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Southwinds Motel

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#17 of 49 Hotels in Key West
Certificate of Excellence
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513 Reviews from our TripAdvisor Community

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There are newer reviews for Southwinds Motel
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Showing 410: English reviews
Reviewed 2 weeks ago via mobile

A perfect location on Simonton, easy to walk anywhere in Old Town and an affordable price in pricey Key West. The room was very, very clean, and the bathroom spotless. Appreciated the full-sized coffee-maker with name-brand coffee as well as the fridge and microwave. There is a slight retro feel to the property in terms of architecture and style and...

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Helpful?
1Thank Milton W
SMSJEH, Owner at Southwinds Motel, responded to this review

Dear Milton W, Thank yo so much for this "Perfect" review of our motel. We try to make sure that every guest feels that we have exceeded their expectations. We look forward to hosting your next visit in Key West. All the best, Jim Heineman VP Operations

Indianapolis, Indiana
Reviewed 2 weeks ago

Staff was friendly and informative! Location is awesome. Room was extremely clean, quite and comfortable! There's also bikes to rent, pools and Wi-Fi! About 3 blocks or so from the Southernmost point!

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Helpful?
1Thank jennharris3290
SMSJEH, Owner at Southwinds Motel, responded to this review

Dear jennharris3290, Thank so much for the "Great" review of our motel. We look forward to hosting you next visit to Key West. All the best, Jim Heineman VP Operations

Fort Myers, Florida
Reviewed 2 weeks ago

When we first walked t to our room we were disappointed. It was very small. Once we had been there we acclimatedo to it. The room was very clean and well appointed. The bed was very comfortable and we slept well. The bathroom is very small, but we made the best of it. They have tables outside where you can...

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Helpful?
Thank sally h
SMSJEH, Owner at Southwinds Motel, responded to this review

Dear sally h, Thank you for taking the time to write this great review of our motel. We look forward to hosting your next visit to Key West. All the best, Jim Heineman VP Operations

Nashville, Tennessee
Reviewed 2 weeks ago

I have been staying at Southwinds for about 7 years now. It used to just be a cheap place to stay that was good enough. The have now purchased the motel beside them and have remodeled the rooms. I had a king size bed, fridge, and just enough room. I love the location, just one block off of the "quieter"...

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Helpful?
1Thank Ken D
SMSJEH, Owner at Southwinds Motel, responded to this review

Dear Ken D, I wanted to thank you for being a loyal guest of ours for the past seven years. I am happy to hear that you like what we have done with the old Spanish Garden Motel as we brought that building into the Southwinds Motel Family. We look forward to being your hotel of choice for all your...

Reviewed 2 weeks ago via mobile

This hotel was so much more over expectation! Very clean, nice persons working there, bikes to rent, free parking and also wi-fi, 3 pools - small but so clean, best service! For this price: 100% ! Breakfast is best that you buy somewhere else though:-))))

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Helpful?
Thank Fia H
SMSJEH, Owner at Southwinds Motel, responded to this review

Dear Fia H, I love it when I read reviews that tell us we were able to exceed our guest's expectations. We look forward to hosting your next visit to Key West. All the best, Jim Heineman VP Operaations

Philadelphia, Pennsylvania
Reviewed 3 weeks ago

If you are looking for a good location, slightly off the beaten bath, then stay at Southwinds. You aren't in the mayhem of Duval St., yet close enough to walk. If you want to head to the 'marina area' for boating, cruises, bars, restaurants, etc...it's a 20 min walk (through all the fun stuff) or a quick cab ride. Plenty...

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Helpful?
2Thank Gary J
SMSJEH, Owner at Southwinds Motel, responded to this review

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

Pittsfield, Massachusetts
Reviewed 3 weeks ago

Nice rooms. Ours was a little small compared to our friends but it was nice. The only problem is that those little sinks work well and are clean, but there is no place in the small bathrooms to put other stuff. Great location. Walking distance to Duval St and Frenchie's Cafe

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Helpful?
Thank Zarifa625
SMSJEH, Owner at Southwinds Motel, responded to this review

Dear Zarifa625, Thank you for this great review of our motel. We look forward to hosting your next trip to Key West. All the best, Jim Heineman VP Operations

Boca Raton, Florida
Reviewed 3 weeks ago

I knew what I was getting before I arrived, however, I was unaware that they bought the surrounding motels around them and combined them into one. It has a really relaxed atmosphere. The room was big enough for what I was there for, too many plugs plugged into one socket, little bit of a fire hazard, but you have to...

