Southwinds Motel
US$131
/ night
Avg. for September
Select dates to see prices and availability
US$131
/ night
Avg. for September
Monthly average prices
Nightly prices at Southwinds Motel average US$131 in the cheapest month (September) and US$376 in the most expensive month (February), based on the last 12 months.
| Month | Average price |
|---|---|
| January | US$313 |
| February | US$376 |
| March | US$361 |
| April | US$305 |
| May | US$235 |
| June | US$167 |
| July | US$162 |
| August | US$147 |
| September | US$131 |
| October | US$205 |
| November | US$227 |
| December | US$246 |
J
F
M
A
M
J
J
A
Sept · US$131
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Most expensive: February (~US$376)
Cheapest: September (~US$131)
About this property
Enjoy two outdoor swimming pools and a complimentary breakfast just steps from Duval Street in Key West.
Location
Located near the beach, Southwinds Motel is in Old Town Key West, a neighborhood in Key West. Duval Street and Southernmost Point are notable landmarks, and the area's natural beauty can be seen at South Beach and Clarence S. Higgs Memorial Beach Park. Ernest Hemingway Home and Museum and Mallory Square are two other places to visit that come recommended. Discover the area's water adventures with kayaking, scuba diving, and snorkeling nearby, or enjoy the great outdoors with ecotours.
Parking
Swimming pool
Non-smoking rooms
Tour desk
WiFi
Pool outdoor
Location
1321 Simonton Street, Uptown - Upper Duval, Key West, Florida, United States of America
Room options
4
Standard Queen Room
Room details
1 Large Double Bed
Sleeps 2
200 ft²
Air ConditioningRefrigeratorMicrowavePatio
5
Queen Room with Two Queen Beds
Room details
2 Large Double Beds
Sleeps 4
320 ft²
Air ConditioningRefrigeratorMicrowavePatio
4
Queen Deluxe
Room details
1 Large Double Bed
and 1 Sofa Bed
Sleeps 4
500 ft²
Air ConditioningRefrigeratorMicrowavePatio
4
Standard King Room
Room details
1 Extra-Large Double Bed
Sleeps 2
200 ft²
Air ConditioningRefrigeratorMicrowave
Guest reviews
8.2
Very good
Based on 1,591 verified reviews
Who stays here?
Business
2%
Couple
49%
Family
28%
Group
17%
Solo
2%
What guests think
AI-generated summary based on recent guest reviews
At Southwinds Motel, travellers consistently praise the walkable location near Duval Street and Southernmost Point, friendly staff, and laid-back, old-Florida vibe, while noting compact, dated rooms with tiny bathrooms and occasional noise from the on-site bar.
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What guests think
At Southwinds Motel, travellers consistently praise the walkable location near Duval Street and Southernmost Point, friendly staff, and laid-back, old-Florida vibe, while noting compact, dated rooms with tiny bathrooms and occasional noise from the on-site bar.
Facilities include two small pools, beach chair and towel access, free parking and laundry, plus scooter and bike rentals, though parking can be tight and some amenities are occasionally out of order. Most guests find rooms clean, but feedback on deep cleaning is mixed, with sporadic reports of ants or roaches and housekeeping only every three days or missed service. The complimentary continental breakfast is simple grab‑and‑go and convenient, but it is not a hot breakfast. Overall, it suits travelers prioritizing value and proximity over space and modern finishes.
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AI-generated summary based on recent guest reviews
Facilities
Two small pools, beach chair/towel access, free parking and laundry, and on‑site rentals are appreciated. Some drawbacks include tight parking, occasional noise near the bar, and intermittent maintenance issues (e.g., pool or ice machines).
Related guest reviews
8
Linda
12 Apr 2025
·
Stayed 3 nights
The staff is excellent. Standard continental breakfast. While the property is older it was very clean and comfortable. The bathroom is a bit small. Loved the bar attached to the property with live music.
The staff is excellent. Standard continental breakfast. While the property is older it was very clean and comfortable. The bathroom is a bit small. Loved the bar attached to the property with live music.
8
Veronica
14 Jan 2025
·
Stayed 2 nights
Super good location - close to beach, restaurants, shops. Heated (but very small) pool (+ one which was not heated). OK complementary breakfast (coffee, juice, muffins, cereals, egg etc). Very quite area Good free parking Good WiFi A small bar on the premises with live music Silent aircon Free sunchairs/towels at the beach I would stay here again. :-)
Super good location - close to beach, restaurants, shops. Heated (but very small) pool (+ one which was not heated). OK complementary breakfast (coffee, juice, muffins, cereals, egg etc). Very quite area Good free parking Good WiFi A small bar on the premises with live music Silent aircon Free sunchairs/towels at the beach I would stay here again. :-)
6
Deborah
1 Aug 2025
·
Stayed 1 night
The staff was fine, not particularly friendly. Parking was not good. The second pool was out of order, so the one pool was crowded.
The staff was fine, not particularly friendly. Parking was not good. The second pool was out of order, so the one pool was crowded.
10
Paul
9 Nov 2025
·
Stayed 3 nights
Keep in mind it’s a motel! Staff were very friendly and the place was clean, as was the bathroom. Never entertained the two pools they have but people seemed to enjoy them. I think my only don’t is the property owns a bar next door and if your room is next to it - it can be quite noisy. Otherwise if ya not looking for all the fancy frills go for it, I’d stay again. They accommodate parking too, we rented a golf cart and it was no problem parking on the property. Enjoy!
