Real Agent Cases

Find a family vacation rental in Costa Rica with ChatGPT agent

Posted
by Kalen Jordan (@kalenjordan)
Last checked
Method:
How we verify

Evidence: Described by posterThe person describes what happened in words, without screenshots or video.

Outcome

ChatGPT agent found a Costa Rica place with a pool at a decent rate for 2 adults and 3 kids; the poster was tempted to book without checking further.

Agent

ChatGPT agent

Prompt Recreated prompt

The source didn't share its exact prompt, so we wrote this from what it describes.

Here's a task I'd like your help with. Read it all the way through before you start.

Goal: Find and book a nice place in Costa Rica with a pool for 2 adults and 3 kids, at a good rate.

Check with me first: What dates and budget do I have in mind?

What I'll give you:
- My dates
- Who's going (2 adults and 3 kids here)
- My budget or what counts as a good rate
- My booking account login (I'll sign in myself)

Rules:
- Find places that fit the group and have a pool, and compare rates.
- If something is missing or unclear, ask me instead of guessing.
- Before booking, show me your top pick with the price and key details.
- Don't pay without my OK. Stop at checkout and hand it back to me.

Output: Your top pick and a couple of alternatives, with prices, links and why you chose them.

You'll know it worked when: I have a place I'm happy to book without hours of research.

Try this in:

Sends the Recreated prompt shown above. ChatGPT and Grok open with it filled in, and ChatGPT may send it straight away. Gemini opens empty, so we copy the prompt for you to paste. Every button also copies it.

Opens in a new tab. We don't see what you send.

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Optional stronger version

Our rewrite with extra checks. The poster didn't test it.

Here's a task I'd like your help with. Read it all the way through before you start.

Goal: Find a family rental in Costa Rica with a pool for 2 adults and 3 kids, and prepare the booking for my approval.

Quick check first: tell me if anything below is missing or unclear.

Inputs (fill in or confirm):
- Dates
- Budget
- Areas and must-haves
- Booking account (I log in)
- Bed setup needed for three kids

Rules:
- Shortlist 3–5 places with pool, beds for five, total price and reviews.
- Check child safety notes (pool fencing) and kitchen.
- Check cancellation terms.
- Prefer places near beaches or activities I named.
- Read the latest reviews for noise, cleanliness and accuracy of photos.
- Show total cost including cleaning and service fees and taxes.
- Check distance to a grocery store and the nearest beach.

Checkpoint: Stop before payment.

If you get stuck: If login is needed (including any CAPTCHA or two-step code), ask me; never guess or store passwords.

Verify before you finish: Check dates and guests on the booking summary.

Output: Shortlist and booking page ready.

Done when: I can book a suitable, well-reviewed place.

Source

https://x.com/kalenjordan/status/1946285767690727918