...They provide everything you need, very comfortable and clean and a great location!...

...The location is close to the Southernmost Point which is good, but its at the end other end of Duval where most of the busier bars are, so be prepared to walk / Uber / Pedicab...

...It has the classic 50's KW charm - nothing fancy - but location is awesome, it was clean/bed was comfy, and the way the property is run, you would think you were staying at a higher end hotel... The location is within an easy walk to Higgs Beach, as well as many great restaurants...

Basic but clean .continental breakfast ok. Nice location 1 block from Duval st.could do with a revamp...

...Place was clean and location is excellent...

...The location is good and the amenities are nice...

...The location is wonderful; the staff is so incredibly helpful; the on-site bar was a nice bonus; & the amenities were fabulous!!...

...Breakfast very good selection to start the day and the rooms clean and spacious...

...The room was small but clean and comfortable... The room has tile floors, no carpeting...

...We enjoyed the bar and live music...

...It was a comfortable place to lay our head after a day of exploring key west!...

...Low key, clean, convenient. Would definitely recommend just for the live music every night alone... Our room was so cute and the king bed really comfy...

...I would recommend replacing the bathroom vanity, chest of drawers, and nightstand in Room 6, they are definitely showing their age...

...There is a cute bar on site with live music that seemed to be a popular spot away from Duval... The Venetian blinds are the same that you likely had in your dorm room & in the same condition...

...It has the classic 50's KW charm - nothing fancy - but location is awesome, it was clean/bed was comfy, and the way the property is run, you would think you were staying at a higher end hotel...

...The rooms were perfect with comfortable beds and a little porch to sit on... We loved this cute place and enjoyed sitting out front of the motel in comfy chairs...

...It is as of the live band was playing in our room...

...We had booked this motel for a Jimmy Buffet concert...

...the room right next to the office which is ALSO right next to live music at the tiny outdoor venue bar next door; a bar that has live music til 2am!...

Very cute place which was very close to where we wanted to go and visit...

...The bar next door has live music and carryout liquor which was convenient...

...We arrived at midnight and the lobby, as promised, held our room for us... The room was small but clean and comfortable... The room has tile floors, no carpeting... The room was equipped with a refrigerator (on and cool), microwave, and coffee pot complete with cups, coffee, tea and condiments... This motel is across from a grocery, has a bar and ice cream truck out front, half block from a breakfast food truck, a block away from the Southernmost Point Buoy, one mile from Mike Marker 0, one mile from a park and beach where we viewed the 4th of July firework display (amazing!)...

There’s positives and negatives about all lodging in Key West... They need to make several investments into updating the rooms, especially #21-25... The AC units are quite old, the caulk around the sinks is coming off, the furniture is old and worn and the rooms are small... Our room was actually cheaper by booking online through the hotel sites, which I thought was crazy!... I’d say the positive outweigh the negatives, besides you’re in Key West and shouldn’t be spending a whole lot of time in your room anyways!...

...I am scared to death of bugs, and there were none at all in the room...

I searched high and low for a reasonably priced place to stay in key west that was clean and comfortable... This place was perfect for our overnight stay in key west!... The rooms were spotlessly clean and the air conditioning worked great!... Overall this is a great place to stay!...

We chose to stay in one of the smaller rooms, #25...

We book 2 nights over booking.com and also pre-paid our stay. On arrival we found out that booking didn't manage to send money trough and we could not check in... Tamisha and Aaron really helped us a lot that we manage to get our money back and secure us booking directly!... After all stress we had a nice 2 nights stay in bungalow No.7 which can accommodate up to 4 persons and also have a small "kitchenette" with a big refrigerator and quiet AC unit in booth spaces...

...We reserved a room and had to change the reservation or cancel...

...(plus fees) in April for a very basic room with an AC that worked on one speed, a very low flow shower, tiny sink with plaster broken and bubbling off the wall, a broken bathroom window and a microwave so old and scratched that the settings were eligible... Fortunately the room was clean and the coffee maker worked...

I cant believe I paid over 500 a ngt for a room that looked like it was from 1970’s... Some outlets worked, some didn’t, along w switches in room that lead to nothing coming on...

...Spent 3 nights at the Southwinds Motel for a birthday weekend. As others have said the rooms are bit dated, but the bed was comfortable and the room was clean...