Keep in mind it’s a motel! Staff were very friendly and the place was clean, as was the bathroom. Never entertained the two pools they have but people seemed to enjoy them. I think my only don’t is the property owns a bar next door and if your room is next to it - it can be quite noisy. Otherwise if ya not looking for all the fancy frills go for it, I’d stay again. They accommodate parking too, we rented a golf cart and it was no problem parking on the property. Enjoy!
10
Cyrenah
25 Jun 2025
·
Stayed 4 nights
Was very clean, air conditioner worked very well, pool was good, but closed pretty early. Great value considering its one of the cheaper places in Kwy West. Will definitely be staying there for our next trip.
Was very clean, air conditioner worked very well, pool was good, but closed pretty early. Great value considering its one of the cheaper places in Kwy West. Will definitely be staying there for our next trip.
10
Susan
28 Jun 2025
·
Stayed 1 night
This property is amazing. Two pools, one heated. Free laundry (with detergent!). Front desk did magic and got me my room for a second night. Coupon for free umbrella and towels at the beach around the corner. Go get a Classic Cuban from Ana’s Cafe right across the street. Right on the Duval Loop Trolley. Great value for money. Highly Recommend!
This property is amazing. Two pools, one heated. Free laundry (with detergent!). Front desk did magic and got me my room for a second night. Coupon for free umbrella and towels at the beach around the corner. Go get a Classic Cuban from Ana’s Cafe right across the street. Right on the Duval Loop Trolley. Great value for money. Highly Recommend!
8
Victoria
28 Oct 2024
·
Stayed 3 nights
The location is good- near the southernmost point, walkable access to the main area on Duvall. The rooms are spacious and clean, property has 3 pools and parking. There’s a resort fee but you have that wherever you stay in key west! They also have complimentary breakfast items in the lobby. Would stay here again.
The location is good- near the southernmost point, walkable access to the main area on Duvall. The rooms are spacious and clean, property has 3 pools and parking. There’s a resort fee but you have that wherever you stay in key west! They also have complimentary breakfast items in the lobby. Would stay here again.
8
Tara
11 Nov 2025
·
Stayed 5 nights
We love our stay at Southwinds. There are a couple things that could make it much better: 1. Some hooks on the shower door or bathroom wall for towels. 2. A bit more water pressure or a new shower head. Other than that - it's always a pleasure staying at Southwinds. We love the location. It's quiet. It's in walking distance to many of the locations we love. The Tipsy Rooster is a great bonus also. The beds are comfortable. The AC works great. The pools are amazing.
We love our stay at Southwinds. There are a couple things that could make it much better: 1. Some hooks on the shower door or bathroom wall for towels. 2. A bit more water pressure or a new shower head. Other than that - it's always a pleasure staying at Southwinds. We love the location. It's quiet. It's in walking distance to many of the locations we love. The Tipsy Rooster is a great bonus also. The beds are comfortable. The AC works great. The pools are amazing.
8
Stacy
5 Nov 2024
·
Stayed 1 night
Great rate for Key West. Bar on property. We actually had the room attached to the bar. We sleep with a sound machine & didn't hear a thing. Pool had lots of leaves in the filter. Room was basic, but you don't need much more in Key West. Bed very comfortable.
Great rate for Key West. Bar on property. We actually had the room attached to the bar. We sleep with a sound machine & didn't hear a thing. Pool had lots of leaves in the filter. Room was basic, but you don't need much more in Key West. Bed very comfortable.
8
Crystal
1 Jul 2025
·
Stayed 4 nights
It is everything you need. Clean rooms, hot showers, two pools, ice and washer and dryer. Small breakfast and on the quiet end of the adventures. Grocery store across the street, ice cream and bar/restaurant on site. Excellent pricing and friendly staff. Thank you for an incredible girls trip. We will see you soon.
It is everything you need. Clean rooms, hot showers, two pools, ice and washer and dryer. Small breakfast and on the quiet end of the adventures. Grocery store across the street, ice cream and bar/restaurant on site. Excellent pricing and friendly staff. Thank you for an incredible girls trip. We will see you soon.
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AI-generated summary based on recent guest reviews
Cleanliness
Many reviews note clean rooms and grounds, but consistency is mixed. Recurring issues include infrequent or missed housekeeping (about every three days), bathrooms/floors needing deeper cleaning, and occasional pests such as ants or roaches.
Related guest reviews
6
Janet
28 Sept 2024
·
Stayed 6 nights
This was my 4th time staying at Southwinds and probably my last. The motel's policy to clean rooms every 3rd day is a bad one. We had garbage overflowing and a pile of wet dirty towels on the bathroom floor. During our week long stay, our room was cleaned once.
This was my 4th time staying at Southwinds and probably my last. The motel's policy to clean rooms every 3rd day is a bad one. We had garbage overflowing and a pile of wet dirty towels on the bathroom floor. During our week long stay, our room was cleaned once.
