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Westwinds Inn

914 Eaton Street, Key West, FL 33040
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404 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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New Port Richey, Florida
1 review
4 of 5 stars Reviewed 6 days ago NEW

Just got back from Key West, this Inn was a nice relaxing quiet place to stay. Very quiet with two nice pools which were very shaded. Staff is friendly. It's located close to Mallory Square and a few blocks from Duval St. If you come via the Ferry they will let you keep your bags there on the last day... More 

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

Thank you for taking the time to complete a review of Westwinds Inn. We are pleased that you found all the amenities to your satisfaction. We look forward to your return. More 

Los Angeles, California
Level Contributor
79 reviews
10 hotel reviews
common_n_hotel_reviews_1bd8 55 helpful votes
4 of 5 stars Reviewed 1 week ago

Very classy inn in a great historic neighborhood. Walking distance to Duval Street & Mallory Square. Love the 2 pools and wonderful courtyard. Safe neighborhood to walk at night. Parking is $13 2 blocks away at a city lot. Street parking is impossible to come by and not parking at the hotel. Overall wonderful place!!!!!

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

We look forward to welcoming you back! Thank you for choosing Westwinds Inn. In the coming months we will be doing further upgrades to the property. Lisa More 

Mandeville, Louisiana, United States
Level Contributor
32 reviews
4 hotel reviews
common_n_hotel_reviews_1bd8 11 helpful votes
4 of 5 stars Reviewed 2 weeks ago

Our room was just steps from the pool. We had a Jr. Suite, so it had a microwave, fridge, knives, forks, plates, and cabinets. Just enough room. The room was dated, but, relatively clean. Service was pretty good. They have a continental breakfast near the pool. They will start packing up early, so get there before 10 a.m. There are... More 

Was this review helpful? Yes 3
Lisa Z, Riley Hotel Group at Westwinds Inn, responded to this review

Thank you for taking the time to share your review. Westwinds is under new ownership, and we have plans in the coming months to refresh the charm & character of our Inn. We look forward to welcoming you back. More 

Morgantown, WV
Level Contributor
5 reviews
3 hotel reviews
common_n_hotel_reviews_1bd8 5 helpful votes
5 of 5 stars Reviewed 3 weeks ago

Returned earlier this week from a four night stay at the Westwinds Inn. This was our first stay at this B&B and we are already planning our next visit. Every staff member we encountered was friendly and helpful. The room was very clean and bright. Plenty of hot water for the shower. Breakfast was available at a convenient time and... More 

Was this review helpful? Yes 5
Lisa Z, Riley Hotel Group at Westwinds Inn, responded to this review

Thank you for taking the time to share your comments with us. We are glad you enjoyed your stay! We placed great pride in our little Inn, and look forward to your return. More 

Cape Coral, Florida
2 reviews
common_n_hotel_reviews_1bd8 1 helpful vote
1 of 5 stars Reviewed 3 weeks ago

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.

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

Thank you for your stay and your review. We are very sorry to learn that we did not meet your expectations. It was not our intent to accuse you, or ruin your vacation to Paradise. We have standard daily housekeeping practices and checks to ensure our cleanliness standards are being met. Enjoy the rest of your summer! More 

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

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 2
Lisa Z, Riley Hotel Group at Westwinds Inn, responded to this review

Thank you for taking the time to share your comments with us. We are glad you enjoyed your stay, and apologize for the inconvenience with the shower. We look forward to welcoming you back. More 

Tampa, Florida
1 review
common_n_hotel_reviews_1bd8 2 helpful votes
5 of 5 stars Reviewed 4 weeks ago

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 2
Lisa Z, Riley Hotel Group at Westwinds Inn, responded to this review

Thank you for taking the time to share your comments with us. We are glad you enjoyed your stay! We look forward to welcoming you back. Susie & Karina More 

Tadley, United Kingdom
Level Contributor
165 reviews
90 hotel reviews
common_n_hotel_reviews_1bd8 142 helpful votes
4 of 5 stars Reviewed 4 weeks ago

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 2
Lisa Z, Riley Hotel Group at Westwinds Inn, responded to this review

Thank you for taking the time to share your comments with us. We are glad you enjoyed your stay! More 

Jacksonville, Florida
Level Contributor
5 reviews
common_n_hotel_reviews_1bd8 2 helpful votes
4 of 5 stars Reviewed 4 weeks ago

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 

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

Thank you for your review. So glad you enjoy what our garden/pool area has to offer. Yes, Pumpkin was a special friend, and part of the Westwinds family. We look forward to your return. More 

Tampa, Florida
2 reviews
common_n_hotel_reviews_1bd8 2 helpful votes
3 of 5 stars Reviewed 4 weeks 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 

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

Thank you for your review. So glad you fond our little Inn to meet all your needs. We hope we have the opportunity to welcome you back again soon. More 

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