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Southwinds Motel

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#17 of 50 Hotels in Key West
Certificate of Excellence
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1 room 2 adults 0 children
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544 Reviews from our TripAdvisor Community

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Showing 435: English reviews
Prague, Czech Republic
Reviewed yesterday 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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Thank Travel G
Chicago, Illinois
Reviewed 2 days 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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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 3 days ago NEWvia 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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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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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 1 week 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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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 1 week 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

Wokingham, United Kingdom
Reviewed 1 week ago

Very good room, two double beds, fridge and microwave oven. Pool was good with enough chairs, loungers and sun umbrellas. Ample on site parking for guests. Well situated for easy access into town, beaches and other local attractions. Cycle hire is available which makes getting about much quicker and easier. The staff were extremely friendly and helpful, special thanks to...

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

Dear KeithERoberts, Thank you so much for taking the time to review our motel. Donna is one of the many superstars that works hard everyday to make sure all our guests have an enjoyable stay. We look forward to hosting your next trip to Key West. All the best, Jim Heineman VP Operations

East Rockaway, New York
Reviewed 1 week ago

Southwinds is an amazing place to stay in key west. the staff is fantastic and was so accommodating. the rooms are very clean and the showers are really nice. they have 3 pools which were really relaxing and you can rent bikes from them which makes it really convenient. its a 5 minute walk from duval street and the beach....

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Thank briesouth68
SMSJEH, Owner at Southwinds Motel, responded to this review

Dear briesouth68, Thank you so much for taking the time to write this "Outstanding" review of our motel. Our staff is dedicated to providing the best service possible each and every day for all our guests and I was pleased to see we exceeded your expectations. We look forward to hosting your next visit to Key West. All the best,...

Miami, Florida
Reviewed 2 weeks ago

Room was small but enough room... Completely renovated inside and bathroom was spotl! Great cleaning... Pool is small and outside doesn't look luxurious but its keywest so everything is much older and expected. Walking distance to Duval Street, which is the street for the bars, restaurants and shop, 2 blocks away. Very quiet at night. Great friendly staff!

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

Dear JohnCalixto, 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

Reviewed 2 weeks ago via mobile

We are traveling in a group from California. We booked the spot encouraged by the raving reviews of TripAdvisor's. We booked 3 rooms -- 2 with 2 beds and 1 room with 1 bed. The configuration is such that 2 rooms would accommodate 4 people each and one room will have 2 people. We drive here on New Year's Day...

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Thank Shuchi M
SMSJEH, Owner at Southwinds Motel, responded to this review

Dear Shuchi M, I took the opportunity to look at all the details of your reservations based on your review of our motel. I see that you booked your three room reservations directly with our motel and the confirmations that were sent to you had only one room with two beds and two rooms with one bed. When you arrived...

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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
Region: United States > Florida > Florida Keys > Key West
Price Range: $200 - $442 (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
Southwinds Motel Key West, Florida
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

“All Good! Three pools to choose from so any room is a good room.”
 of 5 bubbles brightideas2017, 7 Jan 2017 | 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, 15 Dec 2016 | Read review
“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 elinm2017, 9 Nov 2016 | Read review
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