Prompt library | Short-term rental property evaluation

Evaluate a short-term rental property with AI, in 8 steps.

Ready-to-copy prompts for ChatGPT, Claude or Gemini. Check legality, demand, comps, income, expenses and risks before you talk to a professional.

Works with any AI assistant

04

Income projection

3 scenarios: conservative, moderate and optimistic

Create conservative, moderate, and optimistic income projections for a short-term rental property located at [ADDRESS], featuring [X] bedrooms, [X] bathrooms, and accommodating [X] guests. Estimate the Average Daily Rate (ADR), monthly occupancy rates, booked nights, and gross monthly and annual rental income.Account for seasonal fluctuations in demand and pricing.Do not present these projections as guaranteed income. Clearly explain the assumptions, methodology, and data used to develop each scenario.
Replace anything in [brackets] See this prompt

How it works

From an address to a preliminary evaluation

1

Copy the prompt

Follow the steps in order, from 1 (legality) to 8 (final evaluation).

2

Add your details

Replace anything in [brackets]: address, price, bedrooms and guests.

3

Paste and verify

Use it in your AI assistant and confirm the results with official sources and an expert.

The library

8 prompts to evaluate a short-term rental

Each step feeds the next. At the end, the AI rates the opportunity as Favorable, Needs further analysis or High risk.

01

Legality

Short-term rental rules

Confirm whether the address can operate as a short-term rental: city, county, zoning, licenses and HOA rules.

Act as a real estate analyst specializing in short-term rentals...
02

Demand

Demand and market

Analyze tourist and business demand, seasonality and what draws guests to the area.

Analyze the short-term rental market surrounding [ADDRESS]... 
03

Comps

Comparable properties

Find similar properties by location, size and amenities to estimate nightly rate and occupancy.

Analyze comparable short-term rental properties similar to...
04

Projection

Income in 3 scenarios

Estimate rate, occupancy, booked nights and gross income in conservative, moderate and optimistic scenarios.

Create conservative, moderate, and optimistic income projections...
05

Expenses

Operating expenses

Calculate HOA, taxes, insurance, utilities, platform fees, cleaning, maintenance and a furniture reserve.

Estimate the expenses associated with operating the property located at...
06

Analysis

Financial analysis

Get NOI, cap rate and cash flow at the purchase price, with or without financing.

Conduct a preliminary financial analysis for the purchase of...
07

Risks

Risks and stress tests

Look for reasons it could be a bad investment and simulate drops in occupancy and rates.

Act as an independent real estate investment analyst and identify...
08

Final evaluation

Preliminary verdict

Bring it all together and rate the opportunity: Favorable, Needs further analysis or High risk.

Act as an independent real estate investment analyst...

Core principle


AI is the starting point, not the final decision.


These prompts are designed to facilitate a preliminary evaluation of real estate investments, helping you identify opportunities, assess risks, and better understand a property’s potential.

However, artificial intelligence may generate incomplete, outdated, or inaccurate information. Therefore, its results are not a substitute for professional due diligence.

Before investing, verify all information through official sources and consult with an experienced real estate professional, an attorney, and an accountant to confirm the investment’s legal, financial, and operational feasibility.

Our goal is to help you make better-informed investment decisions, not to replace the judgment and expertise of qualified professionals. Remember: A successful investment begins with reliable information and responsible analysis..

Frequently asked questions

Which AI do they work with?

Any chat assistant: ChatGPT, Claude, Gemini or similar. Assistants that can search the web give more up-to-date results.

In what order should I use them?

From 1 to 8, in the same conversation, so each step builds on the one before.

Do they replace a professional?

No. They help you decide whether a property is worth a closer look. The final decision requires professional verification.

Who created this library?

50 experts. More than 100 years of combined experience. This library draws on the knowledge of 50 short-term rental specialists whose combined experience exceeds 100 years.

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