Entire home

Key West Cockadoodle Cottage on Duval

Photo gallery for Key West Cockadoodle Cottage on Duval

outside patio
street view
porch
living room
bedroom 1

Reviews

9.4 out of 10
Exceptional
2 bedrooms2 bathroomsSleeps 492 sq m

Popular amenities

  • Dryer
  • Washer
  • Parking available
  • Kitchen
  • Outdoor space
  • Free WiFi

Explore the area

Map
Key West, FL
  • Duval Street
    ‪1 min walk‬
  • Ernest Hemingway Home and Museum
    ‪5 min walk‬
  • Southernmost Point
    ‪7 min walk‬
  • Key West, FL (EYW-Key West Intl.)
    ‪9 min drive‬

Rooms & beds

2 bedrooms (sleeps 4)

Bedroom 1

1 King Bed

Bedroom 2

1 Queen Bed

2 bathrooms

Bathroom 1

Bathroom 2

Spaces

Porch or lanai
Kitchen
Garden
Dining area

About this property

Key West Cockadoodle Cottage on Duval

Key West cottage architecture has been thoroughly time-tested in island life and culture in this somewhat infamous little wooden cigar maker's cottage located on famous Duval Street, at the classier upper-end. Since its original construction in the early 1900's this note-worthy Cockadoodle Cottage vacation rental has been recreated, redesigned, adapted and reformed, reflecting the ever-changing yet ever-inspired persona of the enchanted island of Key West.

Key West Culture: Like most historic Key West houses, over the course of 100 years this special little gem-of-a-cottage has been home to many different island dwellers - most of whom were "regular residents" - but some who were down-right colorful... and infamous! If you've visited Key West within the last five years or so, you know what I'm talking about and will definitely recall that until the most recent major makeover of this charming cottage - it was famously known and operated for awhile as The Chicken Store. And indeed it was at one time the home of the Rooster Rescue Team (RRT), a volunteer group devoted to preserving some of Key West's more notorious cackling cockadoodling dwellers - orphaned and wounded gypsy chickens who previously wandered the streets. When some Key West "newcomers" tried to ban chickens from the island, the RRT stepped in to defend them... and put them up for adoption!

Then in the year 2007, change was in the air in a big way! The Chicken Store, and it's intire mission, was moved off Duval Street to an appropriate country-side location. At last, the rescued can safely roam free under the care of their devoted guardians awaiting new homes.

A New Beginning:Once the chickens were moved, the cottage was given a stunning transformation. Architectural plans and building preparations were made to completely remake the cottage to meet first-class accommodation standards. In homage to its past, it was humously named the Cockadoodle Cottage! Renovations and design were done to match the twin-cigar cottage next door, known as, Havana Moon. The finished renovation created a unique layout - making it possible for the two cottages to function either separately or together as Twice As Nice on Duval Street!

Keeping with moden minimalist renovation design and decorum, that is set in the Havana Moon cottage, this Cockadoodle Cottage is also appointed with modern island furnishings and art work. The floorsare tiled throughout this cottage, using a soft earth-tone. High ceilings and recessed lighting give the rooms a more spacious feeling. Even though the interior is completely re-mastered to make two luxurious bedroom suites, a full kitchen, and master bath with Jacuzzi tub, the owner retained the original interior structure enough so that you can still enjoy the authentic flavor of the single "shot-gun" design. The classic "shot-gun" layout of the cottage essentially mirrors its twin, the Havana Moon cottage.

Cottage Layout: We can begin our description of the Key WestCockadoodle Cottage at the front entrance which is set to the left of the front of the house. Upon entering the front door you step immediately into the common "hall room" that heads straight away to the back door. Off this main common room, on the left 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 left leads to the front bedroom and beautiful en-suite bathroom. The front bedroom is elegant and luxurious and provides a queen bed. Furnishings are tasteful and elegant.* (see notes)

The next room is a brand-new modern "U-shaped kitchen," complete with top-of-the-line appliances and recessed lighting. 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 and en-suite bathroom with Jacuzzi bath tub. The back bedroom suite offers a king size bed and is appointed with beautiful bedding and furnishings. At the end of the hall the back door opens to the small back porch.

Back outside and around to the front of the cottage, is the covered front sitting porch where you can catch a view of the ocean and a soft salt southern breeze. Pretty wicker furnishings have been placed for guests to sit and watch the world of Key West go by.

