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Westwinds Inn

914 Eaton Street, Key West, FL 33040
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Westwinds Inn
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Ranked #61 of 92 Key West B&B and Inns
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396 Reviews from our TripAdvisor Community

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Rating summary
  • Location
    4.5 of 5 stars
  • Sleep Quality
    4 of 5 stars
  • Rooms
    4 of 5 stars
  • Service
    4 of 5 stars
  • Value
    4 of 5 stars
  • Cleanliness
    4.5 of 5 stars
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Cape Coral, Florida
2 reviews
1 of 5 stars Reviewed 2 days ago NEW

Soiled old carpeting, peeling paint, noisy window air conditioner at head of bed. Was wrongly accused of soiling mattress and was going to be charged $100.00. Absolutely the most upsetting stay of all of our vacation experiences, and we have been all over the world.

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2 reviews
5 of 5 stars Reviewed 4 days ago NEW

This was our third visit to this hotel and we stayed in their largest room with Kingsize bed, kitchen and 2 bed settees. Used only for both myself and my husband. Extremely clean and well kept by staff, however the shower head was broken so had to have a bath so this was a minor inconvenience. $10 discounted parking pass... More 

Was this review helpful? Yes 1
Tampa, Florida
Level Contributor
3 reviews
3 hotel reviews
5 of 5 stars Reviewed 4 days ago NEW

A great place to stay in Key West! I've come back to this place for several years and each time I'm never disappointed. Very close to Duval St. and Dante's. The rooms are clean and the staff is always very accommodating. We just checked out of the king suite today and are already eager to come back. They have two... More 

Was this review helpful? Yes 1
Tadley, United Kingdom
Level Contributor
165 reviews
90 hotel reviews
common_n_hotel_reviews_1bd8 143 helpful votes
4 of 5 stars Reviewed 6 days ago NEW

Reception gave us a very friendly welcome, and during our entire stay could not have been more helpful. We had a room by the pool, which I initially thought might be potentially noisy. However, the hotel is so small, and so intimate, that there was no intrusion whatsoever. The room was large, clean and quietly dark during the day -... More 

Was this review helpful? Yes 1
Jacksonville, Florida
4 of 5 stars Reviewed 1 week ago NEW

My husband and I just returned from our fifth stay here. We've always loved it, especially floating in the pools and chatting with other guests. Also, I'm on a lifelong mission to replicate the pool landscaping in my backyard. Quick walk to lots of cool places, but you never feel like you're in a weird touristy place. I just miss... More 

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Tampa, Florida
1 review
common_n_hotel_reviews_1bd8 2 helpful votes
3 of 5 stars Reviewed 1 week ago

I ran across Westwinds Inn when checking out a new home in Key West. All sites were coming up with $200+ per night. I wasn't wanting to spend that on this particular trip. I was in & out. I got the "budget" room which $120ish that night but at last minute. That's definitely budget for Key West especially last minute.... More 

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Newcastle upon Tyne, United Kingdom
2 reviews
5 of 5 stars Reviewed 1 week ago

Stayed here in November for a couple nights whilst exploring Key West. Rooms were great, clean & very good size, breakfast selection was good & outside areas were clean and nice to be around. If you're after a more relaxing stay in Key West, this is perfect for you.

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Lisa Z, Riley Hotel Group at Westwinds Inn, responded to this review

We look forward to your return. So glad you enjoyed the property. Regards, Lisa More 

Level Contributor
9 reviews
5 hotel reviews
common_n_hotel_reviews_1bd8 9 helpful votes
4 of 5 stars Reviewed 2 weeks ago

My husband and I stayed at Westwinds Inn for 4 nights. Our room was clean and I liked our room which was a standard queen. The pools were nice and it was within walking distance to almost everything. We would stay here again!

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Lisa Z, Riley Hotel Group at Westwinds Inn, responded to this review

Thank you for taking the time to share your review of Westwinds Inn. We look forward to welcoming you back next visit to Key West. Regards, Lisa More 

Venice, Florida
Level Contributor
109 reviews
6 hotel reviews
common_n_hotel_reviews_1bd8 47 helpful votes
4 of 5 stars Reviewed 2 weeks ago

A nice little Inn. The staff was very pleasant & helpful when making reservations & upon our arrival. Our room was ready when we arrived around noon. The Inn has two pools & our room looked out onto one of them. The pool area & the outdoor continental breakfast seemed like a tropical paradise. The breakfast was filling as well... More 

Was this review helpful? Yes 1
Lisa Z, Riley Hotel Group at Westwinds Inn, responded to this review

Thank you for taking the time to share of your experiences at Westwinds. We are so pleased to learn that you loved our our little piece of paradise. The Westwinds staff is here to serve your needs and make your vacation complete! We look forward to welcoming you back. Regards, Lisa More 

Albuquerque
Level Contributor
8 reviews
5 hotel reviews
common_n_hotel_reviews_1bd8 2 helpful votes
5 of 5 stars Reviewed 2 weeks ago

What a wonderful little inn! Unbelievably comfortable bed, two pools, continental breakfast, old style meets modern key west decor, typical key west gardens, I definitely reconmend! It is located near the docks about four blocks from the north end of Duval.

Was this review helpful? Yes 2
Lisa Z, Riley Hotel Group at Westwinds Inn, responded to this review

So pleased to learn you had an outstanding experience with us. We look forward to welcoming you back. Enjoy the rest of your summer. Lisa More 

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