...We initially booked a 1 queen room. After entering the room, we realized it was too small for us two to be comfortable... We were offered to look at a 2 bed with a small kitchenette that was available & decided to switch rooms (more $, of course)... The room photos on their website look like they were taken by a camera wearing “rose colored glasses” compared to the 2 rooms saw... I’m not sure if they do have updated rooms but the 2 I saw certainly didn’t resemble their pics & I didn’t see any indication that some rooms had been remodeled & not others... The Venetian blinds are the same that you likely had in your dorm room & in the same condition...

Quaint little motel just off Duvall... Rooms are small but clean and well maintained... Our AC unit probably needed servicing or replacing, the room was far warmer than we’d like...

...The room was small, but the bed very comfy, we were in room 6... I would recommend replacing the bathroom vanity, chest of drawers, and nightstand in Room 6, they are definitely showing their age...

The Southwinds Motel is the perfect budget friendly spot to stay in KW!...

...Our room was cleaned daily and towels were swapped out for clean ones. Highly recommend the Southwinds Motel!...

Our room is right next to the bar (as seem to be quite many others). It is as of the live band was playing in our room...

...the room right next to the office which is ALSO right next to live music at the tiny outdoor venue bar next door; a bar that has live music til 2am! I have to believe that every single other room at this quaint motel is much quieter than this one... I really don’t want to have to change rooms EVEN IF I requested another room and was granted one... My main point is that if they knowingly rent out the room we’re in, I wonder what other shortsighted decisions they make in operating this motel...

Second stay Dec 22 and April 21... Rooms are small, but if you do Key West right you are not in your room much...

...The room was dated and the AC did the best that it could. The Staff was helpful and the room comes with beach access at the southernmost point which was a nice bonus... The room was fairly expensive so I don't know if we'll return in the future...

...While the room was on the small side & the water pressure could've been a bit better in the shower, we really liked our room...

...The AC unit is in the wall under the only window (as, of course it should) but blows directly onto your feet all night... The room has tile floors, no carpeting...

...The cost is reasonable but there seems to be a $20 resort older per night, even when you book directly with them. Our room was actually cheaper by booking online through the hotel sites, which I thought was crazy!...

I searched high and low for a reasonably priced place to stay in key west that was clean and comfortable...

...No refund was given and no credit given towards our trip when we reschedule. Definitely do not to book with this hotel if taking the ferry because you could be out a lot of money due to no fault of your own... Some people save and plan for a really long time for a trip like this and it’s unfortunate they have to lose money they can’t afford to lose due to this kind of service...

...We reserved a room and had to change the reservation or cancel. Manager unwilling to do anything to accommodate us... Also now the rates for the same week and month are 1/3 the price...

We book 2 nights over booking.com and also pre-paid our stay... They also offer reasonable prices...

...(plus fees) in April for a very basic room with an AC that worked on one speed, a very low flow shower, tiny sink with plaster broken and bubbling off the wall, a broken bathroom window and a microwave so old and scratched that the settings were eligible... There are far nicer places in Key West for this price...

I cant believe I paid over 500 a ngt for a room that looked like it was from 1970’s...

...After entering the room, we realized it was too small for us two to be comfortable. We were offered to look at a 2 bed with a small kitchenette that was available & decided to switch rooms (more $, of course)... I would stay here again depending upon the price point...

...I would recommend replacing the bathroom vanity, chest of drawers, and nightstand in Room 6, they are definitely showing their age...

The Southwinds Motel is the perfect budget friendly spot to stay in KW!...

...We had booked this motel for a Jimmy Buffet concert...

...As I right this, I can’t believe they gave us (or anyone!)... I really don’t want to have to change rooms EVEN IF I requested another room and was granted one... My main point is that if they knowingly rent out the room we’re in, I wonder what other shortsighted decisions they make in operating this motel...

...Pricing was reasonable hopefully it stays that way so we can continue to come...

...The room was fairly expensive so I don't know if we'll return in the future...

I was about to back out of a possible trip because the hotel prices were way out of line for my travel budget, but then I found this place... We rented bicycles from our front desk, at an incredibly reasonable price...

...They kept our room clean and restocked. The pools were great, towels always available...

...Didn’t face any issues while we were there they have amazing pools clean and nice...

...Breakfast very good selection to start the day and the rooms clean and spacious...

