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Holidaymakers searching for holiday rentals in Islamorada also enquired about villas in Reunion, holiday homes in Key Largo and villas in Anna Maria

Make a holiday rental villa or apartment in Islamorada, Florida your home away from home

Nestled between the watery wilderness of the Everglades National Park and the natural wonders of North America’s only living coral reef is the village of Islamorada, spread across six islands of the Florida Keys, including Plantation Key, Windley Key, Upper and Lower Matecumbe Key, Indian Key and Lignumvitae Key. Known as the sport fishing capital of Florida, Islamorada attracts fishermen from around the world to try and catch a record sailfish.

Things to do in Islamorada, Florida

Islamorada is a world class fishing destination. The deep sea fishing is absolutely sensational, and the island is known as the world’s fishing capital. There are a huge range of captains ready to take budding fishermen out into the warm, turquoise waters of the Atlantic to catch huge sports fish, especially sailfish. After a great morning’s sport, you can head into the fishing backcountry of Islamorada to catch tarpon, bonefish, snook and redfish in the shallow salt waters.

However, there is far more to an Islamorada holiday than fishing if you want. The white sand Islamorada beaches are an absolute joy on which to relax, and despite the enchanting beauty of the Islamorada beaches, crowds are almost unheard of. During the evenings, live music can be heard wafting on the breeze, usually emanating from the open air Amphitheatre in Founder’s Park. Robbie’s Marina is a wonderful place to visit from Islamorada accommodation, especially if you have children with you as you can swim with dolphin and other aquatic animals in controlled conditions.

The beautifully natural interior of Islamorada is a magnificent place to explore in peace if you manage to drag yourself away from the glorious Islamorada beaches and the sea. There are a range of excellent nature trails to walk, providing a unique insight into both the natural and man made history of the islands. The Windley Key Fossil Reef Geological State Park and the Long Key State Park are particularly relaxing places to stroll from self catering Islamorada property rentals.

Places to visit on holiday in Islamorada, Florida

Just to the north of Islamorada is Key Largo, the northernmost of the Florida Keys. Key Largo is a particularly special place to visit from an Islamorada villa, as the interior of the island is a beautiful mix of hardwood forests, glistening corals and silent creeks. Scuba diving is particularly popular in the waters of the Atlantic too.

Weather in Islamorada, Florida

The weather in Islamorada is glorious year round. Regardless of whether you are looking to escape the British winter or are looking for the ultimate summer sun, a holiday rental in Islamorada is the ideal option. During June, July and August, daily temperatures routinely peak in the mid 30’s (˚C), whilst in the grips of winter, midday temperatures still peak in the high 20’s or low 30’s on a daily basis.

Travel to Islamorada, Florida

Virgin Atlantic and British Airways both provide direct flights from the UK to Miami’s International Airport (MIA). Upon your arrival at Miami, you can either drive across the bridges and islands of the Florida Keys or take a short hop flight to Key West (NQX).

