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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   •   July 06, 2026

Just a small ground ...

Just a small ground floor only resort. I will stay again
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  Guest   •   June 29, 2026

Avoid room 31. The ...

Avoid room 31. The room was spacious, the beds are comfy, the towels are soft, and the staff is very helpful. The grab and go breakfast is pretty nice! But our air conditioner was woefully undersized for the size of our room. When we looked at all of the window units, the one in room 31 was considerably smaller than the other units, like the original one gave out and they bought too small of a replacement. The manager gave us two fans, and that helped, but after being on the water all day, having a tepid room made for a miserable night of sleep. I would stay there again, but if the air wasn’t working, I’d be more vocal than I was this time.
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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   •   June 11, 2026

We stayed here on ...

We stayed here on the recommendation from a friend. This is a no frills small motel located in old town on the southern end of the island. The rooms were clean and the staff was friendly and helpful. Cold continental breakfast each morning in the lobby was a plus too. There is 2 pools on the property and neither one of them was ever full when we went. An added bonus is the Tipsy Rooster bar and liquor store is attached to the motel. There was live music everyday starting in the early afternoon. We will definitely be staying at the South Winds on our next trip to Key West.
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  Guest   •   June 08, 2026

The motel has a ...

The motel has a good location, it is kind of run down though, but we did not stay that long in the room, so it was ok.
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