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  • (305) 294-7358
Key West Time
October 3rd
7:19am · 81°F

Havana Moon Over Duval ~ Weekly Rental

2BR 2BA ~ Weekly Rental
Sleeps 4

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 on Duval Street 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 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 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 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 brightly colored Haitian Art paintings 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. 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. Just one half from your rental, the delightful Key West Butterfly Conservatory offers you an otherworldly, relaxing diversion. From Havana Moon you can step off the front porch and, to your right, head down Duval Street for shopping and sight seeing. This cafe and gallery neighborhood features art galleries, wonderful eateries and internationally famous fine restaurants,fine gift and clothing stores, Grand Vin Wine Bar, home made ice cream and more. 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. This property is ideal for couples, professionals, executives, and families who have discerning tastes looking for a luxurious accommodation. This cottage may not be appropriate for children due to its location. Please contact us for more information.

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special rates available


Oct 2- Oct 6
Weekly $2200
Nightly $550

Oct 27 - Nov 1
Nightly $750

view all specials

Dates Weekly Nightly Terms
Oct 1, 2023 - Oct 20, 2023 $2645$585.754 night min. or 3 night min. 60 days prior to arrival.
Oct 21, 2023 - Oct 30, 2023 $5055$866.757 night minimum
Oct 31, 2023 - Nov 5, 2023 $2995$577.754 night min. or 3 night min. 60 days prior to arrival.
Nov 6, 2023 - Nov 13, 2023 $3390$605.507 night minimum
Nov 14, 2023 - Nov 18, 2023 $2995$577.753 night minimum
Nov 19, 2023 - Nov 27, 2023 $3390$605.507 night min. or 3 night min. 60 days prior to arrival.
Nov 28, 2023 - Dec 16, 2023 $2725$575.004 night min. or 3 night min. 60 days prior to arrival.
Dec 17, 2023 - Dec 25, 2023 $4255$760.007 night minimum
Dec 26, 2023 - Jan 2, 2024 $5315$911.257 night minimum
Jan 3, 2024 - Jan 12, 2024 $4070$780.004 night min. or 3 night min. 60 days prior to arrival.
Jan 13, 2024 - Jan 19, 2024 $4210$810.004 night min. or 3 night min. 60 days prior to arrival.
Jan 20, 2024 - Feb 2, 2024 $4315$830.004 night min. or 3 night min. 60 days prior to arrival.
Feb 3, 2024 - Feb 16, 2024 $4490$860.005 night min, but 3-4 nights within 60 days
Feb 17, 2024 - Feb 23, 2024 $4900$940.005 night min, but 3-4 nights within 60 days
Feb 24, 2024 - Apr 12, 2024 $4490$860.005 night min, but 3-4 nights within 60 days
Apr 13, 2024 - May 29, 2024 $3390$605.004 night min. or 3 night min. 60 days prior to arrival.
May 30, 2024 - Jun 9, 2024 $2995$575.004 night min. or 3 night min. 60 days prior to arrival.
Jun 10, 2024 - Aug 11, 2024 $3390$605.005 night min, but 3-4 nights within 60 days
Aug 12, 2024 - Oct 2, 2024 $2475$575.004 night min. or 3 night min. 60 days prior to arrival.
Oct 3, 2024 - Oct 17, 2024 $2645$575.004 night min. or 3 night min. 60 days prior to arrival.
Oct 18, 2024 - Oct 27, 2024 $5055$866.007 night minimum
Oct 28, 2024 - Nov 8, 2024 $2995$575.004 night min. or 3 night min. 60 days prior to arrival.
Nov 9, 2024 - Nov 16, 2024 $3390$685.007 night minimum
Nov 17, 2024 - Nov 21, 2024 $2995$575.004 night min. or 3 night min. 60 days prior to arrival.
Nov 22, 2024 - Nov 30, 2024 $3390$685.007 night min. or 3 night min. 60 days prior to arrival.
Dec 1, 2024 - Dec 16, 2024 $2725$575.004 night min. or 3 night min. 60 days prior to arrival.
Dec 17, 2024 - Dec 25, 2024 $4490$860.007 night minimum
Dec 26, 2024 - Jan 2, 2025 $5600$1075.00-

