Key West Penthouses - Private apartment or condominium residences on the highest floors of a large renovated historic Victorian or modern condominium building with many luxurious high-end features. Key West penthouse properties have expansive porches, terraces, and /or decks offering unique viewing points of the island.
Choose from our inventory of Key West vacation rentals. We offer something for everyone; from charming cottages, to beachfront condos, to luxury estates, to tropical pool-garden homes.
* PLEASE NOTE: Some properties displayed may not be available for rent due to other inquires and pending reservation. Please contact our office to be sure of availability. email@example.com or 305-294-7358 ext. 1
There are no properties available that fit all of your search options. Please contact our office if you would like assistance. firstname.lastname@example.org or 305-294-7358 ext. 1
Jan 20- Jan 27
Feb 11- Feb 16
Feb 24- Mar 10
Mar 17- Mar 29
Standard Rates: $2900 - $6700 per week
4BR 4BA - Sleeps 8
Famous Mile 0 Location
1 block off Duval Street.
Custom Interior Design
Private Heated Pool starting August 1, 2017
Sun deck on ground level
Welcome to the end (and the beginning) of the road. There aren’t many places in the world where you can say you’re both beginning and ending your journey at the same time. But when you rent this Heavenly Hideout Key West penthouse, you’re spot on, and you can do exactly that.
Standard Rates: $3800 - $5650 per month
Overlooks large historic Meditation Garden
One Set of Stairs
Close to Higgs Beach
Discretely built back off the street to quietly overlook an historic tropical garden, this Elegant Key West Tree House, encompasses the entire 2nd floor of a beautifully renovated 1930’s building.
Mar 10- Mar 17
Mar 24- Mar 31
Standard Rates: $2900 - $6000 per week
4BR 4BA + (2 1/2 BA) - Sleeps 8
Entire 2nd + 3rd floors of the building
Porch overlooks Duval Street in the 700 Block.
Spacious deck in the back.
Perfectly staged on Duval Street Key West, this unique downtown Key West rental received a major renovation to become the fabulous "Penthouse On Duval." Stroll to South Beach and Mallory Square. Plenty of room to spread out. Enviable Fantasy Fest location! Mallory Square and the beach.