A short walk from Southernmost Point and Duval Street, NIGHT WATCH ~ On Duval St, Adult Only, Adjoining Rum Bar & Nearby Beaches! has plenty to offer. Stay connected with free in-room WiFi.
Reviews
9.29.2 out of 10
Wonderful
Popular amenities
Free WiFi
Air conditioning
Parking available
The current price is ¥28,211
¥28,211
¥57,540 total
includes taxes & fees
Nov 2 - Nov 3
Add dates for prices
About this property
NIGHT WATCH ~ 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 Night Watch 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! 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 Night Watch room is located downstairs and offers a king bed and 1 person sofa sleeper, a stocked kitchenette, a shower bathroom and a hanging closet for your convenience.
OUTDOOR LIVING... Take in the island air and sip on your frosted cocktail just outside of your room, with semi-private seating. 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.
Located by the sea, this condo 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 Florida Keys Beaches and Fort Zachary Taylor Historic State Park. Key West Butterfly and Nature Conservatory and Florida Keys Eco - Discovery Center are also worth visiting. Jet skiing and scuba diving offer great chances to get out on the surrounding water, or you can seek out an adventure with ecotours and cycling nearby. Visit our Key West travel guide
Is NIGHT WATCH ~ On Duval St, Adult Only, Adjoining Rum Bar & Nearby Beaches! pet-friendly?
No, pets are not allowed at this property.
How much does it cost to stay at NIGHT WATCH ~ On Duval St, Adult Only, Adjoining Rum Bar & Nearby Beaches!?
As of Oct 24, 2026, prices found for a 1-night stay for 2 adults at NIGHT WATCH ~ On Duval St, Adult Only, Adjoining Rum Bar & Nearby Beaches! on Nov 2, 2026 start from ¥28,211, excluding 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.
How much is parking?
Onsite parking is available at the property.
What time is check-in at NIGHT WATCH ~ On Duval St, Adult Only, Adjoining Rum Bar & Nearby Beaches!?
Check-in begins at 3:00 PM.
What time is check-out at NIGHT WATCH ~ On Duval St, Adult Only, Adjoining Rum Bar & Nearby Beaches!?
Check-out is at 11:00 AM.
Where is NIGHT WATCH ~ On Duval St, Adult Only, Adjoining Rum Bar & Nearby Beaches! located?
Located in Old Town Key West, this condo building is steps from City Zoo Gallery and Duval Street. Florida Keys Beaches and South Beach are also within 5 minutes.
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Reviews
NIGHT WATCH ~ On Duval St, Adult Only, Adjoining Rum Bar & Nearby Beaches! Reviews
9.2
Wonderful
All reviews shown are from real guest experiences. Only travelers 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 informationOpens in a new window
10
Cleanliness
10
Location
Rating 10 - Excellent. 7 out of 9 reviews
10 - Excellent
7
Rating 8 - Good. 0 out of 9 reviews
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Rating 6 - Okay. 2 out of 9 reviews
6 - Okay
2
Rating 4 - Poor. 0 out of 9 reviews
4 - Poor
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Rating 2 - Terrible. 0 out of 9 reviews
2 - Terrible
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Reviews
From a partner site
10/10 Excellent
Paul B.
May 14, 2026
Had a great time. Love the run bar
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:
Everything was wonderful
Absolutely wonderful place, the Rum Bar was amazing Frank was so nice and friendly. The Bed is so comfortable and it’s right off Duval Street. Absolutely loved it here!!