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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   •   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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  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   •   April 25, 2024

Don’t listen to the ...

Don’t listen to the people saying negative things. Here’s an honest review. It’s a groovy old town motel very close to the ocean. Several restaurants for breakfast and open until 11pm including a store with groceries across the street. More privacy than the BnB’s. 2 pools and a large continental breakfast which was very nice. It’s a $7 Uber ride to the furthest end of Duval so you’re a block away from the chaos. The parking is key here. No issues at all even when the hotel was booked. They were super cool with parking our rental scooter from papas in front of my Jeep. Didn’t have to drive our vehicle the entire week. Staff was great and super helpful. Pools are open until 10pm. Pretty quiet motel too. It’s an older property original to the area and was updated a few years ago. You get the Old Key West experience. The SouthernMost landmark is literally around the corner, very very short walk, maybe 3 minutes. There is a cool tiki bar onsite up front by the road with solo musicians everyday. We would leave Duval and head back to finish up our night at the onsite Tiki bar. There’s actually a liquor store next door to the front office as well, the is located at the tiki bar that had an interior area behind the service bar. Outdoor seating on the main road. Our room wasn’t the biggest, but it was clean, Cold AC and we had a blast the entire visit. This is our new little secret hideaway now.
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