Westwinds Inn

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914 Eaton St
Key West, FL 33040

Westwinds Inn, established circa 1900, offers a charming Victorian-style accommodation in the Historic Seaport District of Old Town Key West, blending original pre-WWII charm with modern amenities like free WiFi and HDTVs.

With 26 cozy rooms, two pools, complimentary daily breakfast, and a perfect location for special occasions or tropical getaways, this inn promises a memorable and relaxing experience for every guest.

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3.5

(43)

Photo of Kelly Z.
Kelly Z.
12/16/2025

We've stayed at Westwinds Inn at least four times in the past four years, and we absolutely love this little hidden gem in Key West. Yes, the furniture doesn't match and the place isn't shiny and...

Photo of Nicky S.
Nicky S.
1/13/2025

We had a great 4 nights stay at the Westwinds. The grounds are lovely with beautiful plantings and palms including 2 pools. One pool is heated seasonally and we took advantage of this during a...

Photo of Patti C.
Patti C.
2/17/2025

Beautiful grounds with two pools make this bed and breakfast a pleasure to relax in . A little walk off the crazy strip of Duval but we like it that way. Close to bike rentals and a cute bakery...

Photo of Daren R.
Daren R.
4/6/2024

This hotel is a great Key West location on Eaton St just five blocks from the center of the Duval Street strip. A true bed and breakfast with two large buildings with several small rooms and...

Roxanne B.
2/16/2025

Don 't waste your money! Dirty! No USB receptacgles in room. No soap dishes in shower. Had kitchen but no knives or towels . Poop on pool cement for 3 days. Took him 4 hours to clean up the...

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