4
Alexandre
5 Aug 2025
·
Stayed 1 night
Bed bug on myself and my pregnant wife. :(
Bed bug on myself and my pregnant wife. :(
10
Terri
9 Sept 2025
·
Stayed 2 nights
Everything was clean, staff was friendly and a great location
Everything was clean, staff was friendly and a great location
4
john
21 Jan 2024
·
Stayed 7 nights
Room was surface clean, but bathroom vanity sides were decaying from water damage. Mildew on bathroom ceiling. Bathroom tile needed a deep clean/steam. (Have pictures of all). Disappointed in room condition as we have stayed at Southwinds multiple times, and recommend them to everyone we know coming to Key West. Not sure we will stay here again.
Room was surface clean, but bathroom vanity sides were decaying from water damage. Mildew on bathroom ceiling. Bathroom tile needed a deep clean/steam. (Have pictures of all). Disappointed in room condition as we have stayed at Southwinds multiple times, and recommend them to everyone we know coming to Key West. Not sure we will stay here again.
6
Darrell
21 Sept 2024
·
Stayed 1 night
The people were very nice, but bugs in the room and pool dirty, breakfast was good. Location is grea5
The people were very nice, but bugs in the room and pool dirty, breakfast was good. Location is grea5
10
Cheryl
3 Mar 2024
·
Stayed 2 nights
The property was well kept how ever the floor in our room was filthy . Your feet turned black because the floors were so dirty.
The property was well kept how ever the floor in our room was filthy . Your feet turned black because the floors were so dirty.
6
Ava
24 Jul 2025
·
Stayed 4 nights
Our room was nice. AC and wifi worked well. The area around the motel is nice. Simple, but free breakfast every morning. Only issue was our room never got cleaned during our 5 day stay and staff shut us down when we asked about it.
Our room was nice. AC and wifi worked well. The area around the motel is nice. Simple, but free breakfast every morning. Only issue was our room never got cleaned during our 5 day stay and staff shut us down when we asked about it.
10
Ashley
28 Jul 2025
·
Stayed 2 nights
While the property is older the rooms were clean and cold which was much appreciated. Staff was excellent and friendly. I was a little worried as the seal around the doors and the AC unit could stand to be addressed but no issues and the room served it's purpose. The TV is very small but who goes to Key West to watch TV? Overall I was pleasantly surprised and would stay at the motel again.
While the property is older the rooms were clean and cold which was much appreciated. Staff was excellent and friendly. I was a little worried as the seal around the doors and the AC unit could stand to be addressed but no issues and the room served it's purpose. The TV is very small but who goes to Key West to watch TV? Overall I was pleasantly surprised and would stay at the motel again.
8
Denise
9 Sept 2025
·
Stayed 1 night
Great location. Place was clean and neat. Leary about motels but this one was very nice. Didn't get to use all the amenities. Would suggest.
Great location. Place was clean and neat. Leary about motels but this one was very nice. Didn't get to use all the amenities. Would suggest.
4
Aneta
25 Jul 2025
·
Stayed 4 nights
I rarely leave negative reviews, but this hotel was truly below acceptable standards. The room was in dire need of upgrades — everything felt old, worn down, and poorly maintained. The floor was filthy when we arrived, and to make matters worse, the tub still had hair in it from a previous guest. That alone was enough to make me question the cleanliness of the entire room. The AC unit was not properly insulated, and during a thunderstorm, rainwater actually started leaking in through the unit. It was a huge mess and made us feel completely uncomfortable and unsafe. The pool was also a major letdown. It looked unkempt and murky, clearly not cleaned or properly maintained on a regular basis. We had looked forward to using it, but after seeing the condition, we decided it wasn’t worth the risk. Overall, I would not recommend staying here unless significant improvements are made. Cleanliness and basic maintenance should be a priority — unfortunately, this hotel failed on both fronts.
I rarely leave negative reviews, but this hotel was truly below acceptable standards. The room was in dire need of upgrades — everything felt old, worn down, and poorly maintained. The floor was filthy when we arrived, and to make matters worse, the tub still had hair in it from a previous guest. That alone was enough to make me question the cleanliness of the entire room. The AC unit was not properly insulated, and during a thunderstorm, rainwater actually started leaking in through the unit. It was a huge mess and made us feel completely uncomfortable and unsafe. The pool was also a major letdown. It looked unkempt and murky, clearly not cleaned or properly maintained on a regular basis. We had looked forward to using it, but after seeing the condition, we decided it wasn’t worth the risk. Overall, I would not recommend staying here unless significant improvements are made. Cleanliness and basic maintenance should be a priority — unfortunately, this hotel failed on both fronts.
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AI-generated summary based on recent guest reviews
Rooms
Rooms are generally small with very tight bathrooms and dated furnishings; some units are more spacious. Comfort is basic with small TVs and variable AC, and light or music can affect rooms near the bar; in‑room Wi‑Fi can be spotty.
Related guest reviews
6
Linda
12 Nov 2025
·
Stayed 2 nights
Room is very small with nowhere to put things. However it was clean. Excellent location for walking all around key West. Breakfast was small.
Room is very small with nowhere to put things. However it was clean. Excellent location for walking all around key West. Breakfast was small.
6
Barry
25 Oct 2025
·
Stayed 3 nights
Tiny rooms. Tiny TV. The bathroom is so small you can’t even close the door while sitting on the toilet. The breakfast was just a counter with some packaged muffins, yogurt packs, packaged eggs.
Tiny rooms. Tiny TV. The bathroom is so small you can’t even close the door while sitting on the toilet. The breakfast was just a counter with some packaged muffins, yogurt packs, packaged eggs.
