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1321 Simonton St, Key West, FL 33040-3113
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COVID-19 update: See the added health and safety measures this property is taking.Read more
4 people are viewing this hotel
Hotel direct offer!DISCOUNTED RATE WHEN BOOKING DIRECTLY AT THE HOTEL WEBSITE
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US$299
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Traveller (448)
Room & Suite (104)
Pool & Beach (31)
What is Travellers’ Choice?
Tripadvisor gives a Travellers’ Choice award to accommodations, attractions and restaurants that consistently earn great reviews from travellers and are ranked within the top 10% of properties on Tripadvisor.
Travel safe during COVID-19
Visit our Travel Safe hub to see how we're helping you make more informed travel decisions during COVID-19.
What you can expect during your stay
  • All linens sanitised in high-temperature wash
  • Face masks required for guests in public areas
  • Face masks required for staff in public areas
  • Hand sanitiser available to guests & staff
  • Regularly sanitised high-traffic areas
  • Staff required to regularly wash hands
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Updated 21-03-24 Safety precautions are provided by the property and are not checked by Tripadvisor for accuracy.
A note from Southwinds Motel
Updated 21-03-24 Safety precautions are provided by the property and are not checked by Tripadvisor for accuracy.

About

#25 of 52 hotels in Key West
Location
Cleanliness
Service
Value
Travellers' Choice
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.
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Room & Suite (104)104
Full view
Property amenities
Free parking
Free High Speed Internet (WiFi)
Pool
Free breakfast
Bicycle rental
Baggage storage
Non-smoking hotel
24-hour front desk
Street parking
Wifi
Pool / beach towels
Outdoor pool
Fence around pool
Outdoor furniture
Sun loungers / beach chairs
Sun umbrellas
Laundry service
Self-serve laundry
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Room features
Air conditioning
Housekeeping
Iron
Wake-up service / alarm clock
Microwave
Refrigerator
Flatscreen TV
Room types
Non-smoking rooms
Good to know
HOTEL CLASS
HOTEL STYLE
Centrally Located
Languages Spoken
English, Russian, Spanish, Latvian
Hotel links
Special Rate:DISCOUNTED RATE WHEN BOOKING DIRECTLY AT THE HOTEL WEBSITE
1533Reviews47Q+A100Room tips
Traveller rating
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  • 37
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Popular mentions
ThreeGirls520 wrote a review Jun. 18
United States380 contributions81 helpful votes
Rooms are basic and clean. Ample parking, good A/C in rooms. The location is the selling point for this property. Very close to the Southernmost point and a short walk to Duval street. Several dining options within a few minutes walk. Banana Cafe and Frenchies a few blocks away for breakfast.
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Date of stay: June 2021Trip type: Travelled as a couple
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Response from Jim Heineman, Owner at Southwinds Motel
Responded yesterday
Dear ThreeGirls520, Thank you so much for taking the time to write this Friendly review of our motel. I was so pleased that your stay with us was so enjoyable. We appreciate your feedback. We have many superstars on our team that are dedicated to providing great guest service. We believe we have some of the best amenities and by far the best staff that makes our motel so special. We look forward to hosting your next trip and thanks for telling your friends as well! All the best, Jim Heineman VP Operations
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Jessica N wrote a review Feb. 2021
Sandusky,2 contributions3 helpful votes
Hotel's Favourite
Perfect resort location being on the quieter, south end of Duval street, one block over. Within walking distance to pretty much everything, restaurants, beach, site seeing, the southernmost point is just a few blocks. Bike rentals right on property so you don't have to go anywhere to get them. Breakfast was fresh locally made muffins, different flavors each day, also coffee, water, and a few other drinks. The staff was really great, we had one issue with the shower drain being plugged when we arrived and they came and cleaned it within 5 minutes, worked perfectly after that and didn't have any other issues with anything! Pools were great, we used two of the three while there and both were clean and had fresh towels every day and there were always chairs available. Beach has free private chairs and towels for the resort as well. We would definitely book again!
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Date of stay: February 2021Trip type: Travelled as a couple
2 Helpful votes
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Response from Jim Heineman, Owner at Southwinds Motel
Responded Feb. 23, 2021
Dear Jessiecantravel, Thank you so much for taking the time to write this Perfect review of our motel. I was so pleased that your stay with us was so enjoyable. We appreciate your feedback. We have many superstars on our team that are dedicated to providing great guest service. We believe we have some of the best amenities and by far the best staff that makes our motel so special. We look forward to hosting your next trip and thanks for telling your friends as well! All the best, Jim Heineman VP Operations
Read more
tracy g wrote a review Jun. 18
1 contribution1 helpful vote
5 stars!! The rooms are small but clean, beds are so comfortable. It was quiet, we never heard anyone in the other rooms or outside. By far our favorite place to stay. I was so impressed with the promptness of the staff with any requests.
