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All 44 Key West hotels

Southwinds Motel

2.0 of 5 Motel   |   1321 Simonton Street, Key West, FL 33040
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Ranked #39 of 44 Hotels in Key West
A recent review
5 of 5 stars reviewed 2 weeks ago
Maryann F Key West, Florida, United States
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280 reviews from our community

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Rating summary
  • Location
    4 of 5 stars
  • Sleep Quality
    3.5 of 5 stars
  • Rooms
    3.5 of 5 stars
  • Service
    4 of 5 stars
  • Value
    4 of 5 stars
  • Cleanliness
    4 of 5 stars
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Key West, Florida, United States
13 reviews 13 reviews
9 hotel reviews
10 helpful votes 10 helpful votes
5 of 5 stars Reviewed 2 weeks ago

Do yourself and your pocket book a favor by staying here--you'll be so glad you did for so many reasons! I had just had a rare bad experience at a nearby hotel, and this place balanced it out in every way! The staff was so nice, comforting and incredibly understanding, they all went out of their way to help me... More 

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Pembroke Pines, Florida
2 reviews
2 of 5 stars Reviewed 2 weeks ago

We frequently would stay at the ocean breeze and were the last guest to be there before the sale. We returned this week. Some improvements of fresh paint were done. No dresser in the room and 6 hangers. I did not like the pool area as they removed numerous plants around the area it looks sterile. Our room had a... More 

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Worcester, United Kingdom
Top Contributor
115 reviews 115 reviews
33 hotel reviews
81 helpful votes 81 helpful votes
4 of 5 stars Reviewed 2 weeks ago

We had tried to stay here for two nights but they were fully booked for the first night. The extremely helpful Andrew arranged for us to say next door at the Spanish Gardens for the first night, and we were very pleased to move because Southwinds was so much better for a similar price. the room had two windows so... More 

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3 reviews 3 reviews
2 helpful votes 2 helpful votes
4 of 5 stars Reviewed October 21, 2014

Undergoing somewhat of a reno or "facelift" as they called it. New name, fresh paint, landscaping, etc. Is now conjoined with the motel next to it. That gives you access to a second, larger pool as well as laundry facilities. As during the prior stay, rooms were clean and neat. AC worked like a champ. Friendly staff. Huge local bakery... More 

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Guildford, United Kingdom
11 reviews 11 reviews
4 hotel reviews
4 helpful votes 4 helpful votes
4 of 5 stars Reviewed August 21, 2014 via mobile

We were due to stay only 3 nights in the Ocean Breeze but extended by 2 more as it was the cheapest accommodation during our stay and it was very comfortable! The kitchenette was a massive bonus! And the air con worked great! The location was fab and the staff were helpful at all times! Yes it's a little rough... More 

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Tampa, Florida
Senior Contributor
25 reviews 25 reviews
6 hotel reviews
13 helpful votes 13 helpful votes
1 of 5 stars Reviewed August 15, 2014

I am all about quaint and charming, but this place is not quite on that level. I read reviews and based on a lot of LGBT reviewers assumed that this place was a hidden gem. NOPE. We were moved to a different room than we booked, which was called an upgrade, but it was across the street from the main... More 

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5 reviews 5 reviews
4 hotel reviews
4 helpful votes 4 helpful votes
3 of 5 stars Reviewed August 12, 2014

Great hotel for a quick trip to Key West. We didn't spend much time in our room, so the hotel immenities were not that important to us. This is an older hotel but so are 90% of the hotels in Key West. Our room was clean but yes as indicated in prior posts could use major updating. Cracked plastered walls,... More 

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Springfield, MO
Senior Reviewer
10 reviews 10 reviews
3 hotel reviews
4 helpful votes 4 helpful votes
1 of 5 stars Reviewed July 25, 2014

Old and run down. Needs Major overhaul!!! Continental bkfst not up til 8:30. There is a bldg behind their other property across street that is covered and "Keep Out, Poison" signs on it. We had to leave a day early and NO help with any refund. There are MANY other places close by that are much better. Spend your time... More 

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Islamorada, Florida
19 reviews 19 reviews
11 hotel reviews
13 helpful votes 13 helpful votes
5 of 5 stars Reviewed July 21, 2014

First of all Heather the manager is an avid cyclist and went over backwards to help us get rooms this past Saturday Night. Key West was packed, everybody wanted 2 and 3 night minimums. We got our room for one night after our 100 mile bike ride and they were comfortable and clean. Loved the pool and the location was... More 

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Guin, Alabama
Senior Contributor
49 reviews 49 reviews
13 hotel reviews
25 helpful votes 25 helpful votes
2 of 5 stars Reviewed July 9, 2014

So we had to just find somewhere we could sleep to 1st night. Now,,, I know should book before we gone down here. But we wanted to find something to our taste and fit our budget. But over all I don't wouldn't stay here again. The pictures what's show on this website is somewhat not the same. Perhaps 12 to... 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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