I bought my first vacation rental at Mt Bachelor Village in Bend Or at 25. 1 bedroom with a murphy bed. We skied and went there in the summer for weekends. Did it pay for itself? NO. I have owned at Palm Springs, Sunriver Or, Green Valley and Penasco. Had 1 bed, 2 bedroom 4 bedroom. Did they ever pay for themselves? NO. The more nights you rent, the more commission you pay. Plus what is okay with you may not pass with the property manager. A units have to be PERFECT for paying guest. Things get broken or misplaced. It is called wear. That being said, I still keep doing it. We are spending Christmas at Sunriver with all of us and our granddaughter. I have 2 here in Green Valley. And we still miss Palm Springs. Bella has the highest cost because it is on the ocean and is rented for 2 or 3 nights. Green Valley is the lowest because the min is 30 days. I justify the cost because I go down ever month except during tax season. I buy fish, I go to the eye dr and have the dogs teeth cleaned. I also have one prescription that has a $45 co pay and I get it for $8 in Mexico. Also growing up in Hawaii made me a beach person. This is a lot cheaper than flying to Hawaii four times a year.