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  • (305) 294-7358
Key West Time
July 16th
11:59am · 89°F

Rooftop Renaissance ~ Weekly Rental

1BR 1BA ~ Weekly Rental
Sleeps 2 - 3

One of my favorite things to do in Key West is to check out the masterfully redesigned interiors of the classic turn-of-the-century Victorian houses around the island.  Grand centurion residences in Key West’s famous Historic Seaport District represent one of the largest collections of the most charming and distinctive wooden residences you’ll find anywhere in the U.S. While the original exteriors of these historic homes are protected by the City of Key West as standing testimonies to their original artisan builders, the interiors and backyard gardens often receive absolutely amazing makeovers. Rooftop Renaissance falls right into this category.

As a die-hard devotee of historic Key West houses I sometimes find myself accurately predicting the interior re-design before I even walk inside, but with this 3rd floor cottage it came as a thrilling surprise. Nestled in the tree tops on the end of a grand historic building, there is no way you would know there’s a charming one bedroom cottage flat, with a spacious private front porch extending the entire width of the structure. Overlooking tin rooftops and lofty trees of historic Old Town William Street, here you experience the special feeling of being hidden away in secret quarters.


Access to the Rooftop Renaissance is via three flights of banister switch-back stairways on the left side of the historic building as you face the front. At the top of the stairs you find the grand scale covered front porch, an impressive outdoor room in-and-of-itself, appointed with a comfortable wood and wicker sofa, loveseat, and chaise lounge. Three sets of elegant panel French doors grace the front of the building and step directly into the great-room which encompasses about two-thirds of the interior.

Inside, the living room area is set to the right side of the room, and the full kitchen on the left. Lace curtains and restored antiques create a romantic Key West Victorian ambience. A monochromatic color scheme of sand tones and wicker provide a soft back drop for the sofa, tropical wicker easy chair, and the antiques. On the other side of the room, the kitchen has everything you need to prepare and enjoy a meal including a full size stove/oven, micro-wave, and full size refrigerator, and dining table.

Adjoining the great-room, the bedroom and bathroom are at the back of the unit, accessed through a door that divides the kitchen and living room. Tastefully furnished with Victorian antiques, the bedroom provides a queen size bed with swing arm reading lamps on either side, a marble top vanity, and a wall mounted flat screen TV that’s easily viewed from bed. The en-suite bathroom is designer white, with wainscoting and traditional white tile. Ceramic dark green floor tiles add a touch of opulence. The bathroom provides a free standing sink, and bathtub with in-tub shower.


Guests of the Rooftop Renaissance have use of resort grounds and amenities at the Island City House. In addition to your own private front porch, you are invited to share the large historic tropical tree garden, 15’ x 30’ swimming pool, large sunning deck, sauna room, and roof-top deck.  Guests are also treated to many hotel amenities include concierge services. Here you have the best of both worlds – a private cottage flat, and hotel style conveniences.

Bedding Summary:

  • Bedroom – Queen size bed
  • Living Room: Queen Sleeper


Amenities: Fully equipped kitchen, capsule expresso machine, grand private front porch over-looks roof tops and charming William St., central A/C, large flat screen cable TV.  Linens and towels provided.

Special Feature: Guests of the Rooftop Renaissance are invited to enjoy all amenities at the family resort. This includes the shared swimming pool with sun deck, sauna room, and historic tree garden. Here you have the best of both hospitality worlds - your own private house, plus resort amenities at your fingertips.

Activities: Key West Historic Seaport neighborhood. Walk to the seaport in a few minutes - enjoy the historic schooner ships, go on a sunset sail, day sailing, catch a boat to go diving on the reef, go sport fishing. Impressive variety of seafood and steak restaurants and the unique waterfront Schooner Wharf Bar. Local artisan stores full of art, boutique clothing and gift stores. Famous Duval Street is just 3 ½ streets away (remember it takes 3 to 4 Key West streets to equal the distance of a typical city block).Walk to all old town features, including museums, theaters, night life. Walk to Mallory Square Sunset Celebration in about 15 minutes.

Area: This cottage flat is located on the famous historic Island City House property in a structure that was originally build in the late 1880’s, and then converted in to separate dwellings in 1912 for the arrival of Henry Flagler’s Overseas Railroad. It was in this neighborhood where Key West’s founding fathers and mothers, pirates and opportunistic mariners of the late 1800’s and 1900’s built homes that stand today as one of the largest and most impressive collection of turn-of-the-century architecture. Today this district includes famous waterfront restaurants and bars, retail stores, museums, fishing and sailing charters, in addition to a large variety of historic homes.

Parking: The best place to park is in the City of Key West Parking Garage located at the Historic Seaport on Caroline St.  From this location a car is not really necessary.  We recommend that if you drive into Key West, you park your car and forget about it. Enjoy walking and walking the island.

Restrictions: Smoke Free Property. No pets. We do not accept guests less than 25 years of age unless accompanied by a family group or guardian.

Dates Weekly Nightly Terms

Additional Notes:

  • High Season generally requires a 7 night minimum stay. Shorter stays of 3 - 5 nights may be available within 60 days of your arrival date or in special situations. Certain dates may not be available if they minimize optimal booking for the property's reservation calendar. Please contact us to inquire about stays less than 7 nights.
  • Shoulder and Low Season is a 3 - 5 night minimum available on reservations made within 60 days of arrival May through mid-August. From mid-August through mid-December, 3 - 5 night minimum stays are available any time.
  • Short Stays are available if there are open nights that are less than the minimum stay, shorter stays may be possible depending on the property. Please contact us to inquire.
  • Holiday, Festival, and Event Rates are 20% to 25% higher. These include, but are not limited to: Fantasy Fest, New Years, Key West Yacht Race Week, Thanksgiving, Power Boat Races, Mini-Lobster Season, Labor Day, Parrot Heads Meeting of the Mind, Biker's Poker Run, 4th of July, Easter. A 7 night minimum stay is required for most major holidays, festivals, and events.

Rates and Terms are subject to change without notice. Above rates do not include taxes and fees. Click here for more details on additional fees. Please contact us for specific pricing and to confirm rates. Rates in US Funds. (305) 294-7358 Ext 1 -

Apply here for Travel Guard Trip Cancellation and Interruption Insurance.

VHKW offers promotional specials for purchasing trip insurance for stays between Aug 10 and Oct 20. Please call for more details.

  • Bedroom – Queen size bed
  • Living Room: Queen Sleeper
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