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  • (305) 294-7358
Key West Time
September 24th
6:52pm · 86°F

Havana Moon ~ Weekly Rental

2BR 2BA ~ Weekly Rental
Sleeps 4-6

Open the front door of the hand crafted Havana Moon Key West cottage located on Upper Duval Street, step from the porch, and look south toward Havana Cuba and... Mmmm... You'll catch a view of the ocean where the full moon rises with a soft salt southern breeze. Originally built in the late 1800's as a cigar makers' cottage the authentic exterior of this turn-of-the-century cottage is protected by historic preservation rules and today stands renovated to form, to be proud and handsome. But the interior is an entirely different story. Inside the owners had creative license to redesign in order to bring the cottage upscale modern vacation standards with all the luxurious accoutrements. Ideally located right at the top of Upper Duval Street and just down from Key West's South Beach this historic residential cottage received a beautiful renovation and now offers 5-Star resort quality amenities.

Inside the "Havana Moon" cottage you find a complete transformation with a decidedly upscale minimalist renovation design and decorum that is understated and elegant. The designer for this cottage combined quiet modern and traditional furnishings with subtle colors and elegant artwork that sets a tone of calmness and relaxation. The original high ceilings create a spacious feel and newly added recessed lighting gives a dramatic flare as well as extra light. Stained pine wood floors have been completely refinished to show off the organic multi-patterned wood grain.

A big fan of classicism, the designer of the cottage kept the orderly fashion of the original interior structure that is characteristic of the historic "shotgun house," while transforming it into two luxurious bedroom suites. We begin our description of this cottage at the front entrance which steps you right into the common "hall room" that heads straight away to the back door. Off this main common room, on the right side of the house, a symmetrical row of interior rooms proceed from the front of the cottage to the back.

The first door on your right leads to the front bedroom and beautiful en suite bathroom offering a vintage style "free standing" sink and a double-wide shower large enough for two. Brilliant white tile glistens from floor to ceiling. The front bedroom is elegant and luxurious and provides a queen size bed and a wall mounted flat screen TV. Tasteful furnishings, artistic light fixtures and elegant wall art evoke a tropical theme. 

The brand new modern "U-shaped kitchen," complete with top-of-the-line stainless steel appliances, grey granite counter tops, and dark tile flooring is the next room down the line. Recessed lighting and brilliant white cabinets brighten the kitchen and make it all the more inviting as a space to cook and entertain. The kitchen is open to the wide "sitting hall" which at this point becomes the interior gathering and common seating space for the cottage.

The last room down the hall at the back of the house is the spacious back bedroom with en suite bathroom. For this bedroom the designer chose a dark wood wicker head board for the queen size bed and placed a collection of artful sepia tone botanical prints on the walls. As with the front bedroom it offers a wall mounted flat screen TV. The en suite bathroom for the back bedroom is very spacious and is handicap accessible. This is a unique feature for a private vacation home residence and is convenient for anyone traveling with some mobility issues, just keep in mind there are a few steps in the front where you enter the cottage

Finally, at the end of the hall, it's time to check out the fenced back yard. To meet modern luxury vacation standards, the original back yard was transformed to a nice size swimming pool and large concrete sun deck for pool side sunning. Back around the front of the cottage is the covered sitting porch. Pretty wicker furnishings have been placed for guests to sit and watch the world of Key West go by.

Each bedroom is a suite with its own en-suite luxury bath.

Bedding Summary:

  • Bedroom 1 – Queen size bed
  • Bedroom 2 – Queen size bed

Amenities: Upscale renovation and luxury furnishings. Swimming pool, large deck, tropical plantings, completely fenced. Fully equipped kitchen, central a/c, telephone, color cable TV, stereo, washer / dryer. Linens and towels are provided. Catering can be arranged. Maid service can be scheduled. Off Street parking for 1 car!

Activities: Elegant Upper Duval St. - Close to the Southern Most Point of the United States. The beach is just down the street to your left, so when you've had enough pool and porch time you can head for South Beach for some sun and good food. There is a great open air beach side restaurant there with a full bar and excellent beach side menu. And right across the street is the Coffee and Tea house where you get your caffeine and then heat down Duval Street for shopping and sight seeing. Cafe neighborhood features art galleries, wonderful eateries and internationally famous fine restaurants,fine gift and clothing stores, Grand Vin wine tasting, home made ice cream. Here you start at the top of Duval St. near the Atlantic Ocean and can take the 20 min stroll to the Gulf of Mexico (remember it takes 3 to 4 Key West streets to equal the distance of a typical city block). Sailing, boating, diving, museums, nightlife.

