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914 Eaton St, Key West, FL 33040-6923
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Update from hotel: This property has indicated that they are taking safety precautions against COVID-19.Read more
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Panoramas (10)
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A note from Westwinds Inn
Updated 06/10/20


#44 of 79 B&Bs / Inns in Key West
Travelers' Choice
Enchanting, tranquil compound, charming architecture, lush gardens - Historic seaport district of Old Town. Please note, the check-in age for this property is 21.
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Room & Suite (198)198
Full view
Property amenities
Street parking
Free High Speed Internet (WiFi)
Outdoor pool
Free breakfast
Non-smoking hotel
Laundry service
Heated pool
Breakfast buffet
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Room features
Air conditioning
Wake-up service / alarm clock
Flatscreen TV
Complimentary toiletries
Hair dryer
Room types
Non-smoking rooms
Good to know
Residential Neighborhood
Historic Hotel
Languages Spoken
English, Spanish
Hotel links
Special Price:15% off room rate
740Reviews15Q+A100Room tips
Traveler rating
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  • 32
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Popular mentions
Tracey S wrote a review Oct 2020
7 contributions1 helpful vote
This Inn was exactly what we were looking for. Perfect, quiet, quaint little inn not far from everything. One way to Duval street and one way to the water!! The grounds were absolutely beautiful and well kept. Rooms are small with only a bed, chair, dresser, mini fridge and bathroom, but it was all we needed..just somewhere to sleep!! We will definitely be staying here again when we return. The receptionist/office manager Aloysia was very pleasant and eager to please!!! Thank you for everything!!
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Date of stay: October 2020Trip type: Traveled with family
1 Helpful vote
jann wrote a review Mar 2020
Johnston, Iowa80 contributions32 helpful votes
Property's Favorite Review
Westwinds Inn is "not too close, not too far" from the Old Town hot spots of Duval Street and the Marina area--that is, it's an easy walk but in an area that is not noisy. There is also a bike rental place across the street that gives a discount to guests. The inn seems to have been created out of converted houses, and from talking to other guests, the rooms seem to vary in features, which adds to the charm. There are two pools, one heated, and plenty of outdoor seating in gardens, with an outdoor breakfast. Our room and bath were small but adequate.
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Date of stay: February 2020
Sleep Quality
2 Helpful votes
Vacationer445004 wrote a review Oct 2020
1 contribution
Great place to stay, we were welcome by front desk clerk Alysia who was very professional and informative. I recommend this guesthouse to anyone family single or for business. Made our vacation a great experience. just so everyone knows this is not a hotel it is a guest house it is very private and safe to stay you feel at home. Alysia was wonderful, parking is on Street and available anywhere . Thanks
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Date of stay: October 2020Trip type: Traveled with family
Rose B wrote a review Oct 2020
4 contributions
We stayed for 3 nights, upon arrival we were greeted by the front desk clerk Alysia she was very informative and professional. We were given room 302 and although it was very nice the AC did not work well that 1st night. In the morning Alysia was very helpful and got us changed immediately into 202. this room is beautiful, spacious, and functional especially since it is poolside. The tropical environment and amenities were exceptional. Alysia made our stay a great one and we will be returning again.
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Date of stay: October 2020
Trip type: Traveled on business
Stephinie Young wrote a review Sep 2020
4 contributions
I love everything about my stay the staff was so friendly and so helpful. I will definitely be back to stay. The pool was amazing. I was completely satisfied. This place is a 10 in our books. I can only say nothing but good things about this place. My husband was very pleased with the room being right beside the pool and how close it was to everything.
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Date of stay: September 2020Trip type: Traveled as a couple
Response from Elizabeth Tyran, General Manager at Westwinds Inn
Responded Sep 10, 2020
We are so happy to hear that you enjoyed your stay and thank you for spending your honeymoon with us!! We look forward to having you back, cheers and congratulations to you both!
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$190 - $385 (Based on Average Rates for a Standard Room)
westwinds key west fl, key west west winds, key west westwinds inn, westwinds hotel key west
United StatesFloridaFlorida KeysKey West
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Frequently Asked Questions about Westwinds Inn
Which popular attractions are close to Westwinds Inn?
Nearby attractions include Kermit's Key West Key Lime Shoppe (0.3 miles), Key West Historic Seaport (0.2 miles), and Nancy Forrester's Secret Garden (0.3 miles).
What are some of the property amenities at Westwinds Inn?
Some of the more popular amenities offered include free wifi, free breakfast, and a pool.
Which room amenities are available at Westwinds Inn?
Top room amenities include air conditioning, a flat screen TV, and a refrigerator.
What food & drink options are available at Westwinds Inn?
Guests can enjoy free breakfast during their stay.
Is parking available at Westwinds Inn?
Yes, street parking is available to guests.
What are some restaurants close to Westwinds Inn?
Conveniently located restaurants include Prime Steakhouse, Bien, and Off the Hook Grill Key West.
Are there opportunities to exercise at Westwinds Inn?
Yes, guests have access to a pool during their stay.
Is Westwinds Inn located near the city center?
Yes, it is 0.4 miles away from the center of Key West.
Which languages are spoken by the staff at Westwinds Inn?
The staff speaks multiple languages, including English and Spanish.
Are there any historical sites close to Westwinds Inn?
Many travelers enjoy visiting Curry Mansion (0.4 miles), Harry S. Truman Little White House (0.6 miles), and Key West Garden Club (1.2 miles).