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Recent guest reviews

Very clean, comfortable bed, nice towels, excellent staff. We will return.

Great location. Room was big. The three pools were nice.

Great location! This was our second time staying and we really have no complaints. Loved the Tipsy Rooster it was always our last stop before bed. Staff are friendly and informative. We also learned from our last stay that they will start remodeling the rooms soon. We would definitely stay again.

It was very close to the beach and convenient to other places. The bathroom could use more shelving and hooks for towels. A luggage holder would be nice too so you don’t have to place your luggage on the floor. The shower head sprayed water everywhere, it was hard to not get water everywhere. Just an updated shower head would do the trick. Everything was clean and staff was so helpful and kind. We did enjoy our stay there.

Southwinds was in the perfect location, just off Duval Street and near the Southernmost Point marker that is the most popular photo spot in Key West.

It was close to everything. And a easy walk to the ocean and all the bars

THIS PLACE WAS HORRIBLE FOR THE AMOUNT OF MONEY I PAID , THE AC BARLEY WORKED IT WAS DINGY AND DIRTY AND THE TV DIDNT WORK. DONT WASTE YOUR TIME

Charged me a resort fee $ 22.50 ????????? Neither Orbitz or the hotel had this charged posted on their website.

It is in the perfect location.... walking distance to the beach, Duval St and many other attractions. I felt safe and clean the whole time!

Clean efficient room with a fridge and microwave which came in handy for a week long stay. Close to everything, beach, restaurants and Duval street but just out of earshot of the “partying” so it’s a great place to rest and refresh.

Room felt like a cozy apartment. Loved it. Thinking I need to downsize and keep things simple by living in a space like this one.

We had two double queen bed roomS during July. The multiple pools were a pure benefit as It seems most rooms had good access to a pool. The layout of the room was spacious and includes a breakfast bar along with standard microwave and refrigerator. The location was great and allowed for walking to many locations. Only blocks from southernmost point. Would definitely stay again!

We absolutely loved the location. We had a pool within a few feet of our room. Room was a little dated, but I’m just there to shower and sleep so that wasn’t a big deal to me.

Friendly staff. Attached bar on property and cuban coffee across the street

Location and staff were great. Its an older hotel but very clean and we enjoyed our stay.

Simonton Street Key West FL

Hotel highlights

  • Steps from Duval Street and South Beach
  • Free WiFi in rooms and public areas
  • Bar/lounge
  • 3 outdoor pools

Located in Key West Historic District, Southwinds Motel is next to popular attractions like Duval Street and South Beach. This 58-room hotel welcomes guests with 3 outdoor pools, a bar/lounge, and free in-room WiFi.


Dining

At the end of the day, the bar/lounge is a great place to grab a drink.


Rooms

All 58 individually decorated rooms feature microwaves, refrigerators, and coffee makers. 32-inch LED TVs come with cable channels, and guests can stay connected with free WiFi. Bathrooms offer hair dryers and free toiletries, and pillowtop beds with premium bedding and down comforters ensure a restful night. Other standard amenities include free local calls and ironing boards.


Property features

Guests staying at Southwinds Motel enjoy 3 outdoor pools, free WiFi in public areas, and free newspapers. You'll find limited parking. The 24-hour front desk has multilingual staff ready to assist with luggage storage and concierge services. Additional amenities include laundry facilities and a picnic area.

Room options

Deluxe Room

1 Queen Bed and 1 Double Sofa Bed | Sleeps 4

Standard Room, 2 Queen Beds

2 Queen Beds | Sleeps 4

Standard Room, 1 King Bed

1 King Bed | Sleeps 2

Standard Room, 1 Queen Bed

1 Queen Bed | Sleeps 2

Guest reviews for Southwinds Motel

Everyone (33) Couples (13) Family (5)
4
Everyone

Very clean, comfortable bed, nice towels, excellent staff. We will return.

By on Feb 10, 2021

Review comment responded on Feb 10, 2021

Thanks for taking the time to leave this great review. We look forward to hosting you next trip to Key West. All the best, Jim Heineman VP Operations

5
Friends

Great location. Room was big. The three pools were nice.

By , from Columbus on Feb 4, 2021

Review comment responded on Feb 4, 2021

Thank so much for this great review of our motel. We look forward to hosting you next visit to Key West. All the best, Jim Heineman VP Operations

5
Partner Couples

Great location! This was our second time staying and we really have no complaints. Loved the Tipsy Rooster it was always our last stop before bed. Staff are friendly and informative. We also learned from our last stay that they will start remodeling the rooms soon. We would definitely stay again.

