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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 04, 2024

It’s definitely a motel, ...

It’s definitely a motel, but an overpriced one (prices varied from over $300 down to high $200s depending upon the day). We stayed for 3 nights, and that was plenty. There are (I believe) 71 rooms, but only one medium-sized and one very small, pool for all 71 rooms. There was a group of obnoxious, drunk people staying in rooms closest to the larger pool, and all they did was drink in the pool most of the day (even though there are signs saying no liquor, but no enforcement). There were 8-10 of them at one time, and that made it very uncomfortable for any other guests to go in. The property also allows smoking in outside areas, and in this day and age, most places require guests to go off property to smoke. Not pleasant at all. The pools were good for the rooms near them, but there were about 25 rooms facing South St with no easy pool access. You had to walk out of the property, along, the street, and back into the property to access the larger of the 2 pools (this one is unheated, and in 91F, the most desirable). The rooms: very small and dated; no counter or shelf space whatsoever in the small bathroom; no hooks in bathroom to hang anything!; shower was nice and big, but low water pressure; no closet space at all (a rack hanging in the middle of the wall); and TV was a small monitor (terrible to watch a hockey game on! players were like ants!). Very small counter with a microwave and bar fridge below, but looks like there once was a bar sink there (very much needed!). Worst thing was no shelf or counter space in the bathroom. Not enough room for your toothbrush and toothpaste on the sink! Nice additions to staying there: parking is included (it’s expensive in Key West!); a very continental breakfast with pre-packaged muffins, instant oatmeal, coffee, juice, yogurt, and oranges; guest passes available for South Beach where you get a towel and a chair included (an umbrella is an extra $12); bike rentals are available ($20/day). FYI, Don’t stay in one of the rooms close to Simonton St as the live music is right there at the bar, and is very loud! The staff at the front desk were very nice and helpful, but unfortunately didn’t make up for the negatives. This motel is in a great location, but really needs upgrades and you’re better off paying an extra $70/night at one of the nicer places nearby.
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  Guest   •   July 26, 2025

Bon rapport qualité prix À ...

Bon rapport qualité prix À 3 mn à pied du Southpoint La chambre est propre, l’accueil de qualité Le petit déjeuner inclut est très basique mais cela le fait. Il faut récupérer son petit déjeuner au lobby et le ramener dans la chambre où le prendre sur le peu déplacé qui existe en terrasse devant le lobby Pour une à deux nuit c’est ok
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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 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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  Guest   •   February 16, 2026

Rooms are very small ...

Rooms are very small from other pictures! But decent.
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