Southwinds Motel

RICK 

on Google

4 weeks ago

We stayed here on the recommendation from a friend. This is a no frills small motel located in old town on the southern end of the island. The rooms were clean and the staff was friendly and helpful. Cold continental breakfast each morning in the lobby was a plus too. There is 2 pools on the property and neither one of them was ever full when we went. An added bonus is the Tipsy Rooster bar and liquor store is attached to the motel. There was live music everyday starting in the early afternoon. We will definitely be stayin... read more

Scott T. 

on Google

5 months ago

I'm in my 70s and I've traveled all over the world. This is definitely one of the three worst lodging experiences of my life (the worst was finding a tweaker passed out in front of my door in Detroit). When you take into account how expensive this room was, it may be the worst. Here's a litany of some of the problems we experienced. (1) The air conditioner was so loud, we only used it during the warmest part of the day. (2) some of the USB ports and the duplex plugs were inoperable. I found this out the first morning when ... read more

Alexandre Navarro 

on Google

5 months ago

While this hotel boasts an ideal downtown location, the experience was unfortunately marred by poor management and hygiene. Service & Billing: The reception staff was inflexible and purely administrative. Following checkout, they failed to release my $150 deposit despite no charges being incurred. It took a month to resolve, and during that time, staff were unhelpful—blaming my bank and even hanging up on me during follow-up calls. Room Condition: The property is quite dilapidated. Cleanliness was a major issue; I found ha... read more

Annie 

on Google

4 months ago

One star for a variety of reasons. The last time I stayed, not a great experience at all but decided to give it another try for an upcoming trip due to the fantastic location and the iconic Tipsy Rooster that I wanted to share with a friend that has never been to Key West. We were splitting the trip between 3 hotels, and when we had to reschedule our trip, the other 2 (much nicer, btw) had no problem issuing a refund for our deposit. Southwinds cancellation policy not only kept our deposit (per the policy, in fairness to ... read more

Arnaldo Gonzalez 

on Google

4 weeks ago

One of the nicest and cozy places I have been in Key West, we like original Island logging setups and this place meet our expectations, 2 nice pools, plenty of parking space, even though there is a daily fee for parking is worth it and moderate compare with the parking anywhere in the island that is by Park meter, kids friendly, 2 pools, very close to Duval, only one block, if you are a walker is feasible or otherwise you can ask front desk for arranging a scooter or golf cart for you, and get a discount comperable to gettin... read more