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Helpful?
Thank 922Bill
SMSJEH, Owner at Southwinds Motel, responded to this review

Dear 922Bill, Thank you so much for this great review of our motel. We look forward to hosting your next visit to Key West. All the best, Jim Heineman VP Operations

Reviewed 3 weeks ago via mobile

The rooms were nice! We were impressed and loved how there was a little kitchen area with dishes and glasses, a little living room and the bedroom in the back. Staff was super friendly too. Totally didn't expect the rooms to be as nice as they were so don't judge too quickly!

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Helpful?
Thank Caitlin T
SMSJEH, Owner at Southwinds Motel, responded to this review

Dear Caitlin T, I m so glad you "Loved" your recent stay at our motel. We look forward to hosting your next visit to Key West. All the best, Jim Heineman VP Operations

Reviewed 3 weeks ago

I love Southwinds so much, that I would never consider anywhere else! Every visit gets better and better and the staff is incredible. This was my first visit back since they did so many improvements and the place looks amazing!

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Helpful?
Thank Lois W
SMSJEH, Owner at Southwinds Motel, responded to this review

Dear Losi W, I was so pleased to read that you not only are a returning guest but that you really like all of our improvements over the past year. We look forward to your next visit to Key West. All the best, Jim Heineman VP Operations

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Amenities

Highlights
  • Free High Speed Internet ( WiFi )
  • Free Parking
  • Pool
  • Free Breakfast
About the property
  • Non-Smoking Hotel
Things to do
  • Pool
Room types
  • Non-Smoking Rooms
In your room
  • Air Conditioning
  • Microwave
  • Refrigerator in room
Internet
  • Free Internet
  • Free High Speed Internet ( WiFi )
  • Public Wifi
Services
  • Free Parking
  • Free Breakfast
  • Multilingual Staff
  • Self-Serve Laundry
Official Description (provided by the hotel)
Clean affordable motel rooms only 1 block from Duval Street at the Southernmost point of the Island of Key West. Many restaurants and shops within walking distance. ... more   less 

Additional Information about Southwinds Motel

Address: 1321 Simonton St, Key West, FL 33040-3113
Region: United States > Florida > Florida Keys > Key West
Price Range: RM676 - RM1,607 (Based on Average Rates for a Standard Room)
Hotel Class:2 star — Southwinds Motel 2*
Number of rooms: 32
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Also Known As:
Southwind Hotel Key West
Hotel Style:
#3 Best Value Hotel in Key West
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Questions & Answers

Here's what travellers have asked, with answers from Southwinds Motel staff and other travellers.
14 questions
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Nineveh, Indiana
1 month ago
Sao Paulo, SP
3 months ago

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Questions? Get answers from Southwinds Motel staff and past guests.
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Typical questions asked:
  • Can tickets for local attractions be purchased at the front desk?
  • Do you have to pay extra for a mini-fridge?
  • At what time does the pool open each day?

See which rooms travellers prefer

“All rooms were good, these old 50's style hotel are so sound proof.”
 of 5 bubbles 922Bill, 14 Nov 2016 | Read review
“they are all great, although i can't reveal mine..i want it when i return..!!”
 of 5 bubbles j0sephleec, 10 Nov 2016 | Read review
“Would recommend rooms around small pool (30-39)”
 of 5 bubbles tigerlilee64, 9 Nov 2016 | Read review
“We booked a king (last available), then moved to queen double with more space. Both rooms were clean and quiet. Just what we needed.”
 of 5 bubbles wandao884, 31 Oct 2016 | Read review
“They are all in groups, there are 3 pools, everything is close to the strip.”
 of 5 bubbles TravelGUUUrL, 31 Oct 2016 | Read review
5 of 5
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