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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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    Wonderful! 4.9/5
    (36 reviews)
    avg/night
    • 2 BR
    • 2 BA
    • Sleeps 5
    Condo #77221vb
    36
    Viewed 178 times in the last 48 hours
      Exceptional! 5.0/5
      (10 reviews)
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      • 4 BR
      • 3 BA
      • Sleeps 8
      House #639492vb
      10
      Viewed 147 times in the last 48 hours
        Exceptional! 5.0/5
        (13 reviews)
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        • 2 BR
        • 2 BA
        • Separate Toilet
        • Sleeps 6
        Condo #750103vb
        13
        Viewed 86 times in the last 48 hours
          Excellent! 4.7/5
          (32 reviews)
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          • 2 BR
          • 2 BA
          • Separate Toilet
          • Sleeps 6
          Townhome #484134vb
          32
          Viewed 115 times in the last 48 hours
            Wonderful! 4.9/5
            (65 reviews)
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            • 3 BR
            • 2 BA
            • Separate Toilet
            • Sleeps 8
            House #359378vb
            65
            Viewed 35 times in the last 48 hours
              Excellent! 4.6/5
              (29 reviews)
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              • 2 BR
              • 2 BA
              • Sleeps 5
              Cottage #490315vb
              29
              Viewed 90 times in the last 48 hours
                Wonderful! 4.8/5
                (34 reviews)
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                • 2 BR
                • 2 BA
                • Separate Toilet
                • Sleeps 4
                House #513264vb
                34
                Viewed 86 times in the last 48 hours
                  Exceptional! 5.0/5
                  (25 reviews)
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                  • 4 BR
                  • 3 BA
                  • Sleeps 8
                  House #614739vb
                  25
                  Viewed 112 times in the last 48 hours
                    Exceptional! 5.0/5
                    (27 reviews)
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                    • 3 BR
                    • 3 BA
                    • Sleeps 6
                    House #671636vb
                    27
                    Viewed 77 times in the last 48 hours
                      Exceptional! 5.0/5
                      (6 reviews)
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                      • 1 BR
                      • 1 BA
                      • Separate Toilet
                      • Sleeps 4
                      Condo #724831vb
                      6
                      Viewed 62 times in the last 48 hours
                        • 4 BR
                        • 3 BA
                        • Sleeps 10
                        House #822030vb
                        2
                        Viewed 85 times in the last 48 hours
                          Wonderful! 4.9/5
                          (20 reviews)
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                          • 2 BR
                          • 2 BA
                          • Sleeps 4
                          Condo #613561vb
                          20
                          Viewed 110 times in the last 48 hours
                            Wonderful! 4.9/5
                            (37 reviews)
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                            • 2 BR
                            • 2 BA
                            • Separate Toilet
                            • Sleeps 5
                            House #426200vb
                            37
                            Viewed 81 times in the last 48 hours
                              • 2 BR
                              • 2 BA
                              • Sleeps 8
                              Condo #4348821
                              Viewed 22 times in the last 48 hours
                                Wonderful! 4.8/5
                                (21 reviews)
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                                • 2 BR
                                • 2 BA
                                • Sleeps 6
                                Condo #301565
                                21
                                Viewed 71 times in the last 48 hours
                                  Wonderful! 4.8/5
                                  (32 reviews)
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                                  • 4 BR
                                  • 5 BA
                                  • Sleeps 12
                                  House #311833
                                  32
                                  Viewed 64 times in the last 48 hours
                                    Exceptional! 5.0/5
                                    (5 reviews)
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                                    • 4 BR
                                    • 3 BA
                                    • Separate Toilet
                                    • Sleeps 14
                                    Estate #755494vb
                                    5
                                    Viewed 14 times in the last 48 hours
                                      Wonderful! 4.9/5
                                      (16 reviews)
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                                      • 2 BR
                                      • 2 BA
                                      • Separate Toilet
                                      • Sleeps 6
                                      House #3970025
                                      16
                                      Viewed 91 times in the last 48 hours
                                        Excellent! 4.5/5
                                        (25 reviews)
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                                        • 1 BR
                                        • 1 BA
                                        • Sleeps 5
                                        Condo #9904vb
                                        25
                                        Viewed 56 times in the last 48 hours
                                          Wonderful! 4.9/5
                                          (27 reviews)
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                                          • 3 BR
                                          • 2 BA
                                          • Sleeps 10
                                          House #123633vb
                                          27
                                          Viewed 21 times in the last 48 hours
                                            Wonderful! 4.9/5
                                            (7 reviews)
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                                            • 2 BR
                                            • 2 BA
                                            • Separate Toilet
                                            • Sleeps 6
                                            House #4208345
                                            7
                                            Viewed 120 times in the last 48 hours
                                              • 3 BR
                                              • 2 BA
                                              • Sleeps 10
                                              House #4034558
                                              2
                                              Viewed 65 times in the last 48 hours
                                                Exceptional! 5.0/5
                                                (5 reviews)
                                                View details for price
                                                • 3 BR
                                                • 2 BA
                                                • Separate Toilet
                                                • Sleeps 6
                                                Condo #158151
                                                5
                                                Viewed 6 times in the last 48 hours
                                                  Excellent! 4.5/5
                                                  (28 reviews)
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                                                  • 2 BR
                                                  • 2 BA
                                                  • Sleeps 6
                                                  Condo #454283vb
                                                  28
                                                  Viewed 71 times in the last 48 hours
                                                    Excellent! 4.5/5
                                                    (15 reviews)
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                                                    • 4 BR
                                                    • 3 BA
                                                    • Sleeps 8
                                                    House #3747408
                                                    15
                                                    Viewed 79 times in the last 48 hours
                                                      Wonderful! 4.9/5
                                                      (24 reviews)
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                                                      • 2 BR
                                                      • 2 BA
                                                      • Separate Toilet
                                                      • Sleeps 6
                                                      House #3788659
                                                      24
                                                      Viewed 83 times in the last 48 hours
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                                                        • 2 BR