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  • 1 - 50 of 300+
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    avg/night
    • 2 BR
    • 2 BA
    • Separate Toilet
    • Sleeps 6
    House #899629vb
    2 Reviews
    Viewed 26 times in the last 48 hours
      • 2 BR
      • 2 BA
      • Separate Toilet
      • Sleeps 6
      House #4269726
      2 Reviews
      Viewed 23 times in the last 48 hours
        • 3 BR
        • 2 BA
        • Separate Toilet
        • Sleeps 6
        Condo #312619vb
        8
          Exceptional! 5.0/5
          (12 reviews)
          avg/night
          • 2 BR
          • 2 BA
          • Separate Toilet
          • Sleeps 6
          Condo #750103vb
          12
          Viewed 52 times in the last 48 hours
            Exceptional! 5.0/5
            (29 reviews)
            avg/night
            • 1 BR
            • 1 BA
            • Sleeps 4
            Condo #283705vb
            29
            Viewed 11 times in the last 48 hours
              Exceptional! 5.0/5
              (53 reviews)
              avg/night
              • 2 BR
              • 2 BA
              • Separate Toilet
              • Sleeps 4
              Condo #50672vb
              53
              Viewed 30 times in the last 48 hours
                avg/night
                • 2 BR
                • 2 BA
                • Sleeps 6
                House #4331780
                Viewed 44 times in the last 48 hours
                  • 2 BR
                  • 2 BA
                  • Sleeps 6
                  Condo #735867vb
                  3
                    Wonderful! 4.8/5
                    (33 reviews)
                    avg/night
                    • 2 BR
                    • 2 BA
                    • Separate Toilet
                    • Sleeps 4
                    House #513264vb
                    33
                    Viewed 38 times in the last 48 hours
                      • 2 BR
                      • 2 BA
                      • Separate Toilet
                      • Sleeps 6
                      House #823516vb
                      4
                      Viewed 13 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 54 times in the last 48 hours
                          Wonderful! 4.9/5
                          (28 reviews)
                          avg/night
                          • 3 BR
                          • 3 BA
                          • Sleeps 6
                          House #452120vb
                          28
                          Viewed 20 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 6 times in the last 48 hours
                              Excellent! 4.7/5
                              (7 reviews)
                              avg/night
                              • 4 BR
                              • 3 BA
                              • Sleeps 8
                              House #680648vb
                              7
                              Viewed 39 times in the last 48 hours
                                Wonderful! 4.8/5
                                (20 reviews)
                                avg/night
                                • 2 BR
                                • 2 BA
                                • Sleeps 6
                                Condo #301565
                                20
                                Viewed 18 times in the last 48 hours
                                  Wonderful! 4.8/5
                                  (30 reviews)
                                  avg/night
                                  • 4 BR
                                  • 4 BA
                                  • Sleeps 12
                                  House #311833
                                  30
                                  Viewed 32 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 17 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 45 times in the last 48 hours
                                        Wonderful! 4.9/5
                                        (20 reviews)
                                        avg/night
                                        • 2 BR
                                        • 2 BA
                                        • Sleeps 4
                                        Condo #613561vb
                                        20
                                        Viewed 36 times in the last 48 hours
                                          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
                                            Wonderful! 4.9/5
                                            (46 reviews)
                                            avg/night
                                            • Studio
                                            • 1 BA
                                            • Sleeps 2
                                            Studio #121530
                                            46
                                            Viewed 11 times in the last 48 hours
                                              • 3 BR
                                              • 2 BA
                                              • Separate Toilet
                                              • Sleeps 6
                                              Condo #158151
                                              5
                                                Wonderful! 4.9/5
                                                (50 reviews)
                                                avg/night
                                                • 5 BR
                                                • 3 BA
                                                • Sleeps 10
                                                House #255007
                                                50
                                                Viewed 13 times in the last 48 hours
                                                  Exceptional! 5.0/5
                                                  (50 reviews)
                                                  avg/night
                                                  • 2 BR
                                                  • 1 BA
                                                  • Sleeps 4
                                                  House #648466vb
                                                  50
                                                  Viewed 16 times in the last 48 hours
                                                    avg/night
                                                    • 2 BR
                                                    • 2 BA
                                                    • Sleeps 8
                                                    House #4264853
                                                    Viewed 70 times in the last 48 hours
                                                      Wonderful! 4.9/5
                                                      (49 reviews)
                                                      avg/night
                                                      • 1 BR
                                                      • 1 BA
                                                      • Sleeps 2
                                                      Condo #259007vb
                                                      49
                                                      Viewed 32 times in the last 48 hours
                                                        Wonderful! 4.8/5
                                                        (9 reviews)
                                                        avg/night
                                                        • 2 BR
                                                        • 2 BA
                                                        • Separate Toilet
                                                        • Sleeps 6
                                                        House #729498vb
                                                        9
                                                        Viewed 13 times in the last 48 hours
                                                          Wonderful! 4.8/5
                                                          (19 reviews)
                                                          avg/night
                                                          • 2 BR
                                                          • 2 BA
                                                          • Separate Toilet
                                                          • Sleeps 4
                                                          House #666039vb
                                                          19
                                                          Viewed 8 times in the last 48 hours
                                                            Wonderful! 4.9/5
                                                            (35 reviews)
                                                            avg/night
                                                            • 2 BR
                                                            • 2 BA
                                                            • Sleeps 4
                                                            Condo #77221vb
                                                            35
                                                            Viewed 76 times in the last 48 hours
                                                              Excellent! 4.6/5
                                                              (28 reviews)
                                                              avg/night
                                                              • 2 BR
                                                              • 2 BA
                                                              • Sleeps 5
                                                              Cottage #490315vb
                                                              28
                                                              Viewed 20 times in the last 48 hours
                                                                Exceptional! 5.0/5
                                                                (12 reviews)
                                                                avg/night
                                                                • Studio
                                                                • 1 BA
                                                                • Sleeps 4
                                                                Studio #866430vb
                                                                12
                                                                Viewed 9 times in the last 48 hours
                                                                  Wonderful! 4.9/5
                                                                  (7 reviews)
                                                                  avg/night
                                                                  • 2 BR
                                                                  • 2 BA
                                                                  • Sleeps 6
                                                                  Condo #863892vb
                                                                  7
                                                                  Viewed 26 times in the last 48 hours
                                                                    Wonderful! 4.9/5
                                                                    (21 reviews)
                                                                    avg/night
                                                                    • 2 BR
                                                                    • 2 BA
                                                                    • Separate Toilet
                                                                    • Sleeps 6
                                                                    House #3788659
                                                                    21
                                                                    Viewed 22 times in the last 48 hours
                                                                      Wonderful! 4.8/5
                                                                      (5 reviews)
                                                                      avg/night
                                                                      • 2 BR
                                                                      • 2 BA
                                                                      • Separate Toilet
                                                                      • Sleeps 6
                                                                      House #4208345
                                                                      5
                                                                      Viewed 42 times in the last 48 hours
