Winslow's Bungalows

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725 Truman Ave
Key West, FL 33040

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3.522 reviews
Photo of Becky V.
Becky V.
11/1/2025

Very nice place. It is old but well maintained. Vibe is very much old Key West. Bathroom updated and bed fairly comfortable. No elevator. Narrow stairs. BE warned if you book through travel sites...

Photo of Joana S.
Joana S.
7/20/2025

I stayed here for 2 nights. I have mixed reviews... my credit card had an offer that was $250 off any stay. My partner and I chose this hotel based on the location and how close it was to Duval...

Photo of Allison O.
Allison O.
10/5/2025

We had a wonderful stay at the bungalows. Check-in was in was friendly and comprehensive. The grounds itself are charming; everyone's rooms look a little different with paths cutting through...

Photo of Joseph P.
Joseph P.
4/11/2025

Winslow's Bungalows has beautiful grounds, poor service, and was a major letdown... We recently stayed at Winslow's Bungalows in Key West, drawn in by the charming photos and glowing...

Photo of Reina D.
Reina D.
7/5/2025

The property is great. Avoid room #40 because the air conditioner unit is very loud, not relaxing! Parking is $30 a day. Ouch.

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