Title: BOOTLEGGER BAY ~ On Duval St, Adult Only, Adjoining Rum Bar & Nearby Beaches! Reviews, Deals & Photos 2026 - Expedia.co.uk [See all properties](http://www.expedia.co.uk/Hotel-Search?regionId=1187&destination=Key+West%2C+Florida%2C+United+States+of+America&selected=125997805&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) # BOOTLEGGER BAY \~ On Duval St, Adult Only, Adjoining Rum Bar & Nearby Beaches! ## Photo gallery for BOOTLEGGER BAY \~ On Duval St, Adult Only, Adjoining Rum Bar & Nearby Beaches! ![Property grounds - BOOTLEGGER BAY ~ On Duval St, Adult Only, Adjoining Rum Bar & Nearby Beaches! (Key West)](https://images.trvl-media.com/lodging/126000000/126000000/125997900/125997805/15e6fc5d.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Iron/ironing board, free WiFi, bed sheets - BOOTLEGGER BAY ~ On Duval St, Adult Only, Adjoining Rum Bar & Nearby Beaches! (Key West)](https://images.trvl-media.com/lodging/126000000/126000000/125997900/125997805/4eeb5c86.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Bar (on property) - BOOTLEGGER BAY ~ On Duval St, Adult Only, Adjoining Rum Bar & Nearby Beaches! (Key West)](https://images.trvl-media.com/lodging/126000000/126000000/125997900/125997805/9f669b22.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Fridge, microwave, coffee/tea maker, cookware/dishes/utensils - BOOTLEGGER BAY ~ On Duval St, Adult Only, Adjoining Rum Bar & Nearby Beaches! (Key West)](https://images.trvl-media.com/lodging/126000000/126000000/125997900/125997805/81316a3c.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Exterior - BOOTLEGGER BAY ~ On Duval St, Adult Only, Adjoining Rum Bar & Nearby Beaches! (Key West)](https://images.trvl-media.com/lodging/126000000/126000000/125997900/125997805/ae8b50f3.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Rooms - Location - Policies A short walk from Southernmost Point and Duval Street, BOOTLEGGER BAY \~ On Duval St, Adult Only, Adjoining Rum Bar & Nearby Beaches! has plenty to offer. Stay connected with free in-room WiFi. ## Reviews 10 Exceptional ## Popular amenities - Free Wi-Fi - Air-conditioning - Parking available £251 includes taxes & fees 30 Mar - 31 Mar ## Check prices for these days [Tonight ](https://www.expedia.co.uk/Hotel-Search?startDate=2026-03-28&endDate=2026-03-29&selected=125997805&PinnedHotelID=125997805&HadPinnedHotel=true®ionId=-1&adults=2) [](https://www.expedia.co.uk/Hotel-Search?startDate=2026-03-28&endDate=2026-03-29&selected=125997805&PinnedHotelID=125997805&HadPinnedHotel=true®ionId=-1&adults=2) [Tomorrow ](https://www.expedia.co.uk/Hotel-Search?startDate=2026-03-29&endDate=2026-03-30&selected=125997805&PinnedHotelID=125997805&HadPinnedHotel=true®ionId=-1&adults=2) [](https://www.expedia.co.uk/Hotel-Search?startDate=2026-03-29&endDate=2026-03-30&selected=125997805&PinnedHotelID=125997805&HadPinnedHotel=true®ionId=-1&adults=2) [This weekend ](https://www.expedia.co.uk/Hotel-Search?startDate=2026-04-03&endDate=2026-04-05&selected=125997805&PinnedHotelID=125997805&HadPinnedHotel=true®ionId=-1&adults=2) [](https://www.expedia.co.uk/Hotel-Search?startDate=2026-04-03&endDate=2026-04-05&selected=125997805&PinnedHotelID=125997805&HadPinnedHotel=true®ionId=-1&adults=2) [Next weekend ](https://www.expedia.co.uk/Hotel-Search?startDate=2026-04-10&endDate=2026-04-12&selected=125997805&PinnedHotelID=125997805&HadPinnedHotel=true®ionId=-1&adults=2) [](https://www.expedia.co.uk/Hotel-Search?startDate=2026-04-10&endDate=2026-04-12&selected=125997805&PinnedHotelID=125997805&HadPinnedHotel=true®ionId=-1&adults=2) ## Room options ## You may also like Ad ![Exterior](https://a.travel-assets.com/media/meso_cm/PAPI/Images/lodging/1000000/10000/3900/3853/92e8bef1_b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) #### La Concha Key West, Autograph Collection Key West Historic District - Pool - Pet-friendly - Free Wi-Fi - Restaurant 8.8 Excellent 365 reviews £383 includes taxes & fees 26 Apr - 27 Apr [](https://www.expedia.co.uk/Key-West-Hotels-Crowne-Plaza-Key-West-La-Concha.h3853.Hotel-Information?chkin=2026-4-26&chkout=2026-4-27&rm1=a2®ionId=1187&destination=Key