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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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617 Reviews from our TripAdvisor Community

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Showing 501: English reviews
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Durham, United States
Reviewed yesterday NEW

We really enjoyed how convenient the location was for the Key West experience--just off Duval Street, but away from the craziest section of town. The king-bed room we had (#40) wasn't large, but the microwave and mini-fridge were great amenities, and everything was very comfortable. The continental breakfast each morning was good too--not fancy, but enough fuel to get the...

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Helpful?
Thank Kenneth M
Caledonia, Michigan
Reviewed yesterday NEW

The location was great. Close to the beach and far enough from Duval, so it isn't so noisy. The staff was friendly and they offered free breakfast. The room we had was small, but it had everything we needed. The bed was comfy, and the room and bathroom were very clean.

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Thank ss5860
San Antonio
Reviewed yesterday NEW

Southwinds Motel is an excellent place to stay at the southern most end of the island. There are several sizes of rooms from which to choose. Ours was a cozy queen with a remarkable bed and two Adirondack chairs on a shared patio . Everything is spotless - rooms, office, grounds, all 3 swimming pools, and the staff is beyond...

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Thank NormaMorris
Auburn, Michigan
Reviewed 3 days ago NEW

Found the Southwinds on line and called to book after reading the many reviews on Tripadviser. We were booked for three nights but stayed an additional night because we liked the place so much. Initially had room 19 next to the lobby facing Simonton street and shared a muffin with "Rooster Cogburn" a large Road Island Red rooster that came...

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Thank Michael P
SMSJEH, Owner at Southwinds Motel, responded to this review

Dear Michael P, Thank you so much for helping the world find out about our hidden treasures that our motel provides. Shara, Donna, Travis and Kenny are four of the many superstars we have on our team that work hard everyday to insure that each and every guest has a memorable stay. We look forward to being your hotel of...

Harrisburg, Pennsylvania
Reviewed 4 days ago NEW

The Southwinds Motel is a great motel for the price. The location is at the south end of the island and renting a bike for your stay is the perfect way to get around anywhere you want to go. The Southwinds is a super friendly, clean motel. The room we had was very small with very little/no place to put...

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Helpful?
Thank funinthesun1955
SMSJEH, Owner at Southwinds Motel, responded to this review

Dear funinthesun1955, Thank you for this great review of our motel. We believe we have one of the best values on the island with our location, our clean rooms and all the amenities we have to offer. We look forward to being your motel of choice on all your visits to Key West. All the best, Jim Heineman VP Operations

Brick Township, New Jersey, United States
Reviewed 4 days ago NEW

Nice hotel, staff was pleasant. We got to use the beach a block away which was nice. But get there early to get an umbrella and lounge chairs if you want them The beach is also used by the hotel there on the property. One day we came back and our room was not cleaned, nor did we get clean...

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

Dear Rose S, Thank you 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

Cleveland, Ohio
Reviewed 1 week ago 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 1 week ago

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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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 1 week ago via 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 1 week ago

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...

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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
Location: United States > Florida > Florida Keys > Key West
Price Range: $167 - $369 (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.
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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

“The rooms facing the courtyard pool looked like the best of the lot. Room #40 didn't have a view of anything, but was quiet.”
 of 5 bubbles 449kennethm, yesterday | Read review
“Be sure to ask which beach to go to when you are given your beach passes for your stay.”
 of 5 bubbles NormaMorris, yesterday | Read review
“Pick the room by the bed type you want.”
 of 5 bubbles DoublePea, 2 weeks ago | Read review
“Circular pool area- especially if you are traveling in a large group.”
 of 5 bubbles traveler200172017, 2 weeks ago | Read review
“We loved our room near the office and front pool!”
 of 5 bubbles drwambo, 4 weeks ago | Read review
5 of 5
Questions? Get answers from hotel staff and past guests. Ask a question