Title: NEW! - The Jolly Rooster Cottage Steps to Duval - Prime and Quiet Location - Latest Reviews, Deals & Photos 2026 - Expedia.ca [See all properties](http://www.expedia.ca/Hotel-Search?regionId=&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire home # NEW! - The Jolly Rooster Cottage Steps to Duval - Prime and Quiet Location Cottage with kitchen, 3-minute walk to Duval Street ## Photo gallery for NEW! - The Jolly Rooster Cottage Steps to Duval - Prime and Quiet Location ![Exterior - NEW! - The Jolly Rooster Cottage Steps to Duval - Prime and Quiet Location (Key West)](https://images.trvl-media.com/lodging/115000000/114430000/114429500/114429434/c1f8574c.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Marina - NEW! - The Jolly Rooster Cottage Steps to Duval - Prime and Quiet Location (Key West)](https://images.trvl-media.com/lodging/115000000/114430000/114429500/114429434/898be04c.jpg?impolicy=resizecrop&rw=297&ra=fit) ![2 bedrooms, in-room safe, iron/ironing board, WiFi - NEW! - The Jolly Rooster Cottage Steps to Duval - Prime and Quiet Location (Key West)](https://images.trvl-media.com/lodging/115000000/114430000/114429500/114429434/a757e8aa.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Smart TV - NEW! - The Jolly Rooster Cottage Steps to Duval - Prime and Quiet Location (Key West)](https://images.trvl-media.com/lodging/115000000/114430000/114429500/114429434/f847d5cf.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Exterior - NEW! - The Jolly Rooster Cottage Steps to Duval - Prime and Quiet Location (Key West)](https://images.trvl-media.com/lodging/115000000/114430000/114429500/114429434/7ff914f2.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Location - Amenities - Policies Close to Ernest Hemingway Home and Museum and Duval Street, NEW! - The Jolly Rooster Cottage Steps to Duval - Prime and Quiet Location provides a garden, laundry facilities, and more. Guests can connect to in-room WiFi. ## Reviews 9.8 Exceptional ### Entire home 2 bedrooms2 bathrooms572 sq ft ## Popular amenities - Kitchen - Washer - Dryer - Pet friendly - Air conditioning - Outdoor Space ## Add dates for prices Check-in Check-out Travellers ## 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. ## 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 ## Similar properties ![Exterior](https://images.trvl-media.com/lodging/112000000/111430000/111420200/111420134/e3ccacfb.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### \~Hibiscus Cottage\~ Adults Only cottage near Duval with shared pool Key West Historic District - Pool - Free WiFi - Air conditioning - Microwave 10 Exceptional 11 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2026-02-12&endDate=2026-02-13&selected=111420134&PinnedHotelID=111420134&HadPinnedHotel=true®ionId=-1&adults=2) ![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/85000000/84060000/84053100/84053095/db77e27b.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Duval Sea Turtle by Avantstay Great Location Close to Shops Shared Pool! 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You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation ## About the area Located by the sea, this cottage is in Old Town Key West, a neighborhood 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 Florida Keys Beaches. Key West Butterfly and Nature Conservatory and MLK Community Pool & Community Center are also worth visiting. Jet skiing, kayaking, and scuba diving offer great chances to get out on the surrounding water, or you can seek out an adventure with ecotours nearby. [Visit our Key West travel guide](https://www.expedia.ca/Key-West.dx1187) [View more Cottages in Key West](https://www.expedia.ca/Key-West-Cottages.d1187-aaCottages.Travel-Guide-Accommodation) ![Map](https://maps.googleapis.com/maps/api/staticmap?&size=660x330&map_id=3b266eb50d2997c6&zoom=13&markers=icon:https%3A%2F%2Fa.travel-assets.com%2Ftravel-assets-manager%2Feg-maps%2Fproperty.png%7C24.55240%2C-81.79848&channel=expedia-HotelInformation&maptype=roadmap&scale=1&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=C-3sY2PuWS7zTurkFYkDOBU7h-U=) Key West, FL ### What's nearby - ![Duval Street featuring signage](https://images.trvl-media.com/place/6068616/5997ee0c-eca4-415b-b051-99f4d38fbc11.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Duval Street 3 min walk \- 0.3 km - ![Ernest Hemingway Home and Museum featuring heritage elements and a house](https://images.trvl-media.com/place/501376/3b4c31fa-338d-424b-aa0f-482ad359d16a.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Ernest Hemingway Home and Museum 5 min walk \- 0.4 km - ![South Beach featuring a sandy beach and general coastal views as well as a small group of people](https://images.trvl-media.com/place/6246827/42d13a3e-a933-4e9f-b857-cde9f4314a24.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) South Beach 8 min walk \- 0.7 km - ![Key West Butterfly and Nature Conservatory showing flowers, animals and zoo animals](https://images.trvl-media.com/place/6068597/8af8294e-5c8c-4043-8818-b037bf02c028.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Key West Butterfly and Nature Conservatory 8 min walk \- 0.7 km - ![Southernmost Point showing signage](https://images.trvl-media.com/place/501380/6b10fd25-a167-4157-b127-b099a5ff5ea1.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Southernmost Point 9 min walk \- 0.8 km ### Getting around - Key West Intl. Airport (EYW) 12 min drive ### Restaurants - 801 Bourbon Bar 6 min walk - Bourbon Street Pub 7 min walk - Old Town Tavern 4 min walk - Circle K 4 min walk - Nine One Five 3 min walk ## Frequently asked questions ### Is NEW! - The Jolly Rooster Cottage Steps to Duval - Prime and Quiet Location pet-friendly? ### How much is parking? ### What time is check-in at NEW! - The Jolly Rooster Cottage Steps to Duval - Prime and Quiet Location? ### What time is check-out at NEW! - The Jolly Rooster Cottage Steps to Duval - Prime and Quiet Location? ### Where is NEW! - The Jolly Rooster Cottage Steps to Duval - Prime and Quiet Location located? ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. Ask a question ## NEW! - The Jolly Rooster Cottage Steps to Duval - Prime and Quiet Location Reviews ## Reviews ### Exceptional All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative. [More information](https://www.expedia.ca/lp/b/content-guidelines) 10 - Excellent 11 8 - Good 2 6 - Okay 0 4 - Poor 0 2 - Terrible 0 ### 10 Cleanliness ### 9.6 Location ## Reviews ### 10/10 Excellent #### Karen V. Sep 20, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy I nice place cool place to go back to after touring Key West. ##### Karen V. Stayed 3 nights in Sep 2025 ### 10/10 Excellent #### Christie C. Sep 29, 2025 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. ##### Christie C. Stayed 6 nights in Sep 2025 ### 10/10 Excellent #### Esther G. Jul 31, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Location, location! Easy walk to everything! Comfortable stay. ##### Esther G. Stayed 3 nights in Jul 2025 ### 8/10 Good #### J W. Oct 15, 2025 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. ##### J W. Stayed 4 nights in Oct 2025 ### 10/10 Excellent #### Michael M. Aug 13, 2025 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. ##### Michael M. Stayed 4 nights in Aug 2025 ### 10/10 Excellent #### Cassidy D. Aug 18, 2025 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! ##### Cassidy D. Stayed 3 nights in Aug 2025 ### 10/10 Excellent #### Bill K. Sep 14, 2025 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. ##### Bill K. Stayed 3 nights in Sep 2025 ### 10/10 Excellent #### Cortne R. Sep 15, 2025 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!! ##### Cortne R. 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