Entire home

Key West Cockadoodle Cottage on Duval - 2 Bedroom Cottage on Duval St w Parking

Photo gallery for Key West Cockadoodle Cottage on Duval - 2 Bedroom Cottage on Duval St w Parking

outside patio
kitchen
living room
street view
porch

Reviews

9.6 out of 10
Exceptional
2 bedrooms2 bathroomsSleeps 492 sq m

Popular amenities

  • Onsite parking available
  • Kitchen
  • Washing machine
  • Air-conditioning
  • Garden
  • Free Wi-Fi

Explore the area

View map
Key West, FL
  • Place, Duval Street
    ‪1 min walk‬
  • Place, South Beach
    ‪2 min walk‬
  • Place, Southernmost Point
    ‪3 min walk‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪12 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

Kitchen
Garden
Dining area

About this property

Key West Cockadoodle Cottage on Duval - 2 Bedroom Cottage on Duval St w Parking

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.

Add dates for prices

Amenities

Kitchen
Washing machine
Dryer
Free WiFi
Air conditioning
Outdoor space

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House Rules

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

Children allowed: ages 0–17
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Events

No events allowed
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Pets

No pets allowed
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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 in Key West, this holiday home is in the city centre. Southernmost Point and Ernest Hemingway Home and Museum are notable landmarks, and the area's natural beauty can be seen at Florida Keys Beaches and Fort Zachary Taylor Historic State Park. Key West Butterfly and Nature Conservatory and MLK Community Pool & Community Center are also worth visiting. Spend some time exploring the area's activities, including wildlife walks, power boating and birdwatching.
Map
Key West, FL

What's nearby

  • Duval Street - 1 min walk - 0.0 km
  • South Beach - 2 min walk - 0.2 km
  • Key West Butterfly and Nature Conservatory - 2 min walk - 0.2 km
  • Southernmost Point - 3 min walk - 0.3 km
  • Ernest Hemingway Home and Museum - 6 min walk - 0.5 km

Getting around

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

Restaurants

  • ‪Seaside Cafe at the Mansion - ‬3 min walk
  • ‪Southernmost Beach Café - ‬3 min walk
  • ‪Circle K - ‬3 min walk
  • ‪Cuban Coffee Queen (Duval) - ‬2 min walk
  • ‪Rum Bar at the Speakeasy Inn - ‬2 min walk

Frequently asked questions

Is Key West Cockadoodle Cottage on Duval - 2 Bedroom Cottage on Duval St w Parking pet-friendly?

No, pets are not allowed at this property.

How much does it cost to stay at Key West Cockadoodle Cottage on Duval - 2 Bedroom Cottage on Duval St w Parking?

As of 18 Apr 2026, prices found for a 1-night stay for 2 adults at Key West Cockadoodle Cottage on Duval - 2 Bedroom Cottage on Duval St w Parking on 18 Mar 2026 start from AU$693, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

How much is parking at Key West Cockadoodle Cottage on Duval - 2 Bedroom Cottage on Duval St w Parking?

On-site parking is available at the property.

What time is check-in at Key West Cockadoodle Cottage on Duval - 2 Bedroom Cottage on Duval St w Parking?

Check-in begins at 4:00 PM.

What time is check-out at Key West Cockadoodle Cottage on Duval - 2 Bedroom Cottage on Duval St w Parking?

Checkout is at 10:00 AM.

Where is Key West Cockadoodle Cottage on Duval - 2 Bedroom Cottage on Duval St w Parking located?

Located in Old Town Key West, this holiday home is steps away from Key West Butterfly and Nature Conservatory, Duval Street and South Beach. Florida Keys Beaches and Southernmost Point are also within 5 minutes.