Bedding Summary:


1 king size bed

1 queen size bed

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


Amenities: Upscale renovation and luxury furnishings. Fully equipped kitchen, central a/c, telephone, color cable TV, stereo, washer / dryer. Linens and towels are provided.

Activities: Elegant Upper Duval St. - Close to the Southern Most Point of the United States. South Beach is visible from your front porch so "mosey on over" 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. 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 "Duval Crawl" 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. Come breakfast time, you will be literally steps away from fresh-baked delicacies at two greatpâtisseries- La Grignote at the end of your block, and Frenchie's Cafe right around the corner.

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 Mallory Square Sunset Celebration in 15 to 20 minutes.

Parking: There is off-street parking for one full size car, but from here you really never need to get in your car. Upper Duval Street is right out your front door, so forget the hassle of parking and enjoy walking or biking everywhere. Enjoy the island to the fullest.

Restrictions: Smoke free house. Smoking permitted outside only. We do not accept guests less than 25 years of age unless accompanied by a family group or guardian. As with all private vacation homes, occupants of this property must adhere to the Sound Control / Noise Ordinance of Key West - ARTICLE IV Sec. 26-191. Absolutely no pets please.

*Notes: 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. If you love this cottage and are interested in having access to the swimming pool, it is possible to rent the twin-cottages together by including the Havana Moon cottage. Please see description of this twin-layout in our Key West Villa section where the property is identified as Twice As Nice.

PAYMENT: Payment for the rental will be processed outside of VRBO according to the terms of your rental agreement (sent for review upon reservation). Payments by credit card are subject to an additional 2.95% merchant processing fee.

Property manager

VHKW - Vacation Homes of Key West
Premier Host

Languages

English

Add dates for prices

Amenities

Kitchen
Washer
Dryer
Free WiFi
Air conditioning
Outdoor space

Have a question?

AI iconBeta

Get instant answers with AI powered search of property information and reviews.

Similar properties

House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
default

Children

Children allowed: ages 0–17
default

Events

No events allowed
default

Pets

No pets allowed
default

Smoking

Smoking is not permitted

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has indicated that there is a smoke detector on the property

About the area

Key West

Located by the sea, this holiday home is in Old Town Key West, a neighbourhood in Key West. Ernest Hemingway Home and Museum and Southernmost Point are notable landmarks, and the area's natural beauty can be seen at Fort Zachary Taylor Historic State Park and South Beach. Key West Butterfly and Nature Conservatory and MLK Community Pool & Community Center are also worth visiting. Make sure you get close to the area's animals with activities such as game walks and birdwatching.
Map
Key West, FL

What's nearby

  • Duval Street - 1 min walk - 0.1 km
  • Ernest Hemingway Home and Museum - 5 min walk - 0.4 km
  • South Beach - 6 min walk - 0.5 km
  • Southernmost Point - 7 min walk - 0.6 km
  • Mallory Square - 19 min walk - 1.7 km

Getting around

  • Key West, FL (EYW-Key West Intl.) - 9 min drive

Restaurants

  • ‪801 Bourbon Bar - ‬5 min walk
  • ‪Moondog Cafe & Bakery - ‬5 min walk
  • ‪Old Town Tavern Key West - ‬3 min walk
  • ‪Southernmost Point Bar In the USA - ‬5 min walk
  • ‪Rum Bar at the Speakeasy Inn - ‬1 min walk

Frequently asked questions

Is Key West Cockadoodle Cottage on Duval pet-friendly?

No, pets are not allowed at this property.

What time is check-in at Key West Cockadoodle Cottage on Duval?

Check-in begins at 4:00 PM.

What time is check-out at Key West Cockadoodle Cottage on Duval?

Checkout is at 10:00 AM.

Where is Key West Cockadoodle Cottage on Duval located?

Located in Old Town Key West, this holiday home is steps away from City Zoo Gallery and Duval Street. Ernest Hemingway Home and Museum and South Beach are also within 10 minutes.

Reviews

9.4

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 34 out of 44 reviews
Rating 8 - Good. 8 out of 44 reviews
Rating 6 - Okay. 1 out of 44 reviews
Rating 4 - Poor. 0 out of 44 reviews
Rating 2 - Terrible. 1 out of 44 reviews

9.6/10

Cleanliness

10/10

Amenities

10/10

Property conditions & facilities

10/10

Eco-friendliness

9.6/10

Check-in

9.4/10

Communication

9.6/10

Location

9.6/10

Listing accuracy

Reviews

10/10 Excellent

Bobette Y.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 2 nights in Mar 2025

8/10 Good

Nicole L.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great location!

