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Southwinds Motel

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1321 Simonton Street, Key West, FL 33040
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Southwinds Motel
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105 Reviews from our TripAdvisor Community

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Rating summary
  • Location
    4.5 of 5 stars
  • Sleep Quality
    4 of 5 stars
  • Rooms
    3.5 of 5 stars
  • Service
    4 of 5 stars
  • Value
    3.5 of 5 stars
  • Cleanliness
    4 of 5 stars
Traveler tips help you choose the right room.   Room tips (12)
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    (27)
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    (29)
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Key West, Florida
1 review
5 of 5 stars Reviewed yesterday NEW

Service was amazing staff very friendly. Best place to stay in key west. Rooms very clean neat and tidy. Most likely the nicest place I've ever stayed.very very very good. Yvonne/evie is very nice and very friendly. Chad very nice and kool. I would highly recommend it

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Bronx, NY
Level Contributor
41 reviews
13 hotel reviews
common_n_hotel_reviews_1bd8 15 helpful votes
4 of 5 stars Reviewed yesterday NEW

The outside of the motel looks a little dated, but do not let that fool you! I was VERY pleasantly surprised with the rooms. My room #36 was very large, clean and had a full kitchen. The location couldn't have been better. It was close to the Southernmost Point and Duval Street. I would DEFINITELY recommend!

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Red Rock, Texas
Level Contributor
25 reviews
5 hotel reviews
common_n_hotel_reviews_1bd8 8 helpful votes
3 of 5 stars Reviewed 1 week ago

This hotel is located near the beach in Key West, and only 2 blocks over to Duval Street where all the action is! The rooms are older, but there is a pool that is 7 ft deep which is awesome because no one builds them that deep anymore! The staff in the office were not exactly friendly, but not rude.... More 

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SantaMariaGM, General Manager at Southwinds Motel, responded to this review

Thank you for the review of our Hotel. We are thrilled you enjoyed our pool areas, proximity to all of Key West attractions! We appreciate your feedback about the reception service; we have shared your concerns with our staff as my team and I aim at providing you with a pleasant stay, we look forward to welcoming you back on... More 

Orlando, Florida, USA
Level Contributor
5 reviews
3 hotel reviews
common_n_hotel_reviews_1bd8 1 helpful vote
5 of 5 stars Reviewed 1 week ago

Obviously recently renovated. Nice, clean rooms. A little on the small side. But not the smallest I've stayed in key west! Staff was friendly. Overall great stay! Location was within walking distance of everything if you don't mind a little bit of a walk!

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Level Contributor
4 reviews
4 of 5 stars Reviewed 1 week ago

My b/f and I visited Key West for the first time. I highly recommend this place if you are looking for proximity to Duval and rooms are pretty decent. No complaints and Chad was accommodating with great eating spots as well as activities. Definitely will be back.

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

Very good location, close too downtown. The rooms are small but very clean and the housekeeping appears too be first rate. It was very quiet at night even though we had an on street cabin. I would definitely book again. The Wifi was unreliable.

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Level Contributor
3 reviews
5 of 5 stars Reviewed 2 weeks ago

My fiancé and I stayed here for a few nights for a little get away. It was so cute and perfect. The room was nice and cold, the bed was soooooo unbelievably comfortable and it was extremely clean. For the price, we would pick no other place to stay for our future visits!

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Florida Keys, Florida
Level Contributor
3 reviews
4 of 5 stars Reviewed 2 weeks ago

Mostly was above expectations. A few faults was room service leaving doors open longer than needed as it results in room taking hours to cool back down and less security while open. My wife was a maid at a high end resort in Naplesl 26 years ago and room service was by one person only and normal service was 10... More 

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Oakville, Canada
Level Contributor
7 reviews
4 of 5 stars Reviewed 2 weeks ago

We were in Key West for 1 night and chose to stay here based on what we read, the location and the price. It is a great motel. Staff was very friendly and helpful. The room was spotless and quiet and includes everything you would need for a good nights rest whether it be one night or longer. The location... More 

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Cincinnati, Ohio
Level Contributor
27 reviews
15 hotel reviews
common_n_hotel_reviews_1bd8 77 helpful votes
3 of 5 stars Reviewed 3 weeks ago

We stayed for two nights over the 4th of July weekend. This motel is an older motel that has been well maintained/up-graded. It is by far the smallest room we have experienced, but was clean and had some nice upgrades such as a huge shower. From the outside it looks small and older. And even though the square footage of... More 

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