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Recent guest reviews

It was easy to walk to the ocean and shops. It is friendly and old town Key West.

Wished one of the pools wasn’t under construction, but great location and super comfy bed.

Very friendly staff & close to everything we wanted to see

I love the location and friendly staff. We had an issue with air conditioning and had to change rooms twice.

The location was excellent--close to the beach, restaurants and shopping, close to Duval Street but without the noise. We had a sweet little covered porch that was screened for the street by flowers and trees. You could enjoy coffee and watch the world go by without anyone noticing you.

Old hotel, needs updating

Location, staff and quiet room.

Nothing at all

Tipsi rooster lounge ....clothing optional pool , friendly staff , location ....good atmosphere

We liked the convenience of being able to walk everywhere in a short amount of time. The property was quiet with a great continental breakfast and very large showers and quiet. The only complaint is the cleanliness of the pools and our AC unit didn’t work well as it didn’t get really cool when it was humid out all week and they had an oscillating stand up fan in the room so you know they have had issues with it but haven’t repaired it. Other then that it was a quiet,convienent place that I would stay again

All the people working here are pleasant and friendly. Any questions asked were answered without pause. Close to the beach and great restaurants. If the worst I can say, is the Wi-Fi was a little slow, that’s pretty good in my book.

Its a cheap motel. But the staff was punctual

What a lovely little place to stay in all the staff are friendly and helpful all the amenities in the front office the daily breakfast to soft clean sheets the updated rooms everything was very comfortable. The outside grounds and pool area seemed a little unkept, ashtrays on walkways full for days. Our floor was dirty when we first arrived, little more room cleaning would have been nice. The bar next door was a bunch of fun.

Close to Duval and Southern most point of Key West

Clean facility. Great location. We never had to drive our car anywhere as you can easily walk to restaurants (e.g., The Cafe, Moondog Cafe), stores (Duval Street), attractions (e.g., Hemingway Home and Museum), and Higgs Beach. Plus, we really enjoyed one of the three pools.

it was priced as best as I could get. No lobby and no where to hang out on property

Totally clean. It's an older motel but very well taken care of....immaculate. The bar on the property was great. Good road rummers (their version of a rum runner). Everything in walking distance...Duval St. bars, restaurants, shopping and beach. 3 pools. Very nice atmosphere

It’s an older motel but well maintained There was no in room safe and the doors had key locks but there was knob and deadbolt locks Our deadbolt was loose in arrival but they changed it out the night we arrived But we enjoyed our stay very much Close to public transportation pickup and drop off spots Would recommend this place as a clean comfortable place to stay with reasonable rates

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 of Southwinds Motel enjoy features like 3 outdoor pools, free WiFi in public areas, and coffee in a common area. You'll find limited parking. The 24-hour front desk has multilingual staff ready to assist with concierge services and luggage storage. Additional amenities include free newspapers, 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 (32) Couples (19) Family (12)
5
Everyone

It was easy to walk to the ocean and shops. It is friendly and old town Key West.

By on Apr 22, 2022

Review comment responded on May 5, 2022

Thank you so much for taking the time to write this Five Star review of our motel. I was so pleased that your stay with us was so enjoyable and thanks for you 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
Partner Couples

Wished one of the pools wasn’t under construction, but great location and super comfy bed.

By on Apr 1, 2022

Review comment responded on Apr 3, 2022

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

5
Everyone

Very friendly staff & close to everything we wanted to see

By on Mar 31, 2022

Review comment responded on Mar 31, 2022

Thank you so much for taking the time to write this Five Star review of our motel. I was so pleased that your stay with us was so enjoyable and thanks for you 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

3
Family

I love the location and friendly staff. We had an issue with air conditioning and had to change rooms twice.

By on Mar 23, 2022

Review comment responded on Mar 24, 2022

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 and thanks for you 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
Family

The location was excellent--close to the beach, restaurants and shopping, close to Duval Street but without the noise. We had a sweet little covered porch that was screened for the street by flowers and trees. You could enjoy coffee and watch the world go by without anyone noticing you.

By on Mar 10, 2022

Review comment responded on Mar 10, 2022

Thank you so much for such a great review. We are looking forward for another visit from you.

2
Family

Old hotel, needs updating

By on Feb 16, 2022

Review comment responded on Feb 16, 2022

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

4
Partner Couples

Location, staff and quiet room.

By , from ST MICHAEL on Feb 2, 2022

Review comment responded on Feb 2, 2022

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 and thanks for you 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
Family

Nothing at all

By on Nov 11, 2021

Review comment responded on Nov 12, 2021

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

4
Partner Couples

Tipsi rooster lounge ....clothing optional pool , friendly staff , location ....good atmosphere

By on Nov 3, 2021

Review comment responded on Nov 3, 2021

Thanks for leaving this review of our motel. We look forward to hosting your next visit to Key West. All the best, Jim Heineman VP Operations

4
Friends

We liked the convenience of being able to walk everywhere in a short amount of time. The property was quiet with a great continental breakfast and very large showers and quiet. The only complaint is the cleanliness of the pools and our AC unit didn’t work well as it didn’t get really cool when it was humid out all week and they had an oscillating stand up fan in the room so you know they have had issues with it but haven’t repaired it. Other then that it was a quiet,convienent place that I would stay again

By on Oct 27, 2021

Review comment responded on Oct 28, 2021

Thank you so much for taking the time to write this review of our Southwinds 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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