"Key West Classic"
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Secret Courtyard Cottage Key West Vacation Rental  
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photo: Barry Fitzgerald
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Private Home
7BR 5BA
Sleeps 10-14
Private Pool



This property is ideal for guests with discerning tastes looking for a spacious and luxurious accommodation that is truly authentic.




What To Bring: Tropical light weight clothing, bathing suits, light jacket or sweater in the Winter.



Night Low Rate: $1050.
Night High Rate: $1450.
Other Fees: Departure cleaning fee, processing fee, 7.5% Florida State Sales Tax, 5% County Bed Tax. Deposit: 50% deposit required to confirm the rental. Balance is due 60 days prior to arrival.





This spacious 2-story classic Key West Victorian mansion is simply gorgeous and magnificent. If you’ve ever been to Key West you’ve hopefully had the opportunity to stroll the charming residential streets of the Historic Seaport of Old Town of Key West to enjoy first hand the impressive architectural history this authentic Key West House embodies. And if you’ve walked down the quiet roadway of Fleming Street, then you’ve undoubtedly passed by and admired this stately home. Several of the original grand historic homes on Fleming Street have been renovated or restored over the last couple of years to become deluxe gay guesthouses or small gay-friendly resorts.

The curb appeal of the Fleming Street roadway is inspiring with elegant tropical gardens, charming white picket and iron fences and shiny tin roofs, and its fun to stroll the few blocks to downtown and take in the entire ambience. Now when you rent this exquisite circa 1800’s ‘Key West Classic’ wooden home, you’re in the heart of Fleming Street, but . . . have your very own private home enjoy and luxuriate. Meticulously maintained, this grand wooden home offers deep porches that grace the entire width of the first and second floor porches over looking the thoroughfare. Beautiful stained glass transom windows top symmetrically set French doors, and oversized windows surround the home to invite in the light and tropical breezes. Inside, the home offers a completely renovated gourmet kitchen and large wooden dining table. The living room is spacious and grand and beautifully furnished traditional style. There is 1 bedroom plus a den on the 1st floor, and 4 spacious bedrooms on the 2nd floor. There is also a newly renovated private ‘play-house’ cottage that opens to the pool. And the swimming pool and back garden scene is Key West quintessential – great for lounging and relaxing.

So why not be in the neighborhood scene of some of the most unique Key West guesthouses on the island, but have your very own private abode! The Scene: This graceful historic Key West home is located on fashionable Old Town Fleming Street that is home to several of the islands gay guesthouses and small boutique gay resorts. Here you are in the midst of the Historic Seaport district of the island where it is a 4 minute walk to the port and numerous fantastic restaurants, gallery stores, and boutiques. And it’s only an 11 minute walk to the 700 block of Duval Street where you’ll find yourself in the center of Key West’s gay and lesbian bars and entertainment. Your downtown night life is an easy stroll up Duval where you can start at the ‘Aqua Night Club’ and make your way to the ‘Bourbon Street Pub’, then work your way up to the 1100 block and check out the world famous ‘LaTeDa’ featuring 3 bars, live cabaret, and a stylishly delicious restaurant for breakfast, lunch, and dinner.

Bedding: 1st Floor: 1 king size bed, 1 full (double) Murphy bed, 2 queen sleeper sofas; 2nd Floor: 3 king size beds, 1 full size bed, one trundle (day bed); Pool-side Cottage, 2 full size (double) beds.