Entire home
NEW! - The Jolly Rooster Cottage Steps to Duval - Prime and Quiet Location
Cottage with kitchen, 3-minute walk to Duval Street
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Reviews
9.69.6 out of 10
Exceptional
Entire home
2 bedrooms2 bathrooms572 sq ft
Popular amenities
- Parking available
- Dryer
- Pet friendly
- Washer
- Kitchen
- Outdoor Space
Explore the area
Key West, FL
- Duval StreetPlace, Duval Street3 min walk
- Ernest Hemingway Home and MuseumPlace, Ernest Hemingway Home and Museum5 min walk
- Southernmost PointPlace, Southernmost Point9 min walk
- Key West, FL (EYW-Key West Intl.)Airport, Key West, FL (EYW-Key West Intl.)8 min drive
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About the neighborhood
Key West
Located in Old Town Key West, this cottage is within a 5-minute walk of Duval Street and within 15 minutes of other popular attractions like Ernest Hemingway Home and Museum. The cottage includes a kitchen, a balcony, and a refrigerator.
What's nearby
- Duval Street - 3 min walk - 0.2 miles
- Ernest Hemingway Home and Museum - 5 min walk - 0.3 miles
- South Beach - 8 min walk - 0.5 miles
- Key West Butterfly and Nature Conservatory - 8 min walk - 0.5 miles
- Southernmost Point - 9 min walk - 0.5 miles
Getting around
- Key West Intl. Airport (EYW) - 12 min drive
Restaurants
- Old Town Tavern - 4 min walk
- 801 Bourbon Bar - 6 min walk
- Vinos on Duval - 5 min walk
- Viva Argentinian Steakhouse - 4 min walk
- Nine One Five - 3 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
• Sleeps 6 (note: base rate covers 4 guests; $100/night applies for 5th/6th guests using sofa bed)
________________________________________
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.
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
• Sleeps 6 (note: base rate covers 4 guests; $100/night applies for 5th/6th guests using sofa bed)
________________________________________
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.
The cottage is air-conditioned and features a kitchen, 2 bathrooms, and a balcony, and there's space to spread out with 2 bedrooms. Other standard amenities include a washing machine, a coffee maker, and a safe. Limited housekeeping is available.
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Property amenities
Internet
- Available in the cottage: WiFi
Parking and transportation
- Parking on site
Kitchen
- Blender
- Coffee/tea maker
- Cookware, dishware, and utensils
- Ice maker
- Microwave
- Oven
- Paper towels
- Refrigerator
- Stovetop
- 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
- One pet total (up to 20 lbs 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 elevator (single-level property)
- Single level property
- Stair-free path to entrance
- Smoking not allowed
Services and conveniences
- Housekeeping (on request)
- Iron/ironing board
- Safe
Location highlights
- In the city center
- 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 organized tours and activities
- Recycling
- Unit size: 572 square feet
Policies
Check-in
Check-in time starts at 4:00 PM
Contactless check-in available
Minimum check-in age: 25
Check-out
Check-out before 11:00 AM
Contactless check-out available
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
- This property welcomes pets
- Dogs only
- 1 total (20 lbs is the maximum weight per pet)
- Service animals exempt from fees
Children and extra beds
Children allowed: ages 0-17
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
Onsite parties or group events are strictly prohibited
Host has indicated there are no carbon monoxide detectors or gas appliances on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadbolt lock
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
- Check-in: 4:00 PM
- Check-out: 11:00 AM
- Minimum check-in age: 25
We should mention
Details about charges, deposits, or other important information:
- This property is managed by a private host, not a professional engaged in trade or business.
- Charges for extra guests may apply and vary depending on the property's policy.
- A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
- Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
- Onsite parties or group events are strictly prohibited.
- Onsite safety features include a fire extinguisher, a smoke detector, and a deadbolt lock.
Frequently asked questions
What's there to do within easy reach of this cottage?
This cottage is situated in Old Town Key West, just steps from Duval Street and Ernest Hemingway Home and Museum, and within a short walk of Florida Keys Beaches. You'll also find Southernmost Point and Fort Zachary Taylor Historic State Park less than a mile away.
Will I be able to park at this cottage?
No, there isn't parking available at the cottage.
Is this cottage associated with a casino?
No, this cottage is not connected to a casino.
Is there an indoor pool at this cottage?
No, there is no indoor pool at this cottage.
What do couples enjoy most about NEW! - The Jolly Rooster Cottage
Steps to Duval - Prime and Quiet Location?
Couples staying at this cottage will appreciate amenities like a kitchen and a smart TV as well as a garden.
Does NEW! - The Jolly Rooster Cottage
Steps to Duval - Prime and Quiet Location have a hot tub?
No, there isn't a spa tub at this cottage.
Does this cottage offer breakfast?
No, this cottage doesn't offer breakfast.
Does this cottage allow pets to stay free of charge?
Although dogs can't stay for free, they are welcome at this cottage.
Are there connecting rooms at this cottage?
No, this cottage doesn't feature connecting guestrooms.
What is the closest airport to this cottage?
The closest major airport to this cottage is Key West Intl. Airport (EYW), which is 3.6 mi away (12 minutes by car).
Can I book a room with a balcony at NEW! - The Jolly Rooster Cottage
Steps to Duval - Prime and Quiet Location?
Yes, every accommodation at NEW! - The Jolly Rooster Cottage Steps to Duval - Prime and Quiet Location comes with a balcony.