                                                        • 2 BA
                                                        • Sleeps 6
                                                        Condo #873539vb
                                                        Viewed 37 times in the last 48 hours
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                                                          • 2 BR
                                                          • 1 BA
                                                          • Sleeps 3
                                                          Apartment #767748vb
                                                          1
                                                          Viewed 26 times in the last 48 hours
                                                            Exceptional! 5.0/5
                                                            (54 reviews)
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                                                            • 2 BR
                                                            • 2 BA
                                                            • Separate Toilet
                                                            • Sleeps 4
                                                            Condo #50672vb
                                                            54
                                                            Viewed 45 times in the last 48 hours
                                                              Wonderful! 4.8/5
                                                              (6 reviews)
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                                                              • 2 BR
                                                              • 2 BA
                                                              • Separate Toilet
                                                              • Sleeps 6
                                                              House #899629vb
                                                              6
                                                              Viewed 79 times in the last 48 hours
                                                                • 4 BR
                                                                • 3 BA
                                                                • Sleeps 10
                                                                House #979944vb
                                                                2
                                                                Viewed 85 times in the last 48 hours
                                                                  Exceptional! 5.0/5
                                                                  (11 reviews)
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                                                                  • 2 BR
                                                                  • 2 BA
                                                                  • Sleeps 5
                                                                  Condo #795441vb
                                                                  11
                                                                  Viewed 68 times in the last 48 hours
                                                                    Excellent! 4.4/5
                                                                    (8 reviews)
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                                                                    • 2 BR
                                                                    • 2 BA
                                                                    • Sleeps 4
                                                                    Condo #763761vb
                                                                    8
                                                                    Viewed 41 times in the last 48 hours
                                                                      • 2 BR
                                                                      • 2 BA
                                                                      • Separate Toilet
                                                                      • Sleeps 6
                                                                      House #823516vb
                                                                      4
                                                                      Viewed 28 times in the last 48 hours
                                                                        Exceptional! 5.0/5
                                                                        (9 reviews)
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                                                                        • 2 BR
                                                                        • 2 BA
                                                                        • Sleeps 5
                                                                        Condo #18699vb
                                                                        9
                                                                        Viewed 49 times in the last 48 hours
                                                                          Wonderful! 4.8/5
                                                                          (42 reviews)
                                                                          avg/night
                                                                          • 2 BR
                                                                          • 2 BA
                                                                          • Separate Toilet
                                                                          • Sleeps 6
                                                                          House #944148
                                                                          42
                                                                          Viewed 61 times in the last 48 hours
                                                                            Wonderful! 4.9/5
                                                                            (17 reviews)
                                                                            avg/night
                                                                            • 2 BR
                                                                            • 2 BA
                                                                            • Sleeps 6
                                                                            Condo #3945348
                                                                            17
                                                                            Viewed 43 times in the last 48 hours
                                                                              Very Good! 4.2/5
                                                                              (6 reviews)
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                                                                              • 4 BR
                                                                              • 3 BA
                                                                              • Separate Toilet
                                                                              • Sleeps 8
                                                                              House #3690813
                                                                              6
                                                                              Viewed 50 times in the last 48 hours
                                                                                Excellent! 4.6/5
                                                                                (37 reviews)
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                                                                                • 3 BR
                                                                                • 2 BA
                                                                                • Sleeps 6
                                                                                House #330045
                                                                                37
                                                                                Viewed 76 times in the last 48 hours
                                                                                  Exceptional! 5.0/5
                                                                                  (16 reviews)
                                                                                  avg/night
                                                                                  • 3 BR
                                                                                  • 2 BA
                                                                                  • Separate Toilet
                                                                                  • Sleeps 6
                                                                                  Condo #497114vb
                                                                                  16
                                                                                  Viewed 30 times in the last 48 hours
                                                                                    Wonderful! 4.9/5
                                                                                    (18 reviews)
                                                                                    avg/night
                                                                                    • 2 BR
                                                                                    • 1 BA
                                                                                    • Separate Toilet
                                                                                    • Sleeps 6
                                                                                    Condo #17144vb
