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Fall in Love With Southwinds By Reading Our Key West Hotel Reviews

There's no better way to get to know us than hearing from satisfied guests of our charming and convenient Key West hotel. See for yourself what recent guests had to say about their experience at Southwinds Motel near Duval Street in the heart of Old Town Key West.
 
Read all about our complimentary services, like free breakfast and Wi-Fi, and our thoughtful amenities including three pools, bike rentals, and beach access with chairs and towels.
 
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   Guest   •   April 23, 2026

I booked this place ...

I booked this place after reading reviews on the Booking app then I read reviews on other sites which made me think I made a mistake. My husband and I stayed there for 2 nights and we could not of been happier. We had a room in the back away from the hussle and bussle and still only a few short steps to be part of it. The staff was very friendly and helpful, breakfast is exactly what they advertise grab and go. The room was clean and the bed was very comfortable .The little bar in the front was great, relaxed atmosphere with a good bartender ( you have to try Tim's spicy bloody Mary). There is a Cuban deli right across the street that is very good for a full breakfast or lunch. Overall we will definitely stay there again.
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  Guest   •   July 08, 2023

Great rooms and service..great ...

Great rooms and service..great location.
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  Guest   •   February 08, 2021

We stayed in #17 ...

We stayed in #17 was reasonable price for Key West. Beds was good and plenty of room to relax! Staff was outstanding. We will be back!
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  Guest   •   July 08, 2023

Great rooms and service..great ...

Great rooms and service..great location.
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  Guest   •   June 21, 2023

June 2023. Found the ...

June 2023. Found the location to be within walking distance lots of activities and food. The motel is sort of a retro-fifties style that fits the Key West theme. We had a large veranda that we used a lot and watched the iguanas roam the property. The rooms were small and were a little dated but quite useable and very clean. Bathrooms were also a little small with no countertop area for personal items. Breakfast selections were good. The kids enjoyed both pools. Would stay there again if ever in Key West.
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