Upper Florida Keys your home away from home

Upper Florida Keys holidays are a hive of activity, where blazing sunshine, refreshing tropical breezes and the gleaming colours of white sand, lush vegetation and azure skies for the backdrop of every photograph. The Upper Florida Keys are known worldwide for their deep sea fishing and scuba diving credentials, but there is far more to discover from an Upper Florida Keys villa for rent, from the amazing wildlife to the lively bars and restaurants. Whatever you end up doing on your Florida Keys holiday, you cannot fail to completely unwind, relax and return home with a new zest for life.

Things to do on holiday in the Upper Florida Keys

The snorkelling and scuba diving from an Upper Florida Keys villa for rent are absolutely sensational. There are a good number of underwater national parks, including the Pennekamo State Park, which protects the only living barrier reef in the USA, with divers flocking from around the world to discover its watery treasures. The Key Largo Undersea Park is also a wonderful place to snorkel and dive, and the USS Spiegel Grove Shipwreck is one of the finest wreck dives you can do.

The Upper Florida Keys deep sea fishing is hugely popular with both visitors and locals alike. The warm waters which surround the Keys are perfect for many species of game fish, and vast tarpon, marlin and tuna are often returned to shore with the glee of the fisherman clear for all to see!

On land, there are plenty of places to relax. The stunning white sand beaches would be the main attraction of most resorts around the world, such are the attractions of the Upper Florida Keys, they only get a brief mention in most guides! However, you can spend many days stretched out on the powder soft white sands of the Florida Keys, just letting the world drift by in glorious silence. There are also a great range of lively bars and atmospheric restaurants in which to get some refreshment, Florida style.

Places to stay on holiday in the Upper Florida Keys

The village of Islamorada still maintains its wonderfully laid back atmosphere, providing a perfect escape from the break-neck pace of life you leave behind. You cannot help but to relax from a Florida Keys villa for rent in Islamorada, and if you are hoping to go deep sea fishing in the Florida Keys or simply sail in the warm waters of the Gulf, you cannot beat a villa for rent in Islamorada. Huge sailfish, marlin and tuna are regularly caught off the shores here, and chartered fishing trips are readily available for visitors,

Key Largo is the northernmost of the Florida Keys islands. The interior of the island is a remarkable mix of tropical hardwood forests, sleepy creeks and stunning corals. Key Largo is one of the finest scuba diving destinations in America, sandwiched between the Everglades National Park to the west and America’s only living coral reef to the east. Diving the wreck of the Spiegel Grove is an absolutely unforgettable experience, but if you wish to stay above the surface of the seas, there are some sensational places to kayak, and the Florida Keys deep sea fishing from here is remarkably good.

Weather in the Upper Florida Keys

The climate of the Florida Keys is quite exceptional. Average monthly temperatures remain between 22°C and 32°C throughout the year, with January, whilst being the coldest month, still offering a stunning climate from which to escape the British winter.

Travel to the Upper Florida Keys

The closest international airport receiving direct flights from the UK is Miami International (MIA).Virgin Atlantic and British Airways both provide a range of flights to Miami, and from there you can either drive or get a short hop flight to Key West (NQX).

