We noticed that you're using an unsupported browser. The Tripadvisor website may not display properly.We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.
Tripadvisor
Save money. We search 200+ sites for the lowest hotel prices.
Save
Share
1321 Simonton St, Key West, FL 33040-3113
E-mail hotel
COVID-19 update: See the added health and safety measures this property is taking.Read more
Lowest prices for your stay
$389
View deal
Free cancellation until 02/23/22
Booking.com
Hotels.com
Travelocity
Orbitz.com
eDreams$399
View all 16 deals
Prices are the average nightly price provided by our partners and may not include all taxes and fees. Taxes and fees that are shown are estimates only. Please see our partners for more details.
Traveler (450)
Pool & Beach (31)
Videos (5)
What is Travelers’ Choice?
Tripadvisor gives a Travelers’ Choice award to accommodations, attractions and restaurants that consistently earn great reviews from travelers 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 sanitized in high-temperature wash
  • Face masks required for guests in public areas
  • Face masks required for staff in public areas
  • Hand sanitizer available to guests & staff
  • Regularly sanitized high-traffic areas
  • Staff required to regularly wash hands
Read more
Updated 03/24/21 Safety precautions are provided by the property and are not checked by Tripadvisor for accuracy.
A note from Southwinds Motel
Updated 03/24/21 Safety precautions are provided by the property and are not checked by Tripadvisor for accuracy.

About

#30 of 53 hotels in Key West
Location
Cleanliness
Service
Value
Travelers' 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.
Read more
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
Show more
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
Languages Spoken
English, Spanish, Latvian
1558Reviews48Q+A100Room tips
Traveler rating
  • 839
  • 498
  • 137
  • 45
  • 39
Time of year
Traveler type
Language
  • More
Selected filters
  • Filter
  • English
Popular mentions
liggy wrote a review Jan 25
london15 contributions38 helpful votes
Super location, very nice staff, easy to access room directly from outside, spacious rooms and good pricing. Very clean. Cute French cafe around the corner for breakfast and lunch. Parking available. Can walk everywhere.
Read more
Date of stay: December 2021
Rooms
Service
Sleep Quality
Helpful
Share
Response from Jim Heineman, Owner at Southwinds Motel
Responded 2 days ago
Dear liggy, Thank you so much for taking the time to write this Super review of our motel. I was so pleased that your stay with us was so enjoyable and thanks for you 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
Jessica N wrote a review Feb 2021
Sandusky,2 contributions4 helpful votes
Hotel's Favorite
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!
Read more
Date of stay: February 2021Trip type: Traveled as a couple
3 Helpful votes
Helpful
Share
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
Michael S wrote a review Jan 11
Syracuse, New York13 contributions4 helpful votes
This is a motel. Nothing fancy, pretty basic, Minuses are small rooms, outdated decor and rooms need some TLC (broken blinds, area around A/C had repairs not finished etc). Pluses are location, 3 pools and most rooms are off the street so it is quiet. It’s priced a bit high for what you get. Staff was fine and cordial, except for the last day of our 4 night booking I asked for late checkout at noon to make sure I had time to get my rental and the woman said not really cuz we have a big turnover. Not very accommodating. Overall it was good, 3 stars because its an average place.
Read more
Date of stay: January 2022Trip type: Traveled with family
Helpful
Share
Response from Jim Heineman, Owner at Southwinds Motel
Responded 2 weeks ago
Dear MichaelS7057, Thank you so much for taking the time to write this review of our motel. I was so pleased that your stay with us was so enjoyable and thanks for you 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
O8847DVchristinec wrote a review Dec 2021
St. Petersburg, Florida3 contributions2 helpful votes
Booked this hotel through Hotels.com and was looking forward to our return to Key West. Four days before we were set to fly, our flight was cancelled. We had no choice but to cancel the hotel. Contacted Hotels.com to see the cost of the penalty and was taken aback by the amount. Said I would talk over with my husband and get back to them. Called Hotels.com again to cancel because the drive was just too far for us. Karen at the front desk accused us of trying to call again to get out of paying the penalty. Thanks to Karen, I will NEVER book at this hotel again. Their response was offensive on top of expensive. Buyer beware!
Read more
Date of stay: December 2021
Service
1 Helpful vote
Helpful
Share
Response from Jim Heineman, Owner at Southwinds Motel
Responded 4 weeks ago
Dear 08847DVchristinec, I am sorry that we could not meet your expectations and that you do not like our cancellation polices. All the best, Jim Heineman VP Operations
Read more
bnay wrote a review Dec 2021
3 contributions1 helpful vote
Old, outdated, mold in bathroom, paid over $400per night, wont stay there again. We paid way way too much to stay there. I told lady at desk sad it was most updated room. Will never stay there again!!
Read more
Date of stay: December 2021Trip type: Traveled as a couple
1 Helpful vote
Helpful
Share
Response from Jim Heineman, Owner at Southwinds Motel
Responded 4 weeks ago
Dear 653bridgetd. I am sorry that we could not meet your expectations. All the best, Jim Heineman VP Operations
Read more
Previous
123456
PRICE RANGE
$169 - $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
Is This Your Tripadvisor Listing?

Own or manage this property? Claim your listing for free to respond to reviews, update your profile and much more.

Claim Your Listing
Frequently Asked Questions about Southwinds Motel
Which popular attractions are close to Southwinds Motel?
Nearby attractions include Key West Butterfly and Nature Conservatory (0.1 miles), Tipsy Rooster Liquor Store & Bar (0.02 miles), and Alan S. Maltz Gallery (0.2 miles).
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 center?
Yes, it is 0.5 miles away from the center 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, and Latvian.
Are there any historical sites close to Southwinds Motel?
Many travelers enjoy visiting Curry Mansion Inn (0.9 miles), Key West Garden Club (0.6 miles), and Harry S. Truman Little White House (0.9 miles).