                                                                        avg/night
                                                                        • 6 BR
                                                                        • 4 BA
                                                                        • Sleeps 12
                                                                        House #4289345
                                                                        Viewed 26 times in the last 48 hours
                                                                          Wonderful! 4.9/5
                                                                          (16 reviews)
                                                                          avg/night
                                                                          • 2 BR
                                                                          • 2 BA
                                                                          • Separate Toilet
                                                                          • Sleeps 6
                                                                          House #3970025
                                                                          16
                                                                          Viewed 24 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
                                                                              avg/night
                                                                              • 2 BR
                                                                              • 2 BA
                                                                              • Sleeps 4
                                                                              Condo #788846vb
                                                                              3
                                                                              Viewed 5 times in the last 48 hours
                                                                                • 3 BR
                                                                                • 2 BA
                                                                                • Separate Toilet
                                                                                • Sleeps 6
                                                                                Condo #899855vb
                                                                                Viewed 8 times in the last 48 hours
                                                                                  Excellent! 4.7/5
                                                                                  (23 reviews)
                                                                                  avg/night
                                                                                  • 2 BR
                                                                                  • 2 BA
                                                                                  • Sleeps 5
                                                                                  Condo #239069vb
                                                                                  23
                                                                                  Viewed 14 times in the last 48 hours
                                                                                    Wonderful! 4.9/5
                                                                                    (13 reviews)
                                                                                    avg/night
                                                                                    • 2 BR
                                                                                    • 1 BA
                                                                                    • Sleeps 4
                                                                                    House #34491vb
                                                                                    13
                                                                                    Viewed 57 times in the last 48 hours
                                                                                      Wonderful! 4.9/5
                                                                                      (36 reviews)
                                                                                      avg/night
                                                                                      • 2 BR
                                                                                      • 2 BA
                                                                                      • Separate Toilet
                                                                                      • Sleeps 6
                                                                                      Villa #3658716
                                                                                      36
                                                                                      Viewed 5 times in the last 48 hours
                                                                                        avg/night
                                                                                        • 3 BR
                                                                                        • 2 BA
                                                                                        • Sleeps 8
                                                                                        House #911239vb
                                                                                        1 Review
                                                                                        Viewed 10 times in the last 48 hours
                                                                                          Exceptional! 5.0/5
                                                                                          (10 reviews)
                                                                                          avg/night
                                                                                          • 2 BR
                                                                                          • 2 BA
                                                                                          • Sleeps 5
                                                                                          Condo #795441vb
                                                                                          10
                                                                                          Viewed 14 times in the last 48 hours
                                                                                            • 1 BR
                                                                                            • 1 BA
                                                                                            • Sleeps 4
                                                                                            Condo #868856vb
                                                                                            Viewed 16 times in the last 48 hours
                                                                                              Exceptional! 5.0/5
                                                                                              (8 reviews)
                                                                                              avg/night
                                                                                              • 2 BR
                                                                                              • 2 BA
                                                                                              • Sleeps 5
                                                                                              Condo #18699vb
                                                                                              8
                                                                                              Viewed 5 times in the last 48 hours
                                                                                                Wonderful! 4.9/5
                                                                                                (26 reviews)
                                                                                                avg/night
                                                                                                • 2 BR
                                                                                                • 2 BA
                                                                                                • Separate Toilet
                                                                                                • Sleeps 5
                                                                                                House #507954vb
                                                                                                26
                                                                                                  Exceptional! 5.0/5
                                                                                                  (15 reviews)
                                                                                                  avg/night
                                                                                                  • 2 BR
                                                                                                  • 2 BA
                                                                                                  • Separate Toilet
                                                                                                  • Sleeps 5
                                                                                                  House #677953vb
                                                                                                  15
                                                                                                  Viewed 20 times in the last 48 hours
                                                                                                    Exceptional! 5.0/5
                                                                                                    (26 reviews)
                                                                                                    avg/night
                                                                                                    • 2 BR
                                                                                                    • 2 BA
                                                                                                    • Separate Toilet
                                                                                                    • Sleeps 5
                                                                                                    House #491200vb
                                                                                                    26
                                                                                                    Viewed 33 times in the last 48 hours
                                                                                                      Excellent! 4.5/5
                                                                                                      (23 reviews)
                                                                                                      avg/night
                                                                                                      • 1 BR
                                                                                                      • 1 BA
                                                                                                      • Sleeps 5
                                                                                                      Condo #9904vb
                                                                                                      23
                                                                                                      Viewed 32 times in the last 48 hours
                                                                                                      • 1 - 50 of 300+
                                                                                                       

                                                                                                      Recent Reviews

                                                                                                      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