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Key West, FL

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Southwinds Motel

3.6 (72 reviews)
ModerateHotels
Open • Open 24 hours

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Kitchen Area
Terry L.

Southwinds Motel Key West 4-30-25 Out first time staying here, and we would stay here again when visiting Key West. This Motel was not fancy, but it had everything we needed. It is less than a 5-minute walk to Southern most Point Buoy or South Beach and just a block off Deval St. There are 3 pools and plenty of room to park. In the morning, they have a Continental Breakfast in the main lobby. Our rooms were very clean, AC worked fine and very quiet so we could sleep well at night. The beds were comfortable, and the room had Coffee Maker, Refrigerator, large ceiling fan and Microwave in it. Bathroom and shower were functional, and the mirror was large for the ladies to get ready from. Flat Screen TV was a little small, but it did the job. Only thing that I would have wished for was a desk area in our room for my work on a laptop so you may want to make sure your booked room has one. The pool area was clean as was the pool itself. They did supply towels for you in the pool area. There was also a guest laundry on premises and bike rentals. We could park near our room which helped my handicap, Dad. We ordered a Golf Cart to be delivered to our Motel when we booked the room, and it was. One thing to bring up is they add a 50-dollar charge on your bill called Other Charge. We asked about it and it took them a while to explain but that it's a charge for Internet, Beach access and the Continental Breakfast items. I would not have a problem with that, but they never explained that charge when we booked direct with them. This is something you may want to consider this if you're looking into staying there. I give Southwind's 4 out of 5 stars. Follow Me On FB More Reviews & Fun. Gulf Coast Terry

One of the 3 pools available to guests at Southwinds Motel.
K M.

We stayed 5 nights and enjoyed it. It's simple accommodations, clean and in the perfect location. Just about a block from Duvall on the "southern most" end. We rented bikes from right across the street to get around. It was cheaper than renting them from the motel. We stayed in the room directly next to the office. We had a little patio with tables, chairs and umbrellas just outside our door where we'd sit at night and enjoy a night cap and watch the passers by. There's a little bar/liquor store right next door called The Tipsy Rooster that has acoustic live music. So beware if you go To bed early. The music lastil 10 or 11pm, but it didn't bother us. We were on vacation. motel has 3 pools to cool off in. We stayed in early August 2021. I would highly recommend Southwinds for those on a budget, and still wanting a place perfectly located.

Veronica A.

My boyfriend and I stayed at the Southwinds Motel for our Key West vacation (06/06/2020-06/10/2020 4 days/ 3 nights). We booked through Expedia and paid $821.99. If you haven't booked with Expedia, they do not include resort fee, you pay that upon arrival. The resort fee was $90.00, so in total we spent $911.99 PROS: Great location, it is the biggest perk. One block from Duval street, 2 minute walk to the southern most point. You can bike anywhere from there. The bed was nice and comfortable. The pillows were the fluffy squishy kind that I love. Feathered. Three pools, one which is heated. You can wash/dry your clothes for no extra charge. Bikes are available for rental. Due to COVID the continental breakfast was only individual wrapped muffins (blueberry was my favorite huge fresh and delicious) and beverages (juice, coffee, tea, H20) CONS: The door knob is a tricky thing, you have to insert the key, slightly pull it out, and then turn to the left to open the door. There is no closet, just a bar with hangers to hang your clothes. There is absolutely no counter space in the bathroom!!! The water for a shower was also tricky; there is a fine line between hot and going to give me a three degree burn hot. I turned the cold water all the way on and then slightly turned the hot knob to get the perfect temperature. OVERALL: I keep stressing this, YELP needs to allow half stars. I give this hotel 2.5 stars. Will come back if it's $200 cheaper or if the nightly rates are $99.00 or less.

Way overpriced. You can do much better in Key West. Surprisingly the price of this motel in April rivaled that of many of the nicer older hotels and bed & breakfasts in Key West. The decor is minimal and basic, the sink tiny (with plaster coming off the back), the AC seemed only to have one setting, the shower was a bit wonky and very low flow, the bathroom window was broken and could not be opened, and the microwave so old and scratched that you had to guess at the settings. To its credit it was clean and the coffee maker worked fine. The location is in the southern, quiet end of the island about 14 blocks from Mallory Square. We booked a little late so did not have much choice. They charge way too much for this motel. The only good part was that Frenchie's Cafe is around the corner and has very good croissants and breakfasts.

Rooster's
Riki C.

