I just came back from a solo trip to Lisbon and had the best time. Aside from Lisbon being one of the most charming cities I have visited, part of the credit goes to Hugo, because his place is wonderful!
The apartment is on the 3rd floor of a historic but very well kept and renovated building, with tons of light and amazing views all around, sparkling clean, beautifully decorated, and is in perfect walking distance to many cafes and bars, historic landmarks, beautiful neighborhoods with the best miradouros (i.e., viewpoints), the river, and public transport.
Hugo provided a long list of places to eat, drink, shop, see Fado or dance - each with thorough and thoughtful descriptions and tips to help you pick the place that would serve your particular taste best.
When at home, Hugo was very really friendly and pleasant to talk to and socialize. He shared travel stories and more suggestions on places to check out in Lisbon.
Ana, who helps Hugo manage his apartment (I did not meet her in person), was also very friendly, flexible, and quick to respond. She made the check-in/out process quite seamless and worry-free. My return flight was late afternoon and Hugo and Ana let me leave my luggage in the apartment well after check-out.
If you are still reading and debating, stop and just book it!