Vacation rental email marketing that delivers value beyond discounts

So you can stop chasing bookings and start welcoming dream guests

  • Increase Your Revenue

    Entice guests to book directly with emails that deliver value beyond discounts. (Aka no more being at the mercy of OTA middlemen and their inevitable mood swings.)

  • Become a Local Legend

    Delight your current and future guests by spilling the best-kept local secrets that’ll make your property the talk of the town.

  • Grow Your Portfolio

    Let automated email campaigns do the heavy lifting, leaving you more time to find those hidden gems and grow your collection.

  • Attract Dream Guests

    Send irresistible emails that captivate your dream guests, creating a community of fans who can’t wait to stay with you.

Start making waves with impactful email marketing for your vacation rentals

Hey, I’m Concetta — the lady behind the pineapple and the answer to your email marketing woes. Here’s the first thing I want you to know:

You deserve an email marketing strategy that works as hard as you do.

And your subscribers deserve a vacation rental business that invests in their guest experience from the start, making it easy for them to part with the vacation fund they’ve spent all year squirreling away.

Through emails that deliver value beyond discounts, I’ll help you put your best foot forward when communicating with your dream guests, taking them on a journey from new subscribers to loyal regulars who wouldn’t dream of booking with anyone else.

Turn potential guests into paying ones with value-packed vacation rental emails

What’s better — offering a one-time discount that makes you the default choice this time? Or providing consistent value that makes you the only choice every time?

Discounts have their place in the grand scheme of your marketing strategy, but they shouldn’t be your entire marketing strategy. 

That’s because a discount is only valuable to a guest who’s ready to book. What about all your potential guests who are still:

  • In the planning stages

  • Saving up money

  • Coordinating schedules with family and friends?

When they’re finally ready to start taking action, there’s a good chance that discount code will end up expired or lost in a sea of other emails. And the search for their next booking will start anew.

Unless you never went away long enough for them to forget you in the first place.

If you’re ready to consistently show up in the inbox of your ideal guests with endless tips and insider info for your local area, you’re in the right place!

Keep scrolling for a glimpse of the juicy services this lemonade stand has to offer…

“Concetta created a lead magnet for us highlighting a three day itinerary in our vacation rental market. She was wonderful to work with. She asked all the right questions, researched our area, and put together a fantastic itinerary that we are sharing far and wide with our followers and using to encourage more visits to our website and collection of emails. I highly recommend working with her.”

-Maria Getoff

Owner and CEO of Harmonized Getaways Property Management and Vacation Rentals

Working with The Cheeky Pineapple:

Here’s a sneak peek of what to expect from our first point of contact to hiring me to manage your vacation rental email marketing:

🌊 Wave one:

We’ll start with a free 30-minute chat to see if the vibes are vibin’, followed by a proposal with a tentative timeline. If you choose to move forward, a 50% deposit secures your start date.

🌊 Wave two:

Next comes a 60-minute project kickoff call recorded on Zoom, allowing us to have a fun and focused chat without stopping to write down important info. Then, I’ll create your custom email strategy, set up automations, and make sure your subscriber list is clean and ready to go.

🌊 Wave three:

This is where the fun really begins! I’ll write the emails and design the templates that’ll stay true to your brand while speaking to your dream guests and send them to you for review. After making the final touches, they’ll be ready to launch.

🌊 Wave four:

With your approval, we’ll go live! I’ll track performance, share insights, and fine-tune your strategy to keep the bookings rolling in.

🏄🏻‍♀️ Riding the wave:

We’ll wrap things up with a final review, and if you love the results, we can keep the momentum flowing with ongoing monthly services.

Get a year’s worth of newsletter ideas delivered straight to your inbox — for free!

    Ready to jump in with both feet?

    Don’t worry, The Cheeky Pineapple will be there to catch you!

    Grab a piña colada (or water’s fine, too), and let’s get to know each other! During your FREE 30-minute consultation, I wanna hear all about your business, goals, and fave vacay reads!