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).

    Excellent! 4.7/5
    (36 reviews)
    avg/night
    • 2 BR
    • 2 BA
    • Separate Toilet
    • Sleeps 6
    Townhome #484134vb
    36
    Viewed 87 times in the last 48 hours
      Wonderful! 4.9/5
      (38 reviews)
      avg/night
      • 2 BR
      • 2 BA
      • Sleeps 4
      Condo #77221vb
      38
      Viewed 64 times in the last 48 hours
        Exceptional! 5/5
        (19 reviews)
        avg/night
        • 2 BR
        • 2 BA
        • Separate Toilet
        • Sleeps 6
        Condo #750103vb
        19
        Viewed 55 times in the last 48 hours
          Exceptional! 5/5
          (12 reviews)
          avg/night
          • 4 BR
          • 3 BA
          • Sleeps 8
          House #639492vb
          12
          Viewed 66 times in the last 48 hours
            Wonderful! 4.9/5
            (23 reviews)
            avg/night
            • 2 BR
            • 2 BA
            • Sleeps 4
            Condo #613561vb
            23
            Viewed 57 times in the last 48 hours
              Exceptional! 5/5
              (28 reviews)
              avg/night
              • 4 BR
              • 3 BA
              • Sleeps 8
              House #614739vb
              28
              Viewed 85 times in the last 48 hours
                Wonderful! 4.8/5
                (12 reviews)
                avg/night
                • 2 BR
                • 2 BA
                • Separate Toilet
                • Sleeps 6
                House #4208345
                12
                Viewed 69 times in the last 48 hours
                  Wonderful! 4.9/5
                  (70 reviews)
                  avg/night
                  • 3 BR
                  • 2 BA
                  • Separate Toilet
                  • Sleeps 8
                  House #359378vb
                  70
                  Viewed 52 times in the last 48 hours
                    Wonderful! 4.9/5
                    (14 reviews)
                    avg/night
                    • 2 BR
                    • 2 BA
                    • Separate Toilet
                    • Sleeps 6
                    House #899629vb
                    14
                    Viewed 78 times in the last 48 hours
                      • 2 BR
                      • 2 BA
                      • Sleeps 8
                      Condo #4348821
                      Viewed 27 times in the last 48 hours
                        Excellent! 4.6/5
                        (31 reviews)
                        avg/night
                        • 2 BR
                        • 2 BA
                        • Sleeps 5
                        Cottage #490315vb
                        31
                        Viewed 23 times in the last 48 hours
                          Wonderful! 4.9/5
                          (30 reviews)
                          avg/night
                          • 2 BR
                          • 2 BA
                          • Separate Toilet
                          • Sleeps 6
                          House #3788659
                          30
                          Viewed 61 times in the last 48 hours
                            Excellent! 4.5/5
                            (15 reviews)
                            avg/night
                            • 4 BR
                            • 3 BA
                            • Sleeps 8
                            House #3747408
                            15
                            Viewed 61 times in the last 48 hours
                              Excellent! 4.5/5
                              (29 reviews)
                              avg/night
                              • 2 BR
                              • 2 BA
                              • Sleeps 6
                              Condo #454283vb
                              29
                              Viewed 81 times in the last 48 hours
                                Excellent! 4.6/5
                                (5 reviews)
                                avg/night
                                • 4 BR
                                • 3 BA
                                • Sleeps 10
                                House #979944vb
                                5
                                Viewed 24 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
                                    (8 reviews)
                                    avg/night
                                    • 4 BR
                                    • 3 BA
                                    • Separate Toilet
                                    • Sleeps 12
                                    Estate #755494vb
                                    8
                                    Viewed 16 times in the last 48 hours
                                      Wonderful! 4.8/5
                                      (32 reviews)
                                      avg/night
                                      • 4 BR
                                      • 5 BA
                                      • Sleeps 12
                                      House #311833
                                      32
                                      Viewed 71 times in the last 48 hours
                                        Wonderful! 4.9/5
                                        (25 reviews)
                                        avg/night
                                        • 2 BR
                                        • 2 BA
                                        • Separate Toilet
                                        • Sleeps 6
                                        House #3970025
                                        25
                                        Viewed 43 times in the last 48 hours
                                          Wonderful! 4.9/5
                                          (39 reviews)
                                          avg/night
                                          • 2 BR
                                          • 2 BA
                                          • Separate Toilet
                                          • Sleeps 5
                                          House #426200vb
                                          39
                                          Viewed 76 times in the last 48 hours
                                            Wonderful! 4.9/5
                                            (30 reviews)
                                            avg/night
                                            • 3 BR
                                            • 2 BA
                                            • Sleeps 10
                                            House #123633vb
                                            30
                                            Viewed 13 times in the last 48 hours
                                              Exceptional! 5/5
                                              (30 reviews)
                                              avg/night
                                              • 3 BR
                                              • 3 BA
                                              • Sleeps 6
                                              House #671636vb
                                              30
                                              Viewed 47 times in the last 48 hours
                                                Wonderful! 4.8/5
                                                (10 reviews)
                                                avg/night
                                                • 2 BR
                                                • 2 BA
                                                • Sleeps 6
                                                Condo #863892vb
                                                10
                                                Viewed 56 times in the last 48 hours
                                                  Excellent! 4.5/5
                                                  (28 reviews)
                                                  avg/night
                                                  • 1 BR
                                                  • 1 BA
                                                  • Sleeps 5
                                                  Condo #9904vb
                                                  28
                                                  Viewed 49 times in the last 48 hours
                                                    Wonderful! 4.9/5
                                                    (8 reviews)
                                                    avg/night
                                                    • 3 BR
                                                    • 2 BA
                                                    • Sleeps 6
                                                    House #307472
                                                    8
                                                    Viewed 35 times in the last 48 hours
                                                      Exceptional! 5/5
                                                      (59 reviews)
                                                      avg/night
                                                      • 2 BR
                                                      • 1 BA
                                                      • Sleeps 4
                                                      House #648466vb
                                                      59
                                                      Viewed 57 times in the last 48 hours
                                                        Excellent! 4.3/5
                                                        (10 reviews)
                                                        avg/night
                                                        • 2 BR
                                                        • 2 BA
                                                        • Sleeps 4
                                                        Condo #763761vb
                                                        10
                                                        Viewed 31 times in the last 48 hours
                                                          Exceptional! 5/5
                                                          (21 reviews)
                                                          avg/night
                                                          • Studio
                                                          • 1 BA
                                                          • Sleeps 4
                                                          Studio #866430vb
                                                          21
                                                          Viewed 32 times in the last 48 hours
                                                            Excellent! 4.6/5
                                                            (10 reviews)
                                                            avg/night
                                                            • 2 BR
                                                            • 1 BA
                                                            • Sleeps 6
                                                            House #686520vb
                                                            10
                                                            Viewed 31 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 38 times in the last 48 hours
                                                                Wonderful! 4.8/5
                                                                (44 reviews)
