Accommodation Booking Automation Script

I own a number of timeshare accommodation shares. Each year the timeshare management company releases a limited number of premium weeks to all timeshare owners. The release begins on a specific date at 8:00 am and typically all available weeks are booked within 15 seconds.

I need a script to do the following:
1. login to my member portal
2. navigate to the booking page
3. search for bookings in a particular year and month
4. from the search results, select a suitable week (apartment type, specific check in date range), and click on the book now button
5. on the book now screen, tick 2 boxes and click on submit
6. repeat the above process 0-7 times

Essential Requirements:
- No need for fancy user interface
- Access a specified booking engine (e.g., Booking.com, Airbnb, Expedia).
- Complete accommodation bookings (type to be defined).
- Programming language: Preferred JavaScript.

Ideal Skills and Experience:
- Experience with web scraping or API integration.
- Knowledge of automation tools and scripting.
- Familiarity with booking engines.
- Good problem-solving skills and attention to detail.