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Southwinds Motel

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

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There are newer reviews for Southwinds Motel
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Showing 406: English reviews
Middletown, Rhode Island
1 review
Reviewed 5 weeks ago

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... More 

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 More 

Salt Lake City, Utah
1 review
common_n_hotel_reviews_1bd8 1 helpful vote
Reviewed 28 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... More 

Helpful?
1 Thank 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 More 

1 review
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... More 

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 More 

Marathon, Florida
Level Contributor
67 reviews
11 hotel reviews
common_n_hotel_reviews_1bd8 20 helpful votes
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... More 

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 More 

Louisville,Ky.
Level Contributor
60 reviews
41 hotel reviews
common_n_hotel_reviews_1bd8 31 helpful votes
Reviewed 26 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... More 

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 More 

New York City, New York
1 review
Reviewed 26 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... More 

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 More 

Syracuse, New York
Level Contributor
13 reviews
10 hotel reviews
common_n_hotel_reviews_1bd8 14 helpful votes
Reviewed 26 October 2016 via mobile

This is a nice clean motel, with three pools and all the amenities! Room included a fridge and coffee maker and the fresh daily made muffins were great! The location to the beach as well as Duval street made it very convenient!! Housekeeping as well as the front office staff were superb! Can't wait to return!

Helpful?
Thank flatl1ne23
SMSJEH, Owner at Southwinds Motel, responded to this review

Dear flatl1ne23, Thank you so much for this Five Star review of our motel. We look forward to hosting your next stay with us in Key West. All the best, Jim Heineman VP Operations More 

New York City, New York
1 review
Reviewed 26 October 2016

Super friendly staff (particularly Claudia) who were always available to answer our questions and point us in the right direction. They even allowed us to check in early which was a huge plus! Room and facilities (pools) were clean and well maintained. Our room was the perfect size for 2 people who were looking to spend the majority of the... More 

Helpful?
Thank burekk1
SMSJEH, Owner at Southwinds Motel, responded to this review

Dear burekk1, Thank you for taking the time to write this fantastic review of our motel. We look forward to hosting your next visit to Key West. All the best, Jim Heineman VP Operations More 

Level Contributor
7 reviews
4 hotel reviews
common_n_hotel_reviews_1bd8 2 helpful votes
Reviewed 25 October 2016 via mobile

Stayed at Southwinds for 5 days. We have utilized this property for years as the Spanish Gardens but the first as Southwinds. Remodeled but not enough to compensate for the rate hike. Staff were friendly and courteous but we had some issues. First off no hair dryer , and when we asked for one I finally had to get it... More 

Helpful?
Thank hd4me
SMSJEH, Owner at Southwinds Motel, responded to this review

Dear hd4me, Thank you for taking the time to share your feedback on your recent stay with us in Key West. I am sorry that we did not exceed your expectations and I will share your comments with our team. We would like to return to our motel on you next visit and I would ask that you contact me... More 

Madison, Wisconsin, USA
Level Contributor
75 reviews
6 hotel reviews
common_n_hotel_reviews_1bd8 23 helpful votes
Reviewed 25 October 2016

the hotel supplied pictures looked nothing like my room. fortunately we don't spend much time in our hotel room but it really wasn't comfortable. small bathroom. no dresser. cramped space. I was happy to leave. the house keeping person wasn't very friendly. the front desk people were nice.

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

Dear BigHUGEfun, Thank you for taking the time time to give me your feedback on your recent stay with us in Key West. I was disappointed to read that we did not meet your expectations with the size of your room. We have a variety of different room types and different prices that we try to offer our guest. I... More 

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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: ₹ 10,396 - ₹ 25,990 (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.
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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