                                                                avg/night
                                                                • 2 BR
                                                                • 2 BA
                                                                • Separate Toilet
                                                                • Sleeps 6
                                                                House #944148
                                                                44
                                                                Viewed 68 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 18 times in the last 48 hours
                                                                    Very Good! 4.2/5
                                                                    (6 reviews)
                                                                    avg/night
                                                                    • 4 BR
                                                                    • 3 BA
                                                                    • Separate Toilet
                                                                    • Sleeps 8
                                                                    House #3690813
                                                                    6
                                                                    Viewed 35 times in the last 48 hours
                                                                      • 4 BR
                                                                      • 3 BA
                                                                      • Sleeps 8
                                                                      House #976088vb
                                                                      1
                                                                      Viewed 13 times in the last 48 hours
                                                                        • 1 BR
                                                                        • 1 BA
                                                                        • Sleeps 4
                                                                        Condo #868856vb
                                                                        1
                                                                        Viewed 24 times in the last 48 hours
                                                                          Very Good! 4.1/5
                                                                          (9 reviews)
                                                                          avg/night
                                                                          • 4 BR
                                                                          • 3 BA
                                                                          • Separate Toilets
                                                                          • Sleeps 8
                                                                          House #3688305
                                                                          9
                                                                          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 61 times in the last 48 hours
                                                                              Exceptional! 5/5
                                                                              (10 reviews)
                                                                              avg/night
                                                                              • 2 BR
                                                                              • 2 BA
                                                                              • Separate Toilet
                                                                              • Sleeps 6
                                                                              House #4269726
                                                                              10
                                                                              Viewed 30 times in the last 48 hours
                                                                                Wonderful! 4.9/5
                                                                                (20 reviews)
                                                                                avg/night
                                                                                • 2 BR
                                                                                • 2 BA
                                                                                • Sleeps 6
                                                                                Condo #3945348
                                                                                20
                                                                                Viewed 55 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 27 times in the last 48 hours
                                                                                    Wonderful! 4.9/5
                                                                                    (55 reviews)
                                                                                    avg/night
                                                                                    • 2 BR
                                                                                    • 2 BA
                                                                                    • Separate Toilet
                                                                                    • Sleeps 6
                                                                                    House #326184
                                                                                    55
                                                                                    Viewed 54 times in the last 48 hours
                                                                                      Exceptional! 5/5
                                                                                      (17 reviews)
                                                                                      avg/night
                                                                                      • 3 BR
                                                                                      • 2 BA
                                                                                      • Sleeps 8
                                                                                      House #3719777
                                                                                      17
                                                                                      Viewed 30 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 14 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 11 times in the last 48 hours
                                                                                            Wonderful! 4.9/5
                                                                                            (30 reviews)
                                                                                            avg/night
                                                                                            • 3 BR
                                                                                            • 3 BA
                                                                                            • Sleeps 6
                                                                                            House #452120vb
                                                                                            30
                                                                                            Viewed 42 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 12 times in the last 48 hours
                                                                                                Excellent! 4.7/5
                                                                                                (39 reviews)
                                                                                                avg/night
                                                                                                • 3 BR
                                                                                                • 2 BA
                                                                                                • Sleeps 6
                                                                                                House #330045
                                                                                                39
                                                                                                Viewed 25 times in the last 48 hours
                                                                                                  • 4 BR
                                                                                                  • 3 BA
                                                                                                  • Sleeps 10
                                                                                                  House #822030vb
                                                                                                  2
                                                                                                  Viewed 27 times in the last 48 hours
                                                                                                    avg/night
                                                                                                    • 6 BR
                                                                                                    • 4 BA
                                                                                                    • Sleeps 12
                                                                                                    House #4289345
                                                                                                    2
                                                                                                    Viewed 20 times in the last 48 hours
                                                                                                      Exceptional! 5/5
                                                                                                      (17 reviews)
                                                                                                      avg/night
                                                                                                      • 3 BR
                                                                                                      • 2 BA
                                                                                                      • Separate Toilet
                                                                                                      • Sleeps 6
                                                                                                      Condo #497114vb
                                                                                                      17
                                                                                                      Viewed 18 times in the last 48 hours
                                                                                                      • 1 - 50 of 300+