Area: Upper Duval or ‘Uptown Key West’ has evolved into the “elegant end of Duval” and offers an exceptional variety of restaurants, beautiful boutiques, and art galleries. Close enough to South Beach that you can see it from the porch and the Southernmost Point of the United States is just around the corner. Walk to the Mallory Square Sunset Celebration in 15 to 20 minutes.

Please note: This specific cottage may not be appropriate for children due to its location. Please contact us for more information.

Restrictions: We do not accept guests less than 25 years of age unless accompanied by a family group or guardian.

Notes:  If you love this cottage but need to sleep more than 4 in beds, you can rent it with the two bedroom Cockadoodle Cottage. Combined these nearly identical cottages are called Twice as Nice

special rates available

Sept 21- Sept 27
Nov 18- Nov 23
Weekly $1950
Nightly $425

view all specials

Dates Weekly Nightly Terms
Aug 10, 2018 - Oct 20, 2018 $2250$4755 night min, but 3-4 nights within 60 days
Oct 21, 2018 - Oct 27, 2018 $3700$6007 night minimum
Oct 28, 2018 - Nov 4, 2018 $2250$4755 night min, but 3-4 nights within 60 days
Nov 5, 2018 - Nov 11, 2018 $2550$4757 night minimum
Nov 12, 2018 - Nov 16, 2018 $2250$4754 night min. or 3 night min. 60 days prior to arrival.
Nov 17, 2018 - Nov 23, 2018 $2550$4757 night minimum
Nov 24, 2018 - Dec 19, 2018 $1900$4755 night min, but 3-4 nights within 60 days
Dec 20, 2018 - Dec 28, 2018 $3175$6007 night minimum
Dec 29, 2018 - Jan 4, 2019 $3975$7007 night minimum
Jan 5, 2019 - Jan 11, 2019 $2700$6005 night min, but 3-4 nights within 60 days
Jan 12, 2019 - Jan 18, 2019 $2850$6005 night min, but 3-4 nights within 60 days
Jan 19, 2019 - Jan 25, 2019 $2950$6005 night min, but 3-4 nights within 60 days
Jan 26, 2019 - Feb 1, 2019 $3025$6005 night minimum - 'within' Sat/Sat Only
Feb 2, 2019 - Feb 15, 2019 $3150$6007 night min Sat/Sat Only, but 3-5 nights within 60 days
Feb 16, 2019 - Feb 22, 2019 $3450$6007 night min Sat/Sat Only, but 3-5 nights within 60 days
Feb 23, 2019 - Apr 19, 2019 $3150$6007 night min Sat/Sat Only, but 3-5 nights within 60 days
Apr 20, 2019 - May 26, 2019 $2550$5005 night min, but 3-4 nights within 60 days
May 27, 2019 - Jun 14, 2019 $2250$5005 night min, but 3-4 nights within 60 days
Jun 15, 2019 - Aug 8, 2019 $2550$5005 night min, but 3-4 nights within 60 days
Aug 9, 2019 - Oct 19, 2019 $2250$5005 night min, but 3-4 nights within 60 days
Oct 20, 2019 - Oct 26, 2019 $3800$7007 night minimum
Oct 27, 2019 - Nov 3, 2019 $2250$5004 night min. or 3 night min. 60 days prior to arrival.
Nov 4, 2019 - Nov 10, 2019 $2600$5007 night minimum
Nov 11, 2019 - Nov 22, 2019 $2250$5005 night min, but 3-4 nights within 60 days
Nov 23, 2019 - Nov 29, 2019 $2550$5007 night minimum
Nov 30, 2019 - Dec 18, 2019 $1950$5005 night min, but 3-4 nights within 60 days
Dec 19, 2019 - Dec 27, 2019 $3150$6007 night minimum
Dec 28, 2019 - Jan 3, 2020 $3950$7007 night minimum

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 1 – Queen size bed
  • Bedroom 2 – Queen size bed
Jan 22, 2018,
We have been coming to KW for many years. We've stayed in many hotels and many rentals. Havana Moon is our favorite. Cleaning was above and beyond. Even though it's right on Duval, it was still quiet and secluded. We will definitely be staying at Havana Moon again. Thanks to Vacation Homes of Key West.

Aug 09, 2017,
Home was clean, nice and enjoyable to stay at. Staff was very accommodating to our request to have a floral arrangement placed in the resident before we arrived as part of a surprise for the birthday girl.

Aug 01, 2017,
We loved the house and the location. We will definitely rent this house again!

Jun 07, 2017,
Loved the pool out back, a lifesaver after a day of walking Duval St! Very clean house with plenty of bathroom and living space. Nicely done

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