Key West's largest tropical resort campus — 296 units across 6.5 acres near the Southernmost Point in the continental US, with three pools (daily live music at the Pineapple Pool), two private beach areas, and Victorian-style guest houses alongside freshly renovated pastel low-rises. CNT Readers' Choice 2017–2019.
Why We Chose It
Southernmost Beach Resort spreads across 6.5 acres near the southern tip of Key West — a vast tropical campus of eight pastel-blue low-rises (244 units, renovated 2021–22) and four Victorian-style guest houses (Avalon, La Mer, Duval Gardens, and Dewey Houses, reimagined 2023) totaling 296 units. Three pools line up along the oceanfront — the Pineapple Pool hosts daily live music; the oceanfront west lawn has hammocks and wooden lounge chairs. Two private beach areas include guaranteed chairs and umbrella as part of the resort fee. The location near the Southernmost Point puts guests three minutes from South Beach. CNT Readers' Choice 2017, 2018, 2019; T+L pick.
What Stands Out
- Key West's largest resort campus — 6.5 acres near the Southernmost Point
- Three pools including the Pineapple Pool with daily live music
- Victorian-style guest houses and renovated pastel low-rises
- Two private beach areas with guaranteed chairs and umbrella
- 3-minute walk to South Beach and the Southernmost Point buoy