...The room was small but clean and comfortable... The room has tile floors, no carpeting... The sheets and pillows all smelled bleach clean... The rear pool was small but appeared clean...

...They provide everything you need, very comfortable and clean and a great location! We were down for a baseball tournament, so the Free washer and dryer came in handy!...

I searched high and low for a reasonably priced place to stay in key west that was clean and comfortable... The rooms were spotlessly clean and the air conditioning worked great!... It was quiet, clean, and a short bike ride or walk to all the action!...

...Whole place is spotless clean with friendly staff, very quiet for a good night rest and a decent amount of parking spaces. We enjoyed pool (where you get fresh towels the whole day)...

...As others have said the rooms are bit dated, but the bed was comfortable and the room was clean... FD agent on our arrival wasn't the most helpful, but subsequent visits including for an issue with the shower were dealt with very quickly...

...Low key, clean, convenient...

...Fortunately the room was clean and the coffee maker worked...

...It just would make such a difference in first impressions if they removed the trash in & around the landscaping & updated things such as blinds, paint etc...

Quaint little motel just off Duvall... Rooms are small but clean and well maintained...

The Southwinds Motel is the perfect budget friendly spot to stay in KW!...

Great place to stay, close to everything, and very clean... Our room was cleaned daily and towels were swapped out for clean ones...

Basic but clean .continental breakfast ok. Nice location 1 block from Duval st.could do with a revamp...

Southwinds Motel was the perfect place to stay in Key West...

...Very clean, wonderful caring staff, beds are super comfy...

...Rooms were Clean and very well kept...

...Place was clean and location is excellent...

...Rooms are clean clean clean...

...Staff were very helpful throughout our stay...

...Breakfast very good selection to start the day and the rooms clean and spacious... Prior to my arrival I called the Motel and Karen provide complete and accurate information about our stay and what to expect... After our arrival Karen continue to provide outstanding customer service throughout our stay... Wonderful staff and we will return soon...

...Didn’t face any issues while we were there they have amazing pools clean and nice. And a special thanks and appreciation to Nikitha for making our check-in and checkout very smooth... She has been a great help throughout our stay and trip...

...Could walk to anywhere we wanted to go on Duval St. and the beaches...

...We arrived at midnight and the lobby, as promised, held our room for us. The gentleman behind the counter was very knowledgeable about the area and gave us a lot of info... The AC was set at 68° when we walked in... The room was equipped with a refrigerator (on and cool), microwave, and coffee pot complete with cups, coffee, tea and condiments... The motel had given us passes to the nearby private beach which was our plan for our next morning... They do have a continental breakfast every day that includes large muffins, a variety of cereals, yogurt, coffee and juices located in the lobby...

...They have there own private beach and give you beach towels and chairs, so there’s no renting when you get there!... They’re very friendly and willing to help anytime!...

...The rooms were spotlessly clean and the air conditioning worked great!... We found out we had beach access through the hotel after looking at the website... The staff could also use a little help being a little more friendly, we asked for directions in the lobby & felt like we were an inconvenience based on their attitude...

...They provide everything you need, very comfortable and clean and a great location! We were down for a baseball tournament, so the Free washer and dryer came in handy!... The continental breakfast was great, as was the live music and ice cream at the tipsy rooster in front of the motel at night... Everyone we met was so helpful and friendly, we will definitely be back!...

The key west ferry was cancelled due to weather. We called immediately to find out what our options were... It took well over a week before anyone from the hotel would even give us the time of day and respond to our attempts to contact the manager... No refund was given and no credit given towards our trip when we reschedule... Some people save and plan for a really long time for a trip like this and it’s unfortunate they have to lose money they can’t afford to lose due to this kind of service...

We book 2 nights over booking.com and also pre-paid our stay. On arrival we found out that booking didn't manage to send money trough and we could not check in... Luckily for us there was extremely helpful staff on a front dest of the Motel... Tamisha and Aaron really helped us a lot that we manage to get our money back and secure us booking directly!... Whole place is spotless clean with friendly staff, very quiet for a good night rest and a decent amount of parking spaces... We enjoyed pool (where you get fresh towels the whole day)... Motel also offers nice complementary breakfast with good coffee... They also offer reasonable prices...

Spent 3 nights at the Southwinds Motel for a birthday weekend... Interactions with the front desk were mixed... FD agent on our arrival wasn't the most helpful, but subsequent visits including for an issue with the shower were dealt with very quickly...