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, Thanksgiving, Christmas, New Years, Power Boat Races, Mini-Lobster Season, Labor Day, Parrot Heads Meeting of the Mind, 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
Aug 21, 2023,
I love renting from VHKW. The house was great. Our flight was changed and we were going to be there much later, they helped us store our luggage so we didn’t have to walk through Key West with them. The house was so clean! I am looking at scheduling again next year

May 23, 2023,
Very nice place. Had everything we needed. Very clean. We liked the location too. Would like to do again.

Apr 10, 2023,
Location was amazing. Enjoyed the house immensely. Management responsive. Plan to rent both houses and bring more friends next time

Oct 25, 2022,
Kayla was amazing. We were very happy with our stay. House was clean & fully stocked, beds were very comfortable, cable TV was really nice. Pool was the #1 reason we picked this house. It was so nice & relaxing. Front porch is pure entertainment. Great location!!!!! Will definitely rent from KWVH again.

Mar 30, 2022,
Great location! We stayed here for spring break with our 2 teenage boys. The pool area was really a great perk as was people watching on the front porch. Lots of great restaurant options within a few blocks of this home. This was our first visit to Key West and we were lucky to find this place! The only recommendations I have are upgrades to the sofa and mattresses - they are a bit tired. The outdoor sitting areas were fantastic! VHKW was super easy to rent through.

Feb 02, 2022,
Staff was excellent House needs furniture updated

Oct 20, 2021,
Second time staying with you and again a home run !!

Aug 07, 2021,
We had a wonderful time in our cottage, Havana Moon on Duval. The location was great. We were able to walk everywhere. The cottage was very clean, and the pool was a really nice feature that my family really enjoyed. Sherri with the Frontdesk email was so helpful and accommodating. We would love to stay there again and possibly rent the second cottage.

Jun 18, 2021,
We enjoyed our stay. The home was immaculate and the private pool was great to relax in. I was surprised to see a strip club next door but it did not bother us. You couldn’t hear anything and the dancers did not flaunt themselves in the street. This property is located on the quieter end of Duval within walking distance to the Southernmost Point. I would stay here again if we come back to Key West.

Jun 11, 2021,
Awesome house! Great customer service! Everything from check in to check out was so quick and easy!

Mar 14, 2021,
Easy to work with and house met expectations except for the cheap toilet paper and scarcity of same.

Feb 26, 2021,
Great location! It was really nice to have the privacy of the pool in back, which we used almost every day. Unit was very clean and exactly as pictured. We didn't use the kitchen much but it seemed well equipped and there is a gas grill out back too. The only negative I can come up with is the beds were a bit uncomfortable (too firm). Overall very enjoyable get away for 2 couples. Highly recommend and would definitely stay there again!

Jul 30, 2020,
As I mentioned on VRBO in detail, the place was great. Everything was as presented in the listing. It was very clean. The private parking is in fact private which was a concern after reading a comment from someone else. Your service was very helpful. We appreciated that we were allowed to alter our dates due to the current health crisis. The laundry washer/dryer unit were quite nice. The BBQ is beyond repair and should be replaced as well as the kettle on the stove. Those were the only two issues that I'm sure will be addressed. We would definitely stay here again.

Jun 27, 2020,
Loved the house so much! The location is great. Yes, it’s next to a gentleman’s club but we did not see anything wrong with that — it made for great people watching. The pool is amazing!!! We will definitely stay here next tome we come down for sure!

Mar 05, 2020,
Everything was great with our rental. From the ease of the reservation and payment, to the beautiful accommodations, to the ease of checkout, everything was handled very professionally and with ease. Customer service was also off the charts. I will definitely be using VHKW again.

Feb 19, 2020,
Key West never disappoints and neither does Vacation Homes of Key West or the Havana Moon cottage. 🌟🌟🌟🌟🌟 Always. Thank you again.

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