We chose this motel because it was kitty corner from the Southernmost Hotel that we would eventually move to for our wedding. The place is in walking distance of everything! Rooster's Bar next door was a nightly event for our group - please you can buy liquor inside as well. Bonus! They have 3 pools on the property & serve a small breakfast. The location & cost alone is worth staying here. Could use a bit updating inside but it didn't bother us! We were very happy with our stay. Plus they leave a 5% discount card for Rooster's in your room

Cute momma chicken and her babies!!
Danielle M.

So I came to key west for 5 days and my friend booked us a room at this motel. The prices were very affordable so it seemed like the right fit. You don't really spend much time at the motel/hotel room except to sleep really when you're on vacation, so we weren't looking for anything fancy. Our stay was very nice! The room was always made up when we returned to it at night, there are three pools there as well. Our room was actually located right outside of one of those pools. It was probably the smallest pool they had but it suited the needs of what we wanted. To just lay out in the sun and go for a dip when we got too hot. So it was perfect really. The grounds were always clean too. Everything was very well kept. What I thought was so cute was apparently in key west they have chickens everywhere. Every day this mother chicken and her babies would casually walk by the pool for a few mins to I guess see if we'd feed them or whatnot. You can't feed them unfortunately - so they'd run off within a few mins. They were so cute though! I'm a big animal lover so this was exciting to me lol Above all- like I said the staff was very nice and that includes the people who made our rooms up and the people in the office. Didn't have any issues at all. They also have a small complimentary breakfast each morning- small things like muffins and coffee. It was cute. Across the street they have a really good deli you should check out if you stay here. There is also a small store where you can get basic groceries across the street as well. And ofcourse the best part is you are only a few blocks away from Duvall street where all the action is. So it's really located in a good spot. I highly recommend staying with this motel if you are visiting key west!

Neil B.

Fantastic. ..clean. . Quite. ..pleasant motel. Rooms are kept remarkable clean. Plenty of off street parking. Two great pools. ..Beautiful landscape. The big plus. .the staff is overwhelmingly friendly ,courtesy. .and very knowledgeable of all key West landmarks ..restaurants and nightlife. WE WILL DEFINITELY BE BACK ! !

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Review Highlights - Southwinds Motel

“You can walk up to the rowdy end of Duval but then walk home to a nice quiet neighborhood for bedtime.”

Mentioned in 9 reviews

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Giving a solid 4 stars. Honestly its much easier to list what could be improved. And considering…read morethis environment, I can only think of a couple. 1. Hot Tin Roof Restaurant. The breakfasts for the price taste dismal and lower quantity. 2 eggs bacon, toast, and chopped potatoes a bit over $20 as most other dishes plus smaller sizes if you just want a donut or similar. The vibe I get is for breakfast this place is for guests who have a hotel package that includes free breakfasts. They also charge a 18% mandatory "service charge" and of course another line for the tip. We didn't do dinner here. I hope its better than the breakfast. 2. We booked under The Edge Chase Sapphire Reserve so its $100 property credit and free breakfasts for 2. When you consider "service charges" tips, taxes, and determine what the credit can be used for, it becomes a bit confusing. I know for a fact that laundry is not included, neither is the $50/day valet parking. Sort of an resort advantage to keep the guest guessing. Drinks food, spa i know are included with the $100. The valet guy was cool and informative. Considering the small island size and the cost of everything, this was a great stay. The room and balcony overlooking Malery Square plus the ocean and Sunset Island were fantastic. I have stayed at many locations over the years and this was by far the best. Pegasus on Duval is a dump. Both Hyatts are nice but on east side of the island so transportation becomes an issue. Do you really want to drive close to Duvall....if you can find a space, then pay for parking? This place is 2 blocks from Sloppy Joe's, Hogsbreath, next to Malerly Square and sunset pier. Walking distance to the hot spots at night.

Terrible hotel building with terrible customer service…read more Building is old and consist of few buildings combined. Need to change elevator 2 times to go to your room. Rooms are nicely decorated but not what you expect for $1000 a night. They are way over priced for the quality. Front desk staff is terrible. Don't know how to handle issues which you will have plenty. We didn't have AC 2 out of 3 nights and they didn't even feel bad about it. They said basically it is what it is and we have to deal with it. One night they moved us to another room and they were acting like they were doing us a favor. It was major problem for us. second night they moved us to our room which has broken AC And gave us boxed fan to cool off. Front desk manager is clueless and don't know how to handle issues and he has kids working for him who do not know how to handle anything. They are like teenagers. I would never ever stay there again and warn anyone not to there. Oh you will wake up 5am because of dumpster trucks getting the trash and it takes like 20 min. Another thing is their damn roosters , they start 4am and won't let you sleep. Jesus, it was 3 days of hell!

