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Regulatory Radar: Top Cities for Short-Term Rental Investors to Watch

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12 Jun 2025

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Regulatory Radar: Top Cities for Short-Term Rental Investors to Watch

In the ever-evolving landscape of short-term rentals, understanding local regulations and market trends is crucial for investors looking to capitalize on the lucrative opportunities available. Based on recent data, we've identified the top cities for short-term rental investors to watch in [current year].

Among the top cities, New York, NY stands out with a median sale price of $825,000 and homes staying on the market for 74 days, indicating a relatively competitive market. Los Angeles, CA, with a median price of $736,000 and a 43-day market time, presents a more balanced scenario.

In contrast, cities like Phoenix, AZ, and Philadelphia, PA, have higher median prices of $485,000 and $255,000, respectively, but longer market times of 50 and 50 days, respectively.

This analysis highlights the importance of considering local market conditions and regulations when investing in short-term rentals. For instance, cities with more stringent regulations, such as those in the Northeast, may have higher prices but longer market times, while cities with more lenient regulations, such as those in the South, may have lower prices but shorter market times.

According to our analysis, the top cities for short-term rental investors to watch in [current year] are: New York, NY; Los Angeles, CA; Phoenix, AZ; Philadelphia, PA; San Antonio, TX; San Diego, CA; Dallas, TX; San Jose, CA; Sturgis, SD; Indian Creek, FL; Indian Field, CT; Makena, HI; Hillsboro Beach, FL; Sagaponack, NY; Palm Beach, FL; Watch Hill, RI; Water Mill, NY; and Gulf Stream, FL.

We recommend visiting our short term analysis in Utah for further insights into the market trends and regulations affecting short-term rentals.

In conclusion, this analysis provides valuable insights for short-term rental investors looking to capitalize on the current market trends and regulations. By considering local market conditions and regulations, investors can make informed decisions and navigate the competitive landscape of short-term rentals.

For more information on short-term rental regulations and market trends, visit our short term analysis on regulations versus hotel licensing.

Additionally, for a comprehensive guide to short-term rental markets, check out our top short analysis in Virginia.

Lastly, for a detailed analysis of short-term rental market outlook, visit our short term analysis on which cities are poised for growth in 2025.


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Top cities for short-term rental investors to watch based on local regulations and market trends.

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