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Southwinds Motel

2.0 of 5 1321 Simonton Street, Key West, FL 33040
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Southwinds Motel
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Southwinds Motel
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35 reviews from our community

Traveler rating
    6
    18
    5
    4
    2
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7
16
3
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Rating summary
  • Location
    4.5 of 5 stars
  • Sleep Quality
    4 of 5 stars
  • Rooms
    3.5 of 5 stars
  • Service
    4 of 5 stars
  • Value
    3.5 of 5 stars
  • Cleanliness
    4 of 5 stars
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Secretary, Maryland, United States
2 reviews
4 of 5 stars Reviewed 2 days ago NEW

We had one of the rooms right on the street with a lovely porch. After our day spent on Duval Street we came back to the room tired and ready to relax. It was nice to sit out on the porch and enjoy the weather and the sounds of the area. Nothing fancy, but a very nice and clean room.... More 

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Venice, Florida
1 review
1 helpful vote 1 helpful vote
2 of 5 stars Reviewed 6 days ago NEW

First and foremost your hotel needs to be a place to get a good nights sleep. The mattress in our overly small room was so worn out we had to build a mountain of pillow in between my wife and myself to keep from rolling downhill to the center. There's just no excuse when a $300 a night room has... More 

Was this review helpful? Yes 1
Columbus, Ohio
Top Contributor
87 reviews 87 reviews
12 hotel reviews
32 helpful votes 32 helpful votes
5 of 5 stars Reviewed 1 week ago

Southwinds Motel was our first stop in Key West. Andrew was at the desk and was super friendly and helpful to everyone who stopped into the office. When it was out turn to check in he gave us all the information we needed to start off our first vacation in Key West. Our room was just behind the office with... More 

Was this review helpful? Yes 1
Wellington, Florida
Senior Reviewer
6 reviews 6 reviews
1 helpful vote 1 helpful vote
3 of 5 stars Reviewed 2 weeks ago

Room was very small, cost very high. It was clean and the location was great. They did have private parking and the staff were very helpful. The bed was small and not very comfortable. We were able to check in early and free Wifi. Overall we were close to all attractions and that is the main reason we were there!

Was this review helpful? Yes 1
SantaMariaGM, General Manager at Southwinds Motel, responded to this review

Dear Southwinds Motel Guest, Thank you for your comments and really appreciate your business. I apologize that you could not give us a better rating due to the size of the room. I'm glad you enjoyed our locations and how clean the room was. Next visit to Southwinds Motel we will upgrade you to a larger room and Yes, Key... More 

Reviewer
4 reviews 4 reviews
3 hotel reviews
4 helpful votes 4 helpful votes
1 of 5 stars Reviewed 2 weeks ago

I reserved this motel to extend our vacation by 1 more day, it was the cheapest available room on Key West at $349 plus tax. The floors in the room were filthy! White tile in the bedroom and bathroom black smudged foot prints and black spots all over. Hair all over the bathroom. Wood floor in the kitchen had dirty... More 

Was this review helpful? Yes 2
SantaMariaGM, General Manager at Southwinds Motel, responded to this review

Dear Southwinds Motel Guest, Thank you for your comments and really appreciate your business. I apologize that you could not give us a better rating and the floors being dirty as your described. I can't tell when or which room you stayed in by your post. If you can, please email me your name and room number at info@keywestsouthwind.com so... More 

Cape Coral, Florida
Senior Reviewer
8 reviews 8 reviews
4 helpful votes 4 helpful votes
5 of 5 stars Reviewed 2 weeks ago

This was a quaint and cozy resort. The location was great for us, away from all the hustle and bustle of Key West. We could walk to the beach and great restaurants nearby. Highly recommend Southernmost Cafe on the beach for dinner and Bananas Cafe for breakfast or lunch. We totally enjoyed our stay here and plan to return!

