Winslow'S Bungalows - Key West Historic Inns in Key West, Florida Keys

Winslow's Bungalows offers three outdoor swimming pools open all year round. Complimentary refreshing snacks are delivered poolside daily. A poolside bar serves happy hour specials and creative cocktails, with live entertainment on select evenings.

Each bungalow-style room includes a flat-screen cable TV, a small refrigerator, and a private bathroom with hairdryer and free toiletries. Accessible rooms are available with lower bathroom sinks, raised toilets, and grab rails. Room types include the Winslow, Winslet, and Key Lime, each with private patios or porches.

The inn is 750 metres from Duval Street and 1 km from the Southernmost Point. Ernest Hemingway Home and Museum is an 8-minute walk away, and Key West Butterfly and Nature Conservatory is a 10-minute walk. Smathers Beach and Fort Zachary Taylor State Park are both an 8-minute drive from the property.

A complimentary continental breakfast curated by Chef Mike is served each morning, featuring local flavors with options like yogurt parfaits, wellness shots, and a hot dish of the day. The on-site bar offers extensive bar service with creative cocktails and live entertainment. Daily breakfast also includes coffee, pastries, and fresh fruit.

Pet-friendly options are available, with pet bowls provided for guests traveling with pets. The property features a garden, picnic area, and outdoor furniture for family relaxation. Multiple pools and spacious bungalow accommodations make the resort suitable for families and groups.

Pools: Three outdoor pools open all year

Breakfast: Complimentary continental breakfast by Chef Mike

Location: 750 m from Duval Street, 1 km from Southernmost Point

Dining: Poolside bar with happy hour and live music

Rooms: Bungalow-style rooms with private patios

Pet Policy: Pet-friendly with pet bowls