Winslow'S Bungalows - Key West Historic Inns, Key West

Location

Winslow's Bungalows is situated just steps from Duval Street, providing access to the best of Key West's attractions. This historically rich property occupies grounds that once housed Key West's first motel and some of its oldest homes. Guests can explore local shops, beaches, and entertainment venues within a short walking distance.

Accommodations

The hotel offers a variety of charming room options, including the Bungalow for an authentic Key West experience and the Maloney showcasing a soaking tub. Guests can choose from spacious suites with amenities designed to enhance comfort and relaxation. All rooms reflect the unique spirit of Key West and provide a private retreat.

Dining

Dining at Winslow's is highlighted by Chef Mike's Continental Breakfast served at Bungalows Bar, featuring organic hard-boiled eggs, house-made pastries, and wellness juice shots. Weekend offerings include live music paired with breakfast, enhancing the dining experience. The on-site Bungalow Bar offers a selection of specialty cocktails and poolside bites in a lush atmosphere.

Entertainment

Guests can enjoy live music performances and rum tasting events at Bungalow Bar, featuring local musicians. The property hosts fun activities throughout the week, including drag shows and themed events. Nearby attractions like the Alan S. Maltz Gallery and Aqua Bar add to the vibrant entertainment options.

Pools and Relaxation

Winslow's Bungalows features three outdoor pools, providing a resort-like atmosphere for relaxation and leisure. Guests can enjoy afternoon poolside refreshers such as frozen grapes and fresh mango delivered daily. This inviting environment encourages socializing and unwinding in a tropical setting.

Highlights

Location: steps from Duval Street

Accommodations: Bungalow and Maloney

Dining: Chef Mike's Continental Breakfast

Entertainment: rum tasting events

Pools: three outdoor pools