BOOTLEGGER BAY ~ On Duval St, Adult Only, Adjoining Rum Bar & Nearby Beaches!
PICTURESQUE LANDMARK GUESTHOUSE WITH CELEBRATED RUM BAR... Steeped in the rich 19th century lore of treasure hunts, romantic rum-running adventures, daring bootleggers, and notorious moonshiners and racketeers, the Bootlegger Bay room within the Speakeasy Inn is nestled in true Key West magic. This unique conch-style adult-only retreat is brimming with authentic stories of derring-do during Prohibition days. The inn was the home of Raul Vasquez, a cigar selector at the local Gato cigar factory, whose true passion was rum running between Key West and Cuba. He cut a colorful swath in this southernmost community, smuggling rum and storing it in his "secret cellar" - one of the few basements in Key West! The Inn's tropical decor features hand-crafted beds and tables made from original 1876 Dade County pine, reflecting a respectful nod to its most illustrious history. You are right on Duval Street, renowned for its proliferation of whimsical art galleries, stellar restaurants and relaxing bars. Nestled in the heart of Old Town, you are only a couple blocks from the beach and the Southernmost Point. ***All guests must be 21 years of age or older as this is an adult only property AND the primary renter must be 25 years of age or older.
DETAILS AND AMENITIES... On the first floor of the Speakeasy Inn resides the Rum Bar, which boasts an impressive selection of delicious rums from all over the globe. Join us for our rum tastings of both vintage and popular rums. Each guest room offers outdoor seating for its occupants. Amenities in the rooms include flat screen TVs, individually operated ACs, coffee makers, refrigerators, microwaves, and all rooms have private bathrooms with showers.
SLEEPING ARRANGEMENTS... The Bootlegger Bay room is located downstairs and offers a queen bed. Enjoy a stocked kitchenette, a shower bathroom and a clothing hanging bar for your convenience.
OUTDOOR LIVING... Take in the island air and sip on your frosted cocktail just outside of your room, with cushioned seating for your enjoyment. Upstairs features our wraparound porch overlooking Duval Street, a favorite people-watching spot! It has been restored to perfection for the pleasure of our guests.
PARKING... Parking is an additional $15/day plus tax and is limited, and not guaranteed. The lot is located 1/2 block away and an address will be provided upon payment. You may secure your space by requesting to add it to your reservation at any time but we suggest reserving in advance to guarantee availability. There are also some free spaces on street, as well as metered spaces in the surrounding area.
PETS... This is not a pet-friendly inn.
Cancellations requested at least 30 days prior to arrival receive a full refund. Cancellations requested at least 14 days prior to arrival receive a 50% refund.
Denne leiligheten ligger ved sjøen i bydelen Old Town Key West i Key West. Et par populære landemerker er Ernest Hemingway Home and Museum og Southernmost Point, mens Florida Keys Beaches og Fort Zachary Taylor historiske statspark kan friste med vakre naturomgivelser. Key West sommerfugl- og naturreservat og Florida Keys Eco - Discovery Center er også verdt et besøk. Området byr på vannaktiviteter som fridykking, snorkling og seiling, men du kan også oppleve den flotte naturen gjennom sykling. Se vår reiseguide til Key West
Key West, Florida (EYW-Key West internasjonale flyplass) - 12 min kjøring
Restauranter
Circle K
1 min gange
Cuban Coffee Queen (Duval)
1 min gange
Southernmost Point Bar in the USA
4 min gange
Old Town Tavern
4 min gange
Banana Cafe
1 min gange
Ofte stilte spørsmål
Er det tillatt med kjæledyr på BOOTLEGGER BAY ~ On Duval St, Adult Only, Adjoining Rum Bar & Nearby Beaches!?
Nei, kjæledyr er ikke tillatt på dette overnattingsstedet.
Hvor mye koster det å bo på BOOTLEGGER BAY ~ On Duval St, Adult Only, Adjoining Rum Bar & Nearby Beaches!?
