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    Southwinds Motel

    3.6 (71 reviews)
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    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

    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 ! !

    Donna J.

    We had such a great stay here! Everyone on staff is very friendly and helpful. The rooms are so nice and clean and cleaned daily. Our bed was so comfy! They are very conveniently located near South Beach which is just a short walk and Higgs Beach which is just a short bike or car ride. Duval St. is also just a short walk from the hotel. Parking is great and free with your stay! The spread for breakfast is lovely and just right for grabbing to go. The muffins are delish! Overall, I would highly recommend staying with Southwinds. We would definitely stay again!

    Cute momma chicken and her babies!!

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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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    The Saint Hotel-Key West

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    We haven't stayed here although the place looks awesome. Rooms open to the pool…read more We just stop at the bar, which is really cool looking. Stylish! But then they showed us their rooftop bar (live music!) that overlooks Duvall St. so now that's our go to spot to drink and people watch. See you there!

    Recently stayed at this beautiful boutique hotel. Feels more like a bed & breakfast then typical…read moreMarriott property. Property does not have one consistent vibe, but it is closest attributed to South Beach/modern. Rooftop bar has live music in the evening and good drinks while overlooking Duval street. Breakfast selection is good, but if you are used to complementary breakfast through the Marriott status, then you are only offered eggs, bacon, granola, and toast. Sadly the bacon was stale (we were one of the first, if not the very first to order breakfast, so it being completely cold and stale tells me it's not from today). We asked for coffee at breakfast and were pointed to the coffee station on the front end of the bar. Just drip coffee, nothing special. No milk, alternatives or honey, just cream, sugar and stevia. That part could be improved for it being about $400-$500/night. The room itself is decorated well and clean. Plantation shutters look great, but they do let in light in the morning since hotel doesn't have any curtains. Walls are thin as we heard the phone ring, but turns out it was our neighbor.

    Opal Key Resort & Marina - Overview of King room pool view.

    Opal Key Resort & Marina

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    Andre Made Our Stay! We stayed at Opal Key Resort & Marina…read morefor a quick one-night staycation, driving down from Islamorada for an event at Sunset Key -- and our check-in experience with Andre was truly outstanding. From the moment we arrived, Andre welcomed us with a big smile and an energy that immediately put us in vacation mode. He was professional, personable, and incredibly attentive. He took the time to walk us through everything we needed, made sure our accommodations were perfect, and shared some great local tips that added to our trip. It's rare to meet someone who delivers top-tier service with such genuine warmth, but Andre absolutely does. He set the tone for a great stay and made us feel valued from the start. Huge thanks to Andre -- the resort is lucky to have him, and we'll definitely be back!

    After an absolutely horrible and very expensive reservation at a different hotel, we had to find a…read morenew hotel for our three nights in Key West, Florida. It was late night and there was not much available. Miraculously, this place ended up our final destination after 4 of us were on our phones for literally at least an hour. We ended getting to the place nearly 10:30 pm. The staff was AMAZING!! The place was beautiful with a location right in view of the water. The rooms we got were impeccable. Crisp white sheets, fluffy white towels, plenty of bottled water in the mini fridge. Poolside, they offered cool individually wrapped facial towels, sunblock, sunglasses wiping cloths, and much more. Their restaurant was ocean facing and very nice. We ate breakfast there 2 days in a row and it was wonderful. The only issue was our beautiful view was blocked by cruise ships on both days. The ships were there until nearly 4 pm... that part was definitely not good planning for the view. But for watching sunsets after they were gone... ohhh my goodness. All in all, a fabulous place, sensational customer service and respect. But do expect it to be on the pricier side... well worth every penny.

    Eden House - Lobby

    Eden House

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    Absolutely LOVED this place. Free beer or soda upon check in. FREE HAPPY HOUR like what?!?! How can…read moreyou beat that??? All the staff are friendly and nice. The property is filled with hammocks and tree swings, perfect places to drink your FREE coffee or tea from the lobby every morning. You know what I loved more than all the free beverages (lol)? The fact that we visited in the middle of summer and didn't get bit by a single mosquito! How is that even possible in Florida during summer??? They must spray & have mosquito repelling plants. Or super powers. Our room was cute and clean. We got the standard room (no upgrades) after the Hyatt screwed up our reservation and we were scrambling to find accommodations last minute. But ya know what?! This place was so much better! I can't rave enough about Eden House. We are definitely staying here when we come back!

