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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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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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$317 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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$269 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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2 BR 2.5 BA Sleeps 6$153 avg/night7 night min stayThis property’s not located within the current map view
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$253 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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2 BR 2 BA Sleeps 6$275 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$287 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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$243 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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$393 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$268 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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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$394 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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$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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$210 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$394 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$278 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$193 avg/night7 night min stayThis property’s not located within the current map view
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$964 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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$193 avg/night7 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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$228 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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$121 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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$136 avg/night7 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$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$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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$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
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$133 avg/night30 night min stayThis property’s not located within the current map view
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$415 avg/night7 night min stayThis property’s not located within the current map view
Recent Islamorada reviews
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"My family and I had an amazing time in the Keys. The condo was PERFECT! It is very clean and well accommodated. The kids loved walking on the dock each morning and evening to see what fish were there. We had to say hello to the crabs (2 specific ones) each day. The pool is lovely and easily accessible. You get a perfect view of the sunset by just walking out of the patio door. We would definitely stay there again and look forward to doing so!"
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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 are very excited to be coming back to this wonderful and well cared for home for 2 weeks next summer. We stayed for one week about 3 years ago and have been trying to get back to this very spot. Island Times is cozy and clean and had every amenity we could have hoped for. The canal was moments to the open ocean or bay. We are a fishing, diving, paddle-boarding, snorkeling family, and the dock-age for our 32' boat was ideal. We loved having water available to for wash down ad the filet table dockside. The chiki hut was the perfect place for morning coffee, or enjoying the Keys gentle breezes. The owners were so wonderful in every aspect and worked to make certain we were happy with the home they lovingly share with others. A wonderful surprise was that with the rental comes "residents" privileges at Founders Park!"
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"Osprey Bay--the house, the pool area, the dock, and the property overall-- are so thoughtfully designed and so beautifully, completely furnished. Truly a special, very comfortable place to spend a week. An extra bonus is the wildlife—the abundant and varied fish, the manatees, the dolphins we encountered while kayaking and paddle boarding, and of course the ospreys."