Westwinds Inn

In Old Town Key West, the Westwinds Inn presents a historic property with tropical gardens, two outdoor pools, and proximity to Duval Street. The hotel's four-star rating and 8.6/10 Booking.com score reflect its consistent service and amenities. Guestrooms feature flat-screen TVs, air conditioning, mini-refrigerators, and coffee-making facilities; some units include microwaves or separate sitting areas. A continental breakfast, sourced from a local bakery, is served daily at Westwinds Inn near the main pool. The property offers two pools-one heated with a jet spa-along with a library, picnic area, and BBQ facilities. On-site massage services are available through Essera Spa, and bike rentals are conveniently located next door. Westwinds Inn is an 8-minute walk from Duval Street, home to shops, restaurants, and historic sites, and is within walking distance of the Southernmost Point buoy and the Mel Fisher Maritime Museum. Free WiFi is available throughout the property, and concierge and tour desk services assist with local arrangements. Laundry facilities, luggage storage, and daily housekeeping are provided, and the hotel maintains a smoke-free environment with designated smoking areas.

No resort fees are charged.

Wednesday through Friday happy hour offers beer, wine, and light snacks.

A 20% discount on bike rentals is available at the adjacent shop.

Tropical gardens include a plant identification section.

No on-site parking; street parking is limited and nearby lots cost $15-$50 per night.

Some guestrooms are small with limited storage, lacking dressers or full closets.