                                                                                    18
                                                                                    Viewed 27 times in the last 48 hours
                                                                                      Wonderful! 4.9/5
                                                                                      (51 reviews)
                                                                                      avg/night
                                                                                      • 2 BR
                                                                                      • 2 BA
                                                                                      • Separate Toilet
                                                                                      • Sleeps 6
                                                                                      House #326184
                                                                                      51
                                                                                      Viewed 77 times in the last 48 hours
                                                                                        Wonderful! 4.9/5
                                                                                        (7 reviews)
                                                                                        avg/night
                                                                                        • 2 BR
                                                                                        • 2 BA
                                                                                        • Sleeps 6
                                                                                        Condo #863892vb
                                                                                        7
                                                                                        Viewed 38 times in the last 48 hours
                                                                                          Exceptional! 5.0/5
                                                                                          (14 reviews)
                                                                                          avg/night
                                                                                          • Studio
                                                                                          • 1 BA
                                                                                          • Sleeps 4
                                                                                          Studio #866430vb
                                                                                          14
                                                                                          Viewed 50 times in the last 48 hours
                                                                                            Wonderful! 4.8/5
                                                                                            (24 reviews)
                                                                                            avg/night
                                                                                            • 2 BR
                                                                                            • 2 BA
                                                                                            • Sleeps 5
                                                                                            Condo #239069vb
                                                                                            24
                                                                                            Viewed 22 times in the last 48 hours
                                                                                              Excellent! 4.6/5
                                                                                              (9 reviews)
                                                                                              avg/night
                                                                                              • 2 BR
                                                                                              • 1 BA
                                                                                              • Sleeps 6
                                                                                              House #686520vb
                                                                                              9
                                                                                              Viewed 27 times in the last 48 hours
                                                                                                • 2 BR
                                                                                                • 2 BA
                                                                                                • Separate Toilet
                                                                                                • Sleeps 6
                                                                                                House #4269726
                                                                                                4
                                                                                                Viewed 28 times in the last 48 hours
                                                                                                  • 2 BR
                                                                                                  • 2 BA
                                                                                                  • Sleeps 6
                                                                                                  Condo #4191272
                                                                                                  4
                                                                                                  Viewed 17 times in the last 48 hours
                                                                                                    • 1 BR
                                                                                                    • 1 BA
                                                                                                    • Sleeps 4
                                                                                                    Condo #868856vb
                                                                                                    1
                                                                                                    Viewed 27 times in the last 48 hours
                                                                                                      avg/night
                                                                                                      • 2 BR
                                                                                                      • 2 BA
                                                                                                      • Separate Toilet
                                                                                                      • Sleeps 8
                                                                                                      Townhome #184901vb
                                                                                                      3
                                                                                                      Viewed 18 times in the last 48 hours
                                                                                                      • 1 - 50 of 300+
                                                                                                       

                                                                                                      Recent Reviews

                                                                                                      Excellent Customer Service

                                                                                                      5 of 5
                                                                                                      I have had to call a few time about the modem in the condo. The staff has been extremely responsive to my needs and have followed up at every time.
                                                                                                      • Review Submitted: 04-Feb-2017
                                                                                                      • Date of Stay: Feb 2017

                                                                                                      Lovely spacious and comfortable property. The house is nicely decorated and very well equipped.

                                                                                                      4 of 5
                                                                                                      The property is situated in a gated complex just off the main highway in Islamorada. The complex has it's own pool and beach and is very well maintained. It is ideally situated to explore the Keys and Islamorada is a beautiful village on its own. The property is spacious and well furnished with some pretty soft furnishings. The pool area is very nice with ample loungers, chairs and tables. The only downside we could find to our property was it's proximity to the highway which meant in the master bedroom there was some traffic noise throughout the night. I would be delighted to return to this property in the future and the property is a credit to its owners.
                                                                                                      • Review Submitted: 05-Jan-2017
                                                                                                      • Date of Stay: Dec 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