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SantaMariaGM, Manager at Southwinds Motel, responded to this review

Dear Southwinds Motel Guest, Thank you for your comments and really appreciate your business. Thank you very much for the 5 Star rating! We are glad to hear you had a relaxing stay. The Southwinds Motel staff and I look forward to your next visit to Key West. Sincerely, Steve Mungall General Manager More 

Turin, Italy
Contributor
20 reviews 20 reviews
6 hotel reviews
17 helpful votes 17 helpful votes
4 of 5 stars Reviewed 2 weeks ago

Nice and tidy room, good location, next to the beaches and Duval Street. Muffins for breakfast were yummy! the staff was kind and helpful. if you want you can rent a bike, there were two pools and private parking lots.

Was this review helpful? Yes 1
SantaMariaGM, Manager at Southwinds Motel, responded to this review

Dear Southwinds Motel Guest, Thank you for your comments and really appreciate your business. We are glad you enjoyed the muffins they are a favorite of mine. W completed our very extensive renovation at Southwinds Motel just as you arrived. Thank you for noticing the enhancements we did to the motel. As you know, we have a great location as... More 

Contributor
20 reviews 20 reviews
9 hotel reviews
20 helpful votes 20 helpful votes
3 of 5 stars Reviewed 2 weeks ago

The good: location, location, location. Directly across from southernmost on the beach and Anna's coffee shop. Ine block from south end of Duval. Clean. Ish. I thought so. My wife not so impressed with cleanliness. Bikes on site. Private safe free parking. Cheap? At $240 a night? Not really. The bad: small, dated room. Literally walk into room and the... More 

Was this review helpful? Yes 1
SantaMariaGM, General Manager at Southwinds Motel, responded to this review

Dear Southwinds Motel Guest, Thank you for your comments and really appreciate your business. I apologize that you could not give us a better rating due to the size of the room and the noise from the AC. I'm glad you enjoyed our locations and Anna's. Next visit to Southwinds Motel we will upgrade you to a larger room. We... More 

Reviewer
3 reviews 3 reviews
3 hotel reviews
3 helpful votes 3 helpful votes
2 of 5 stars Reviewed 2 weeks ago

The hotel room is extremely small the bathroom is very tiny the sink is about the size of a dinner plate close location to downtown fairly clean do not use cool small parking lot and had to park farther away from room hotel staff not very friendly good location to walking downtown and bars and Key West

Was this review helpful? Yes 1
SantaMariaGM, General Manager at Southwinds Motel, responded to this review

Dear Southwinds Motel Guest, Thank you for your comments and really appreciate your business. I apologize that you could not give us a better rating and I think I know which room you were in. It's a nice clean newly renovated room but the bathroom is pretty small. Next time you are in town we will upgrade you to a... More 

Miami, Florida
Top Contributor
70 reviews 70 reviews
7 hotel reviews
19 helpful votes 19 helpful votes
5 of 5 stars Reviewed 2 weeks ago

This motel exceeded all of our expectations. The staff was incredible from the first phone call to Tatiana to make reservations to the last day taking a picture with Mike. Location is unbeatable putting you in the heart of Key West. The rooms are small but very clean. Lastly the beds and pillows are very comfortable and we slept great.... More 

Was this review helpful? Yes
SantaMariaGM, Manager at Southwinds Motel, responded to this review

Dear Southwinds Motel Guest, Thank you for your comments and really appreciate your business. We are glad you had a nice stay and hope you return….soon! Our staff loves when there names get mentioned on Trip Advisor! W completed our very extensive renovation at Southwinds Motel just as you arrived. Thank you for noticing the enhancements we did to the... More 

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Additional Information about Southwinds Motel

Address: 1321 Simonton Street, Key West, FL 33040
Phone Number:
Location: United States > Florida > Florida Keys > Key West
Price Range (Based on Average Rates): $$
Hotel Class:2 star — Southwinds Motel 2*
Number of rooms: 32
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Also Known As:
Southwind Hotel Key West

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