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To the Nines - Penthouse Villa with Balcony Over Duval Street

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Last updated: 06/08/2015

The property's calendar has not been updated in over 2 months. You can contact the manager for availability or look for properties with confirmed availability

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  • Minimum stay:1-29 nights
  • Internet:Yes
  • Pets considered:Ask Manager
  • Wheel chair accessible:N/A

Property description

“Who says you can’t have your cake and eat it too?” Well here’s the proof you can … and it’s “To the Nines ~Key West”. When you rent this totally unique vacation rental, you will have the ‘best of both worlds” … a penthouse and a pool courtyard villa, all wrapped up into one! I’ve never seen another private luxury property in Key West with this sort of fascinating and artistic layout. The stunning attention to detail in every room provides an unparalleled place to stay in the heart of downtown Key West. Plus… it’s situated “RIGHT OFF (yet at the same time), RIGHT ON DUVAL STREET”.

Everybody knows about the famous downtown Duval Street scene in Key West. And naturally, like lots of Key West fans, you may be searching for a fantasy-like luxury property to rent in the heart of Duval that until now … just didn’t exist! But this one breaks the mold by morphing into dual identities – One part penthouse ‘right on Duval’(with amazing rooftop deck overlooking the Duval Street scene) … and one part villa ‘just off Duval’ (with a private ground level pool garden on a hidden residential lane).

Undoubtedly, we’ve had countless requests over the years for a property that combines both exclusive penthouse and spacious villa features on Duval Street. With the creation of “To The Nines~Key West” you can now rent this fantasy property.


Don’t bother looking for this penthouse villa from Duval Street … it’s just not visible. In the decades I’ve strolled this downtown neighborhood, I had no idea that perched on an unsuspecting 3rd story roof-top of an old Victorian building, was this amazing penthouse deck that’s secretly attached to a pool-side villa on the other side. To find the gated entrance for this property, you have to wind around a cross street off Duval, and discover the tiny ‘dead end’ lane that leads to the courtyard side of the property.

The property entrance displays all the favorite Victorian garden features. At the end of the lane you’ll find a strong tall privacy fence topped with lattice (for even more privacy) and a white garden arbor above the gate. The custom built wooden entrance gate is painted a delicious passion purple and combined with the soft grey color of the privacy fence, the wildly elegant tone for the property is set. Directly in front of the fence is a coveted rarity in Key West - two private parking spaces that are reserved just for this property!

When you open the purple gate, it’s the private pool courtyard that hits you first. It’s like entering your own little paradise found. Tall wood privacy fencing is landscaped with palm trees and a variety of colorful tropical plants and flowers. Your own private sunning courtyard, complete with plunge pool with trickling waterfall, outdoor rinse shower, designer lounge and garden chairs, and patio dining table complete the outdoor picture. I must say, at this point it’s hard to believe that Duval Street is just around the corner.

Set at the back of the courtyard, you’re drawn to the Key West Conch-Victorian house that was lavishly renovated in 2010. The classic wooden rail stair case leads to the 2nd storey covered front porch and prepares you for the thrill to come. The spectacular Victorian porch is an outdoor-yet-indoor lifestyle space that is so quintessentially Key West. The clay tiled floor and ‘robin egg’ blue ceiling are a beautiful contrast with the fashionably striped green and white canvas, creating an elegant setting for the custom glass and stone dining table and slip covered chairs. A wet bar to one side completes the perfect picture for alfresco dining and gazing down at the pool- side courtyard below. Double sets of single pane French doors with side lights lead you indoors to the gorgeous living room.

Penthouse Deck: At the height of luxury, in a class all of its own, the magnificent penthouse deck really speaks for itself. Poised as a private roof-top chill-out area right above the Duval Street scene, some 500 square feet have been refitted with new wood decking and railing and styled with outdoor lounge furnishings. Positioned in the most central location for birds-eye views of the street scene below, this is a very unique place to sunbath, people watch, and gaze at the moon and stars.

Sleeping Configuration:

Main level (2nd Storey): 1 King size bed in the Master Suite; 2 Twin size beds (can easily be pushed together to make a King size bed) in 2ndbedroom; Queen Sleeper sofa in the living room
Penthouse level (3rd Storey) : 1 Queen size bed in top floor bedroom.
Amenities: One-of-a-kind privately owned villa-plus- penthouse; Premier Down-town Old Town Key West location; Enviable view of Duval Street from private roof-top deck. 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. Does this sound like the dream spot you set out to find?

Back of the property has magnificent penthouse deck overlooking 700 block of Duval, while the front of the property has wide covered Victorian porch overlooking private plunge pool and fenced garden courtyard off hidden lane. Custom designer chef’s kitchen with down-look view of Duval Street below. Three luxurious custom designer bathrooms with one-of-a-kind features. Washer/Dryer, telephone, color cable TV’s. Linens and towels are provided. Catering can be arranged. Maid service can be scheduled.

Notes: The up-scale elegance and design of this penthouse-villa property make it ideal for sophisticated individuals with discerning tastes looking for a spacious luxury accommodation on Duval St. It is best suited for a small group of friends, couples, family or executive group looking for the very finest Key West has to offer with 5-Star Quality amenities. It should never be considered as an option for travelers looking to stage a party or any kind of event.

Keywords: Penthouse, Villa, Duval St


Property Type

  • House

Accommodation Type

  • Vacation Rental


  • Non Smoking Only

Bedrooms: 3 Bedrooms, Sleeps 8, Beds for 6-8

Bathrooms: 3 Bathrooms


  • Restaurants

Leisure Activities

  • Boating
  • Shopping

Sports & Adventure Activities

  • Sailing
  • Snorkeling/Diving


  • Air Conditioning
  • Clothes Dryer
  • Linens Provided
  • Parking Off Street
  • Telephone
  • Washing Machine
  • Wireless Internet


  • Kitchen


  • Deck / Patio

Pool / Spa

  • Private Pool


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Rental basis: Per property
Dates Nightly Weekend Night Weekly Monthly * Event
Aug 1 - Nov 30, 2015
29 night min stay

Dec 1 - Apr 30, 2016
29 night min stay

* Approximate Monthly rates, actual rate will depend on the days of the month you stay

Additional information about rental rates


  • Processing $75 + tax
  • Cleaning Fee $425 + tax
  • Pool Heat $400
  • Tax Rate 12.5%

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The property's calendar has not been updated in over 2 months. You can contact the manager for availability or look for properties with confirmed availability




Manager info

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Speaks: english, spanish, czech, Bulgarian



  • A Private Pool and a Duval St Balcony!

    A Private Pool and a Duval St Balcony!

  • Overlooking Duval Street Great for Fantasy Fest

    Overlooking Duval Street Great for Fantasy Fest

  • Gorgeous balcony

    Gorgeous balcony

  • Gorgeous balcony overlooking Duval St. - Perfect for Fantasy Fest!

    Gorgeous balcony overlooking Duval St. - Perfect for Fantasy Fest!

VRBO #322397

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This listing was first published here in 2010.

Date last modified - Friday, August 14, 2015

Minimum stay: 1-29 nights
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Member since: 1997
Speaks: english, spanish, czech, Bulgarian
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  • Calendar last updated 06/08/2015
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(305) 294-7358 (Florida, USA)

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To the Nines - Penthouse Villa with Balcony Over Duval Street

Key West #322397

3 BR  3 BA  Sleeps 8

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