6
Craig
30 Apr 2024
·
Stayed 1 night
Dated, small but clean. Noisy AC. Not quite what you see on the web. BK not open til 10:00am. Continental at that. Would I stay again. No. Can get bettet accomodations for next to same price.
Dated, small but clean. Noisy AC. Not quite what you see on the web. BK not open til 10:00am. Continental at that. Would I stay again. No. Can get bettet accomodations for next to same price.
6
Nicola
30 Aug 2024
·
Stayed 1 night
This motel desperately needs an update, the rooms look like a typical 70's offering, I was expecting Clint Eastwood to turn up with Clyde! The walls have really out of date wood mouldings that take up the bottom half of the walls, the shower is nothing like the stock photo held on Expedia. It is all tiled, again in the 70's, and looks like a shower from a public swimming pool changing room, so also unsafe as it's slippery. The car parking / tarmaced area outside the rooms was appalling, it rained heavily during the afternoon and the drains could not cope, with the ground being extremely uneven, you had to paddle through the water which came up to your ankles. I booked this property because of it's proximity to Duval Street which according to the PR is all about pubs, clubs, dining and families, again a major let down, not what it's made out to be at all.
This motel desperately needs an update, the rooms look like a typical 70's offering, I was expecting Clint Eastwood to turn up with Clyde! The walls have really out of date wood mouldings that take up the bottom half of the walls, the shower is nothing like the stock photo held on Expedia. It is all tiled, again in the 70's, and looks like a shower from a public swimming pool changing room, so also unsafe as it's slippery. The car parking / tarmaced area outside the rooms was appalling, it rained heavily during the afternoon and the drains could not cope, with the ground being extremely uneven, you had to paddle through the water which came up to your ankles. I booked this property because of it's proximity to Duval Street which according to the PR is all about pubs, clubs, dining and families, again a major let down, not what it's made out to be at all.
6
Christina M
12 Dec 2024
·
Stayed 2 nights
Unfortunately our room was directly Next to the rooster bar and we heard the people In there and the music well into 3am every night - made for very poor sleeping conditions. Also when showering the hot and cold handles did not work, made for very cold Showers which was really too bad, wouldn’t recommend or stay here again
Unfortunately our room was directly Next to the rooster bar and we heard the people In there and the music well into 3am every night - made for very poor sleeping conditions. Also when showering the hot and cold handles did not work, made for very cold Showers which was really too bad, wouldn’t recommend or stay here again
6
Tequesta
20 Jun 2025
·
Stayed 3 nights
Location is excellent. Property needs updating especially if they are charging the same rates as fees as surrounding hotels. The check in lady was very rude. Looks like she wanted to go home and busy speaking to others instead of completing my check out. The AC unit in the room barely blew cold air and when we said something they brought us a fan.
Location is excellent. Property needs updating especially if they are charging the same rates as fees as surrounding hotels. The check in lady was very rude. Looks like she wanted to go home and busy speaking to others instead of completing my check out. The AC unit in the room barely blew cold air and when we said something they brought us a fan.
4
Stacey
21 Aug 2025
·
Stayed 3 nights
The reviews for this motel were great so I had no worries when I booked it. But it’s fair to say this place is incredibly tired and run down. the exterior of the motel is in need of some tlc, and I hoped that it was only the exterior that was tired. Whilst the rooms were huge, they were badly in need of renovating, there were cracked and peeling walls, and very dated and tired furniture. Whilst it appeared superficially clean it needed a good deep clean. Although we booked 3 nights we left after 2 as we really didn’t feel comfortable here. It could be beautiful if renovated, but with the half hearted staff we saw, I can’t see any changes happening any time soon.
The reviews for this motel were great so I had no worries when I booked it. But it’s fair to say this place is incredibly tired and run down. the exterior of the motel is in need of some tlc, and I hoped that it was only the exterior that was tired. Whilst the rooms were huge, they were badly in need of renovating, there were cracked and peeling walls, and very dated and tired furniture. Whilst it appeared superficially clean it needed a good deep clean. Although we booked 3 nights we left after 2 as we really didn’t feel comfortable here. It could be beautiful if renovated, but with the half hearted staff we saw, I can’t see any changes happening any time soon.
6
Iva
25 Oct 2024
·
Stayed 2 nights
Friendly staff, great location. Rooms are a bit tired and dated but clean. Bed is comfortable. Washroom is very small so if you are a larger person it maybe too tight. It worked ok for us.
Friendly staff, great location. Rooms are a bit tired and dated but clean. Bed is comfortable. Washroom is very small so if you are a larger person it maybe too tight. It worked ok for us.
4
Ronald
13 Feb 2024
·
Stayed 3 nights
location was good noise from bar music was loud under soffet lights shine in the rooms
location was good noise from bar music was loud under soffet lights shine in the rooms
10
david
10 Apr 2025
·
Stayed 1 night
Nice area. Very convenient. Wi-Fi not reliable in room but strong signal outside. Wasn't a problem.
Nice area. Very convenient. Wi-Fi not reliable in room but strong signal outside. Wasn't a problem.
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AI-generated summary based on recent guest reviews
Service
Staff are frequently described as friendly, helpful, and accommodating (early check‑in, local tips). However, some guests report rude or unhelpful interactions, key/check‑in mishaps, and slow responses to housekeeping requests.
