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Southwinds Motel

Traveler (334)
Room & Suite (111)
Pool & Beach (24)
Hotel website
E-mail hotel
1321 Simonton St, Key West, FL 33040-3113 See on map
Free Wifi
Free Parking
Breakfast included
Air Conditioning
Non-Smoking Hotel
Facilities for Disabled Guests
2 Star accommodation
Additional information
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Oct 7Oct 8
1 room, 2 adults, 0 children
Standard Room
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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
Hotel class
Contact Information
Hotel Amenities
Free High Speed Internet (WiFi)
Free Parking
Breakfast included
Air Conditioning
Laundry Service
Non-Smoking Hotel
Outdoor pool
Refrigerator in room
Self-Serve Laundry
Fitness Center with Gym / Workout Room
Awards & Recognition
Certificate of Excellence
Certificate of Excellence
Room types
Non-Smoking Rooms
Hotel class
Awards & Recognition
Certificate of Excellence
Certificate of Excellence
Contact Information
Room types
Non-Smoking Rooms
Number of rooms
Price range
$145 - $372 (Based on Average Rates for a Standard Room)
Also Known As
Southwind Hotel Key West
United States > Florida > Florida Keys > Key West
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Traveler (334)
Room & Suite (111)
Pool & Beach (24)
Dining (5)
Reviews (1,043)
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All reviewssouthernmost pointgreat locationduval streetroom was cleanbagelswithin walking distancecoffee makeroff street parkingbeach accessfridge and microwaveoffice staffsmall bathroommin walkqueen bedwould definitely stay here againgreat place to stayrent bikes
Updating list...
1 - 5 of 838 reviews
Reviewed today

The staff was AMAZING! Humorous, friendly and helpful. The spacious room exceeded my expectations with comfy beds and a fantastic counter/bar area. The pools were perfect, too. I had a fantastic stay and can't wait to return!

Thank Kimberly J
Reviewed yesterday

Staff was outstanding! Friendly and helpful BUT NOT OVERBEARING, clearly knowledgeable about their job. Clean and sanitary! Pools were perfect and the location is a great central location. Minutes from the beach minutes from Old Town Duval and access to local groceries etc.

Thank Brian B
Reviewed 4 days ago via mobile

Inexpensive, but very clean older motel with comfortable beds. The staff at the front desk are friendly, knowledgeable, and patient. Their help was invaluable in navigating the overwhelming tour and restaurant options.

Thank LynnF1974
Reviewed 4 days ago

We always enjoy coming and staying at Southwinds! Donna, Karen, Marcus, Sophia and Lance! Were all very amazing! We have not been down to stay in a long time and omg how it has changed! :) We are in love with tipsy rooster. its an...More

Thank Mike W
Response from MHMSKW, Owner at Southwinds MotelResponded 4 days ago

Dear Mike W, Thank you so much for taking the time to write this perfect review of our motel. I am pleased to read that we exceeded your expectations on your recent visit and we thank you for being a repeat guest of ours!! Donna,...More

Reviewed 4 days ago via mobile

Ray at the front desk is very friendly and helpful. All of the staff were just as nice. Cleaning crew and I mean crew were fast and efficient. The only thing I saw that needs improvement is the pool, mold issues on the tile visible...More

Thank D7220FMroys
Response from MHMSKW, Owner at Southwinds MotelResponded 4 days ago

Dear D7220FMroys, Thank you so much for taking the time to write this perfect review of our motel. I am pleased to read that we exceeded your expectations on your recent visit. Ray and Jason are just two of the many great team members that...More

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Questions & Answers
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July 20, 2018|
AnswerShow all 3 answers
Response from MHMSKW | Property representative |
Most people use either the local taxi companies, which are always right there as you exit the airport or they use Uber or Lyft. The local taxis are about a $20.00 one way ride with tip, so that is the way to go. The Key... More
April 8, 2018|
AnswerShow all 6 answers
Response from MHMSKW | Property representative |
Hi Barry, the new bar and liquor store called Tipsy Rooster is at the front end of the motel complex and faces the street. People stop by for a beverage on their way to Duval Street which is where all the main bars and... More
Room Tips
"Rooms in the 30s are spacious and surround a pool - excellent area if you'd like more privacy."
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"We always try and get room 7"
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"Best advise would be to book somewhere else!"
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"We have had King Room and Queen Rooms - both were great!"
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