Location was great! Small but just what we needed for a long weekend.
Stayed 3 nights in Feb 2025

10/10 Excellent

Lynne N.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Best of the best

We walked everywhere except for the occasional time when needing to get somewhere quickly. The first thing we all noticed was cleanliness the minute we walked in the cottage. We enjoyed sitting out front on the porch anytime of day. The back patio was great for relaxing with a glass of wine. I have never unpacked my suitcase when away from home. This was the first time I wanted to and did unpack.
Stayed 4 nights in Feb 2025

10/10 Excellent

Nancy S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

First time to key west

Had a great stay! House was perfect for our needs. Clean and management prompt with replies.
Stayed 6 nights in Feb 2025

10/10 Excellent

Maxhouse F.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Awesome stay

Great location
Stayed 4 nights in Jan 2025

8/10 Good

Tony R.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great location, a little noisy

Located close to southernmost point, therefore a lot of foot traffic and car traffic all day and into the night. The roosters start crowing very early in the morning. The back courtyard was nice but only had three chairs for four people. The floors inside were a little dirty and the dishwasher did not work. There was coffee but could have used some salt and pepper. But the location was great and the weather was perfect and we all enjoyed our time in Key West
Stayed 3 nights in Jan 2025

10/10 Excellent

Johnny W.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Mike 0 Fest Getaway

Location was great for attending all the events. Duval street can have a lot of activity during the festival but the location outweighed any noise issues.
Stayed 4 nights in Jan 2025

10/10 Excellent

Kathy K.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Cockadoodle Cottage

The cottage was immaculate. The washer and drier were needed and glad we had it..The location is great..also when you don’t want to walk , a cab is cheaper than Uber and renting carts.. the people are amazing. Everyone is friendly and very helpful. If you want parasailing, the Fury is great and ask for Captain Scotty. If you want to fish, use Fishmonster and for light tackle request Ken..Absolutely the best vacation we enjoyed in a long time. Will definitely do again when able!
Stayed 7 nights in May 2024

10/10 Excellent

Verified traveller

Liked: Cleanliness, check-in, communication, location, listing accuracy

Awesome Location and wonderful place!

Celebrated our 30th Anniversary here and it was amazing. Location was perfect, place has a great charm, super clean and the amenities were spot on. Plus bonus, we never drove our car once. Worth every penny!
Stayed 5 nights in Feb 2024

10/10 Excellent

Dave R.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Key West

Loved the location and enjoyed our stay. We had a great time. Enjoyed the decor and front bedroom. Shower was good and plenty of hot water. We were kept well informed by the management company. Did want to share feedback about the back bedroom. The bathtub was high and was difficult to get out of. It would be good to add a hand rail to make it easier to get out. Feel free to call, if you want some additional information.
Stayed 5 nights in Jan 2024

8/10 Good

Julia M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great location

Loved the location and the property. Management was excellent and when we needed service was quick. The place was cute and clean and in a perfect spot. Loved hanging out on the front and back porch. Everything we needed for kitchen. Only two items that need work and that would be the front bedroom bed which sagged with the weight of my son-in-law law and daughter who are very fit 250 and 150 pound gym rats. They slept good but they rolled to the center of the bed. Just an easy fix I would think. The other is to replace the shower head and sink spigot head as I think they may be clogged as pressure was very low but again an easy fix and we didn’t mind living with that as the front shower head was replaced and was perfect after that. We had the best time and would definitely go back. The location and parking was awesome. A beautiful little cottage and access to everywhere. Thank you so much!
Stayed 5 nights in Aug 2023

10/10 Excellent

Jeane M.

