Depending on where your booking came from, you may not have their real email. Airbnb & Booking.com mask the guest email. Direct and VRBO provide the real email, but I don’t know of a way to download all your past guest’s contact info. Other than to go reservation by reservation. If you use other software to collect their info, like Stayfi or Happy Guest, you can get it from them.

It’s generally not ok (and in some places illegal) to send unsolicited email or texts. It’s frustrating to realize that, yes, you are probably sitting on hundreds of phone numbers of past guests, but without their prior consent it’s just not ok to market to them. 

We ran into this same conundrum last year and took steps like ​@HostedHavensCo recommend to get ahead of it: set up systems to begin collecting phone, email, and permission from guests, and build a list that way. We did this in a few ways:

1. Yes, set up Stayfi to start capturing phone and email from all guests
2. Make a newsletter at Mailchimp or Email Octopus and provided in-room ways for guests to join it (a printed material with a QR code on it works well)
3. After-checkout, you can send a link to your signup form to the guest on VRBO, Booking, and of course Direct… but not via Airbnb (you will be penalized here). And, for Booking, make sure you whitelist the signup url via the Extranet or they will filter it out.

To answer your question about downloading data: you can make customized guest data exports from the Metrics screen in Hospitable. Click on the Details tab near the bottom of the screen… and use the Filters and Columns buttons to customize the data….. Just don’t go spamming people!