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NEW! - The Jolly Rooster Cottage Steps to Duval - Prime and Quiet Location

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Exterior
Dining
2 bedrooms, in-room safe, iron/ironing board, WiFi
Marina
Exterior

Reviews

10 out of 10
Exceptional

Entire home

2 bedrooms2 bathrooms53 sq m

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Pet-friendly
  • Air-conditioning
  • Outdoor space
The current price is NZ$1,236
includes taxes & fees
12 July - 13 July

Explore the area

View map
Key West, FL
  • Place, Duval Street
    ‪3 min walk‬
  • Place, Ernest Hemingway Home and Museum
    ‪6 min walk‬
  • Place, Southernmost Point
    ‪9 min walk‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪10 min drive‬

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About the area

Key West

This cottage puts you in the heart of Key West, within just a 10-minute stroll of popular attractions like Duval Street and Florida Keys Beaches. .Accommodation features a washing machine, 2 bathrooms and a balcony. In-room dining is easy with a kitchen that comes equipped with a fridge, a microwave and a stovetop. A living room, a Smart TV and a coffee/tea maker are also available. Limited housekeeping is available.
View more Cottages in Key WestOpens in a new window

What's nearby

  • Duval Street - 3 min walk - 0.3 km
  • Ernest Hemingway Home and Museum - 6 min walk - 0.6 km
  • South Beach - 8 min walk - 0.7 km
  • Key West Butterfly and Nature Conservatory - 8 min walk - 0.7 km
  • Southernmost Point - 9 min walk - 0.8 km

Getting around

  • Key West, FL (EYW-Key West Intl.) - 12 min drive

Restaurants

  • ‪Circle K - ‬4 min walk
  • ‪801 Bourbon Bar - ‬6 min walk
  • ‪Old Town Tavern - ‬4 min walk
  • ‪Bourbon Street Pub - ‬7 min walk
  • ‪Better Than Sex - ‬1 min walk

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

NEW! - The Jolly Rooster Cottage Steps to Duval - Prime and Quiet Location

Welcome to the Jolly Rooster!

We’re thrilled to welcome you to our newly renovated, standalone cottage—proudly presented by the owners of the Dancing Rooster. Thoughtfully designed for relaxation and comfort, the Jolly Rooster comfortably hosts up to six guests and blends island charm with modern convenience.

Nestled just one block from vibrant Duval Street, you’ll be steps away from Key West’s best dining, shopping, and nightlife—while still enjoying the peace and privacy of your own retreat. Our cottage comes fully equipped with all the essentials for a carefree and memorable stay.

Come unwind, explore, and experience the best of island living at the Jolly Rooster!
________________________________________
The Space

This thoughtfully designed retreat includes:

• 2 private bedrooms, each with a queen bed + ensuite bath (walk-in showers)
• Spacious living area with American Leather queen sleeper (memory foam, no bars/springs)
• Smart TVs + high-speed internet throughout
• Private entrances for both bedrooms and living room
• Any use of the sofa bed—whether your group exceeds 4 guests or not—incurs an additional charge of $100 per night, plus applicable state and local taxes.
________________________________________
Fully Equipped Kitchen

Perfect for prepping anything from snacks to full meals, featuring:
• Granite countertops
• Cooktop stove and Range
• Microwave
• Refrigerator with ice maker
• Coffee maker, toaster, and blender
________________________________________
Location Highlights

• 1 block from Duval Street
• Walk to Hemingway House, Marina District, beaches
• Across from Sugar Apple natural food café
• 1 block to CVS + bike/scooter/golf cart rentals
• Duval Loop (free shuttle) stops ½ block away
________________________________________
Parking & Transportation

No dedicated parking. Free street parking on Simonton (first come, first served).
Explore by foot, bike, scooter, or golf cart!
________________________________________
Other Things to Note

3-night minimum stay
No smoking
We recommend travel insurance—especially during hurricane season (June 1–Nov 30). No refunds for weather or early departures.

Travel insurance is strongly recommended, especially during Florida’s hurricane season (June 1 – November 30). No refunds will be issued for weather-related disruptions or early departures. You may consider providers such as Travel Guard (AIG), Nationwide, Allianz, Berkshire Hathaway, or Red Sky.

