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Stays at Ocean Key Resort & Spa from $346 (Normally $700+)
Ocean Key Resort and Spa (rated 4.4/5 on Tripadvisor) is tucked away at the iconic "Zero Duval Street" address, Ocean Key Resort & Spa sits directly where the Gulf of Mexico meets the Atlantic Ocean. Beyond the front-row sunset views, the property is packed with local history. Its famous Sunset Pier was originally built using wooden railroad ties salvaged from a 1930s ocean train wreckage. Between the waterfront pool deck and dining at Hot Tin Roof, it’s easily one of the most unique coastal escapes in the Florida Keys. While this is not the cheapest stay, we found rates for 2 from $346 a night. Rates can reach well over $700 a night, so this is a deal worth hoping on to not completely break the bank.