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Islamorada Vacation Rentals & Condos

Looking to rent a house, condominium or a luxury private home while you are in Islamorada Florida? Then look no further, visit the links below to find a house or condo to stay at. Don’t forget to check out our great fishing, activities and restaurants links on the left hand side of the page. Find the best vacation rentals that Islamorada has to offer.

Welcome to Florida Keys Luxury Rentals... Your source for upscale vacation accommodations in the beautiful Florida Keys. Our vacation rental properties include only the BEST the Upper Florida Keys has to offer. Reserve today for the vacation of a lifetime.

Additional Info

Visiting the Florida Keys for a fishing vacation? If you would like to invest in a vacation home, make the Florida Keys your home, or just browse our Real Estate market please visit www.MyFloridaKeysProperties.com or call Leslie Leopold for any of your Real Estate needs.

Additional Info


  • January, February & March
    During the first 3 months of the year which are our winter months in the Florida Keys back country you…
  • April, May & June
    In April there is still plenty of action in the Everglades National Park Snook, Redfish, Sea trout, Black Drum, Mangrove…
  • July, August & September
    Summer is here and it is quite warm early departures are recommended and back early to beat the heat---we are…

  • January & February
    Premier sailfishing months!!!Sailfishing is at it's best. Sailfish are considered by many to be the premiere game fish that swim…
  • March & April
    Slow trolling- live bait This time of year we still troll live bait (ballyhoos, pilchards, goggle-eyes,blue runners) on the edge…
  • May, June, July, & August
    Offshore trolling - lures or rigged baits This time of year we will spend most of our time offshore searching…