HomeAway uses cookies to improve your site experience. Learn more. By continuing, you consent to our use of cookies.
HomeAway uses cookies to improve your site experience. Learn more. By continuing, you consent to our use of cookies.
Verified Review icon check navigate-up navigate-left navigate-right expand mail svg-lightning svg-24hr svg-house svg-sleeps svg-bedrooms svg-bathrooms svg-stay svg-toilet calendar svg-report-flag pet-dog svg-multiunit Default Owner Icon heart-filled

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).

    Exceptional! 5/5
    (19 reviews)
    avg/night
    • 2 BR
    • 2 BA
    • Separate Toilet
    • Sleeps 6
    Condo #750103vb
    19
    Viewed 63 times in the last 48 hours
      Excellent! 4.7/5
      (37 reviews)
      avg/night
      • 2 BR
      • 2 BA
      • Separate Toilet
      • Sleeps 6
      Townhome #484134vb
      37
      Viewed 64 times in the last 48 hours
        Wonderful! 4.9/5
        (38 reviews)
        avg/night
        • 2 BR
        • 2 BA
        • Sleeps 5
        Condo #77221vb
        38
        Viewed 62 times in the last 48 hours
          Exceptional! 5/5
          (12 reviews)
          avg/night
          • 4 BR
          • 3 BA
          • Sleeps 8
          House #639492vb
          12
          Viewed 53 times in the last 48 hours
            Wonderful! 4.9/5
            (15 reviews)
            avg/night
            • 2 BR
            • 2 BA
            • Separate Toilet
            • Sleeps 6
            House #899629vb
            15
            Viewed 48 times in the last 48 hours
              Wonderful! 4.9/5
              (24 reviews)
              avg/night
              • 2 BR
              • 2 BA
              • Sleeps 4
              Condo #613561vb
              24
              Viewed 37 times in the last 48 hours
                Exceptional! 5/5
                (29 reviews)
                avg/night
                • 4 BR
                • 3 BA
                • Sleeps 8
                House #614739vb
                29
                Viewed 51 times in the last 48 hours
                  Excellent! 4.6/5
                  (32 reviews)
                  avg/night
                  • 2 BR
                  • 2 BA
                  • Sleeps 5
                  Cottage #490315vb
                  32
                  Viewed 41 times in the last 48 hours
                    Wonderful! 4.8/5
                    (13 reviews)
                    avg/night
                    • 2 BR
                    • 2 BA
                    • Separate Toilet
                    • Sleeps 6
                    House #4208345
                    13
                    Viewed 34 times in the last 48 hours
                      Wonderful! 4.9/5
                      (31 reviews)
                      avg/night
                      • 2 BR
                      • 2 BA
                      • Separate Toilet
                      • Sleeps 6
                      House #3788659
                      31
                      Viewed 85 times in the last 48 hours
                        Wonderful! 4.9/5
                        (71 reviews)
                        avg/night
                        • 3 BR
                        • 2 BA
                        • Separate Toilet
                        • Sleeps 8
                        House #359378vb
                        71
                        Viewed 9 times in the last 48 hours
                          • 2 BR
                          • 2 BA
                          • Sleeps 8
                          Condo #4348821
                          Viewed 17 times in the last 48 hours
                            avg/night
                            • 2 BR
                            • 2 BA
                            • Sleeps 5
                            Townhome #1030281vb
                            Viewed 10 times in the last 48 hours
                              Excellent! 4.5/5
                              (30 reviews)
                              avg/night
                              • 2 BR
                              • 2 BA
                              • Sleeps 6
                              Condo #454283vb
                              30
                              Viewed 59 times in the last 48 hours
                                Excellent! 4.7/5
                                (6 reviews)
                                avg/night
                                • 4 BR
                                • 3 BA
                                • Sleeps 10
                                House #979944vb
                                6
                                Viewed 38 times in the last 48 hours
                                  • 3 BR
                                  • 2 BA
                                  • Sleeps 10
                                  House #4034558
                                  3
                                  Viewed 34 times in the last 48 hours
                                    Wonderful! 4.9/5
                                    (28 reviews)
                                    avg/night
                                    • 2 BR
                                    • 2 BA
                                    • Separate Toilet
                                    • Sleeps 6
                                    House #3970025
                                    28
                                    Viewed 29 times in the last 48 hours
                                      Exceptional! 5/5
                                      (40 reviews)
                                      avg/night
                                      • 2 BR
                                      • 2 BA
                                      • Separate Toilet
                                      • Sleeps 5
                                      House #426200vb
                                      40
                                      Viewed 59 times in the last 48 hours
                                        Wonderful! 4.9/5
                                        (8 reviews)
                                        avg/night
                                        • 4 BR
                                        • 3 BA
                                        • Separate Toilet
                                        • Sleeps 12
                                        Estate #755494vb
                                        8
                                        Viewed 20 times in the last 48 hours
                                          Wonderful! 4.8/5
                                          (32 reviews)
                                          avg/night
                                          • 4 BR
                                          • 5 BA
                                          • Sleeps 12
                                          House #311833
                                          32
                                          Viewed 36 times in the last 48 hours
                                            Exceptional! 5/5
                                            (31 reviews)
                                            avg/night
                                            • 3 BR
                                            • 3 BA
                                            • Sleeps 6
                                            House #671636vb
                                            31
                                            Viewed 52 times in the last 48 hours
                                              Excellent! 4.5/5
                                              (15 reviews)
                                              avg/night
                                              • 4 BR
                                              • 3 BA
                                              • Sleeps 8
                                              House #3747408
                                              15
                                              Viewed 63 times in the last 48 hours
                                                Wonderful! 4.9/5
                                                (30 reviews)
                                                avg/night
                                                • 3 BR
                                                • 2 BA
                                                • Sleeps 10
                                                House #123633vb
                                                30
                                                  Wonderful! 4.8/5
                                                  (9 reviews)
                                                  avg/night
                                                  • 3 BR
                                                  • 2 BA
                                                  • Sleeps 6
                                                  House #307472
                                                  9
                                                  Viewed 23 times in the last 48 hours
                                                    Wonderful! 4.8/5
                                                    (47 reviews)
                                                    avg/night
                                                    • 2 BR
                                                    • 2 BA
                                                    • Separate Toilet
                                                    • Sleeps 6
                                                    House #944148
                                                    47
                                                    Viewed 63 times in the last 48 hours
                                                      Wonderful! 4.8/5
                                                      (11 reviews)
                                                      avg/night
                                                      • 2 BR
                                                      • 2 BA
                                                      • Sleeps 6
                                                      Condo #863892vb
                                                      11
                                                      Viewed 24 times in the last 48 hours