Liked: Cleanliness, check-in, location, listing accuracy

Conveniently located

Nice stay. Location was great on the quiet end of Duval. Nice restaurants nearby - we really enjoyed Frenchie’s on United. Everything is walking distance but we did drive to Fort Zachary Taylor beach. It was our favorite beach during our stay. The cottage is dated but cute. 2 bedrooms with an en-suite bathroom in each. I didn’t use the shower in the main because the water pressure was not great. The washer and dryer came in handy for the beach towels, which were provided. There is one assigned parking space for the cottage, which was super convenient. Traffic noise and roosters crowing didn’t bother us, and you can’t expect anything less if you’re staying right on Duval. For a bit of added color, there is a “gentlemen’s club” a few doors down on Duval but we (or at least, I) never saw or heard anything untoward. Right down the street from the butterfly conservatory. Relaxing vacation and would stay here again. (We did not communicate with the property manager during our stay so that should have been N/A but that’s not an option. I assume they would have been responsive but this didn’t apply to us. A welcome packet with all of necessary details was emailed prior to our trip).
Stayed 5 nights in May 2023

10/10 Excellent

Jennifer A.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Cute house in a perfect location

We really enjoyed the house and it was in the perfect location. We could walk to everything
Stayed 4 nights in Apr 2023

10/10 Excellent

Ric S.

Liked: Cleanliness, check-in, location, listing accuracy

Perfect location for relaxing stay

The place exceeded my expectations. The two bedrooms, separated by the kitchen was perfect for us. The front porch with rockers and the private patio were just what we needed for our relaxing visit to the island.
Stayed 5 nights in Mar 2023

10/10 Excellent

Kim B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Fabulous

This property exceeded all expectations. The location was fabulous especially if you want to shop, eat and have great drinks. I recommend doing hop on hop off trolley to get your bearings. One word of warning is Duval can be pretty noisy even with a noise ordinance. The front bedroom will get the brunt of it. The front porch is so much fun for people watching and relaxing. I would definitely stay there again.
Stayed 5 nights in Feb 2023

8/10 Good

Trish K.

Liked: Cleanliness, check-in, communication, location

Cockadoodle, cottage on Duvall

We thoroughly enjoyed our stay! Was very close to everything we needed/wanted. Delightful little place in the heart of Key West! Our only complaint lies with the fees that made the advertised nightly rent considerably more.
Stayed 8 nights in Jan 2023

10/10 Excellent

Vonnie P.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful Cottage

Cockadoodle Cottage was a wonderful place to set down as home base for our stay in Key West. Would definitely recommend this as a place to stay as a couple or even two couples. Clean, well kept and in a perfect location. Hope to go back next year.
Stayed 4 nights in Oct 2022

10/10 Excellent

Angelique D., Elizabethtown

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great location , Property had every thing we need to cook, clean wash clothes, and go to the beach,

We all were very Impressed with this property, most definitely will stay there again. Two thumbs up...

8/10 Good

Julie K.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Key West Week

The location was great and the house was clean and well stocked. Once you get used to the roosters, everything was fantastic. I would stay here again.

10/10 Excellent

Peggy B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Fabulous Trip

Perfect location, nice clean cottage, very comfortable. Only hitch was the jetted tub made getting into the shower a little challenging in that one bathroom. Loved it overall
Stayed 7 nights in Mar 2021

10/10 Excellent

Erin H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great experience

The property was just as advertised. Location was perfect. We would love to rent the adjoining property in order to enjoy the pool. We were so happy to have towels and the washer & dryer available.
Stayed 7 nights in Feb 2021

10/10 Excellent

Kevin M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect!

We will be back

10/10 Excellent

Craig M., Waverly, NY

Liked: Cleanliness, check-in, communication, location, listing accuracy

Nice property with a great location.

This house is just a couple blocks from the Southernmost point. The Duval Loop bus stop is kitty-corner to the house and is very convenient. The house is also close to many stores, restaurants, and rental places. It is far away from the busy part of Duval to be fairly quiet. The roosters crow obnoxiously at all hours, so be sure to bring some white noise and/or ear plugs. We had five adults and fit comfortably, though we spent very little time in the house. The house was clean and everything worked well. This was our second year at this house and we enjoyed it just as much as the first. Our favorite place is The Old Town Tavern. They have happy hour from 4-7, half price appetizers, half price well drinks and beer.
Stayed 7 nights in Jan 2021

10/10 Excellent

Tracy E.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Good

Good
Stayed 4 nights in Oct 2020

2/10 Terrible

María S.

Disliked: Cleanliness, check-in, communication, location, listing accuracy

Mala comunicación

cancele la reserva puesto que tuvimos mala comunicación con el anfitrión
Stayed 3 nights in Sep 2020

About the host

Hosted by VHKW - Vacation Homes of Key West

Host profile image

Languages:

English

Premier Host

They consistently provide great experiences for their guests