...Low key, clean, convenient...

...Fortunately the room was clean and the coffee maker worked...

This is my second time visiting Southwinds Motel... The room was small, but the bed very comfy, we were in room 6... The motel offers some really nice amenities to take advantage of; onsite bike rentals, a bar/liquor store with talented live entertainment daily, a food truck that offers ice cream and donuts, free continental breakfast, free parking, and last but not least, free beach access with towels and chairs at a resort nearby... They offered bottled water for making coffee as the island was under a boil advisory while were there... The toilet was wobbly and needed to be resealed, which I told the front desk upon our check out...

...The gentleman who answered the phone was helpful & informative. Upon check in, a mature dark haired woman (I apologize for not getting name) was very pleasant & accommodating... Some employees would’ve been annoyed by the hassle but she was more than happy to help...

The Southwinds Motel is the perfect budget friendly spot to stay in KW!... Included continental breakfast was simple, but just enough to get the day started...

Southwinds Motel was the perfect place to stay in Key West. It was close to everything and since we didnt have a car we could walk to everything... South Beach was beautiful and the motel gave us coupons for complimentary chairs on the beach... The motel had 2 pools-one small heated and one large pool... They also offered a free continental breakfast in the morning... It was only a 10 minute walk to the southernmost point in the US from the motel... The staff was so friendly and helpful and we would definitely stay here again...

...Rooms were Clean and very well kept. Front desk staff Karen, Sophia and Niclloy... All were very friendly and helpful on planning the day...

Wonderful stay 3rd time staying. Very clean, wonderful caring staff, beds are super comfy...

...Reception staff very friendly and helpful...

We stayed for 5 days for a wedding and this place was perfect. Close to both the beach and the downtown life... They kept our room clean and restocked... The pools were great, towels always available... There were bicycles and electric scooters on-site you could rent... The tipsy rooster bar attached was awesome also!...

...Walking distance to every attraction and their private beach. Breakfast very good selection to start the day and the rooms clean and spacious... Prior to my arrival I called the Motel and Karen provide complete and accurate information about our stay and what to expect... Wonderful staff and we will return soon...

...We arrived at midnight and the lobby, as promised, held our room for us. The gentleman behind the counter was very knowledgeable about the area and gave us a lot of info... The room was small but clean and comfortable... The AC was set at 68° when we walked in... The room has tile floors, no carpeting... The room was equipped with a refrigerator (on and cool), microwave, and coffee pot complete with cups, coffee, tea and condiments... The sheets and pillows all smelled bleach clean... The motel had given us passes to the nearby private beach which was our plan for our next morning... This motel is across from a grocery, has a bar and ice cream truck out front, half block from a breakfast food truck, a block away from the Southernmost Point Buoy, one mile from Mike Marker 0, one mile from a park and beach where we viewed the 4th of July firework display (amazing!)... There are two pools on property, neither of which we took advantage of during our stay... The rear pool was small but appeared clean... They do have a continental breakfast every day that includes large muffins, a variety of cereals, yogurt, coffee and juices located in the lobby...

...They have there own private beach and give you beach towels and chairs, so there’s no renting when you get there!... They’re very friendly and willing to help anytime!... They need to make several investments into updating the rooms, especially #21-25... I’d say the positive outweigh the negatives, besides you’re in Key West and shouldn’t be spending a whole lot of time in your room anyways!...

...They provide everything you need, very comfortable and clean and a great location! We were down for a baseball tournament, so the Free washer and dryer came in handy!... The continental breakfast was great, as was the live music and ice cream at the tipsy rooster in front of the motel at night... Everyone we met was so helpful and friendly, we will definitely be back!...

I searched high and low for a reasonably priced place to stay in key west that was clean and comfortable... This place was perfect for our overnight stay in key west!... It was a comfortable place to lay our head after a day of exploring key west!... The rooms were spotlessly clean and the air conditioning worked great!... The pools were a great spot to cool off as well!... We found out we had beach access through the hotel after looking at the website... Overall this is a great place to stay!... It was quiet, clean, and a short bike ride or walk to all the action!...

