Entire condo

NIGHT WATCH ~ On Duval St, Adult Only, Adjoining Rum Bar & Nearby Beaches!

Photo gallery for NIGHT WATCH ~ On Duval St, Adult Only, Adjoining Rum Bar & Nearby Beaches!

A building with a staircase, surrounded by lush greenery and a paved pathway. - NIGHT WATCH ~ On Duval St, Adult Only, Adjoining Rum Bar & Nearby Beaches! (Key West)
A white building with a balcony, palm trees, and flags. - NIGHT WATCH ~ On Duval St, Adult Only, Adjoining Rum Bar & Nearby Beaches! (Key West)
A bar area with a wooden bar counter, multiple stools, and a variety of bottles and glasses. - NIGHT WATCH ~ On Duval St, Adult Only, Adjoining Rum Bar & Nearby Beaches! (Key West)
A covered balcony with wicker chairs, a view of palm trees, and multiple flags. - NIGHT WATCH ~ On Duval St, Adult Only, Adjoining Rum Bar & Nearby Beaches! (Key West)
A modern hotel room with a wooden wardrobe, a bathroom with a shower, and a kitchen area with a tiled backsplash. - NIGHT WATCH ~ On Duval St, Adult Only, Adjoining Rum Bar & Nearby Beaches! (Key West)
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

9.4 out of 10
Exceptional

Entire condo

1 bedroom1 bathroom22 sq m

Popular amenities

  • Free WiFi
  • Air conditioning
  • Parking available
The current price is ¥15,374
¥41,240 total
includes taxes & fees
Sep 22 - Sep 23

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.

    JOIN THE ADVENTURE...

Property amenities

Internet

  • Available in the condo: Free WiFi

Parking and transportation

  • Parking on site

Food and drink

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Ice maker
  • Microwave
  • Refrigerator

Bedrooms

  • 1 bedroom
  • Bedsheets provided

Bathroom

  • 1 bathroom
  • Hair dryer
  • Shower
  • Towels provided

Entertainment

  • TV with cable/satellite channels

Comfort

  • Air conditioning

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoking not allowed

Services and conveniences

  • Iron/ironing board

Location highlights

  • In the city center
  • Near a hospital
  • Near the marina
  • Near the sea

Things to do

  • Basketball nearby
  • Birdwatching nearby
  • Cycling nearby
  • Ecotours nearby
  • Fishing nearby
  • Jet skiing nearby
  • Sailing nearby
  • Scuba diving nearby
  • Snorkeling nearby
  • Swimming nearby

Safety features

  • Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • Fire extinguisher
  • Deadbolt lock

General

  • Property does not allow children
  • Unit size: 240 square feet

Similar properties

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

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 not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
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

About the neighborhood

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
View more Condo Rentals in Key West
Map
FL, Key West

What's nearby

  • A street with a pharmacy, a theater, and a yellow building.
    Duval Street
    1 min walk - 0.0 km
  • A beachside resort with palm trees, a large white building, and a checkered pattern on the sand.
    South Beach
    3 min walk - 0.3 km
  • A butterfly on a plant with green leaves and yellow flowers.
    Key West Butterfly and Nature Conservatory
    3 min walk - 0.3 km
  • A vintage typewriter on a wooden table with a notebook and pen beside it.
    Ernest Hemingway Home and Museum
    4 min walk - 0.4 km
  • A colorful monument with text indicating it is the Southernmost Point of the Continental U.S.A. in Key West, Florida.
    Southernmost Point
    5 min walk - 0.4 km

Getting around

  • Key West Intl. Airport (EYW)
    12 min drive

Restaurants

  • Circle K
    1 min walk
  • Cuban Coffee Queen (Duval)
    1 min walk
  • Southernmost Point Bar in the USA
    4 min walk
  • Old Town Tavern
    4 min walk
  • Banana Cafe
    1 min walk

Frequently asked questions

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 Sep 20, 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 Sep 22, 2026 start from ¥15,374, 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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NIGHT WATCH ~ On Duval St, Adult Only, Adjoining Rum Bar & Nearby Beaches! Reviews

Reviews

Exceptional

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
Rating 10 - Excellent. 5 out of 6 reviews
Rating 8 - Good. 0 out of 6 reviews
Rating 6 - Okay. 1 out of 6 reviews
Rating 4 - Poor. 0 out of 6 reviews
Rating 2 - Terrible. 0 out of 6 reviews

10

Cleanliness

10

Location

Reviews

From a partner site

10/10 Excellent

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
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
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!!
Stayed 2 nights in Jun 2026
Verified review

10/10 Excellent

Stayed 3 nights in Apr 2026
Verified review

10/10 Excellent

Stayed 1 night in Mar 2026