Hyatt Centric Key West Resort & Spa - Spacious hallway

Hyatt Centric Key West Resort & Spa

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Hyatt accommodated us wonderfully with a beautiful third-floor room overlooking the beach. The beds…read morewere incredibly comfortable, and the unit had everything we needed--including soap, dishwashing detergent, a washer and dryer, and laundry detergent. The outdoor patio was huge and offered a gorgeous view, making it the perfect place to relax. We had a very comfortable and enjoyable stay!

I usually lead with Pros, then Cons if any, but there were just too many cons so I started there…read more.. Con: From the exceedingly long check in time due to only having one person, John, was occupied at the front desk by a customer complaint . When we booked I told them it was to celebrate a birthday and John did absolutely nothing to accommodate a birthday other than a free key lime pie coupon for someone who doesn't like key lime pie. Even though the hotel was no where being full, very low occupancy, he tried to upsell us to a better room. The lobby air conditioner was also not working properly. The lady in the excursion/gift shop was unfriendly, not informative when we asked a question, like she just didn't want to interact with the resort guests. The coffee shop closes very early, at 1:00 PM. The pool is very very small and ice cold. Once we got into our room the hotel power went down and everything had to reboot. The TV only has a few stations, and NO local, Key West stations to watch on the tv. Hyatt Centric wants you to download a tv station on your own phone for info about Key West. No things to do book in the room like most places have or room service menu. The hotel was so noisy. They were pressure cleaning in the early morning, right above our room. It was so loud and we couldn't sit and enjoy our balcony. What a shame. Pro: The room was nice and cold and spacious. They had clean rooms. And couldn't beat the location. The dinner at the 4 flamingos was amazing! But didn't see the $20 off credit on our bill at checkout, which is a deal they offered to guests , but we never saw it reflected on our bill. For a very expensive hotel sadly this one missed the mark.

Opal Key Resort & Marina - beautifully decorated entrance

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Another fantastic stay at Opal Key! This was another return visit for us, and once again, we…read moreabsolutely loved it. Check-in was busy when we arrived, but the staff remained friendly, patient, and accommodating. We've stayed here several times over the years, including during the renovations, so we've seen the resort through all its phases. It's wonderful to see everything almost completed, and the property looks great. Throughout every visit, the staff has always gone above and beyond to make our stay enjoyable. One thing we've learned is that if you have a special request, just ask , they're happy to help whenever they can. Our two-bedroom suite was perfect for our family. We love the layout and found it incredibly comfortable. While many guests prefer the ocean-view rooms, we actually enjoy them, even with the occasional cruise ship in the harbor. Besides, you're in Key West! Take a walk and explore, you'll find gorgeous ocean views all around the island. The location truly couldn't be better. You're within walking distance of Duval Street, Mallory Square, great restaurants, shopping, and so many Key West attractions. We also had dinner at the newly decorated Lolita's Coastal Cocina, and it was absolutely delicious. A special thank you to Damir K., who has been wonderful throughout our stay. His hospitality, along with the rest of the staff, is one of the many reasons we keep coming back. Keep up the great work, Opal Key...we're already looking forward to our next visit!

Save your money on the ocean view. the entire complex is obscured by 8+ story cruise ships that…read morearrive EVERY DAY at 7am, play the Star Spangled Banner (loudly) at 8am, and don't leave until 7pm. Also watch out for the valet guy. I rolled down my car window to find out where I should leave me car while checking in and despite being less than 10 feet away from me, he ignored me and walked away. After I checked in and tried to get my kiddos situated in the lobby with our luggage so I could go self-park the car I finally got his attention by him calling out "hey, can you move your car?" To which I replied "As soon as I'm done doing what I'm doing. And for the record, I tried to ask you where to park and you ignored me and walked away so... sorry, not sorry?"

Casa Marina Key West, Curio Collection by Hilton - Exterior

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We stayed at Casa Marina Key West in August, which is considered the slower season. The hotel is in…read morea great location--about a 20-minute walk to Duval Street--and they offer bike and golf-cart rentals as well. Check-in was easy, and the lobby was very clean and inviting. The property has a bar, café, concierge, and a small restaurant serving breakfast. Our room was spacious, the bed was very comfortable, and the shower had excellent water pressure. We also enjoyed having pool access. The pool was definitely the highlight. It is saltwater and has separate adults-only and children's sections, which was a huge plus. The pool attendants were wonderful, and the pool manager did an exceptional job. Their service is the main reason I would give this hotel three stars instead of fewer. Unfortunately, housekeeping was very slow. Our room was not serviced until around 4 p.m. most days and was not serviced at all on Sunday. This was especially odd because housekeeping staff could be heard speaking loudly in the hallway very early in the morning. We also had one very uncomfortable experience at the hotel bar. A heavily intoxicated gentleman was yelling racial slurs while another woman played country music loudly from her phone. The bartender was alone, and there did not appear to be any security support nearby. We left immediately. Ironically, we had planned to attempt a little ghost-conjuring of our own one evening, given Key West's spooky reputation, but our plans were quickly interrupted by the very drunk man in the lobby yelling racial slurs. It was certainly not the supernatural encounter we had in mind. The hotel does have beach access, although we avoided the beach because of the significant seaweed issue, which was not the hotel's fault. Overall, Casa Marina has a beautiful pool, comfortable rooms, and a convenient location, but the housekeeping delays and bar incident made the experience feel inconsistent.

