Key West ~ Vacation Penthouses

Below are Weekly & Monthly Rentals with no specified number of bedrooms and no specified arrival or departure date.

* 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. info@vhkw.com or 305-294-7358 ext. 1

There are no properties available that fit all of your search options. However, if you are able to adjust your arrival or departure date we may be able to make it work. Please contact our office and let us do the work for you. info@vhkw.com or 305-294-7358 ext. 1

There is a minimum stay requirement of 30 days or 1 calendar month for monthly rentals. If you are having trouble finding an available rental please contact our office and let us do the work for you. info@vhkw.com or 305-294-7358 ext. 1


4BR 4BA - Sleeps 8
Famous Mile 0 Location
Entire 2nd FL + back deck on ground level
Downtown - 1 block off Duval St.

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.

 

Weekly Rental Rates:
Winter - $4450 / wk - Shoulder - $4000 / wk - Summer - $3600 / wk

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heavenly hideout at rainbows end

2BR 1BA
Overlooks large historic Meditation Garden
Quiet living
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.

Monthly Rental Rates:
Winter - $5500 / mo - Shoulder - $4500 / mo - Summer - $3500 / mo

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elegant key west tree house

3BR 3BA - Sleeps 6-8
Large roof deck overlooks Duval St.
Covered porch overlooks pool couryard
Heated Pool - Gated courtyard on ground level
Stroll to South Beach

One-of-a-kind privately owned villa-plus- penthouse; Enviable view of Duval Street from private roof-top deck; Premier Down-town Old Town Key West location. If you rent this property, you will have a penthouse and a villa combined into one... and you'll be in the most requested downtown Duval Street location.

 

Monthly Rental Rates:
Winter - $10500 / mo - Shoulder - $8500 / mo - Summer - $7500 / mo

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to the nines key west penthouse villa

4BR 4BA + (2 1/2 BA) - Sleeps 8
2 Kitchens
Entire 2nd + 3rd floors of the building
Porch overlooks Duval St in the 700 Block.
Spacious deck in the back.
Adult Location

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.

Weekly Rental Rates:
Winter - $4450 / wk - Shoulder - $4000 / wk - Summer - $3600 / wk

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penthouse on duval

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