Members-only rates
4.1 / 5 Great

Southwinds Motel

Southwinds Motel
Southwinds Motel – Key West, FL
Southwinds Motel – Key West, FL
Check in 4:00 PM
Check out 11:00 AM

About Southwinds Motel

Offering 2 outdoor pools, this Old Town Key West motel features high-speed WiFi access and a cable TV in each room. Duval Street is 2 minutes' walk away. All rooms include a microwave, refrigerator, hair dryers, and plush eurotop mattresses. Extras include daily continental breakfast, convenient bicycle on-site, beach access, and our Tipsy Rooster Bar and Liquor Store. A concierge desk and luggage storage are available at Southwinds Motel. Parking is available on-site. Laundry facilities is also at the property. The Ernest Hemingway Home and Museum is 12 minutes' walk away. Guests at the property can rent bicycles to explore the area. Fort Zachary Taylor Historic State Park is less than 2 mi away.

Amenities

  • On-site parking
  • 24-hour front desk
  • On-site dining
  • Bar / lounge
  • Café / coffee shop
  • Express check-in / check-out
  • Concierge
  • Dry cleaning
  • Self-service laundry
  • Luggage storage
  • Multilingual staff
  • Pool
  • Smoke-free property

Reviews

4.1 / 5
Great 2309 reviews
  • Engine customer Aug 2026

    Great location. Friendly and helpful staff. Good breakfast. Small, dated room.

  • Engine customer Jul 2026

    Good location and price.

  • Engine customer Jul 2026

    Small room but just right for 2 people. Charming old-style motel.

  • Engine customer Jul 2026

    Location was ok but I have stayed at tons of different locations this was the lowest place I stayed would not stay here again

  • Engine customer Jul 2026

    The staff was very helpful and polite, their staff was professional and helpful. Karen the front desk person was awesome. Very helpful and friendly

  • Engine customer Jul 2026

    Great helpful staff. Locations was good, not busy but walkable to busy areas .

  • Engine customer Jul 2026

    It was nice

  • Engine customer Jul 2026

    Our second time staying here. Great location. Fit our needs. Convenient store across the street. Local bar next door. Lots of food options around motel. We’d stay again.

  • Engine customer Jul 2026

    0000000

  • Engine customer Jul 2026

    Great stay Only complaints small tv and low water pressure in the shower. Everything else was excellent.

  • Engine customer Jul 2026

    It was soooo unbearably hot it would have been nice to go in the pools but they were both like bath water and the small pool was very dirty. Might I suggest you put cool water from the hose into the pools several times a day !!

  • Engine customer Jul 2026

    Everything was fantastic!!

  • Engine customer Jul 2026

    Very good location! Cute older place it was clean and nice. Great grab and go breakfast.

  • Engine customer Jul 2026

    It was what you would expect as an old schooler motor lodge. Great location to get to South Beach as well as down Duval street to all the stores, restaurants and bars. Great bar with some goo live musics right there on location with a liquor store to boot.

  • Engine customer Jul 2026

    Room was clean, pool was cool. Breakfast was appreciated!

  • Engine customer Jul 2026

    The bathroom had no air or heat or exhaust fan.

  • Engine customer Jul 2026

    Not the greatest. Too many addons. You have to pay for parking. Too many taxes.

  • Engine customer Jul 2026

    Staff was very courteous and helpful. Our room was very clean and comfortable. A good, fresh variety of items, along with coffee. milk, and juices were available for breakfast.

  • Engine customer Jul 2026

    Great overall!

  • Engine customer Jul 2026

    I got slapped with extra amenities fees when I arrived. Then on day 2 my ac went out at night. They semi fixed it for the day but then it went out again the next night. My room was 85 degrees during the night. The next morning they could not connect me with a manager and the staff in the lobby was terrible. They were rude and not helpful. I never raised my voice and was never mean. I just stated what the issue was. The rude girl just said the same line repeatedly to me. No apology or anything. At least the maintenance guy later was nice but that was a couple hours from checkout. I will NEVER stay here again. I’m still fighting to find a manager so I can get some credit or refund for my stay.

Frequently asked questions about Southwinds Motel

Does Southwinds Motel have free Wi-Fi?
Wi-Fi could be available but may carry a charge. Confirm with the property before booking.
Does Southwinds Motel offer parking?
Yes, paid self-parking is available on-site at Southwinds Motel.
Does Southwinds Motel have meeting spaces, conference centers, or conference rooms?
Southwinds Motel does not list dedicated meeting or conference facilities. For business event venues in Key West, see business hotels in Key West.
Does Southwinds Motel have a fitness center?
Southwinds Motel does not list an on-site fitness center. Some properties partner with nearby gyms — check directly with the hotel.
Where is Southwinds Motel located, and how walkable is the area?
Southwinds Motel is located at 1321 Simonton Street, Key West, FL 33040. With a Walk Score of 91, the area is rated Walker's Paradise. Most daily errands can be done on foot — ideal for travelers without a car.

What's nearby

Map of points of interest near Southwinds Motel
  • Key West Airport 2.6 mi

Why no public rates?

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