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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 22, 2025

not the most updated ...

not the most updated place. its a bit of walk to Duvall street. not far from the beach. my first experience was a phine call the women was very rude and sharp. I asked her to make sure manager got a fax. that NEVER happened. thanks to Prucelibe for saving us. i wont stay there again. rooms small. the bar near it pricey. but most key West places have gotten very high
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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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  Guest   •   July 16, 2025

Great hotel, 2 blocks ...

Great hotel, 2 blocks from the beach...4 from Hemmingways house... fantastic place
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  Guest   •   July 16, 2025

Motel molto carino e ...

Motel molto carino e tranquillo nonostante la nostra camera era direttamente sulla strada, vicino alla via principale “Duval Street” raggiungibile a piedi, Parcheggio gratis incluso, colazione buona ma non molto fornita (muffin cereali yogurt latte caffè porridge..) Letto molto comodo e doccia grande, al nostro arrivo abbiamo trovato il dispenser dello shampoo rotto perché era caduto a terra, l’abbiamo fatto presente e ci è stato cambiato subito. Alla reception il personale è cordiale e disponibile Consigliato.
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  Guest   •   July 06, 2025

We stayed on the ...

We stayed on the fourth of July. The room is simple. My favorite thing about the room is the HOT water in the shower, but there was not much room in front of the toilet (less than a foot!) making it challenging to use without sitting sideways! The breakfast is a grab and go of muffins, pastries, boiled eggs, yogurt, cereal, and drinks. The air conditioner was very loud so I wasn't able to sleep much. We were able to rig the vibration piece with some folded paper, which helped, but it was really frustrating after losing an entire night's sleep. A second component to my sleep difficulties was the bright lights shining into the window. I need a dark room and there are not any darkening shades on the windows. On a positive note the parking lot was well lit. The seaweed smelled horrendous, and the air conditioner sucks outside air in... overnight, our room would begin to smell like sewage until around lunchtime. Bring air freshener to spray! The proximity to the southernmost point and Higgs was great. They provide free chairs and umbrellas at Southern Most Cafe Beach from 9 to 5, but the beach was covered in seaweed to the point that it was inaccessible. The deli across the street was delicious and so convenient. The Tipsy Rooster bar was a great place to hang out, enjoy drinks, and listen to great music!
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