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Southwinds Motel

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#18 of 51 Hotels in Key West
Certificate of Excellence
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1 room 2 adults 0 children
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Southwinds Motel
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611 Reviews from our TripAdvisor Community

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Showing 495: English reviews
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Cleveland, Ohio
Reviewed yesterday NEW

Loved the motel. My wife stayed at Southwinds when she went to college "oh so many years ago" and she had fond memories. Everything was clean and neat. The front desk was always helpful and cheery, especially Shara who generally got our day started with information and bikes. The rooms are not large, but we didn't go to Key West...

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

Dear Gray_on_Tray, Thank you for taking the time to write this great review of our motel. Shara is one of the many fantastic team players we have that works hard everyday to insure that all our guests have a great stay. We look forward to hosting you next visit to Key West. All the best. Jim

Warrenton, Virginia
Reviewed 2 days ago NEW

This is a great place, but it is a MOTEL - door opens to parking lot, etc. However, that being said, the people at the front desk were more helpful that most concierges I have had at expensive hotels. Natalie and Shara - and the rest of the staff told us places to go, gave us deals where available, called...

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Helpful?
Thank VA_WOLF61
SMSJEH, Owner at Southwinds Motel, responded to this review

Dear VA_WOLF61, Thank you for taking the time to write this great review of our motel. Natalie and Shara are two of the many fantastic team members we have working here in Key West to insure every guest's stay is memorable. We look forward to hosting your next trip to Key West. All the best, Jim Heineman VP Opeations

Reviewed 3 days ago NEWvia mobile

I found Southwinds Motel on Expedia and booked after reading the good reviews. We were not disappointed. Donna at the front desk was super helpful upon checkin, giving us the rundown of must see sites. She recommended Mallory Square to watch the sunset which was a great way to end a day full of sightseeing. Our room was small but...

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

Dear Nlively, Thank you for taking the time to write this great review of our motel. Donna is one of the many fantastic team members we have here in Key West to take care of all your needs when you arrive. We look forward to hosting your next visit to Key West. All the best, Jim Heineman VP Operations

Columbus, Ohio
Reviewed 4 days ago NEW

My adult sons and I stayed here the first part of February 2017 and found it fit our needs perfectly! Location, price, quality, all outstanding. What really stood out was the service, particularly Shar and Sophia at the desk. Always smiling, helpful and kind, they made us feel at home and because of them this will be an annual trip...

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

Dear markkuzmik, I love to read reviews that start with the word "PERFECT" as I know we have done our job! Shara and Sophia are two of the many superstars we have on our team to insure that each and every guest has a memorable stay with us. We look forward to hosting all your future father son events here...

Reviewed 5 days ago NEWvia mobile

Stayed here with my friends during spring break. Very cute complex! The rooms were very clean and large enough for the four of us, the bathroom was on the smaller side but we made it work. It was only about a 15 minute walk to Duval Street so we were able to walk everywhere! I would definitely stay here again...

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

Dear Clare O, Thank you for taking the time to write this great review of our motel. We look forward to hosting all your future trips to Key West. All the best, Jim Heineman VP Operations

York, Pennsylvania
Reviewed 1 week ago via mobile

Stayed 5 nights and were very happy with how clean our room and the property was. The staff and maintenance were awesome. Begels and muffins for breakfast and complimentary washer and dryer. We were able to rent bikes or scooters and the front desk was very helpful with any questions we had. We will definitely go back.

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Helpful?
Thank fatbuddha69
SMSJEH, Owner at Southwinds Motel, responded to this review

Dear fatbuddha69, Thank you for taking the time to write this great review of our hotel. We look forward to being your hotel of choice for all you future visits to Key West. All the best, Jim Heineman VP Operations

Reviewed 1 week ago via mobile

We drove down to the keys as a detour before Daytona bike week. Motorcycles welcome! Adorable little cottage setting! Rooms totally updated! Very clean! Didn't get to use any amenities because it was cold! A little pricey but then again I didn't look at any other locations. Staff was very friendly! Morning! Roosters running around crowing starting very early in...

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

Dear Denise D, Thank you so much for the excellent review of our motel. We look forward to hosting your future visits to Key West. All the best, Jim Heineman VP Operations

Williamsburg, Virginia
Reviewed 1 week ago

The best thing about Southwinds is the staff. They were very helpful with check-in, recommending sight-seeing; we were able to keep our luggage there after check-out while we toured and came back to pick it up. The cover was off the air conditioner when we arrived and someone came right away to fix it. The rating is average because the...

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

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

Montgomery, Texas
Reviewed 1 week ago

Donna and Travis did an outstanding job at providing anything we needed. Location is great. Rooms are clean. A little small, but doable. Huge bath. All in all, great value for the money. Three pools, free laundry facilities.

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

Dear David H, Thank you for taking the opportunity to spend your 34th Anniversary with us in Key West. Donna and Travis are two of the many superstars we have on our team that work hard everyday to make every guest's stay memorable. We look forward to seeing you next year for your 35th anniversary. All the best, Jim Heineman...

Ocean City, New Jersey
Reviewed 1 week ago

This is a wonderful property with a super friendly and helpful staff! Our room was perfect and the housekeeping staff was very efficient and very nice. The pools and grounds were well maintained and we enjoyed the continental breakfast. Location, location, location and Southwinds is the best in Key West!! I would highly recommend Southwinds to anyone!!

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

Dear Mabrwb, Thank you so much for this fantastic review of our motel. We look forward to hosting all your future visits to Key West. 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
  • Refrigerator in room
  • Microwave
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
Region: United States > Florida > Florida Keys > Key West
Price Range: ₹ 10,546 - ₹ 24,957 (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.
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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

“Pick the room by the bed type you want.”
 of 5 bubbles DoublePea, 13 Mar 2017 | Read review
“Circular pool area- especially if you are traveling in a large group.”
 of 5 bubbles traveler200172017, 12 Mar 2017 | Read review
“We loved our room near the office and front pool!”
 of 5 bubbles drwambo, 28 Feb 2017 | Read review
“Good accessibility to the main amenities in Key West at night.”
 of 5 bubbles luislr2017, 27 Feb 2017 | Read review
“Cottage like rooms with convenient store across street. Three small pools. Very close to Duval street if your there with friends to party.”
 of 5 bubbles J5606QCkarenk, 26 Feb 2017 | Read review
5 of 5