Westwinds Inn Key West - Historic Old Town Hotel

Westwinds Inn is a circa-1900 Victorian-style inn in the Historic Seaport District of Old Town Key West, offering a quiet tropical stay close to the waterfront, Duval Street, local dining, museums, and island attractions. The property blends original Key West character with modern guest comforts, including air-conditioned rooms, free Wi-Fi, HDTVs, private bathrooms, and select accommodations with kitchenettes or private balconies.

Guests can relax around two tropical pools, enjoy complimentary continental breakfast served poolside from 8:00 am to 10:00 am, and take advantage of thoughtful conveniences such as concierge assistance, bike rental access, luggage storage, and a no-resort-fee stay experience. Westwinds also offers a complimentary guest happy hour with wine or beer Wednesday through Friday from 3:00 pm to 4:30 pm in the breakfast area.

Room options include standard rooms, deluxe rooms, and suites designed for couples, solo travelers, and small groups looking for a comfortable Old Town base. The inn’s Eaton Street location places guests within easy reach of the Historic Seaport, Mallory Square, Duval Street nightlife, waterfront excursions, galleries, restaurants, and Key West’s walkable historic neighborhoods.

With its preserved Victorian charm, lush courtyard setting, two-pool layout, and convenient Old Town location, Westwinds Inn is a strong choice for travelers who want a relaxed Key West hotel experience with historic character and modern essentials.

For current room options, rates, and direct reservations, use the Reserve a Room button above.