West&destType=MARKET&latLong=24.554807,-81.802079&searchId=8e20ea0e-ebb2-4c79-9066-d692188cb3fb&top_cur=GBP) Ad ![6 outdoor pools, free pool cabanas, pool umbrellas](https://a.travel-assets.com/media/meso_cm/PAPI/Images/lodging/17000000/16210000/16203000/16202992/846829dd_b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) #### Oceans Edge Key West Resort, Hotel & Marina Stock Island - Pool - Pet-friendly - Free Wi-Fi - Restaurant 9.0 Wonderful 1,843 reviews £259 includes taxes & fees 27 Apr - 28 Apr [](https://www.expedia.co.uk/Key-West-Hotels-Oceans-Edge-Key-West-Resort.h16202992.Hotel-Information?chkin=2026-4-27&chkout=2026-4-28&rm1=a2®ionId=1187&destination=Key West&destType=MARKET&latLong=24.554807,-81.802079&searchId=8e20ea0e-ebb2-4c79-9066-d692188cb3fb&top_cur=GBP) Ad ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/1000/901/0b72a249.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) #### Hyatt Centric Key West Resort and Spa Key West Historic District - Pool - Spa - Pet-friendly - Free Wi-Fi 9.0 Wonderful 1,000 reviews £343 includes taxes & fees 20 Apr - 21 Apr [](https://www.expedia.co.uk/Key-West-Hotels-Hyatt-Centric-Key-West-Resort-And-Spa.h901.Hotel-Information?chkin=2026-4-20&chkout=2026-4-21&rm1=a2®ionId=1187&destination=Key West&destType=MARKET&latLong=24.554807,-81.802079&searchId=8e20ea0e-ebb2-4c79-9066-d692188cb3fb&top_cur=GBP) Ad ![Food and drink](https://images.trvl-media.com/lodging/49000000/48720000/48713900/48713884/5fd7b8bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) #### Margaritaville Beach House Key West Key West - Pool - Pet-friendly - Restaurant - Air-conditioning 8.8 Excellent 1,799 reviews £323 includes taxes & fees 20 Apr - 21 Apr [](https://www.expedia.co.uk/Key-West-Hotels-Margaritaville-Beach-House-Key-West.h48713884.Hotel-Information?chkin=2026-4-20&chkout=2026-4-21&rm1=a2®ionId=1187&destination=Key West&destType=MARKET&latLong=24.554807,-81.802079&searchId=8e20ea0e-ebb2-4c79-9066-d692188cb3fb&top_cur=GBP) ![Mod logo](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Sign in to view eligible discounts and perks. More rewards for more adventures! [Sign in](https://www.expedia.co.uk/login?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FKey-West-Hotels-BOOTLEGGER-BAY-On-Duval-St.h125997805.Hotel-Information)[Sign up, it's free](https://www.expedia.co.uk/signup?enable_registration=true&uurl=e3id%3Dredr%26rurl%3D%2FKey-West-Hotels-BOOTLEGGER-BAY-On-Duval-St.h125997805.Hotel-Information) ## About the area Located by the sea, this guesthouse 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 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. Discover the area's water adventures with scuba diving, snorkelling and sailing nearby, or enjoy the great outdoors with cycling. [Visit our Key West travel guide](https://www.expedia.co.uk/Key-West.dx1187) [View more Guest houses in Key West](https://www.expedia.co.uk/Key-West-Guest-Houses.d1187-aaGuestHouses.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%7C24.54971%2C-81.79802&channel=expedia-HotelInformation&maptype=roadmap&scale=1&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=9p4TPSz4DZWc8YK8p1pSdsjd4XE=) Key West, FL ### What's nearby - ![Duval Street](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 1 min walk \- 0.0 miles - ![South Beach](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 3 min walk \- 0.2 miles - ![Key West Butterfly and Nature Conservatory](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 3 min walk \- 0.2 miles - ![Ernest Hemingway Home and Museum](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 4 min walk \- 0.3 miles - ![Southernmost Point](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 5 min walk \- 0.3 miles ### Getting around - Key West, FL (EYW-Key West Intl.) 12 min drive ### Restaurants - Circle K 1 min walk - Banana Cafe 1 min walk - Cuban Coffee Queen (Duval) 1 min walk - Rum Bar at the Speakeasy Inn 1 min walk - La Te Da 1 min walk ## About this property ### BOOTLEGGER BAY \~ On Duval St, Adult Only, Adjoining Rum Bar & Nearby Beaches! Guest