Welcome to Westwinds Inn - An Old Town Key West Bed & Breakfast

Ready to get away from it all? Escape to Westwinds Inn in Key West, Florida, and put all your worries behind you.

Hospitality, comfort, and relaxation are the hallmarks of every stay at Westwinds Inn, circa 1900. Located in the Historic Seaport District of Old Town Key West, our Victorian-style bed and breakfast was built before World War II and still retains all of its original charm, plus modern comforts and amenities like free Wi-Fi, air-conditioned accommodations, and HDTVs. Our inn also offers the intimacy of a bed and breakfast, with 26 cozy rooms featuring soft beds and private bathrooms, as well as a complimentary continental breakfast to start every morning.

You’ll find our Key West hotel secluded in a native tropical setting, complete with lush gardens featuring swaying palm trees, verdant shrubs, colorful flowers, and a small waterfall. Two sparkling pools invite you for a relaxing swim, while comfy lounge chairs beckon you for some sunbathing or even an afternoon nap. Visit our Neighborly Library, located right on site, for something to read during your stay.

If excitement is what you yearn for, take a few steps out our front door and you’ll find plenty of things to see and do in Key West. Go on a snorkeling tour, a sunset cruise, or a glass-bottom boat ride through the beautiful teal waters of Key West. Spend the day shopping, eating, and drinking on Duval Street, which is just five blocks away. Explore local nature parks, museums, and other historic sites. Attend an annual festival, such as the Key West Food & Wine Festival, Conch Republic Independence Celebration, Key West Lobster Fest, Fantasy Fest or Literary Seminar. There’s so much to do in Key West, and you’ll find it all within a short walk of our hotel.

Learn more about our Key West vacation packages and deals (subject to availability).

Best Rate Guarantee

The Westwinds Inn Key West uses all sorts of websites to help you find our hotel for your travels to Key West, and we want you to know that we will always guarantee the best rate when you book directly through our website or through our reservation team members. If you feel you have found a better rate on another website, don’t hesitate to call us directly at 305-296-4440, so we can extend our best rate to you. This is our guarantee that working directly with us is always the best way to reserve your stay in Key West.