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Date of stay: June 2021Trip type: Travelled as a couple
1 Helpful vote
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Response from Jim Heineman, Owner at Southwinds Motel
Responded yesterday
Dear tracygl17378NJ, Thank you so much for taking the time to write this 5 STAR review of our motel. I was so pleased that your stay with us was so enjoyable. We appreciate your feedback. We have many superstars on our team that are dedicated to providing great guest service. We believe we have some of the best amenities and by far the best staff that makes our motel so special. We look forward to hosting your next trip and thanks for telling your friends as well! All the best, Jim Heineman VP Operations
Read more
Luckyleighton wrote a review Jun. 13
18 contributions
Just got back, room fulfilled all expectations. It was large, clean, and the beds were a nice landing spot after a busy day. There was a small fridge we used for drinks, and a microwave. The location is on the quiet side of Duval street, but walking distance from anywhere you need to go. I would definitely consider staying here again when I return. My only inconvenience, there was no bathtub and only a shower. The shower had low water pressure, but it worked and got the job done.
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Date of stay: June 2021
Value
Rooms
Service
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Response from Jim Heineman, Owner at Southwinds Motel
Responded 6 days ago
Dear Luckyleighton, Thank you so much for taking the time to write this Great review of our motel. I was so pleased that your stay with us was so enjoyable. We appreciate your feedback. We have many superstars on our team that are dedicated to providing great guest service. We believe we have some of the best amenities and by far the best staff that makes our motel so special. We look forward to hosting your next trip and thanks for telling your friends as well! All the best, Jim Heineman VP Operations
Read more
Alysia L wrote a review Jun. 8
2 contributions1 helpful vote
We really enjoyed our stay at Southwinds Motel. The room (standard king) was small but clean. I had read in previous reviews from others that there isn't enough 'storage' so I packed extra hangers which definitely helped since we were staying a week. If I were to recommend anything to the motel it'd be to provide some extra hangers and perhaps a few hooks for towels in the bath, but that's not a complaint. The staff at the front desk were helpful and nice, room was cleaned daily, and location is good. Tipsy Rooster being right there is an absolute bonus. Thanks!
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Date of stay: June 2021Trip type: Travelled as a couple
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Response from Jim Heineman, Owner at Southwinds Motel
Responded 1 week ago
Dear AlysiaL25, Thank you so much for taking the time to write this Great review of our motel. I was so pleased that your stay with us was so enjoyable. We appreciate your feedback. We have many superstars on our team that are dedicated to providing great guest service. We believe we have some of the best amenities and by far the best staff that makes our motel so special. We look forward to hosting your next trip and thanks for telling your friends as well! All the best, Jim Heineman VP Operations
Read more
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PRICE RANGE
US$169 - US$345 (Based on Average Rates for a Standard Room)
ALSO KNOWN AS
southwind hotel key west
LOCATION
United StatesFloridaFlorida KeysKey West
NUMBER OF ROOMS
58
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Frequently Asked Questions about Southwinds Motel
Which popular attractions are close to Southwinds Motel?
Nearby attractions include Key West Butterfly and Nature Conservatory (0.2 km), Tipsy Rooster Liquor Store & Bar (0.04 km), and Alan S. Maltz Gallery (0.3 km).
What are some of the property amenities at Southwinds Motel?
Some of the more popular amenities offered include free wifi, free breakfast, and a pool.
Which room amenities are available at Southwinds Motel?
Top room amenities include air conditioning, a flat screen TV, and a refrigerator.
What food & drink options are available at Southwinds Motel?
Guests can enjoy free breakfast during their stay.
Is parking available at Southwinds Motel?
Yes, free parking and street parking are available to guests.
What are some restaurants close to Southwinds Motel?
Conveniently located restaurants include Seaside Cafe at the Mansion, La Grignote, and The Lobster Shack Key West.
Are there opportunities to exercise at Southwinds Motel?
Yes, guests have access to a pool during their stay.
Is Southwinds Motel located near the city centre?
Yes, it is 0.8 km away from the centre of Key West.
Are any cleaning services offered at Southwinds Motel?
Yes, laundry service and self serve laundry are offered to guests.
Which languages are spoken by the staff at Southwinds Motel?
The staff speaks multiple languages, including English, Spanish, Russian, and Latvian.
Are there any historical sites close to Southwinds Motel?
Many travellers enjoy visiting Curry Mansion Inn (1.4 km), Harry S. Truman Little White House (1.5 km), and Key West Garden Club (1.0 km).