house near Duval Street Close to Ernest Hemingway Home and Museum and Southernmost Point, BOOTLEGGER BAY \~ On Duval St, Adult Only, Adjoining Rum Bar & Nearby Beaches! has plenty to offer. Guests can connect to free in-room WiFi. You'll also enjoy perks such as: - Tennis courts and smoke-free property Room features All guest rooms at BOOTLEGGER BAY \~ On Duval St, Adult Only, Adjoining Rum Bar & Nearby Beaches! feature comforts, such as air conditioning, in addition to More amenities include: - Showers and hairdryers - TVs with cable channels - Outdoor lighting, fridges and microwaves ## Similar properties ![Porch](https://images.trvl-media.com/lodging/1000000/910000/902100/902014/f02c0a2a.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Heron House Court - Adult Only Key West Historic District - Pool - Free Wi-Fi - Air-conditioning - Housekeeping 9.0 Wonderful 1,001 reviews £162 includes taxes & fees 5 Apr - 6 Apr [](https://www.expedia.co.uk/Hotel-Search?startDate=2026-04-05&endDate=2026-04-06&selected=902014&PinnedHotelID=902014&HadPinnedHotel=true®ionId=-1&adults=2) ![Standard Room, 1 King Bed, Private | Premium bedding, free WiFi, bed sheets](https://images.trvl-media.com/lodging/8000000/7110000/7108000/7107973/ba85a206.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Seashell Motel Old Town Key West - 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Available in all rooms: Free WiFi - Available in some public areas: Internet access ### Things to do - Tennis ### More - Smoke-free property ## Room amenities ### Bedroom - Bedsheets provided ### Bathroom - Hair dryer - Shower ### Entertainment - TV with cable/satellite channels ### Food and drink - Coffee/tea maker - Cookware, dishware, and utensils - Ice maker - Microwave - Refrigerator ### More - Air conditioning - Iron/ironing board ## Policies ### Check-in Check-in time starts at 3:00 PM Minimum check-in age - 25 ### Check-out Check-out before 11:00 AM ### 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 not allowed ### Children and extra beds This property does not allow children ### Events No events allowed ### Smoking Smoking is not permitted ## Important information ### You need to know This property is managed by a professional host. The provision of housing is linked to their trade, business or profession. 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 Safety features at this property include a fire extinguisher, a smoke detector 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 If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with UK consumer law, property booking services are not subject to the right of withdrawal. ### Property is also known as 2731-280043 ## Frequently asked questions ### Is BOOTLEGGER BAY ~ On Duval St, Adult Only, Adjoining Rum Bar & Nearby Beaches! pet-friendly? ### How much does it cost to stay at BOOTLEGGER BAY ~ On Duval St, Adult Only, Adjoining Rum Bar & Nearby Beaches!? ### How much is parking at BOOTLEGGER BAY ~ On Duval St, Adult Only, Adjoining Rum Bar & Nearby Beaches!? ### What time is check-in at BOOTLEGGER BAY ~ On Duval St, Adult Only, Adjoining Rum Bar & Nearby Beaches!? ### What time is check-out at BOOTLEGGER BAY ~ On Duval St, Adult Only, Adjoining Rum Bar & Nearby Beaches!? ### Where is BOOTLEGGER BAY ~ On Duval St, Adult Only, Adjoining Rum Bar & Nearby Beaches! located? ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. Ask a question ## Reviews ## BOOTLEGGER BAY \~ On Duval St, Adult Only, Adjoining Rum Bar & Nearby Beaches! Reviews 10 ### 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.co.uk/lp/b/content-guidelines) 10 - Excellent 1 8 - Good 0 6 - Okay 0 4 - Poor 0 2 - Terrible 0 ## Reviews From a partner site ### 10/10 Excellent #### Debbie M. 13 Feb 2026 #### In the middle of all the action! Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was more than satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Very good experience. The owners/management company was wonderful! Could walk to everythin, including the ferry that goes to Dry Torgogus, as well as the airport. ##### Debbie M. ---