...Luckily for us there was extremely helpful staff on a front dest of the Motel... After all stress we had a nice 2 nights stay in bungalow No.7 which can accommodate up to 4 persons and also have a small "kitchenette" with a big refrigerator and quiet AC unit in booth spaces... Whole place is spotless clean with friendly staff, very quiet for a good night rest and a decent amount of parking spaces... We enjoyed pool (where you get fresh towels the whole day)... Motel also offers nice complementary breakfast with good coffee... You need 5 min walk to Duval Street where is all the happenings in Key West (20 mins walk to downtown), also 5 min walk to Southernmost Point of the Continental U.S.A... They also offer reasonable prices...

...Spent 3 nights at the Southwinds Motel for a birthday weekend. As others have said the rooms are bit dated, but the bed was comfortable and the room was clean... The location is close to the Southernmost Point which is good, but its at the end other end of Duval where most of the busier bars are, so be prepared to walk / Uber / Pedicab... The other plus point is that there is parking which can be an issue in Key West... Overall enjoyed our stay, but its hard not to in Key West!...

...The gentleman who answered the phone was helpful & informative... There is a cute bar on site with live music that seemed to be a popular spot away from Duval... Plus, a dessert truck that’s open late with mini donuts & ice cream... The Venetian blinds are the same that you likely had in your dorm room & in the same condition... It just would make such a difference in first impressions if they removed the trash in & around the landscaping & updated things such as blinds, paint etc...

...It is centrally located for walking Old Town and a great place to stay. The room was small, but the bed very comfy, we were in room 6... The motel offers some really nice amenities to take advantage of; onsite bike rentals, a bar/liquor store with talented live entertainment daily, a food truck that offers ice cream and donuts, free continental breakfast, free parking, and last but not least, free beach access with towels and chairs at a resort nearby... They offered bottled water for making coffee as the island was under a boil advisory while were there... I would stay there again, in hopes of a room with newer furniture...

...The Southwinds Motel is the perfect budget friendly spot to stay in KW! It has the classic 50's KW charm - nothing fancy - but location is awesome, it was clean/bed was comfy, and the way the property is run, you would think you were staying at a higher end hotel... Included continental breakfast was simple, but just enough to get the day started... The location is within an easy walk to Higgs Beach, as well as many great restaurants...

Quaint little motel just off Duvall. We enjoyed the pool and bar/liquor store area... Rooms are small but clean and well maintained... Great spot for our spring getaway...

Southwinds Motel was the perfect place to stay in Key West. It was close to everything and since we didnt have a car we could walk to everything... 5 minute walk to Duvall Street or the beach... South Beach was beautiful and the motel gave us coupons for complimentary chairs on the beach... The motel had 2 pools-one small heated and one large pool... The rooms were perfect with comfortable beds and a little porch to sit on... They also offered a free continental breakfast in the morning... We loved this cute place and enjoyed sitting out front of the motel in comfy chairs... There is a bar on site that had entertainment most nights and plenty of restaurants/ bars in walking distance... It was only a 10 minute walk to the southernmost point in the US from the motel... The staff was so friendly and helpful and we would definitely stay here again...

...They have bikes you can rent out which was perfect to get around and see the town...

Great place to stay, close to everything, and very clean... It is a little small but had everything we needed... Our room was cleaned daily and towels were swapped out for clean ones... Highly recommend the Southwinds Motel!...

Our room is right next to the bar (as seem to be quite many others). It is as of the live band was playing in our room...

Very cute place which was very close to where we wanted to go and visit... The food truck on-site that sold mini donuts had me at donuts... Reception staff very friendly and helpful...

...We traveled to Key West last Fall and enjoyed our stay at the Southwinds Motel for a long weekend. The location is good and the amenities are nice... The pools were nice, but closed too early... The bar next door has live music and carryout liquor which was convenient... The Staff was helpful and the room comes with beach access at the southernmost point which was a nice bonus...

This is a great place in the heart of Old Town, Key West. Rooms are clean clean clean... Very convenient to everywhere in Old Town/ popular attractions, restaurants, Mallory Square, all within walking distance... Great little beach bar right next door...

...The location is wonderful; the staff is so incredibly helpful; the on-site bar was a nice bonus; & the amenities were fabulous!! I spent the end of my day in the larger of the 2 pools, but did take a short dip in the smaller one... We rented bicycles from our front desk, at an incredibly reasonable price... While the room was on the small side & the water pressure could've been a bit better in the shower, we really liked our room... I highly recommend this wonderful property & will absolutely book here again if ever in the area...