Short-Term Rental Properties in Annapolis, MD | Ziffy.ai
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Price: $300K - 500K
Monthly Cash Flow: $1 - $3k+
Home Type: Single Family

Short Term Rental Investment Properties for Sale in Annapolis, MD

Why Invest in Annapolis, Maryland?

Short-term rentals in Annapolis, MD offer strong investor appeal despite recent regulatory caps at 10% per blockface. Tourism from Naval Academy events and boat shows drives consistent demand, with over 500 units advertised citywide. Average nightly rates support solid cash flow, bolstered by 5-7% annual appreciation in this historic market. Renter occupancy remains high at 65%, even as the city enforces licensing for compliance. Owner-occupied exemptions provide flexibility for hands-on investors navigating the rules.

8.2%
Avg. ROI
7.1%
Rental Yield
6.8%
Cap Rate
$28500/mo
Avg. Cash Flow
$245/mo
Avg. Rent
5.4%
1Y Appreciation

Frequently Asked Questions

The city caps short-term rentals at 10% per blockface, with exemptions for owner-occupied units and events like Naval Academy graduation. Over 500 units are advertised, but only licensed ones comply fully. A 12-month moratorium on new licenses is under consideration to improve enforcement.

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