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Property amenities

Internet

  • Available in the cottage: WiFi

Parking and transport

  • Parking on site

Kitchen

  • Blender
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Hob
  • Ice maker
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Toaster

Dining

  • Dining table

Bedrooms

  • 2 bedrooms
  • Bedsheets provided

Bathroom

  • 2 bathrooms
  • Bathtub or shower
  • Hair dryer
  • Shampoo
  • Shower
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table
  • Living room

Entertainment

  • Smart TV

Outdoor areas

  • Balcony
  • Garden

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning

Pets

  • Pet friendly
  • Welcoming dogs only
  • Up to 9 kg per pet

Suitability/Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • No lift (single-level property)
  • Single level property
  • Stair-free path to entrance
  • Smoke-free property

Services and conveniences

  • Housekeeping on request
  • Iron/ironing board
  • Safe

Location highlights

  • In the city centre
  • Near a hospital
  • Near the sea

Things to do

  • Ecotours nearby
  • Fishing nearby
  • Golfing nearby
  • Jet skiing nearby
  • Kayaking nearby
  • Motor boating nearby
  • Parasailing nearby
  • Sailing nearby
  • Scuba diving nearby
  • Swimming nearby
  • Water skiing nearby
  • Water tubing nearby
  • Windsurfing nearby

Safety features

  • No carbon monoxide detector or gas appliances (host has indicated there are no carbon monoxide detectors or gas appliances on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • Fire extinguisher
  • Deadbolt lock

General

  • At least 80% lighting from LEDs
  • Energy-saving switches in guestrooms
  • Garden
  • Housekeeping (on request)
  • Local artist showcase
  • Locally-owned and organised tours and activities
  • Recycling
  • Unit size: 572 square feet

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in and check-out are available
Minimum check-in age - 25

Check-out

Check-out before 11:00 AM
Contactless check-out

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Pets

  • Pets are welcome
  • Only dogs are allowed
  • Maximum 1 (weight limit: 20 lb per pet)
    • Service animals are exempt from fees.

Children and extra beds

  • Children are welcome.

Events

No events allowed

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 indicated that there are no carbon monoxide detectors or gas appliances on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadlock
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a private host, not a professional engaged in trade or business. On-site parties or group events are strictly prohibited. For guests' safety, the property includes a fire extinguisher, a smoke detector and a deadbolt lock in all accommodation.

Frequently asked questions

Are there any beaches close to NEW! - The Jolly Rooster Cottage Steps to Duval - Prime and Quiet Location?

Yep, NEW! - The Jolly Rooster Cottage Steps to Duval - Prime and Quiet Location is a short 9-minute walk from Florida Keys Beaches. Fun beach activities include jet skiing, scuba diving and water tubing. You can also find motor boats.

How much does it cost to stay at NEW! - The Jolly Rooster Cottage Steps to Duval - Prime and Quiet Location?

As of 15 Jun 2026, prices found for a 1-night stay for 2 adults at NEW! - The Jolly Rooster Cottage Steps to Duval - Prime and Quiet Location on 12 Jul 2026 start from NZ$1,236, 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.

Does NEW! - The Jolly Rooster Cottage Steps to Duval - Prime and Quiet Location have a pool?

No, this cottage doesn't have a pool.

Is there a free airport shuttle available at NEW! - The Jolly Rooster Cottage Steps to Duval - Prime and Quiet Location?

No, NEW! - The Jolly Rooster Cottage Steps to Duval - Prime and Quiet Location does not offer an airport shuttle service.

What time are check-in & check-out at NEW! - The Jolly Rooster Cottage Steps to Duval - Prime and Quiet Location?

Check-in begins at 4:00 PM. Check-out time is 11:00 AM.

NEW! - The Jolly Rooster Cottage Steps to Duval - Prime and Quiet Location Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 26 out of 28 reviews
Rating 8 - Good. 2 out of 28 reviews
Rating 6 - Okay. 0 out of 28 reviews
Rating 4 - Poor. 0 out of 28 reviews
Rating 2 - Terrible. 0 out of 28 reviews

10/10

Cleanliness

Reviews

Verified

10/10 Excellent

Jackie M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location, freshly renovated
Stayed 4 nights in Feb 2026
Verified

10/10 Excellent

Becky D.