Related guest reviews
6
Louise
5 Aug 2025
·
Stayed 1 night
the room we were given was not handicap friendly. the pool outside our door was out of order. the step into the room was hard to manage with my walker. The girl at check-in was not very friendly and seemed bothered. Nowhere in the room for a handicap person to sit. Brought a chair in from the pool.
the room we were given was not handicap friendly. the pool outside our door was out of order. the step into the room was hard to manage with my walker. The girl at check-in was not very friendly and seemed bothered. Nowhere in the room for a handicap person to sit. Brought a chair in from the pool.
6
Hallie
14 May 2025
·
Stayed 8 nights
The workers were quite literally the only damper. We were told we would have housekeeping come every 3 days. When the 3rd day came, we put our towels out on the floor to be picked up. When we came back the room was still not cleaned and dirty towels still there. Went to desk the next day to ask about housekeeping and when we told them they never came they said “that’s not good.” Oh? So then we asked for towels so we could at least shower. We were told no housekeeping was on the way. After 30 min we called and were told housekeeping was coming. Housekeeping came and we were kicked out of our room so they could clean, again all the while we were waiting all we wanted was clean towels so we could shower and leave for the day. When I asked for again shower towels days later I was given a beach pass? I asked “how does this get us shower towels?” Then the worker laughed and said she blunt I said “beach pass” ok idk how you get beach pass from shower towels but ok. Maybe look into retraining people who don’t know left from right.
The workers were quite literally the only damper. We were told we would have housekeeping come every 3 days. When the 3rd day came, we put our towels out on the floor to be picked up. When we came back the room was still not cleaned and dirty towels still there. Went to desk the next day to ask about housekeeping and when we told them they never came they said “that’s not good.” Oh? So then we asked for towels so we could at least shower. We were told no housekeeping was on the way. After 30 min we called and were told housekeeping was coming. Housekeeping came and we were kicked out of our room so they could clean, again all the while we were waiting all we wanted was clean towels so we could shower and leave for the day. When I asked for again shower towels days later I was given a beach pass? I asked “how does this get us shower towels?” Then the worker laughed and said she blunt I said “beach pass” ok idk how you get beach pass from shower towels but ok. Maybe look into retraining people who don’t know left from right.
10
Jennifer
15 Jul 2025
·
Stayed 1 night
The staff was amazing. The room was clean and quiet. Our flight was cancelled so we needed a room quickly. The staff gave us a room that was ready hours before check-in. Great service, great location.
The staff was amazing. The room was clean and quiet. Our flight was cancelled so we needed a room quickly. The staff gave us a room that was ready hours before check-in. Great service, great location.
4
Sean
18 Apr 2025
·
Stayed 1 night
Small, dirty little place. But, the kicker is that they use real keys that aren’t stamped with room number all that well. This was a problem because the guy at front desk gave us 2 keys to our “room” but one was the wrong room. After it wouldn’t open the one that was actually our room, we went to what the key said (thinking the front desk guy messed up) and yup, key worked…..let my wife open up a room with another couple having sex. The guy at the front desk just said “oh sorry” and gave us a better key. So no, we didn’t feel safe in these rooms as who knows who may just walk in.
Small, dirty little place. But, the kicker is that they use real keys that aren’t stamped with room number all that well. This was a problem because the guy at front desk gave us 2 keys to our “room” but one was the wrong room. After it wouldn’t open the one that was actually our room, we went to what the key said (thinking the front desk guy messed up) and yup, key worked…..let my wife open up a room with another couple having sex. The guy at the front desk just said “oh sorry” and gave us a better key. So no, we didn’t feel safe in these rooms as who knows who may just walk in.
6
Gerald
25 Jul 2025
·
Stayed 1 night
Staff was unaccommodating at check-in to let us know what side of the property our room would be so we could carry our luggage to that part of the property
Staff was unaccommodating at check-in to let us know what side of the property our room would be so we could carry our luggage to that part of the property
10
Susan Diana
10 Nov 2024
·
The check-in process was very easy management was excellent to work with they gave me many tips on places to go and things to do. Thank you Carlos
The check-in process was very easy management was excellent to work with they gave me many tips on places to go and things to do. Thank you Carlos
6
Tequesta
20 Jun 2025
·
Stayed 3 nights
Location is excellent. Property needs updating especially if they are charging the same rates as fees as surrounding hotels. The check in lady was very rude. Looks like she wanted to go home and busy speaking to others instead of completing my check out. The AC unit in the room barely blew cold air and when we said something they brought us a fan.
Location is excellent. Property needs updating especially if they are charging the same rates as fees as surrounding hotels. The check in lady was very rude. Looks like she wanted to go home and busy speaking to others instead of completing my check out. The AC unit in the room barely blew cold air and when we said something they brought us a fan.
10
Jody
23 Feb 2025
·
Stayed 2 nights
I cannot say enough good things about this motel. Karen, at the front desk was so helpful. She gave us tons of recommendations and was very accomodating. We parked our car and didn't have to move it until we left Key West. We walked to the beach, Southernmost Point, Bars, Restaurants, Hemingway House and Mallory Square. We would definitely stay here again.
