I've had a great time in Havana on my 3 last visits, thanks largely to the owner of the apartment I stay in. He goes out of his way to help, and I really feel at home there. The place really is gay-friendly and I feel completely at ease there. It's in Havana Centro, just 15 minutes from the Malecon and from Coppelia, two areas where people gather to meet friends and stroll about (and which are also the two most popular cruising areas). Habana Vieja (Old Havana), where there are many historical monuments, theatres, museums etc. is also within walking distance. He charges 25 CUC a day per room, with AC, a private bathroom and a fridge in your room. He speaks English too. If you've never been to Havana before Jorge will also show you around these places the first time you go there, if you want. He doesn't normally offer meals but I asked and he did for me, and I was very satisfied with the vegetarian food. I thoroughly recommend the place, it really made my trip extra special! Of course, women are very welcome there too.

He might be able to advise you about gay-friendly casas in other Cuban cities. Message him on bojimor@yahoo.es