Liked: Cleanliness, check-in, communication, listing accuracy
Loved the location. It was very clean and loved the decor. Very comfortable. Everything we needed. Loved the cleaning ladies that were there when we picked up our luggage.
Stayed 4 nights in Feb 2026
Verified

10/10 Excellent

rebecca r.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location and host was awesome!
Stayed 5 nights in Nov 2025
Verified

10/10 Excellent

Joseph A.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Excellent location, quiet neighborhood, beautiful modern remodel, excellent new furnishing and amenities.
Stayed 4 nights in Jan 2026
Verified

10/10 Excellent

Karen V.

Liked: Cleanliness, check-in, communication, location, listing accuracy
I nice place cool place to go back to after touring Key West.
Stayed 3 nights in Sep 2025
Verified

10/10 Excellent

Michael M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This was the perfect cottage for our stay. Very clean, nicely remodeled, great location to everything. It had everything we needed for or stay.
Stayed 4 nights in Aug 2025
Verified

10/10 Excellent

Mike M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The property looks recently renovated, communications were excellent.Street parking is all there is- good news wait until 5ish day one and there should be spots right in front for free.Had a great time!
Stayed 4 nights in Jan 2026
Verified

10/10 Excellent

Christie C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had the best trip. Beds were super comfortable. The location of property made exploring the island so convenient. The best excursion we did was the dolphin/sandbar boat tour.
Stayed 6 nights in Sep 2025
Verified

10/10 Excellent

Esther G.

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

Location, location!

Easy walk to everything! Comfortable stay.
Stayed 3 nights in Jul 2025
Verified

10/10 Excellent

Cassidy D.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Awesome place to stay. Very clean and property manager responds super quickly. In a beautiful location super close to the main area. Bathrooms are a little tight but the decor is beautiful!
Stayed 3 nights in Aug 2025
Verified

10/10 Excellent

Cortne R.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Loved EVERYTHING about this cute cottage. The location is FANTASTIC! QUIET LOCATION! but still close enough To the fun! Rent some scooters and scoot along the island! Parking on street was right out front and super convenient! Will stay here again!!
Stayed 7 nights in Sep 2025
Verified

10/10 Excellent

Bill K.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This is a great little 2 bedroom with a pullout couch, appointed kitchen I used to cook breakfast each day. Right at the intersection of US 1 and Simonton. Nancy, the property manager was great to work with and easy to communicate with. I will stay here again next year.
Stayed 3 nights in Sep 2025
Verified

8/10 Good

J W.

Liked: Cleanliness, check-in, communication, listing accuracy
The place was adorable. So cute and perfect for what we needed while on our stay in key west. The place is newly remodeled. Beds were comfy. Not a lot of space as this is only 500 sq feet but 4 of us stayed comfortably. The only complaint I would have is there is no set parking. You have to fight for one of the 5 spaces out front and they are very hard to come by as they are not permitted for the rentals.
Stayed 4 nights in Oct 2025
Verified

10/10 Excellent

Rebeca T.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The unit was neat, clean, and well maintained, and the location was perfect for our stay. Everything was as described and made for a comfortable visit.One thing to note for larger groups: if you have more than four people, those sleeping in the living room will need to walk through the middle bedroom to access the bathroom. Additionally, access to the second bedroom is either through the middle bedroom or directly from outside the house, which may not be ideal for everyone.The listing mentions one parking space, but it is not designated. If the spot in front of the house is taken, you may need to find parking elsewhere, potentially on a different street. Overall, it’s a great place to stay, especially for smaller groups who don’t mind the layout.
Stayed 3 nights in Dec 2025
Verified

8/10 Good

Patricia W.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great place. Good location. There should be a book or at least a lamenated 8X10 paper with instructions. We didn't see the tiny note that was pasted on the wall near the sink for a few days. The note instructed us to put the sheets or towels in the wash but there wasn't any laundry detergent. We had to buy sponges to wash the dishes because there weren't any and there was no dishwasher. No sheets for couch and had to call to ask for them. Air conditioner wasn't working when we arrived. They sent someone to fix and he came quickly.
Stayed 3 nights in Nov 2025

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