                                                        Excellent! 4.5/5
                                                        (29 reviews)
                                                        avg/night
                                                        • 1 BR
                                                        • 1 BA
                                                        • Sleeps 5
                                                        Condo #9904vb
                                                        29
                                                        Viewed 70 times in the last 48 hours
                                                          • 4 BR
                                                          • 3 BA
                                                          • Sleeps 8
                                                          House #976088vb
                                                          1
                                                          Viewed 12 times in the last 48 hours
                                                            Wonderful! 4.9/5
                                                            (22 reviews)
                                                            avg/night
                                                            • Studio
                                                            • 1 BA
                                                            • Sleeps 4
                                                            Studio #866430vb
                                                            22
                                                            Viewed 110 times in the last 48 hours
                                                              Exceptional! 5/5
                                                              (62 reviews)
                                                              avg/night
                                                              • 2 BR
                                                              • 1 BA
                                                              • Sleeps 4
                                                              House #648466vb
                                                              62
                                                              Viewed 39 times in the last 48 hours
                                                                Exceptional! 5/5
                                                                (7 reviews)
                                                                avg/night
                                                                • 1 BR
                                                                • 1 BA
                                                                • Separate Toilet
                                                                • Sleeps 4
                                                                Condo #724831vb
                                                                7
                                                                Viewed 20 times in the last 48 hours
                                                                  Exceptional! 5/5
                                                                  (17 reviews)
                                                                  avg/night
                                                                  • 3 BR
                                                                  • 2 BA
                                                                  • Sleeps 8
                                                                  House #3719777
                                                                  17
                                                                  Viewed 23 times in the last 48 hours
                                                                    Exceptional! 5/5
                                                                    (57 reviews)
                                                                    avg/night
                                                                    • 2 BR
                                                                    • 2 BA
                                                                    • Separate Toilet
                                                                    • Sleeps 4
                                                                    Condo #50672vb
                                                                    57
                                                                    Viewed 28 times in the last 48 hours
                                                                      Wonderful! 4.9/5
                                                                      (56 reviews)
                                                                      avg/night
                                                                      • 2 BR
                                                                      • 2 BA
                                                                      • Separate Toilet
                                                                      • Sleeps 6
                                                                      House #326184
                                                                      56
                                                                      Viewed 20 times in the last 48 hours
                                                                        Wonderful! 4.8/5
                                                                        (35 reviews)
                                                                        avg/night
                                                                        • 2 BR
                                                                        • 2 BA
                                                                        • Separate Toilet
                                                                        • Sleeps 4
                                                                        House #513264vb
                                                                        35
                                                                        Viewed 29 times in the last 48 hours
                                                                          Excellent! 4.3/5
                                                                          (11 reviews)
                                                                          avg/night
                                                                          • 2 BR
                                                                          • 2 BA
                                                                          • Sleeps 4
                                                                          Condo #763761vb
                                                                          11
                                                                          Viewed 31 times in the last 48 hours
                                                                            Excellent! 4.7/5
                                                                            (12 reviews)
                                                                            avg/night
                                                                            • 2 BR
                                                                            • 1 BA
                                                                            • Sleeps 6
                                                                            House #686520vb
                                                                            12
                                                                            Viewed 15 times in the last 48 hours
                                                                              Exceptional! 5/5
                                                                              (11 reviews)
                                                                              avg/night
                                                                              • 2 BR
                                                                              • 2 BA
                                                                              • Separate Toilet
                                                                              • Sleeps 6
                                                                              House #4269726
                                                                              11
                                                                              Viewed 18 times in the last 48 hours
                                                                                Excellent! 4.3/5
                                                                                (7 reviews)
                                                                                avg/night
                                                                                • 4 BR
                                                                                • 3 BA
                                                                                • Separate Toilet
                                                                                • Sleeps 8
                                                                                House #3690813
                                                                                7
                                                                                Viewed 14 times in the last 48 hours
                                                                                  • 1 BR
                                                                                  • 1 BA
                                                                                  • Sleeps 4
                                                                                  Condo #868856vb
                                                                                  1
                                                                                  Viewed 13 times in the last 48 hours