Stayed here recently as typical Marriott guests. This was one our first experiences with Hilton as…read morewe are thinking about changing companies & there isn't much to choose from from Marriott in Key West. We will give Hilton a few more shots but based on this first experience we wouldn't make the change. Obviously this hotel is lovely. Beautifully decorated and appointed. However there were quite a few misses in the rooms themselves that made the stay a little odd. I realize it is a converted military base and they were working within preexisting parameters but even so, had some details just been thought out like at all, it would make for a better customer experience. The bathroom in our room, for example was not humongous, but not small by any means. There was so much wasted space. No towel bar at all despite there being two completely bare walls. So our hand towel and washcloths had to just sit on the counter. Okay, sure, except vanity itself was very small. Like comically small for two adults to share. So once the towel was there and the glued down vanity tray there wasn't really room for anything else. So our toiletries and my makeup ended up on the floor for our stay. Again, not a huge bathroom so that got claustrophobic quickly. The shower was tiny. Like comically small. No wall niche or anything to put our toiletries on so they just sat on the floor - again taking up valuable standing room in a comically cramped shower. Ladies if you have a razor with the gummy bumpers that get stuck to surfaces if not allowed to dry completely - there's not where for that to happen so get ready to have to replace your head when you get home. The shower turns on on the same wall as the shower head and because it's so tiny you have to fully step inside to turn it on so you'll get soaked every time you shower. Make sure you take off your clothing before turning on the shower. Then the towel hook is parallel to the shower head but outside of the shower so you have to fully exit the shower and reach over the toilet to get your towel. So you're cold. Have to clean water off the towel and floor afterwards (but there a perfectly fine bare wall right there...who designed this space?) These are more specific to our room, but our shower door also did not close and left about a half an inch gap. So hot air constantly got out but so did water. Lots and lots of water all over the floor every shower (see photo). The next issue was a metal cut out on the ceiling that was rusting. Like there was dripping rust in one corner. That was a bit alarming and kind of gross honestly. Our vanity mirror was broken on all 4 corners (see photos) I have a feeling it'll just going to fall apart one day soon and someone will have a big complaint about that as it is dangerous. Lastly, remember how I said there no counter space? In one of the times I had to bend over to pick up my products from their bag stored on the floor, I saw the under-mounted sink that had mold growing all over. Cool cool...that's just the bathroom. The room itself is lovely. Beautifully decorated. Truly. But that's where the "luxury" ends. The TV did not work consistently. Sometimes it did. Sometimes it did not. Sometimes the sound & the screen weren't synced. The outlet in my nightstand wasn't attached so when you went to plug anything in it sunk into the drawer and was unreachable for the entire stay. Cool. There are no closets, just a rod with hangers and a bunch of random hooks around the room. Our curtains didn't close all the way so hope you don't plan to sleep in on your vacation because you won't get to if you are light sensitive like me. Not that that mattered because had construction going on that started at 7am...ahh so relaxing. No apology by the way. We upgraded to an ocean view with a balcony. The view was gorgeous. It truly was a great way to start my *all too early* vacation morning, however we had two smokers who were also enjoying their view with cigs and that put a damper on it for us. I don't want to smell your cigs at 7:30 am over coffee. They also added a little clear bannister to the original facade. I imagine this is for modern safety compliance. Cool, however it is not fully attached and created this tiny tunnel where things get trapped. Our balcony alone had some old food trapped in there and it was getting moldy. Because it was clear we could clearly see that and I kind of can't believe no one had taken care of it. That's gross and unsanitary and now two separate places with mold in our room. Do they think the salt from the ocean will carry it and sanitize it? I also had an issue prior to checking in where not one but two staff members were rude to me over the phone while trying to book a luxury dining experience that was not bookable online. Needless to say we skipped that. I have more to say and an additional complaint but this is all Yelp /Google will allow for characters...

Southwinds Motel - hotels - Updated October 2026

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