@Connie423
I see that one could book 28 nights in November for $3700. That is a very attractive price if there are not going to be too many guests.
You are probably being approached by discount-hunters who may have other tricks up their sleeves. This is common with new listings.
I would suggest that you tell the 3-6 month applicant that you don’t accept bookings for more than 28 days at a time because of insurance policy rules.
My USAA insurance doesn’t cover guests for more than 28 days.
You can tell them that after they have been there for two weeks you can both decide if it would be a good idea to extend their stay with a private rental contract which would not include Airbnb fees.
You will probably know if you want them to stay within a few days. If they do stay you can block your calendar for the length of their occupancy.
You should collect first month, last month and a security deposit up front and have a written lease agreement.
As for the June-July application, I wouldn’t accept a prime season booking that far in advance. They would be getting a huge discount and you should have no problem filling those dates at the full price if you wait.
I had people who booked long stays to get the big discounts, then invented reasons to leave early and demanded discounts at the regular rate, which basically allowed them to stay for two weeks for free.
I think you have a beautiful place and you should have no difficulty in renting it at a competitive price.
Good luck—