Per 27. okt. 2026 har vi funnet en startpris på 3 476 kr, inkludert skatter og avgifter, for én natt for 2 voksne på BOOTLEGGER BAY ~ On Duval St, Adult Only, Adjoining Rum Bar & Nearby Beaches! den 11. nov. 2026. Prisen er basert på den laveste prisen per natt funnet i løpet av de siste 24 timene for opphold i løpet av de neste 30 dagene. Prisene kan endre seg. Velg datoer for å se mer nøyaktige priser.
Hvor mye koster det å parkere på BOOTLEGGER BAY ~ On Duval St, Adult Only, Adjoining Rum Bar & Nearby Beaches!?
Overnattingsstedet har parkeringsplass.
Når kan man sjekke inn på BOOTLEGGER BAY ~ On Duval St, Adult Only, Adjoining Rum Bar & Nearby Beaches!?
Innsjekkingen begynner kl. 15.00.
Når må man sjekke ut på BOOTLEGGER BAY ~ On Duval St, Adult Only, Adjoining Rum Bar & Nearby Beaches!?
Utsjekkingstidspunktet er kl. 11.00.
Hvor ligger BOOTLEGGER BAY ~ On Duval St, Adult Only, Adjoining Rum Bar & Nearby Beaches!?
Denne leiligheten ligger i Old Town Key West og få skritt unna City Zoo Gallery og Duval Street. Dessuten ligger Florida Keys Beaches og South Beach kun 5 minutter unna.
Anmeldelser
Anmeldelser av BOOTLEGGER BAY ~ On Duval St, Adult Only, Adjoining Rum Bar & Nearby Beaches!
10
Suverent
Alle anmeldelser som vises er basert på ekte gjesteopplevelser. Kun reisende som har bestilt et opphold med oss, kan sende inn en anmeldelse. Vi verifiserer anmeldelser i henhold til retningslinjene våre og publiserer alle anmeldelser, både positive og negative.Mer informasjonÅpnes i et nytt vindu
10
Renhold
10
Beliggenheten
10
Personale og service
10
Overnattingsstedets bygg og tilstand
Rangering på 10 − Utmerket. 8 av totalt 8 anmeldelser.
10 – Utmerket
8
Rangering på 8 − Bra. 0 av totalt 8 anmeldelser.
8 – Bra
0
Rangering på 6 − Grei. 0 av totalt 8 anmeldelser.
6 – Grei
0
Rangering på 4 − Dårlig. 0 av totalt 8 anmeldelser.
4 – Dårlig
0
Rangering på 2 − Forferdelig. 0 av totalt 8 anmeldelser.
2 – Forferdelig
0
Anmeldelser
Verifisert anmeldelse
10/10 – Utmerket
Sarah
25. aug. 2026
Likte: Renhold, personale og service, fasiliteter og overnattingsstedets bygg og tilstand
The room was so perfect! Perfectly nestled just down a brick sidewalk right on Duval st. Closer to Southern most point, nice walking distance to Mallory square. The room was perfect for us.
Excellent stay! The property was exactly what we were looking for. The location was perfect—within walking distance of great restaurants, bars, and nightlife, making it easy to enjoy the area without needing to drive.. The attached bar gives the property a good vibe. The accommodations were comfortable, clean, and well-maintained. We had a wonderful stay and would definitely book this property again.
Bodde her 3 netter i april 2026
Fra en partnerside
10/10 – Utmerket
Brandon V.
23. juli 2026
Cozy spot to rest
Rating Details:
The property manager was very helpful.
The vacation rental was spotless.
I was very happy with the location.
I was very satisfied with the condition of the vacation rental.
Overall, I recommend this vacation rental.
Reviewer Comments:
Comfortable bed, clean space, well equipped kitchenette & COLD AC. This particular room is small and without any seating, but a very comfortable place to clean up & rest after long days exploring Key West. Very convenient Duval St location on the quiet end, but just a few blocks from the action.
Fra en partnerside
10/10 – Utmerket
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.
Verifisert anmeldelse
10/10 – Utmerket
Amanda S.
20. juli 2026
Bodde her 3 netter i juni 2026
Verifisert anmeldelse
10/10 – Utmerket
THOMAS H.
14. juni 2026
Likte: Renhold, innsjekking, kommunikasjon og annonsens korrekthet