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All 94 Key West B&Bs / inns

Westwinds Inn

914 Eaton Street, Key West, FL 33040
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Westwinds Inn
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Ranked #59 of 94 Key West B&B and Inns
A recent review
4 of 5 stars reviewed 4 days ago
Mary H Elgin, Illinois
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343 reviews from our 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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Dallas, Texas
Senior Reviewer
7 reviews 7 reviews
2 helpful votes 2 helpful votes
2 of 5 stars Reviewed 4 days ago NEW

This is a poorly maintained and furnished inn. The worst part is they will take a paid reservation for a suite and try to put you in a room. After insisting that I had paid for a junior suite, we were finally given one. It was barely adequate. There are good points, such as the breakfast has a lot of... More 

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Elgin, Illinois
Senior Reviewer
9 reviews 9 reviews
4 hotel reviews
4 helpful votes 4 helpful votes
4 of 5 stars Reviewed 4 days ago NEW

We stayed while participating in a Road Scholars tour. The rooms are all around the two pools and above the main house. The smallness of the rooms was more than made up for by the beauty of the setting. Location was walking distance from Duval Street and convenient to what we needed and wanted to do without needing to drive.... More 

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Edgewater, Maryland
2 reviews
1 of 5 stars Reviewed 3 weeks ago

This B&B raises the term "Shabby Chic" to new (looooooower) levels. The exterior appears inviting. Everything goes downhill after checking in. The room (112) we stayed in was bare bones. The bathroom door was balky in opening dragging the floor. The bathroom had a floor that was pitched like the deck of a ship with one corner lower that the... More 

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Forfar, United Kingdom
18 reviews 18 reviews
10 hotel reviews
24 helpful votes 24 helpful votes
5 of 5 stars Reviewed 3 weeks ago

This hotel is in paradise. The location of this hotel is just near duvel street. The grounds and room are of high standard. The breakfast is plentiful. I would recommend this place for anyone wanting to visit key west. The room is big and the air conditioning is brilliant.

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The Hague, The Netherlands
Senior Contributor
38 reviews 38 reviews
7 hotel reviews
23 helpful votes 23 helpful votes
3 of 5 stars Reviewed 3 weeks ago

Our welcome at the hotel was superb! The receptionist Hubert was very informative, friendly and helpful. We enjoyed an overnight stay at the Westwind in room 117 which was clean but very basic, no closets just a bar on the wall to hang our clothes, then again who needs more for only one night? The bed and pillows were good,... More 

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Senior Contributor
21 reviews 21 reviews
10 hotel reviews
7 helpful votes 7 helpful votes
5 of 5 stars Reviewed November 7, 2014

We stayed here for 4 nights while we explored key west. The inn was very attractive and we'll set out so it seemed everyone had their own separate door, we had a balcony which was lovely. There were two swimming pools with lovely shaded areas to sit and relax. Breakfast was served by one of them. It took about a... More 

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Port Charlotte, Florida
3 reviews 3 reviews
5 of 5 stars Reviewed October 22, 2014

A short walk from the Express Boat and to Duval street, which ever you wish, this is a great place to stay, only for one night or for a week. Great accommodations, setting, and wonderful staff. All of old Key West wrapped up into one place. Prices there are comparable to similar B and Bs. Loved our stay....

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4 reviews 4 reviews
3 hotel reviews
10 helpful votes 10 helpful votes
5 of 5 stars Reviewed September 25, 2014

We stayed in the Westwinds in for 3 nights at the beginning of September and we were delighted with our choice. The Westwinds is a small colonial type establishment. The room we stayed in was a bit dated but it had all the facilities that we needed ie air con, fridge, comfortable bed, ensuite bathroom (which has a bathtub and... More 

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Savannah, Georgia
Senior Reviewer
8 reviews 8 reviews
11 helpful votes 11 helpful votes
5 of 5 stars Reviewed September 23, 2014

My husband and I stayed here two nights on our way to Dry Tortugas for a camping trip. We loved this little B&B. The staff was so friendly and helpful. It is located in Old Town and within walking distance to everything. The grounds are beautifully landscaped with two lovely pools. They serve a wonderful breakfast by the pool with... More 

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1 review
1 helpful vote 1 helpful vote
2 of 5 stars Reviewed September 21, 2014

We stayed two nights, the premises are ok, clean and looks like they were renovated lately, but do not stay at any room up stairs main office. We had the bad luck to stay at room 102: carpet very old and dirty, very small room, the bathroom is very very small, there was no much space for our belongings. The... More 

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Additional Information about Westwinds Inn

Address: 914 Eaton Street, Key West, FL 33040
Location: United States > Florida > Florida Keys > Key West
Price Range (Based on Average Rates): $$
Number of rooms: 26
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Also Known As:
Westwinds Hotel Key West
Key West Westwinds Inn
Westwinds Key West Fl
Key West West Winds

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Hotel & grounds (17)
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Pool/beach area (24)
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Dining (11)
Business center/function rooms (1)
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