Monthly Vacation Rentals in Key West

Historic Key West Vacation Rentals' monthly vacation rental properties are the perfect option for an extended stay in our tropical paradise of Key West. Our Key West Monthly rentals require 28-night minimums. Please keep this in mind when selecting your dates to be sure you meet this minimum night stay rule in order to bring up available options (due to strict city regulations, no exceptions may be made to the minimum stay). Immerse yourself in the warm and tropical vibes all month long and experience what local living in Key West can offer.  Historic Key West Vacation Rentals offers numerous luxury properties to make your stay hassle-free and filled with the best that Key West and the Florida Keys have to offer. 


Discounts are often available for monthly vacation rentals, especially in the off-season or if staying for multiple months, so please ask! Monthly vacation rentals include utilities such as electricity, water, and propane. Please read our rental policies for other rules & items specifically related to monthly vacation rentals.

Reservations occurring during "Peak Season" require check-in dates on the 1st of the month and can only be rented in monthly increments.