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Southwinds Motel

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#17 of 50 Hotels in Key West
Certificate of Excellence
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549 Reviews from our TripAdvisor Community

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Showing 439: English reviews
Frederick, Maryland
Reviewed 2 days ago NEW

We had only one night to spend at this property. Our room had 1 king and 1 queen bed with a stocked kitchenette. We were pleasantly surprised by the cleanliness and size of the room. The bathroom is small, but expected as this is an older property. The staff were friendly and super helpful giving us inside 'tips' for seeing...

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Helpful?
Thank curious697
SMSJEH, Owner at Southwinds Motel, responded to this review

Dear curious697, Thank you for taking the time to write this great review of our motel. I was pleased to see that your only night here in Key West was so pleasant. We look forward to that next time you visit to Key West. All the best, Jim Heineman VP Operations

Seattle, Washington
Reviewed 3 days ago NEW

Very large room with fridge, microwave and coffeemaker. Choice of pools and a convenience store right across the street. Ticket booth and trolley stop also across the street. Buy the 2 day pass much cheaper.

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Helpful?
Thank Ramblin2015
SMSJEH, Owner at Southwinds Motel, responded to this review

Dear Ramblin2015, Thank you for this great review of our motel. I am so glad that you were able to enjoy our three pools and all the amenities that we have to offer here in Key West. We look forward to hosting your next trip to Key West. All the best, Jim Heineman VP Operations

Reviewed 4 days ago NEWvia mobile

We found ourselves unexpectedly in FL in December and decided to visit Key West during what locals call Hell Week between Christmas and New Year's. We had never been and since we were in FL with a car.. why not? Looking for lodging, we discovered it very pricey. So we decided to splurge on just one night. Southwinds had a...

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2Thank Terry H
SMSJEH, Owner at Southwinds Motel, responded to this review

Dear Terry H, Thank you so much for this Great Review of our motel. We believe we have one of the best value for price paid with our amenities, three pools, complimentary continental breakfast and or course our terrific staff too! I am pleased that you enjoyed our holiday treat as we know that being away from home on the...

Riverview, Michigan
Reviewed 5 days ago NEWvia mobile

The staff, especially the housekeeping, are some of the friendliest people I have ever met. This was the first time my husband and I stayed in Key West. We were glad we went. (Now, whenever I am searching for our next trip, everything else seems so much cheaper). Lol

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Thank Whatelsedoyouwant
SMSJEH, Owner at Southwinds Motel, responded to this review

Dear Whatelsedoyouwant, Thank you so much for taking the time to write this great review of our motel. I will pass along your kind words to our staff as they work hard everyday to make sure every guest has a memorable stay. We look forward to hosting your next trip to Key West. All the best, Jim Heineman VP Operations

Prague, Czech Republic
Reviewed 6 days ago NEWvia mobile

Just stopped by key west to check it out. This place offered free parking and a clean room and was "cheap" for apparent key west standards. The two staff members I never got their names but they were both excellent! One had lived in key west for some time and the other was originally Swedish that's all I remember. I'd...

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

Dear Travel G, Thank you for this great review of our motel. We look forward to hosting your next stay with us in Key West. All the best, Jim Heineman VP Operations

Chicago, Illinois
Reviewed 1 week ago NEW

We tried this place after deciding to explore key west rather than live on a resort for a few days. The fact that the rooms are steps from the street and the location is yards from Duval make this an amazing hotel. Stumbling home after partying on duval was super easy. They have a free washer and dryer too! Make...

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

Dear pawliksteve, Thank so much for this Awesome review of our motel. We have great amenities, a great location and one of the best staffs on the island. We look forward to hosting your next stay with us here in Old Town Key West. All the best, Jim Heineman VP Operations

Reviewed 1 week ago via mobile

This place is just far enough away from Duvall street to be quiet but yet a close walk to get there. Very clean with super comfortable bed. It was easy to find driving . Old town trolley stop was just around the corner however it stops running at 6:00 so if you stay at Mallory square for the sunset you...

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Helpful?
3Thank Betty S
SMSJEH, Owner at Southwinds Motel, responded to this review

Dear Betty S, 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

Reviewed 1 week ago via mobile

Conveniently located motel close to the southernmost point of the USA, which also jappene to be a good vista point for viewing the sunset at Key West. Outdoor swimming pools, incl heated. Large room, but small bath/WC. Servicing of room could be better. Unstable Wi-Fi. Bagels and juice served for breakfast which you have to bring to your room and...

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Helpful?
1Thank Thor Vidar I
SMSJEH, Owner at Southwinds Motel, responded to this review

Dear Thor Vidar I, Thank you for taking the time to write this reveiw of our motel. We look forward to hosting your next visit to Key West. All the best, Jim Heineman VP Operations

Ozankoy, Cyprus
Reviewed 2 weeks ago

Very well placed for Duval street and the beach just show your room key and you get free beds, brolly and towels. The rooms were very clean and comfortable with free water and coffee. A free continental breakfast was available in reception from 7.00 till 10.00. Would stay here again as it is within walking distance for all bars and...

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Helpful?
1Thank 71sparky71
SMSJEH, Owner at Southwinds Motel, responded to this review

Dear 71sparky71, 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

Kingsland, Georgia
Reviewed 2 weeks ago

Chad, Donna, and Shara were all wonderful to us. Room was clean, attractive, and very comfortable! Perfect location and safe off street parking which is rare in Key West. We brought our bicycles and we were a short ride to the beautiful bike trail that runs around the island. We could walk to Duvall Street in 2 minutes.

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Helpful?
Thank brightideas2017
SMSJEH, Owner at Southwinds Motel, responded to this review

Dear brightideas2017, Thank you for this "GREAT" review of our Motel! Shara, Donna and Chad are just three of our many superstars that make our hotel one of the best motel on the island of Key West. We look forward to hosting your next visit to our motel. All the best, Jim Heineman VP Operations

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Amenities

Highlights
  • Free High Speed Internet ( WiFi )
  • Free Parking
  • Pool
  • Breakfast included
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
  • Breakfast included
  • 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
Location: United States > Florida > Florida Keys > Key West
Price Range: $151 - $343 (Based on Average Rates for a Standard Room)
Hotel Class:2 star — Southwinds Motel 2*
Number of rooms: 32
Reservation Options:
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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 travelers have asked, with answers from Southwinds Motel staff and other travelers.
15 questions
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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 travelers prefer

“All Good! Three pools to choose from so any room is a good room.”
 of 5 bubbles brightideas2017, 2 weeks ago | Read review
“We stayed in the inexpensive standard King room. There are several rooms of various larger sizes that might be more comfortable”
 of 5 bubbles kth100077, Dec 15, 2016 | Read review
“All rooms were good, these old 50's style hotel are so sound proof.”
 of 5 bubbles 922Bill, Nov 14, 2016 | Read review
“they are all great, although i can't reveal mine..i want it when i return..!!”
 of 5 bubbles j0sephleec, Nov 10, 2016 | Read review
“Would recommend rooms around small pool (30-39)”
 of 5 bubbles elinm2017, Nov 9, 2016 | Read review
5 of 5
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