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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
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$314 avg/night7 night min stayThis property’s not located within the current map view
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3 BR 2.5 BA Sleeps 6$257 avg/night7-10 night min stayThis property’s not located within the current map view
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$270 avg/night7 night min stayThis property’s not located within the current map view
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$300 avg/night3 night min stayThis property’s not located within the current map view
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2 BR 2.5 BA Sleeps 6$148 avg/night7 night min stayThis property’s not located within the current map view
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2 BR 2.5 BA Sleeps 6$388 avg/night7 night min stayThis property’s not located within the current map view
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$73 avg/night28 night min stayThis property’s not located within the current map view
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$316 avg/night7 night min stayThis property’s not located within the current map view
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$164 avg/night7 night min stayThis property’s not located within the current map view
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2 BR 2 BA Sleeps 6$273 avg/night7 night min stayThis property’s not located within the current map view
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$262 avg/night4-7 night min stayThis property’s not located within the current map view
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2 BR 2.5 BA Sleeps 4$285 avg/night7 night min stayThis property’s not located within the current map view
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$249 avg/night7 night min stayThis property’s not located within the current map view
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2 BR 2.5 BA Sleeps 6$285 avg/night7 night min stayThis property’s not located within the current map view
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$241 avg/night7 night min stayThis property’s not located within the current map view
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$286 avg/night7 night min stayThis property’s not located within the current map view
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$297 avg/night7 night min stayThis property’s not located within the current map view
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2 BR 2 BA Sleeps 5$164 avg/night7 night min stayThis property’s not located within the current map view
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2 BR 2.5 BA Sleeps 6$276 avg/night7 night min stayThis property’s not located within the current map view
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$302 avg/night7 night min stayThis property’s not located within the current map view
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2 BR 2.5 BA Sleeps 6$265 avg/night7 night min stayThis property’s not located within the current map view
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$393 avg/night7 night min stayThis property’s not located within the current map view
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$182 avg/night7 night min stayThis property’s not located within the current map view
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4 BR 4.5 BA Sleeps 8$1,143 avg/night7 night min stayThis property’s not located within the current map view
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3 BR 3 BA Sleeps 6$350 avg/night28 night min stayThis property’s not located within the current map view
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2 BR 2.5 BA Sleeps 6$390 avg/night7 night min stayThis property’s not located within the current map view
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$185 avg/night7 night min stayThis property’s not located within the current map view
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$550 avg/night6 night min stayThis property’s not located within the current map view
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3 BR 2.5 BA Sleeps 6$394 avg/night7 night min stayThis property’s not located within the current map view
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$213 avg/night7 night min stayThis property’s not located within the current map view
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2 BR 2.5 BA Sleeps 6$277 avg/night7 night min stayThis property’s not located within the current map view
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2 BR 2.5 BA Sleeps 6$243 avg/night7 night min stayThis property’s not located within the current map view
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$285 avg/night7 night min stayThis property’s not located within the current map view
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2 BR 2 BA Sleeps 4$195 avg/night7 night min stayThis property’s not located within the current map view
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2 BR 2.5 BA Sleeps 6$322 avg/night7 night min stayThis property’s not located within the current map view
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$147 avg/night28 night min stayThis property’s not located within the current map view
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$500 avg/night7 night min stayThis property’s not located within the current map view
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$193 avg/night7 night min stayThis property’s not located within the current map view
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$228 avg/night7 night min stayThis property’s not located within the current map view
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$121 avg/night7 night min stayThis property’s not located within the current map view
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$136 avg/night7 night min stayThis property’s not located within the current map view
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2 BR 2 BA Sleeps 6$283 avg/night28 night min stayThis property’s not located within the current map view
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4 BR 4 BA Sleeps 8$393 avg/night28 night min stayThis property’s not located within the current map view
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4 BR 3 BA Sleeps 10$276 avg/night28 night min stayThis property’s not located within the current map view
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$217 avg/night28 night min stayThis property’s not located within the current map view
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4 BR 3 BA Sleeps 10$217 avg/night28 night min stayThis property’s not located within the current map view
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$233 avg/night27-30 night min stayThis property’s not located within the current map view
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$266 avg/night27-30 night min stayThis property’s not located within the current map view
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$255 avg/night27-30 night min stayThis property’s not located within the current map view
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$230 avg/night27-30 night min stayThis property’s not located within the current map view
Recent Islamorada reviews
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"My husband and I stayed in the Bay Villa for our week long honeymoon.... WOW...absolutely incredible! Charlie and Terry were sooooo friendly and welcoming and are the perfect hosts. Everyday we would see different marine life at the dock, the kayaks were put to good use and the cottage was well furnished and stocked. We will definitely be back with our children! A huge thank you to Charlie and Terry for making our honeymoon so memorable and for sharing your slice of paradise with us!"
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"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!"
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"We just spent a week at this property with two families including 6 children under 6 years old and a nanny. The property was amazing. We spent countless hours playing in the sand, at the pool, and brought a small boat to tour around the island. The dock was a perfect. This area of the island has plenty of restaurants, activities, bars and shopping. This property is directly across the street from an amazing spa. I would recommend this property to anyone. Great location, clean, and everything you could ask for all in one location. We had a great time!!"
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"The condo was extremely nice and very well equipped. We really enjoyed our stay and look forward to returning next year. The pool, clubhouse, and boat slip were exceptional. The owners were friendly and very helpful. If you looking for first class accommodations in the keys, this is it. Thanks Forrest"