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  • Showing 1-50 of 300+
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    Exceptional! 5.0/5
    (16 reviews)
    avg/night
    • 2 BR
    • 2 BA
    • Sleeps 5
    Condo #423610vb
    16
    Viewed 22 times in the last 48 hours
      Wonderful! 4.8/5
      (12 reviews)
      avg/night
      • 1 BR
      • 1 BA
      • Sleeps 4
      Condo #3998195
      12
      Viewed 52 times in the last 48 hours
        Wonderful! 4.8/5
        (21 reviews)
        avg/night
        • 3 BR
        • 2 BA
        • Sleeps 8
        House #733623vb
        21
        Viewed 56 times in the last 48 hours
          Wonderful! 4.9/5
          (27 reviews)
          avg/night
          • 2 BR
          • 2 BA
          • Sleeps 8
          Townhome #714337vb
          27
          Viewed 69 times in the last 48 hours
            Wonderful! 4.8/5
            (33 reviews)
            avg/night
            • 2 BR
            • 2 BA
            • Separate Toilet
            • Sleeps 4
            House #513264vb
            33
            Viewed 43 times in the last 48 hours
              Excellent! 4.7/5
              (32 reviews)
              avg/night
              • 2 BR
              • 2 BA
              • Separate Toilet
              • Sleeps 6
              Townhome #484134vb
              32
              Viewed 50 times in the last 48 hours
                Excellent! 4.5/5
                (21 reviews)
                avg/night
                • 2 BR
                • 1 BA
                • Sleeps 5
                Mobile Home #678078vb
                21
                Viewed 48 times in the last 48 hours
                  Exceptional! 5.0/5
                  (11 reviews)
                  avg/night
                  • 4 BR
                  • 4 BA
                  • Sleeps 10
                  House #816307vb
                  11
                  Viewed 51 times in the last 48 hours
                    Wonderful! 4.8/5
                    (20 reviews)
                    avg/night
                    • 2 BR
                    • 2 BA
                    • Sleeps 6
                    Condo #301565
                    20
                    Viewed 36 times in the last 48 hours
                      • 2 BR
                      • 2 BA
                      • Separate Toilet
                      • Sleeps 6
                      House #823516vb
                      4
                      Viewed 17 times in the last 48 hours
                        Wonderful! 4.9/5
                        (28 reviews)
                        avg/night
                        • 3 BR
                        • 3 BA
                        • Sleeps 6
                        House #452120vb
                        28
                        Viewed 24 times in the last 48 hours
                          Exceptional! 5.0/5
                          (5 reviews)
                          avg/night
                          • 2 BR
                          • 2 BA
                          • Sleeps 6
                          Cottage #107982
                          5
                          Viewed 14 times in the last 48 hours
                            Wonderful! 4.9/5
                            (19 reviews)
                            avg/night
                            • 3 BR
                            • 2 BA
                            • Sleeps 8
                            Condo #201329vb
                            19
                            Viewed 63 times in the last 48 hours
                              Wonderful! 4.9/5
                              (61 reviews)
                              avg/night
                              • 2 BR
                              • 2 BA
                              • Sleeps 7
                              Condo #191399
                              61
                              Viewed 28 times in the last 48 hours
                                Exceptional! 5.0/5
                                (24 reviews)
                                avg/night
                                • 6 BR
                                • 5 BA
                                • Sleeps 15
                                House #512751vb
                                24
                                Viewed 45 times in the last 48 hours
                                  Excellent! 4.5/5
                                  (15 reviews)
                                  avg/night
                                  • 3 BR
                                  • 2 BA
                                  • Sleeps 10
                                  House #314828
                                  15
                                  Viewed 62 times in the last 48 hours
                                    Exceptional! 5.0/5
                                    (8 reviews)
                                    avg/night
                                    • 2 BR
                                    • 2 BA
                                    • Separate Toilet
                                    • Sleeps 6
                                    House #819589vb
                                    8
                                    Viewed 5 times in the last 48 hours
                                      avg/night
                                      • 2 BR
                                      • 1 BA
                                      • Sleeps 6
                                      Cottage #225990
                                      3
                                      Viewed 13 times in the last 48 hours
                                        Excellent! 4.7/5
                                        (7 reviews)
                                        avg/night
                                        • 4 BR
                                        • 3 BA
                                        • Sleeps 8
                                        House #680648vb
                                        7
                                        Viewed 40 times in the last 48 hours
                                          Wonderful! 4.8/5
                                          (30 reviews)
                                          avg/night
                                          • 4 BR
                                          • 4 BA
                                          • Sleeps 12
                                          House #311833
                                          30
                                          Viewed 18 times in the last 48 hours
                                            Exceptional! 5.0/5
                                            (5 reviews)
                                            avg/night
                                            • 4 BR
                                            • 3 BA
                                            • Separate Toilet
                                            • Sleeps 14
                                            Estate #755494vb
                                            5
                                            Viewed 11 times in the last 48 hours
                                              Wonderful! 4.8/5
                                              (26 reviews)
                                              avg/night
                                              • 2 BR
                                              • 2 BA
                                              • Sleeps 6
                                              Condo #589833vb
                                              26
                                              Viewed 29 times in the last 48 hours
                                                avg/night
                                                • 3 BR
                                                • 2 BA
                                                • Sleeps 8
                                                House #648135vb
                                                2 Reviews
                                                Viewed 15 times in the last 48 hours
                                                  avg/night
                                                  • 4 BR
                                                  • 3 BA
                                                  • Separate Toilet
                                                  • Sleeps 8
                                                  House #766222vb
                                                  4
                                                  Viewed 33 times in the last 48 hours
                                                    Exceptional! 5.0/5
                                                    (12 reviews)
                                                    avg/night
                                                    • 2 BR
                                                    • 2 BA
                                                    • Sleeps 6
                                                    Condo #823297vb
                                                    12
                                                    Viewed 54 times in the last 48 hours
                                                      Exceptional! 5.0/5
                                                      (9 reviews)
                                                      avg/night
                                                      • 2 BR
                                                      • 2 BA
                                                      • Sleeps 6
                                                      Condo #824936vb
                                                      9
                                                      Viewed 52 times in the last 48 hours
                                                        Exceptional! 5.0/5
                                                        (5 reviews)
                                                        avg/night
                                                        • 2 BR
                                                        • 2 BA
                                                        • Sleeps 6
                                                        Condo #800518vb
                                                        5
                                                        Viewed 6 times in the last 48 hours
                                                          avg/night
                                                          • 2 BR
                                                          • 1 BA
                                                          • Separate Toilet
                                                          • Sleeps 6
                                                          Condo #1901373
                                                          4
                                                          Viewed 7 times in the last 48 hours
                                                            Excellent! 4.7/5
                                                            (21 reviews)
                                                            avg/night
                                                            • 2 BR
                                                            • 2 BA
                                                            • Sleeps 6
                                                            Apartment #17772
                                                            21
                                                            Viewed 20 times in the last 48 hours
                                                              Excellent! 4.7/5
                                                              (23 reviews)
                                                              avg/night
                                                              • 2 BR
                                                              • 2 BA
                                                              • Sleeps 6
                                                              Condo #732772vb
                                                              23
                                                              Viewed 7 times in the last 48 hours
                                                                • 5 BR
                                                                • 4 BA
                                                                • Sleeps 10
                                                                House #356424vb
                                                                1 Review
                                                                  Wonderful! 4.9/5
                                                                  (27 reviews)
                                                                  avg/night
                                                                  • 3 BR
                                                                  • 2 BA
                                                                  • Sleeps 10
                                                                  House #123633vb
                                                                  27
                                                                  Viewed 17 times in the last 48 hours
                                                                    • 10 BR
                                                                    • 8 BA
                                                                    • Sleeps 20
                                                                    Estate #728291vb
                                                                      avg/night
                                                                      • 2 BR
                                                                      • 2 BA
                                                                      • Sleeps 6
                                                                      Condo #440087vb
                                                                      1 Review
                                                                      Viewed 475 times in the last 48 hours
                                                                        Wonderful! 4.8/5
