
The Perry Hotel

This industrial-chic stunner opened in 2017 and has made Stock Island more of a destination for off-the-beaten path Key West. The rooms are spacious, inviting and comfortable with chocolate-brown leather headboards and modern upholstered sofas in neutral grey tones with clean lines. The hotel is surrounded by water, so many of the rooms have truly wonderful views, and canine pals are welcome here with pet-friendly amenities including a dog park. Matt’s Stock Island serves up some of the most creative food on the island with dishes of crab beignets and grouper with cornbread gnudi.

Ocean’s Edge

Located on twenty acres of Stock Island, this luxury resort (with six pools!) unfurls along a marina with both Atlantic and Gulf views. Suites provide a separate living and bedroom area, both spacious, with Chinese porcelain and colonial-style furniture. The crisp white and cobalt blue decor hits all the wow factors. A mini fridge (perfect for leftovers) is hidden in the bar area. The on-site amenities will keep you busy: a schedule of family activities (dive-in movies and poolside games) and yoga, complimentary kayaks and paddleboards and plenty of pools to choose from. The full-service restaurants serves Florida-seafood-meets-Caribbean-flavors and the blackened yellowtail snapper is a must order. All rooms have waterfront views and suites include kitchenettes. Complimentary shuttle bus to downtown is an added bonus.

Parrot Key
Following Hurricane Irma this resort reopened after a complete refresh giving the rooms a crisp, modern look while also staying true to the resort’s old-fashioned beach community feel with picket fences and rocking-chair porches. Rooms are decorated in happy pastels and beach cottage chic, and mangroves fringe the man-made beach that edges Florida Bay. Hammocks and a sculpture garden are scattered throughout the lushly-landscaped five acre property while the resort fee covers a shuttle bus to Duval Street and nearby Smathers Beach (where lounge chairs are available for hotel guests).