    ***Buyer Beware*** This hotel is a scam. They advertise…read morerooms with queen size beds that are clearly full size at best. I actually measured the bed and it was far smaller. On top of that the room is almost closet sized with an exposed shower and sink which makes it feel very humid in the room. Theres barely enough space between the bed and wall to walking into the room. The shower also hadn't been cleaned with a piece of old soap stuck to the floor and bug crawling under the pillow when i moved it.. I brought it to the attention of the man working the front desk who first told me it was a queen. The GM came on later that evening and admitted that it wasn't a queen and offered us a slightly larger rom but same size bed. Again the sink was in the room and it was stuffy and humid which made it hard to sleep more than four hours. I canceled the room after one night and tried to get my money back, but they've refused. Do not stay at this hotel. The "queen room" is basically just a hostel at hotel prices. $260 a night in my case.

    Marquesa Hotel - Front porch

    Marquesa Hotel

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    What a fantastic place! We were looking for a "non hotel" experience for this trip and just loved…read morethe luxury boutique feel of the Marquesa! It was a relaxing Oasis just two blocks from the hustle and bustle of Duvall, allowing you to partake in all the day and night activities, but then escape back to your quiet, peaceful place to unwind! The room was much larger than we expected with a large living room area with desk and mini fridge full of different drinks, with more drinks of all types on top, with a variety of snacks! The bedroom was also large, with a large closet and a VERY comfortable bed in a room that darkened to allow us to sleep in one day. Both rooms had TV's if you wanted to unwind with different show types. The bathroom was gorgeous with separated dual vanities so no spousal battles getting ready, a separate water closet (also helps avoid battles :) ) , and a huge shower with a great dual shower head fixture including rain shower. Given the propensity for high temperatures in FL, the AC in this place was great and ceiling fans kept the room as cold as you wanted. The pool areas were little botanical wonders full of great foliage, comfortable lounge chairs and just gorgeous serene surroundings. There were usually only a few adults there so it was a quite paradise to go read a book in the shade, lay out in the sun, swim or just relax. I'm not much of a pool guy, but even I enjoyed our time at this one. The lobby area is really cool with a refreshed vintage house and vintage furniture and decor. We ate at the cafe one day for breakfast and got great service and a pretty good meal. The staff was mostly friendly with a few more mellow younger folks, but some really nice housekeeping staff who joked with us! The only issue I could see is potentially the parking. We got lucky and found some on street spots but if not, I couldn't tell if they had enough parking and it's a little pricey at $30/night. This kind of quality doesn't come cheap, but we will absolutely splurge and stay here again if we return to Key West and have already told others about it!

    Marquesa Hotel is a small boutique hotel in Key West. Our brief stay was lovely, and I'd want to…read morestay here again if returning! What I enjoyed: *Great location *Delightful, helpful employees *Neighboring restaurant Cafe Marquesa is fantastic dining! *Complimentary sangria at afternoon check in and coffee in the morning. *Beautiful pools, water fall garden and tropical landscaping *In room dining available. *See attached Hotel information photos.

    The Marker Waterfront Resort

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    The MARKER has won me over !…read more From the outside of the property the place looks great and looks like many of the homes in Old Town but much newer and much bigger. And inside the building the decor is keys typical but done so well and the entrance up the stairs is great. I also love that they have a private garage beneath the resort. Once we got our keys, we passed through the pool areas (more than one pool) and it's lovely; so tropical with tons of palm trees and other plants and it's kept so nice. We arrived to our room and was so pleased, so clean and decor made us feel good. As nice as everything was I wanted to go out for the night and the location for this can't be beat. Right by the Bight Marina so we have a lot of restaurants/bars to choose from like Boat House, A&B Lobster, Half Shell Raw Bar and Schooner Wharf and in the morning you're right by Cuban Coffee Queen. Also the location is walkable to Duval Street so you have more restaurants more bars and lots of action.

    We Stayed here for 2 nights and really enjoyed it. The location is phenomenal... walk to…read moreeverything. The hotel was very nice (smaller somewhat boutique) , cool vibe. Not really a resort as someone else also mentioned... although there is a mandatory $56 a night resort fee. The hotel was clean , the room was nice with a separate shower and bath tub, balcony, the bed and pillows were great. I'd def stay here again as long as I can still $wing it

    Southwinds Motel - hotels - Updated May 2026

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