14 Best Hotels in the Florida Keys, From Private Islands to Beachy Bungalows

"This vast tropical temptation is a stone’s throw away from the southernmost point in the continental US, in a relatively quieter part of Key West. Cast over 6.5 acres and across multiple blocks, the grounds at Southernmost Beach Resort encompass a total of eight pastel-blue low-rises (housing a total of 244 units) and four guest houses (named Avalon, La Mer, Duval Gardens, and Dewey Houses, collectively accommodating 52 rooms), interspersed by palm trees, myriad swimming pools and, in some cases, ocean blues. Building rooms were renovated between 2021 and 2022 while guest house units were reimagined in late 2023, now boasting new-fashioned takes on Victorian-style interiors and thoughtful design-driven touches like hand-stenciled walls. Relaxation beckons at the resort’s oceanfront west lawn, strewn with hammocks and wooden lounge chairs. Meanwhile, fun in the sun awaits at Southernmost’s three lounger-lined swimming pools (don’t miss the live music daily at the Pineapple Pool) plus its two beach areas, where guests are guaranteed two chairs and an umbrella as part of the daily resort fee." - Paul Rubio, Nancy DePalma