536 Fleming St Key West, FL 33040

The advertised rate of $18,964/month is the lowest available price, based on a 30 day(s) stay with a move-in date of August 28, 2026.

Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be higher if billed in multiple payments.
Feel at home in this luxurious penthouse located on the second story of a historic red brick building in Key West. Originally built in 1908, this unique property offers an unforgettable experience.
This expansive penthouse boasts 19th-century brick-framed windows that allow soft sunrise light to meander through, creating the perfect ambiance for your morning cafe con leche. In the evenings, the curated collection of local paintings and carvings, combined with the glow of the 100-year-old Dade county pine floors, sets the ideal scene for hosting a quiet dinner or serving cocktails to friends.
This property is available as a monthly rental with a 30-day minimum stay. Pets are not allowed, and smoking is not permitted.
Situated on one of Key West's best corners, this property places guests within one block of award-winning restaurants, coffee and sandwich shops, wine bars, craft cocktail bars, a local grocery store, and the world-famous Duval Street.
Events are not allowed. This property is suitable for children and infants. Damages to the property or additional cleaning due to excessive mess are subject to charges. [SI]