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  • (305) 294-7358
Key West Time
September 16th
7:47pm · 83°F

Havana Moon Over Duval ~ 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 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. 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. 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.

Book Direct For The Best Price Guaranteed

Dates Weekly Nightly Terms
Aug 9, 2021 - Oct 1, 2021 $2190$485.004 night min. or 3 night min. 60 days prior to arrival.
Oct 2, 2021 - Oct 21, 2021 $2635$508.254 night min. or 3 night min. 60 days prior to arrival.
Oct 22, 2021 - Oct 31, 2021 $4230$725.257 night minimum
Nov 1, 2021 - Nov 6, 2021 $2635$508.254 night min. or 3 night min. 60 days prior to arrival.
Nov 7, 2021 - Nov 14, 2021 $3005$536.757 night minimum
Nov 15, 2021 - Nov 19, 2021 $2635$508.253 night minimum
Nov 20, 2021 - Nov 28, 2021 $3005$536.757 night min. or 3 night min. 60 days prior to arrival.
Nov 29, 2021 - Dec 17, 2021 $2190$485.004 night min. or 3 night min. 60 days prior to arrival.
Dec 18, 2021 - Dec 25, 2021 $3640$650.007 night minimum
Dec 26, 2021 - Jan 2, 2022 $4270$732.007 night minimum
Jan 3, 2022 - Jan 14, 2022 $3565$713.004 night min. or 3 night min. 60 days prior to arrival.
Jan 15, 2022 - Jan 21, 2022 $3565$687.754 night min. or 3 night min. 60 days prior to arrival.
Jan 22, 2022 - Jan 28, 2022 $3565$687.755 night minimum - 'within' Sat/Sat Only
Jan 29, 2022 - Feb 18, 2022 $4110$734.007 night min Sat/Sat Only, but 3-5 nights within 60 days
Feb 19, 2022 - Feb 25, 2022 $4235$726.007 night min Sat/Sat Only, but 3-5 nights within 60 days
Feb 26, 2022 - Apr 17, 2022 $4110$734.007 night min Sat/Sat Only, but 3-5 nights within 60 days
Apr 18, 2022 - May 29, 2022 $3700$660.754 night min. or 3 night min. 60 days prior to arrival.
May 30, 2022 - Jun 10, 2022 $3440$663.504 night min. or 3 night min. 60 days prior to arrival.
Jun 11, 2022 - Aug 7, 2022 $3925$701.005 night min, but 3-4 nights within 60 days
Aug 8, 2022 - Sep 30, 2022 $2860$633.504 night min. or 3 night min. 60 days prior to arrival.
Oct 1, 2022 - Oct 20, 2022 $3440$663.504 night min. or 3 night min. 60 days prior to arrival.
Oct 21, 2022 - Oct 30, 2022 $5520$946.507 night minimum
Oct 31, 2022 - Nov 5, 2022 $3440$663.504 night min. or 3 night min. 60 days prior to arrival.
Nov 6, 2022 - Nov 13, 2022 $3925$701.007 night minimum
Nov 14, 2022 - Nov 18, 2022 $3440$663.503 night minimum
Nov 19, 2022 - Nov 26, 2022 $3925$701.007 night min. or 3 night min. 60 days prior to arrival.
Nov 27, 2022 - Dec 16, 2022 $2860$633.504 night min. or 3 night min. 60 days prior to arrival.
Dec 17, 2022 - Dec 25, 2022 $4745$847.507 night minimum
Dec 26, 2022 - Jan 2, 2023 $6970$1195.007 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, 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 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 10, 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 18, 2020,
Key West never disappoints and neither does Vacation Homes of Key West or the Havana Moon cottage. 🌟🌟🌟🌟🌟 Always. Thank you again.

Sep 16, 2019,
This is our 3rd time staying in Havana Moon” and it was as great as always. Perfect place for a couple with your own pool and parking. On Duval st but away from the loudness. Close to the beach. Kitchen had everything you could need. Comfy beds and great bathrooms! Banana cafe and rum bar within a block. The best restaurant, “The Little Pearl” within walking distance as well as The best dessert bar “better than sex”. Rent adult tricycles from Eaton bikes. They deliver! Make dinner reservations way in advance and take a special night for “latitudes” at sunset key for drinks and dinner. VHKW is a top notch company to work with. Efficient, kind and organized.

Jul 23, 2019,
Wonderful home in a perfect location. We had a fabulous time as always and look forward to coming back next year!

Apr 22, 2019,
We booked our vacation with friends and decided on renting Havana Moon on Upper Duval - a week before our trip we decided to book Cockadoodle Cottage which is right next door. Both units were clean and pretty well stocked. The backyard with the pool area was awesome. We did have an issue with the pool and one phone call and the issues were resolved. Paige at VHKW was awesome from initial booking to any questions we had during our stay. Having the grill in the backyard was an added plus. The front porch is great for people watching - be aware the roosters all live in the tree across the street if you plan to sleep in past 5:30 am. The Gentlemen's club next door was never an issue for us. We were within walking distance to a beach, restaurants and shopping. We did rent a golf cart one day to explore and then scooters another day to head down to another great beach. As it is Florida you have to remember lizards/iguana's will appear in and around the grounds and pool. Having the washer and dryer on site was nice as well. Would highly recommend these units. If you have more than just 2 of you I would recommend renting both. Each unit has 2 bed/2 bath but the living area is very small - we dined outside by the pool.

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