                                                                        (41 reviews)
                                                                        avg/night
                                                                        • 2 BR
                                                                        • 2 BA
                                                                        • Separate Toilet
                                                                        • Sleeps 6
                                                                        House #944148
                                                                        41
                                                                        Viewed 53 times in the last 48 hours
                                                                          avg/night
                                                                          • 4 BR
                                                                          • 3 BA
                                                                          • Sleeps 10
                                                                          House #4058536
                                                                          3
                                                                          Viewed 65 times in the last 48 hours
                                                                            Wonderful! 4.9/5
                                                                            (13 reviews)
                                                                            avg/night
                                                                            • 2 BR
                                                                            • 1 BA
                                                                            • Sleeps 4
                                                                            House #34491vb
                                                                            13
                                                                            Viewed 60 times in the last 48 hours
                                                                              Good! 3.9/5
                                                                              (33 reviews)
                                                                              avg/night
                                                                              • 4 BR
                                                                              • 3 BA
                                                                              • Sleeps 12
                                                                              Townhome #226460
                                                                              33
                                                                              Viewed 33 times in the last 48 hours
                                                                                Very Good! 4.2/5
                                                                                (6 reviews)
                                                                                avg/night
                                                                                • 4 BR
                                                                                • 3 BA
                                                                                • Separate Toilet
                                                                                • Sleeps 8
                                                                                House #3690813
                                                                                6
                                                                                Viewed 13 times in the last 48 hours
                                                                                  Wonderful! 4.8/5
                                                                                  (17 reviews)
                                                                                  avg/night
                                                                                  • 2 BR
                                                                                  • 2 BA
                                                                                  • Sleeps 7
                                                                                  House #3809142
                                                                                  17
                                                                                  Viewed 38 times in the last 48 hours
                                                                                    Exceptional! 5.0/5
                                                                                    (24 reviews)
                                                                                    avg/night
                                                                                    • 4 BR
                                                                                    • 3 BA
                                                                                    • Sleeps 8
                                                                                    House #614739vb
                                                                                    24
                                                                                    Viewed 48 times in the last 48 hours
                                                                                      • 2 BR
                                                                                      • 1 BA
                                                                                      • Separate Toilet
                                                                                      • Sleeps 4
                                                                                      Townhome #746312vb
                                                                                      Viewed 30 times in the last 48 hours
                                                                                        Exceptional! 5.0/5
                                                                                        (58 reviews)
                                                                                        avg/night
                                                                                        • 2 BR
                                                                                        • 2 BA
                                                                                        • Sleeps 6
                                                                                        Condo #400639vb
                                                                                        58
                                                                                        Viewed 6 times in the last 48 hours
                                                                                          Wonderful! 4.9/5
                                                                                          (49 reviews)
                                                                                          avg/night
                                                                                          • 2 BR
                                                                                          • 2 BA
                                                                                          • Separate Toilet
                                                                                          • Sleeps 6
                                                                                          House #326184
                                                                                          49
                                                                                          Viewed 26 times in the last 48 hours
                                                                                            Excellent! 4.7/5
                                                                                            (26 reviews)
                                                                                            avg/night
                                                                                            • 2 BR
                                                                                            • 2 BA
                                                                                            • Sleeps 6
                                                                                            Apartment #372663vb
                                                                                            26
                                                                                            Viewed 55 times in the last 48 hours
                                                                                              Excellent! 4.7/5
                                                                                              (6 reviews)
                                                                                              avg/night
                                                                                              • 2 BR
                                                                                              • 2 BA
                                                                                              • Sleeps 5
                                                                                              House #616004vb
                                                                                              6
                                                                                              Viewed 19 times in the last 48 hours
                                                                                                Wonderful! 4.9/5
                                                                                                (13 reviews)
                                                                                                avg/night
                                                                                                • 3 BR
                                                                                                • 2 BA
                                                                                                • Sleeps 8
                                                                                                House #795450vb
                                                                                                13
                                                                                                Viewed 38 times in the last 48 hours
                                                                                                  Excellent! 4.5/5
                                                                                                  (23 reviews)
                                                                                                  avg/night
                                                                                                  • 1 BR
                                                                                                  • 1 BA
                                                                                                  • Sleeps 5
                                                                                                  Condo #9904vb
                                                                                                  23
                                                                                                  Viewed 23 times in the last 48 hours
                                                                                                    Excellent! 4.7/5
                                                                                                    (48 reviews)
                                                                                                    avg/night
                                                                                                    • 2 BR
                                                                                                    • 1 BA
                                                                                                    • Separate Toilet
                                                                                                    • Sleeps 4
                                                                                                    Townhome #314711
                                                                                                    48
                                                                                                    Viewed 24 times in the last 48 hours
                                                                                                      Wonderful! 4.9/5
                                                                                                      (35 reviews)
                                                                                                      avg/night
                                                                                                      • 2 BR
                                                                                                      • 2 BA
                                                                                                      • Sleeps 4
                                                                                                      Condo #77221vb
                                                                                                      35
                                                                                                      Viewed 65 times in the last 48 hours
                                                                                                      • 1 - 50 of 300+
                                                                                                       