I cannot say enough good things about this motel. Karen, at the front desk was so helpful. She gave us tons of recommendations and was very accomodating. We parked our car and didn't have to move it until we left Key West. We walked to the beach, Southernmost Point, Bars, Restaurants, Hemingway House and Mallory Square. We would definitely stay here again.
10
Melissa
25 Sept 2025
·
Stayed 4 nights
Hotel is amazing has everything you need. Pools are clean. Service is amazing
Hotel is amazing has everything you need. Pools are clean. Service is amazing
8
Denise
9 Sept 2025
·
Stayed 1 night
Great location. Place was clean and neat. Leary about motels but this one was very nice. Didn't get to use all the amenities. Would suggest.
Great location. Place was clean and neat. Leary about motels but this one was very nice. Didn't get to use all the amenities. Would suggest.
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AI-generated summary based on recent guest reviews
Location
Excellent, walkable base near the quieter end of Duval Street, Southernmost Point, beaches, and trolley/loop stops. Easy access to restaurants, bars, and attractions without needing to drive.
Related guest reviews
8
Maximo
17 Jun 2025
·
Stayed 4 nights
Great location close to everything around old town key west
Great location close to everything around old town key west
10
Bruce T
9 Apr 2025
·
Stayed 3 nights
Very clean and very convenient to get to the beach and Duvall. Perfect location. We'll definitely stay again!
Very clean and very convenient to get to the beach and Duvall. Perfect location. We'll definitely stay again!
10
Perry
16 Oct 2025
·
Stayed 2 nights
Perfect location for everything in Key West.
Perfect location for everything in Key West.
10
Jodi
26 Feb 2025
·
Stayed 4 nights
Location, location, location! We were very well pleased with everything. The staff was super friendly and helpful!!! Rooms were very clean, and the place had all the amenities we could ask for! Definitely will stay there again and highly recommend SouthWinds to others.
Location, location, location! We were very well pleased with everything. The staff was super friendly and helpful!!! Rooms were very clean, and the place had all the amenities we could ask for! Definitely will stay there again and highly recommend SouthWinds to others.
10
Linda
24 Jun 2025
·
Stayed 1 night
The location was perfect! Everything is right there, it's safe and the staff was wonderful!
The location was perfect! Everything is right there, it's safe and the staff was wonderful!
10
Anne-Marie
20 May 2025
·
Stayed 2 nights
Close to the beach!
Close to the beach!
10
Lisa
21 Jan 2025
·
Stayed 2 nights
Location location location Property is a block away from Duval St Walked everywhere
Location location location Property is a block away from Duval St Walked everywhere
10
Nicole
15 Oct 2025
·
Stayed 3 nights
Great place!! Centrally located to be able to walk all over and check out the Duval Street area. Suited our needs perfectly.
Great place!! Centrally located to be able to walk all over and check out the Duval Street area. Suited our needs perfectly.
10
James
30 Jun 2025
·
Stayed 2 nights
Great location. Good value, small rooms because they have updated a motel from a past era. Friendly helpful staff. Laundry room was a plus.
Great location. Good value, small rooms because they have updated a motel from a past era. Friendly helpful staff. Laundry room was a plus.
8
Varun
28 Jul 2025
·
Stayed 1 night
The Motel has been well maintained and the staff are very helpful. Location is great.
The Motel has been well maintained and the staff are very helpful. Location is great.
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AI-generated summary based on recent guest reviews
Dining
The complimentary continental breakfast is basic and cold (muffins, cereal, yogurt, fruit); some find it convenient, others find it limited. The Tipsy Rooster bar with live music is a popular on‑site option.
Related guest reviews
8
Linda
11 Mar 2025
·
Stayed 4 nights
The check in process was easy. The property offers 2 pools,( 1 smaller heated one) which are clean, and a very basic continental breakfast with several comfortable outdoor areas. Unfortunately, maid service is only every 3 days, but we had to specifically ask for our room to be done because our room was not initally on the list for our 3rd day there. The room, itself, is clean, but is a very, very dated room with a tiny bathroom, though the bed is comfortable. The location is great and musical entertainment is offered daily as part of the complex, along with outdoor bar and pricy ice cream truck. The Cuban restaurant across the street is casual and delicious. The staff are very helpful and friendly.
The check in process was easy. The property offers 2 pools,( 1 smaller heated one) which are clean, and a very basic continental breakfast with several comfortable outdoor areas. Unfortunately, maid service is only every 3 days, but we had to specifically ask for our room to be done because our room was not initally on the list for our 3rd day there. The room, itself, is clean, but is a very, very dated room with a tiny bathroom, though the bed is comfortable. The location is great and musical entertainment is offered daily as part of the complex, along with outdoor bar and pricy ice cream truck. The Cuban restaurant across the street is casual and delicious. The staff are very helpful and friendly.
8
francesca
20 Nov 2024
·
Stayed 1 night
a good location for one night. breakfast included with pre-packaged food. umbrella and chair in the beach included in the fee.
a good location for one night. breakfast included with pre-packaged food. umbrella and chair in the beach included in the fee.
10
Brenda
18 Nov 2025
·
Stayed 7 nights
Yes,breakfast was fresh.
Yes,breakfast was fresh.
10
Randy
11 Jan 2024
·
Stayed 2 nights
Location on the southern part of old town was perfect. Biked to everywhere. Groceries across the street. Rooms are small and have been around for a while. But they were clean.
