Hi JDW, Yes, Skyway villa has A/C.

I have looked into Villa Catalina and Mar de Amores (same owner) in Chocolate Hole. http://www.villaluxe.com/st-john/villa-mar-de-amores and http://www.villaluxe.com/st-john/villa-catalina Not luxurious but they seem comfortable.

Skyway Villa in Gifft Hill is great for couples traveling together and has a pool and hot tub. I know that VillaLuxe.com is offering a special right now.

Which island as well? St. John?

Monkey No Climb on Bordeaux Mtn is a great villa for 2 couples at a good rate. I considered renting it for our anniversary but had to change our plans b/c of my husband's work. It is listed on www.villaluxe.com.