Real Agent Cases

Find a family vacation rental in Costa Rica with ChatGPT agent

Source date:
Last verified:
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 did not publish its exact prompt. This one is our reconstruction from what the source describes.

Not sure how to start? Tell me what you're trying to get done and I'll help you turn it into a clear request.

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

Quick check first: What dates and budget do you have in mind?

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

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.

If any of this is unclear, tell me what you have and I'll help fill the gaps.

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

Source

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

By Kalen Jordan (@kalenjordan) · Published Jul 18, 2025 · Added Oct 15, 2026 · Last verified Oct 15, 2026

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