San Diego, California
8/15
Photo: Exterior of Villa Valencia, one of AvantStay's private rental properties (photo via AvantStay) ((photo via AvantStay))
San Diego has long been one of the most LGBTQ-inclusive cities in the country. It's home to Hillcrest, the area's "gayborhood," which offers plenty of local LGBTQ+ businesses to enjoy, as well as Diversionary Theatre, the third oldest LGBTQ+ theatre in the nation. The city celebrates pride in July, so it's perfect for those who'd like to extend the festivities into the next month. AvantStay offers over 60 vacation home rentals in the city, which offer guests a virtual concierge, Jacuzzis, pools and more.