                                                                                    Wonderful! 4.9/5
                                                                                    (16 reviews)
                                                                                    avg/night
                                                                                    • 2 BR
                                                                                    • 1 BA
                                                                                    • Sleeps 4
                                                                                    House #34491vb
                                                                                    16
                                                                                    Viewed 31 times in the last 48 hours
                                                                                      Wonderful! 4.9/5
                                                                                      (30 reviews)
                                                                                      avg/night
                                                                                      • 3 BR
                                                                                      • 3 BA
                                                                                      • Sleeps 6
                                                                                      House #452120vb
                                                                                      30
                                                                                      Viewed 17 times in the last 48 hours
                                                                                        Exceptional! 5/5
                                                                                        (4 reviews)
                                                                                        avg/night
                                                                                        • 3 BR
                                                                                        • 2 BA
                                                                                        • Separate Toilet
                                                                                        • Sleeps 6
                                                                                        Condo #899855vb
                                                                                        4
                                                                                        Viewed 10 times in the last 48 hours
                                                                                          Exceptional! 5/5
                                                                                          (4 reviews)
                                                                                          avg/night
                                                                                          • 3 BR
                                                                                          • 1 BA
                                                                                          • Separate Toilets
                                                                                          • Sleeps 6
                                                                                          House #435385vb
                                                                                          4
                                                                                          Viewed 5 times in the last 48 hours
                                                                                            Wonderful! 4.9/5
                                                                                            (7 reviews)
                                                                                            avg/night
                                                                                            • 2 BR
                                                                                            • 2 BA
                                                                                            • Separate Toilet
                                                                                            • Sleeps 6
                                                                                            House #823516vb
                                                                                            7
                                                                                            Viewed 13 times in the last 48 hours
                                                                                              Wonderful! 4.8/5
                                                                                              (5 reviews)
                                                                                              avg/night
                                                                                              • 2 BR
                                                                                              • 2 BA
                                                                                              • Sleeps 6
                                                                                              Condo #4191272
                                                                                              5
                                                                                              Viewed 18 times in the last 48 hours
                                                                                                Wonderful! 4.9/5
                                                                                                (14 reviews)
                                                                                                avg/night
                                                                                                • 2 BR
                                                                                                • 2 BA
                                                                                                • Separate Toilet
                                                                                                • Sleeps 6
                                                                                                Townhome #223915
                                                                                                14
                                                                                                Viewed 40 times in the last 48 hours
                                                                                                  Wonderful! 4.9/5
                                                                                                  (54 reviews)
                                                                                                  avg/night
                                                                                                  • 1 BR
                                                                                                  • 1 BA
                                                                                                  • Sleeps 2
                                                                                                  Condo #259007vb
                                                                                                  54
                                                                                                  Viewed 49 times in the last 48 hours
                                                                                                    • 2 BR
                                                                                                    • 2 BA
                                                                                                    • Separate Toilet
                                                                                                    • Sleeps 4
                                                                                                    House #666039vb
                                                                                                    20
                                                                                                      • 4 BR
                                                                                                      • 3 BA
                                                                                                      • Sleeps 10
                                                                                                      House #822030vb
                                                                                                      3
                                                                                                      Viewed 20 times in the last 48 hours
                                                                                                      • 1 - 50 of 300+
                                                                                                       

                                                                                                      Recent Reviews

                                                                                                      Nice location & amenities

                                                                                                      4 of 5
                                                                                                      We stayed in 100 level condo & it was perfect. Plus pool & patio were great. Would definitely come back!
                                                                                                      • Review Submitted: Apr 29, 2017
                                                                                                      • Date of Stay: Apr 2017