Reviews

9.6

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. 43 out of 54 reviews
Rating 8 - Good. 9 out of 54 reviews
Rating 6 - Okay. 1 out of 54 reviews
Rating 4 - Poor. 0 out of 54 reviews
Rating 2 - Terrible. 1 out of 54 reviews

9.8/10

Cleanliness

10/10

Amenities

10/10

Property conditions & facilities

9.8/10

Check-in

9.6/10

Communication

9.6/10

Location

9.6/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Brad R.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great place, great location!
Stayed 3 nights in Mar 2026
Response from VrboOwner on 24 Mar 2026
We’re glad you enjoyed the home and its location. It was a pleasure hosting you, and we hope to welcome you back again soon!
Verified

10/10 Excellent

Steve F.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We loved this little house! Great location, plenty of space, nicely decorated, everything we needed and more! The hosts were great, very responsive. Check-in and out was super easy. We would stay here again!
Stayed 4 nights in Feb 2026
Response from VrboOwner on 10 Mar 2026
Hello Steve,We’re delighted you loved the house and had a smooth stay! It was a pleasure hosting you, and we’d be happy to welcome you back anytime.
Verified

10/10 Excellent

Juan Esteban A.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location! Host was able to hold our bags until check in at their office, super easy check in (we even got an early check in which was VERY helpful)
Stayed 4 nights in Feb 2026
Response from VrboOwner on 23 Feb 2026
Hello Juan,Thank you for sharing your experience! We’re delighted the location worked well for you and that the check-in process, including early check-in and luggage storage, made your stay stress-free.
Verified

8/10 Good

meg f.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Host was responsive; accomodations,were clean.
Stayed 4 nights in Jan 2026
Response from VrboOwner on 11 Mar 2026
Glad you enjoyed the accommodation and our service.We look forward to hosting you again in the future. Thank you for staying with us!
Verified

10/10 Excellent

Dan S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Awesome cottage and location, the front porch was perfect for people watching! The communication with the host was seamless, the cottage was perfect for our needs. Onsite parking was a great perk! Highly recommended.
Stayed 3 nights in Dec 2025
Response from VrboOwner on 15 Jan 2026
Hello Dan,We’re glad you enjoyed the cottage. It was a pleasure hosting you, and you’re welcome back anytime!
Verified

10/10 Excellent

Tina G.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful
Stayed 7 nights in Oct 2025
Response from VrboOwner on 7 Jan 2026
Hello Tina,We’re so glad you had a wonderful stay and would love to host you again
Verified

10/10 Excellent

Maxhouse F.

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

Awesome stay

Great location
Stayed 4 nights in Jan 2025
Response from VrboOwner on 10 Feb 2025
Thank you for your 5-star review! We are so happy you enjoyed your stay with us and we hope to host you again the next time you're in town. Warm Regards, VHKW
Verified

10/10 Excellent

Kim T.

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

Great Location

Small, but very clean and you can’t beat the location!
Stayed 4 nights in May 2025
Response from VrboOwner on 8 Jan 2026
Hello Kim,It’s wonderful to hear that our cozy, clean space and location made your stay enjoyable. We’d love to host you again!
Verified

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
Verified

10/10 Excellent

Todd D.

nice place good location

The house was clean and comfortable in a very nice location
Stayed 7 nights in Feb 2019
Response from VrboOwner on 17 Mar 2020
Thank you for your comments! Great to hear you enjoyed the property! We hope to have you back soon! VHKW Team
Verified

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
Response from VrboOwner on 10 Feb 2025
We certainly hope it's not the last! Thank you for making our Cockadoodle Cottage your home away from home. It was a pleasure hosting you for your very first Key West vacation and we hope to have the chance to host you again for years to come! Warm Regards, VHVKW
Verified

10/10 Excellent

Anne Marie

Liked: Cleanliness, amenities, property conditions & facilities, communication
A wonderful location. When I emailed questions I got answered immediately. That is super important when you are booking via sites online. The location made for a GREAT vacation.
Stayed 5 nights in Mar 2025
Verified

10/10 Excellent

Janet F.

great getaway with Sisters!

Perfect place for a getaway for 3 sisters. Plenty of room, great location within walking distance to many restaurants. Definitely recommend this house.
Stayed 5 nights in Mar 2018
Response from VrboOwner on 19 Dec 2024
We're ecstatic to hear that the girls trip was a success! We hope you and your sisters were able to make some lifelong memories during your stay in Key West at our Cockadoodle Cottage. Best, VHKW
Verified

10/10 Excellent

Roxann s.

