Back in 1986, a forward-thinking local transformed a lovely pair of 1880s clapboards into a four-building complex that today houses a pair of Key West’s most cozy, fetching, and pricey small hotels and restaurants that are close to, yet apart from, Duval Street’s bustle. Rooms are good-sized, with slanted ceilings and cherrywood floors, appointed with a tasteful mix of the antique and the contemporary, and more often than not have porches for enjoying room-service breakfast, a glass of wine, or just some veg-out time. They’re arranged around three of pools (one heated) and lovely landscaping (love the hanging orchids), but apart from the elegance and blessed tranquility, what takes the experience to the next level is the low-key but friendly and attentive service from staff. Tip: Bookworms may want to peek their heads up from the latest reads as famous authors tend to stay here during the annual Key West Literary Seminar. One caveat: Those with mobility issues should mention that when booking, because there are no elevators. Note: It’s sister property, Marquesa 414, has more modern rooms in a newer building with its own pool across the street.