Location on the southern part of old town was perfect. Biked to everywhere. Groceries across the street. Rooms are small and have been around for a while. But they were clean.
10
mark
18 May 2025
·
Stayed 1 night
Fantastic location Friendly staff. Has a decent pool. Really good breakfast ( wasn’t hot but still had excellent choices) There is a bar next door which has a singer on at various times Overall really good option
Fantastic location Friendly staff. Has a decent pool. Really good breakfast ( wasn’t hot but still had excellent choices) There is a bar next door which has a singer on at various times Overall really good option
6
Linda
12 Nov 2025
·
Stayed 2 nights
Room is very small with nowhere to put things. However it was clean. Excellent location for walking all around key West. Breakfast was small.
Room is very small with nowhere to put things. However it was clean. Excellent location for walking all around key West. Breakfast was small.
6
Barry
25 Oct 2025
·
Stayed 3 nights
Tiny rooms. Tiny TV. The bathroom is so small you can’t even close the door while sitting on the toilet. The breakfast was just a counter with some packaged muffins, yogurt packs, packaged eggs.
Tiny rooms. Tiny TV. The bathroom is so small you can’t even close the door while sitting on the toilet. The breakfast was just a counter with some packaged muffins, yogurt packs, packaged eggs.
10
stephen
19 May 2024
·
Stayed 3 nights
Had an amazing time at this property. Everyone was so kind and helpful and help me navigate (dining, excursions, scooters, etc). Great bar, live music and continental breakfast. I was disappointed when they asked for an additional $67 after arriving seeing I thought all cost were covered...it's for daily breakfast. Anyway, one small thing out of my WHOLE visit. Definitely would stay with these guys next time.
Had an amazing time at this property. Everyone was so kind and helpful and help me navigate (dining, excursions, scooters, etc). Great bar, live music and continental breakfast. I was disappointed when they asked for an additional $67 after arriving seeing I thought all cost were covered...it's for daily breakfast. Anyway, one small thing out of my WHOLE visit. Definitely would stay with these guys next time.
8
Ronny
6 May 2025
·
Stayed 3 nights
Loud air conditioner from the room across, clean but simple, friendly staff, very basic pre-packaged breakfast.
Loud air conditioner from the room across, clean but simple, friendly staff, very basic pre-packaged breakfast.
8
Daile M
13 Sept 2025
·
Stayed 2 nights
As far as key west is concerned, this is a great budget hotel and easy walking to most places touristy. We based our stay here on using the e scooters on site to get around and had all kinds of issues which was unfortunate. The breakfast included was great. I do have an odd charge to follow up on with the hotel
As far as key west is concerned, this is a great budget hotel and easy walking to most places touristy. We based our stay here on using the e scooters on site to get around and had all kinds of issues which was unfortunate. The breakfast included was great. I do have an odd charge to follow up on with the hotel
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AI-generated summary based on recent guest reviews
8
Janet-george
3 weeks ago
·
Stayed 2 nights
Room was clean. You pay a “resort” fee for an older “motel “ feel. Pool area was plain. Exterior doors of out building falling apart seen down walkway. Breakfast choices ok.
Room was clean. You pay a “resort” fee for an older “motel “ feel. Pool area was plain. Exterior doors of out building falling apart seen down walkway. Breakfast choices ok.
8
COURTNEY
1 Aug 2026
·
Stayed 2 nights
Great location. Friendly and helpful staff. Good breakfast. Small, dated room.
Great location. Friendly and helpful staff. Good breakfast. Small, dated room.
10
Brian
29 Jul 2026
·
Stayed 3 nights
Small room but just right for 2 people. Charming old-style motel.
Small room but just right for 2 people. Charming old-style motel.
8
Blake
21 Jul 2026
·
Stayed 5 nights
It was soooo unbearably hot it would have been nice to go in the pools but they were both like bath water and the small pool was very dirty. Might I suggest you put cool water from the hose into the pools several times a day !!
It was soooo unbearably hot it would have been nice to go in the pools but they were both like bath water and the small pool was very dirty. Might I suggest you put cool water from the hose into the pools several times a day !!
10
Aly
20 Jul 2026
·
Stayed 7 nights
Room was clean, pool was cool. Breakfast was appreciated!
Room was clean, pool was cool. Breakfast was appreciated!
FAQs about Southwinds Motel
Is parking available at the property?
Parking is available on-site at Southwinds Motel, but it is limited. Guests can utilize the parking facilities without the need for a reservation.
Is breakfast offered, and what type is it?
A complimentary breakfast is offered, providing guests with a delightful start to their day. The specific type of breakfast is not detailed, but it is served on-site.
What are the standard check-in and check-out times?
Check-in time is at 16:00, and check-out time is at 11:00. Early or late check-in and check-out may be available upon request, but additional costs may apply.
What accessibility features are available for guests with disabilities?
The property offers accessible amenities, including step-free entrances and wheelchair-accessible facilities in public areas. Specific details about accessible rooms and bathrooms are not provided.
Where is the property located in relation to key landmarks?
Southwinds Motel is located in Old Town Key West, just steps from Duval Street and near notable landmarks such as Southernmost Point, South Beach, and Clarence S. Higgs Memorial Beach Park. The area offers various water adventures and outdoor activities.
Does the property have a swimming pool?
