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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   •   June 11, 2026

One of the nicest ...

One of the nicest and cozy places I have been in Key West, we like original Island logging setups and this place meet our expectations, 2 nice pools, plenty of parking space, even though there is a daily fee for parking is worth it and moderate compare with the parking anywhere in the island that is by Park meter, kids friendly, 2 pools, very close to Duval, only one block, if you are a walker is feasible or otherwise you can ask front desk for arranging a scooter or golf cart for you, and get a discount comperable to getting by yourself, we stay a full week, we will also recommend the Siboney Restaurant that offers Cuban cuisine that is also very close to the hotel, or the Cuban food truck for a more casual and light dining, overall great everything
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  Guest   •   December 02, 2022

Great staff

Great staff
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  Guest   •   December 02, 2022

Great staff

Great staff
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  Guest   •   December 08, 2022

Karen at the Front ...

Karen at the Front Desk was awsome, Freindly personality ,and very helpful to my wife and i Shes definitely the go to person at Southwinds! The accomadations were excellant and we are definitely coming Back
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  Guest   •   July 19, 2025

We had the best ...

We had the best stay at Southwinds! Everything was perfect and just what I expected staying in a Old Florida motel. The beds are very comfy and the room was very clean, as were the property grounds. All of the staff we encountered were very nice, helpful, and working hard. The grab and go breakfast was a nice touch and just enough to get our day started. Noseums are HORRIBLE in Key West, so if you're prone to bug bites, be sure to buy mosquito repellent while there. World famous Ana's Cuban cafe is right across the street as well as a little convenient store. Ana's has THE BEST cuban sandwich and coffee. The ice cream and donut truck on site was a nice treat after a long day in the sun. Bar with live music is on site as well, and no, we never heard music from our room. Nor did we ever see any bugs in our room. The water pressure was just fine as well (Lol at some of the other reviews). We had an AMAZING 5 day vacation while there. Thanks Southwinds!
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