By on Feb 1, 2021

Review comment responded on Feb 1, 2021

Thank you so much for taking the time to write this great review of our motel. I was so pleased that your stay with us was so enjoyable. We appreciate your feedback. We have many superstars on our team that are dedicated to providing great guest service. We believe we have some of the best amenities and by far the best staff that makes our motel so special. We look forward to hosting your next trip and thanks for telling your friends as well! All the best, Jim Heineman VP Operations

4
Partner Couples

It was very close to the beach and convenient to other places. The bathroom could use more shelving and hooks for towels. A luggage holder would be nice too so you don’t have to place your luggage on the floor. The shower head sprayed water everywhere, it was hard to not get water everywhere. Just an updated shower head would do the trick. Everything was clean and staff was so helpful and kind. We did enjoy our stay there.

By on Jan 28, 2021

Review comment responded on Jan 29, 2021

Thanks for your review of our motel and we appreciate all your feedback. We look forward to hosting your next visit to Key West. All the best, Jim Heineman, VP Operations

5
Everyone

Southwinds was in the perfect location, just off Duval Street and near the Southernmost Point marker that is the most popular photo spot in Key West.

By , from Chattanooga on Jan 4, 2021

Review comment responded on Jan 5, 2021

Thank you so much for taking the time to write this great review of our motel. I was so pleased that your stay with us was so enjoyable. We appreciate your feedback. We have many superstars on our team that are dedicated to providing great guest service. We believe we have some of the best amenities and by far the best staff that makes our motel so special. We look forward to hosting your next trip and thanks for telling your friends as well! All the best, Jim Heineman VP Operations

5
Everyone

It was close to everything. And a easy walk to the ocean and all the bars

By , from Kansas on Dec 9, 2020

Review comment responded on Dec 10, 2020

Thank you so much for taking the time to write this great review of our motel. I was so pleased that your stay with us was so enjoyable. We appreciate your feedback. We have many superstars on our team that are dedicated to providing great guest service. We believe we have some of the best amenities and by far the best staff that makes our motel so special. We look forward to hosting your next trip and thanks for telling your friends as well! All the best, Jim Heineman VP Operations

1
Partner Couples

THIS PLACE WAS HORRIBLE FOR THE AMOUNT OF MONEY I PAID , THE AC BARLEY WORKED IT WAS DINGY AND DIRTY AND THE TV DIDNT WORK. DONT WASTE YOUR TIME

By , from MIAMI on Sep 21, 2020

Review comment responded on Sep 22, 2020

I am sorry that we could not meet your expectations. All the best, Jim Heineman VP Operations

3
Partner Couples

Charged me a resort fee $ 22.50 ????????? Neither Orbitz or the hotel had this charged posted on their website.

By , from New york city on Sep 10, 2020

Review comment responded on Sep 11, 2020

Thank you so much for taking the time to write this review of our motel. I am sorry that we did not communicate our fees to you more clearly in our media presentations. I will address that with our media team. We have many superstars on our team that are dedicated to providing great guest service. We believe we have some of the best amenities and by far the best staff that makes our motel so special. We look forward to hosting your next trip. All the best, Jim Heineman VP Operation

5
Partner Couples

It is in the perfect location.... walking distance to the beach, Duval St and many other attractions. I felt safe and clean the whole time!

By , from Palm Bay, FL on Sep 8, 2020

Review comment responded on Sep 9, 2020

Thank you so much for taking the time to leave this review of our motel. I was so pleased that your experience with our staff was so enjoyable. We appreciate your feedback. We have many superstars on our team that are dedicated to providing great guest service. We believe we have some of the best amenities and by far the best staff that makes our motel so special. We look forward to hosting your next trip and thanks for telling your friends as well! All the best, Jim Heineman VP Operations

5
Everyone

By on Sep 8, 2020

Review comment responded on Sep 8, 2020

Thank you so much for taking the time to write this review of our motel. I was so pleased that your stay with us was so enjoyable. We appreciate your feedback. We have many superstars on our team that are dedicated to providing great guest service. We believe we have some of the best amenities and by far the best staff that makes our motel so special. We look forward to hosting your next trip and thanks for telling your friends as well! All the best, Jim Heineman VP Operations

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