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This property allows you to book online with a credit card. After submitting a reservation request, the owner or manager has 24 hours to accept, at which time your card will be charged and you will receive an email confirmation

Recent Islamorada reviews

  • A True Home Away from Home

    "This place truly exceeded every expectation I had. I did not want to leave! I was able to reunite with a childhood/lifelong friend at this property and catch up in what may be the most peaceful vacation setting I have ever been in. His fifteen year old son had his first true offshore fishing experience when we traveled out to the world-renowned fishing grounds ("The Islamorada Humps), approximately 15 miles straight out of the back yard beach, where we caught several mahi mahi/dolphin/dorado, a couple in the 30lb. range. Needless to say, the 15 y/o boy's face lit up like a flame when we hooked into those fish and he brought them aboard the boat. Those memories will undoubtedly stay with him for life. Then, back at the house, where the ladies were blissfully relaxing in the beautiful pool, we were able to feast on the fish for days; utilizing the gas grill and the fully stocked kitchen ... we would have made any chef proud. We utilized the fire pit at nights which only added to the already relaxed, tranquil, "florida keys" atmosphere. In short, the comfort and tranquility of this home cannot be overstated. Not once, during my stay, did I find myself saying "I wish I had this (or that, or anything for that matter)." Just see for yourself ... go there and you will want for nothing (other than to stay there forever). I would challenge anyone to go spend some time there and argue otherwise. I don't believe anyone on earth would argue that this place is anything but sheer class!"
    Guest: Can'tWaitToReturn! Date of Stay: July 2016 Review Submitted: August 3, 2016
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  • Islamorada vacation

    "We stayed in this immaculate cottage for the month of February. From the moment we arrived until the day that we reluctantly left, we were comfortable, content and relaxed. Osprey Lagoon is ideal for 2 people looking to kick back and enjoy the Keys. We did our best to cover it all, from the Poker Run stop at Gilbert's Marine to an over night adventure in Key West. In between, we lounged on the dock and enjoyed the manatees, tarpons, pelicans, tropical fish and occasional iguana. Without a doubt, one of the nicest rentals we have found to date. The owner was a pleasure to work with. Prompt and helpful. Would happily recommend!"
    Guest: Barbara B. Date of Stay: January 2016 Review Submitted: March 8, 2016
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  • Anniversary celebrations

    "My husband and I along with 2 other couples spent a wonderful week at this beautiful home. It was perfect with lots of space and so bright and cheerful with the large windows facing the ocean. Our favorite time was sitting on the deck watching the sunrise and spending the afternoon sitting under the purgulas watching the iguanas and birds. We had intended to rent a boat and keep it on the dock but it was quite windy the week we were there. There were so many great restaurants and shops suggested by Kari which were all very much appreciated. We cannot say enough about this wonderful experience. I have already suggested my family do a week here."
    Guest: Janet K. Date of Stay: October 2016 Review Submitted: November 9, 2016
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  • Wedding Venue

    "My husband and I got married here and we couldn't have dreamt of a more incredible location. We truly didn't want to leave and honestly would have been happy having our honeymoon here as well! Robin and literally EVERYONE we worked with were WONDERFUL, they put us in contact with EVERY vendor we needed. We spent 3 days getting the property ready and invited our family and friends over for our rehearsal dinner the night before our wedding. I got ready with my girls upstairs, while my husband got ready with his dudes down stairs - the 2 floors of the main house are not connected internally. My parents stayed in the 2nd, smaller cottage, which worked our perfectly. With 132 guests we danced the night away on our private beach and invited everyone over for a byo-picnic the Sunday after. This property is truly something SPECIAL. Here is our wedding video, we hope you enjoy :) https://youtu.be/hoWudxd3cqQ"
    Guest: Mr and Mrs Adventure Date of Stay: January 2016 Review Submitted: April 25, 2016
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