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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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Showing 410: English reviews
Hartfield, Virginia
Reviewed 31 October 2016

This is a great motel !! We have stayed here for the second year during Fantasy Fest. The staff is so friendly and attentive to all your needs. Claudia at the Front Desk was so helpful and just a great person help us with all our needs. The rooms were great with the old-time high ceilings and neat little porches,...

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Helpful?
Thank Middlesex40
SMSJEH, Owner at Southwinds Motel, responded to this review

Dear Middlesex440, Thanks for calling our motel the "BEST" little motel in Key West. Claudia is one of our many superstars that works hard everyday to make every guest stay memorable. We look forward to hosting your next visit to Key West very soon. All the best, Jim Heineman VP Operations

Reviewed 31 October 2016

I was very pleasantly surprised by the Southwinds Motel! It is a collection of 3 smaller, older hotels that are now one property. We knew we would be arriving at least an hour before check, I called the hotel and they were able to accommodate us. Check in was very quick and free parking available right in front of my...

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

Dear ChrissieNY, Thank you for taking the time to write this fantastic review of our motel. We have a great location, amenities and our staff works hard everyday to make every guests stay memorable. We look forward to you next visit to Key West. All the best, Jim Heineman VP Operations

Reviewed 31 October 2016 via mobile

This was not my first Fantasy Fest but first time staying here and it was great. One block from Duval, very close to a convenience store/deli, clean rooms and very friendly staff and on site parking. I will definitely stay here again.

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Thank Mary W
SMSJEH, Owner at Southwinds Motel, responded to this review

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

Reviewed 30 October 2016 via mobile

First, I think it really depends which room you get, and in what part of the motel you are staying. This motel is really a collection of several smaller hotels that have been purchased and now run by the same owner. When we entered our room, two things struck us; it was small but very clean. Oh, and it had...

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

Dear Nick R, Thank you for taking the time to write this fantastic review of our motel. We look forward to hosting your next trip to Key West. All the best. Jim Heineman VP Operations

Middletown, Rhode Island
Reviewed 29 October 2016

Having visited Key West many times before, I prefer to stay near the Old Town Area and have usually enjoyed local Guest Houses and Hilton/Marriott Timeshare options for accommodations. Since we were in town just before Fantasy Fest for two nights, and many dates into the later part of the week required extended stays beyond what we could enjoy (we...

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Helpful?
Thank cttravelers2
SMSJEH, Owner at Southwinds Motel, responded to this review

Dear, cttravelers2, 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

Salt Lake City, Utah
Reviewed 29 October 2016

After trying high end chains in the past I decided to try the Southwinds. Great choice. From check-in to check-out the staff was great. They were helpful and and friendly. The room was perfect for a single traveler. It had everything that I needed. The location was within walking distance to everything I thought I wanted to do, Southernmost Point...

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1Thank Mantle7Yanks
SMSJEH, Owner at Southwinds Motel, responded to this review

Dear Mantle7Yanks, I was very happy to read about your recent stay with us at our quaint motel in Old Town Key West. We have a great staff and amenities that makes every trip to Key West affordable and enjoyable. We look forward to hosting your next trip to Key West. All the best, Jim Heineman VP Operations

Reviewed 28 October 2016

the room was clean and the employes are great and so are the muffins ,WILL be back for fun Multiple pools with lounge chairs. Pool was extremely clean and enjoyable. Perfect location as it is 1 block from Duvall but just far enough that late night noise is no issue. Southernmost point is less than a 5 min walk. Would...

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

Dear John M, I was so pleased to read that you had a "GREAT TIME" at our motel in old town Key West. We look forward to hosting your next visit to Key West. All the best. Jim Heineman VP Operations

Marathon, Florida
Reviewed 27 October 2016 via mobile

Myself and a friend stayed at Southwinds Motel for 3 nights during Fantasy Fest. The beds were amazingly comfortable and the room was very spacious. We stayed in room #12. This room had two queen beds and a kitchenette. They have three pools on site all in different locations. the motel is located one block from Duval Street, but it...

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

Dear Beth P, Thank you so much for the great review of our motel. I was so pleased to read that you and your friend has such a great time with us. We look forward to hosting your next stay with us in Key West. All the best, Jim Heineman VP Operations

Louisville,Ky.
Reviewed 27 October 2016

The Southwinds Motel is an old school motel where you conveniently park right in front of your door. The rooms aren't fancy but they're clean, cool and comfortable and the grounds are well maintained. The staff is very friendly and its located in a great location! Now about the location and stuff for the first time visitor. Across the street...

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Helpful?
Thank Kahuna51
SMSJEH, Owner at Southwinds Motel, responded to this review

Dear Kahuna51, Thank you so much for this great informative review of our motel and our surrounding areas in Old Town Key West. We look forward to hosting your next trip to Key West. All the best, Jim Heineman VP Operations

New York City, New York
Reviewed 27 October 2016

Overall great experience with Southwinds. Claudia at the front desk was extremely nice and helpful. She greeted as us we arrived from our flight several hours early and before 4pm check in. She was able to get us set up in a room right away. Great location. Multiple pools with lounge chairs. Pool was extremely clean and enjoyable. Perfect location...

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Helpful?
Thank Batchamp2000
SMSJEH, Owner at Southwinds Motel, responded to this review

Dear Batchamp2000, Thank you so much for taking the time to write this great review of our motel. We have a great staff and amenities that makes every guest stay so memorable. We look forward to hosting 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: $204 - $485 (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
Southwinds Motel Key West, Florida
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.
Posting guidelines
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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