                                                                                                      Recent Reviews

                                                                                                      Beautiful place to stay.

                                                                                                      5 of 5
                                                                                                      We really loved to stay here. Jorge was very attentive. We met him when we arrived and when we left. The property is well kept, kitchen well equipped, mattresses very comfortable. We had everything we needed to feel at home. We loved the view at the lagoon, the iguanas crossing our way every day, the two pools....everything. We highly recommend Jorge's place.
                                                                                                      • Review Submitted: 14-Aug-2016
                                                                                                      • Date of Stay: Aug 2016

                                                                                                      What a fantastic place to stay!

                                                                                                      5 of 5
                                                                                                      This condo has it all! It's one of the best situated in the Upper Keys area and the views from the balcony of the Gulf AND Atlantic Ocean were fantastic. It has all the comforts of home, is beautifully furnished with keysy colours. The whole apartment is very clean, light and refreshing. The grounds are nicely maintained and include a beautiful swimming pool that is larger than most and 2 tennis courts. Just a real nice place to be for relaxation, swimming in the pool, fishing in the Marina and snorkelling from the beach area. Lots of fine dining close by, cooked on the gas BBQ on the balcony a few nights! Brill!!. My wife and I totally enjoyed our stay at Susan and Richards condo. Decided to rent a boat for a few days and even had a dock provided for us by Susan. The owners could not have been more accommodating and genuinely friendly. No more small hotel rooms for us! we saved a lot of money and had every conceivable amenity (even an electric kettle!!) We highly recommend this apartment and are already planning our next trip there! Can't wait!!
                                                                                                      • Review Submitted: 09-Sep-2008
                                                                                                      • Date of Stay: Aug 2008