Your Listing Isn’t Boring — But It’s Not Booked Either
How Storytelling Can Rescue Your Short-Term Rental from the Scroll Hole
Let’s cut to it:
If your listing sounds like a real estate flyer, you're not getting booked—you’re getting skipped.
"2BR · beachfront · free Wi-Fi"
It’s not wrong. It’s just... forgettable.
AI can help hosts write listings that actually get booked—by transforming those forgettable lines into emotionally charged, guest-focused stories.
Here’s how, using the 4 emotional levers Smart Pineapple swears by:
✅ 1. Sell the Experience (Not the Specs)
Problem: You’re describing the space, not the feeling.
How AI helps: Prompt it to rewrite a bland feature with vivid, sensory language.
Try this prompt:
“Rewrite: ‘Quiet 1BR with mountain view’ into a sensory, romantic description for a couple.”
Result:
“Sneak away to your own private perch in the pines—where coffee tastes better on the balcony and the only sounds are birds and your shared playlist.”
🧹 2. Remove the Stress
Problem: You’re missing out on a huge win—relief.
How AI helps: Frame your smooth check-in, fast Wi-Fi, and great parking as stress-free benefits, not just logistics.
Try this prompt:
“Turn: ‘Self check-in, free parking’ into a relaxed, welcoming guest benefit.”
Result:
“No fumbling for keys or circling the block—just pull in, punch your code, and let vacation mode begin.”
⚠️ 3. Create Gentle Urgency
Problem: You’re not nudging them to book now.
How AI helps: Ask for copy that adds urgency without sounding like a used car ad.
Try this prompt:
“Add friendly urgency to a fall cabin listing for couples.”
Result:
“These cozy weekends book up fast—especially once the leaves start turning. Grab yours before it’s pumpkin spice panic season.”
💔 4. Show What They’ll Miss
Problem: You’re not showing the cost of not booking.
How AI helps: Request a one-liner that tugs the heart a little.
Try this prompt:
“Write a gentle FOMO line for a family missing out on a weekend getaway.”
Result:
“You could’ve been making s’mores with the kids while the stars came out… but someone else booked it first.”
🎯 BONUS — Make It Guest-Specific
Want to speak directly to digital nomads, dog parents, or anniversary couples? AI can tailor your copy to that persona.
Try this prompt:
“Write a listing intro for a pet-friendly home, ideal for dog lovers who hike.”
Result:
“Bring your four-legged bestie and explore trails just minutes from the door—then curl up by the fireplace while they nap at your feet.”
🧃 Final Sip:
AI isn’t here to replace your personality, it’s here to amplify it.
It helps you:
Write with emotion, not just info
Avoid sounding like every other listing
Get guests to picture themselves in your space
If your copy’s clear but not craving-worthy, try a few prompts. Or say “SOS, Pineapple” and I’ll guide you step-by-step.
This is pure gold.
I'm sure most of us are fed up reading about comfy beds, wi-fi, and all the other things we expect.
You've turned the whole thing on it's head and by selling emotion.
In many ways it's similar to what we do except we're relying on videos.
Here you've painted a beautiful picture with words
What Martin said! 😎