Yes, Southwinds Motel features two outdoor swimming pools, including a heated pool. The pools are available seasonally, providing a refreshing option for relaxation during the stay.
What are the policies for guests staying with children?
Children are welcome at the property. There is no specified minimum age for children to stay for free, making it a family-friendly option for guests traveling with kids.
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Prices for upcoming dates
September 2026
Su | Mo | Tu | We | Th | Fr | Sa |
|---|---|---|---|---|---|---|
October 2026
Su | Mo | Tu | We | Th | Fr | Sa |
|---|---|---|---|---|---|---|
Cheaper
Pricier
Average nightly price across deals, with taxes & fees.
Prices in USD for 2 guests, updated daily.
- 2026-09-16: 128.1642887831421USD
- 2026-09-17: 121.91213242468262USD
- 2026-09-18: 150.16887533599854USD
- 2026-09-19: 153.35463466882325USD
- 2026-09-20: 120.83172157920838USD
- 2026-09-21: 122.34230564141846USD
- 2026-09-22: 129.76987978291322USD
- 2026-09-23: 129.71865827099612USD
- 2026-09-24: 130.37200155929565USD
- 2026-09-25: 176.8324236407776USD
- 2026-09-26: 160.23502658898926USD
- 2026-09-27: 129.91370243977357USD
- 2026-09-28: 130.22460958102417USD
- 2026-09-29: 130.32415690538025USD
- 2026-09-30: 135.0244807936554USD
- 2026-10-01: 149.6507813345032USD
- 2026-10-02: 183.17061114324952USD
- 2026-10-03: 202.03687184536744USD
- 2026-10-04: 171.5329086689453USD
- 2026-10-05: 138.2157078369751USD
- 2026-10-06: 150.03289118890382USD
- 2026-10-07: 163.34950447363283USD
- 2026-10-08: 180.8463705210266USD
- 2026-10-09: 242.02705902883912USD
- 2026-10-10: 230.13892666552735USD
- 2026-10-11: 193.06499755166627USD
- 2026-10-12: 150.12410134829713USD
- 2026-10-13: 151.35782679605103USD
- 2026-10-14: 174.8064138197937USD
- 2026-10-15: 185.83124281179812USD
- 2026-10-16: 295.53505374658204USD
- 2026-10-17: NO DATA
- 2026-10-18: 339.1953431810303USD
- 2026-10-19: 343.7785268396607USD
- 2026-10-20: 328.3175562338257USD
- 2026-10-21: 418.5964726723023USD
- 2026-10-22: NO DATA
- 2026-10-23: NO DATA
- 2026-10-24: NO DATA
- 2026-10-25: 193.01387227145386USD
- 2026-10-26: 179.79338571139527USD
- 2026-10-27: 190.09164783615114USD
- 2026-10-28: 181.73513155239868USD
- 2026-10-29: 202.03687184536744USD
- 2026-10-30: 285.40260759738163USD
- 2026-10-31: NO DATA
- 2026-11-01: 276.3547977403259USD
- 2026-11-02: 227.44608362091066USD
- 2026-11-03: 253.8165451464844USD
- 2026-11-04: 413.6265425407715USD
- 2026-11-05: 433.5062280735474USD
- 2026-11-06: NO DATA
- 2026-11-07: 467.3016829812622USD
- 2026-11-08: 425.0878085586548USD
- 2026-11-09: 268.4853188624573USD
- 2026-11-10: 277.14517497613525USD
- 2026-11-11: 268.4853188624573USD
- 2026-11-12: 273.27706287020874USD
- 2026-11-13: 339.0777305411988USD
- 2026-11-14: NO DATA
- 2026-11-15: 203.80963481289675USD
- 2026-11-16: 202.14799321929934USD
Check-in time starts at16:00Check-in time ends at23:59Check-out time ends at11:00
Check-in must be done by someone who is at least 18 years old.
Age Requirements
Minimum age to check in is 18 years old
Pets
Pets not allowed;
Front Desk Services
Contactless check-out is available; Front desk staff will greet guests on arrival at the property. Information provided by the property may be translated using automated translation tools.
Identification
Government-issued photo identification and a credit card may be required at check-in for incidental charges;
Children And Extra Bed Policy
Extra-person charges may apply and vary depending on property policy; No rollaway/extra beds available
Dining
Wrap up your day with a drink at the bar/lounge. A complimentary continental breakfast is served daily from 7:00 AM to 10:00 AM.
Mandatory Fees And Taxes
You'll be asked to pay the following charges at the property. Fees may include applicable taxes:
- Resort fee: USD 33.75 per accommodation, per night
- Additional inclusions
- Beach access
- Beach loungers
- Beach towels
- Concierge service
- In-room coffee
- Internet access
- Laundry facilities
- Partner property beach club access
- Phone calls
- Pool access
Popular amenities
Parking
Swimming pool
Non-smoking rooms
Tour desk
WiFi
Pool outdoor
Activities
Swimming pool
Pool outdoor
Outdoor heated pool
Outdoor Furniture
Pool (Seasonal Outdoor)
General
Non-smoking rooms
Vending machines
Beach Sun Loungers
Internet
WiFi
Services
Tour desk
Luggage storage
Self laundry
24-Hour Front Desk
Concierge Services
Parking
Parking
Parking (Limited)
Parking Onsite