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

Perfect little cottage for four right at the end of Duval.

Property was clean and comfortable for 4. Would definitely rent again!!!
Stayed 7 nights in Feb 2020
Response from VrboOwner on 17 Mar 2020
Thank you for your comments! We look forward to having you back soon! VHKW Team
Verified

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
Response from VrboOwner on 17 Apr 2023
Hi Jennifer, Thanks for the five star review! Always happy to hear good things.
Verified

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
Response from VrboOwner on 16 Dec 2024
We're so happy to hear you enjoyed all our personal touches and the character of our Cockadoodle Cottage! Thank you for staying with us and for taking the time to review your experience at our home. It was a pleasure hosting you and we hope to have the chance again the next time you're in Key West! Best, VHKW
Verified

10/10 Excellent

James S.

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

Key West

We stayed 3 nights at this location perfectly situated near the Southernmost Point on Duval Street. The house was nice and as advertised. We were pleased with the communication, location, cleanliness, etc. I would recommend this property for Key West. Property was close to most attractions and within walking distance to Mallory Square.
Stayed 3 nights in Apr 2025
Verified

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
Response from VrboOwner on 27 Jan 2025
Thank you so much for staying at our Cockadoodle Cottage for your Mile 0 Festivities! We're thrilled to hear you loved the location and convenience of our home. It was a pleasure hosting you to start off 2025 and we look forward to the chance to host you again the next time you're in town. Best, VHKW
Verified

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
Response from VrboOwner on 18 Dec 2024
Thank you so much for your glowing review, Vonnie! Our team is happy to host you and your group anytime you find yourself back in Key West! Best, VHKW
Verified

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
Response from VrboOwner on 5 Dec 2024
Thank you so much for spending you 30th anniversary at our Cockadoodle Cottage in Key West, Tressa! We're thrilled you enjoyed the home and our town. If you ever find yourself back in the area, we hope to have the opportunity to host you again. Best, VHKW
Verified

10/10 Excellent

Dottie S.

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

Conveniently located with two suites

The home is as advertised. We enjoyed having two bedroom suites. Conveniently located near restaurants and shopping. Walking distance to most things. As mentioned in other reviews, the home is at the intersection of two busy streets so you will hear the traffic especially in the front bedroom.
Stayed 5 nights in Apr 2025
Response from VrboOwner on 8 Jan 2026
Hello Dottie,Thanks for sharing your experience! We’re thrilled the bedroom suites and location worked well for you. As you mentioned, the front bedroom is a bit livelier.Think of it as a free taste of Key West energy! We’d love to welcome you back.
Verified

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
Response from VrboOwner on 18 Dec 2024
Thank you for choosing our Cockadoodle Cottage for your trip to Key West and for your thoughtful review! It was a pleasure hosting you and your group for your time in town. Best, VHKW
Verified

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
Response from VrboOwner on 13 Jan 2025
Thank you so much for your 5 star review Erin. We're glad that our cottage was the perfect home base for your time in Key West! It was a pleasure hosting you and we hope to have the chance again the next time you're back in town. Best, VHKW
Verified

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
Response from VrboOwner on 9 Dec 2021
Hi Peggy, Thank you for the 5 star review. We are elated that you loved it. We hope to see you again. VHKW is wishing you a happy holiday season and a New Year filled with many blessings!
Verified

10/10 Excellent

Michael Z.

Lovely place and excellent location

The house was just like it appears in the advertising. Perfect location, well-kept house with all of the basic comforts you would expect. Nice backyard with outdoor seating for 4 and some shade in the late afternoon. Would not mind coming back!
Stayed 5 nights in Nov 2018
Response from VrboOwner on 19 Dec 2024
We would love to have you back, Michael! Thank you so much for your review and for choosing to book with Key West Vacation Company. We're thrilled to hear you enjoyed your stay and our Cockadoodle Cottage! Best, VHKW

About the host

Hosted by VHKW - Vacation Homes of Key West

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Languages:

English

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