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NIGHTCAP ~ On Duval St, Adult Only, Adjoining Rum Bar & Near Beaches!

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Plush linen
Kitchenette
TV
Craft up your cocktail
Your island hideaway awaits

Reviews

10 out of 10
Exceptional

Popular amenities

  • Onsite parking available
  • Free WiFi
  • Balcony
  • Air conditioning
  • Balcony or patio
  • Refrigerator
The current price is $264
avg per night

Explore the area

View in a map
Key West, FL
  • Place, Duval Street
    ‪1 min walk‬
  • Place, South Beach
    ‪3 min walk‬
  • Place, Southernmost Point
    ‪5 min walk‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪12 min drive‬

Rooms & beds

1 bedroom (sleeps 2)

Bedroom 1

1 King Bed

1 bathroom

Bathroom 1

Toilet · Shower only

Spaces

Balcony
The current price is $264
avg per night

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About the neighborhood

Key West

Old Town Key West, a neighborhood in Key West, is home to this guesthouse. 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.
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What's nearby

  • Duval Street - 1 min walk - 0.0 km
  • South Beach - 3 min walk - 0.3 km
  • Key West Butterfly and Nature Conservatory - 3 min walk - 0.3 km
  • Ernest Hemingway Home and Museum - 4 min walk - 0.4 km
  • 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
  • ‪Rum Bar at the Speakeasy Inn - ‬1 min walk
  • ‪Banana Cafe - ‬1 min walk
  • ‪La Te Da - ‬1 min walk

About this property

NIGHTCAP ~ On Duval St, Adult Only, Adjoining Rum Bar & Near 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 Nightcap 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 baths with showers.

SLEEPING ARRANGEMENTS...
The Nightcap room is located upstairs and offers a king bed, a stocked kitchenette, a shower bathroom and a hanging closet.

OUTDOOR LIVING...
This unit enjoys outdoor seating off the 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 limited and not guaranteed, offered on a first come first serve basis at an additional fee of $15 per night. There are also some free as well as metered on street parking spaces on the surrounding streets. Most guests walk or bike ride to all of the nearby attractions once they secure a parking space.

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...
Our prices include all fees. No hidden fees.

House Rules

Check in after 3:00 PM
Minimum age to rent: 25
Check out before 11:00 AM
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Children

Adults only
default

Events

No events allowed
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Pets

No pets allowed
default

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
Safety features at this property include a fire extinguisher, a smoke detector, and a deadbolt lock
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room

Frequently asked questions

Is NIGHTCAP ~ On Duval St, Adult Only, Adjoining Rum Bar & Near Beaches! pet-friendly?

No, pets are not allowed at this property.

How much does it cost to stay at NIGHTCAP ~ On Duval St, Adult Only, Adjoining Rum Bar & Near Beaches!?

As of May 6, 2026, prices found for a 1-night stay for 2 adults at NIGHTCAP ~ On Duval St, Adult Only, Adjoining Rum Bar & Near Beaches! on Jun 6, 2026 start from $264, including 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 NIGHTCAP ~ On Duval St, Adult Only, Adjoining Rum Bar & Near Beaches!?

Check-in begins at 3:00 PM.

What time is check-out at NIGHTCAP ~ On Duval St, Adult Only, Adjoining Rum Bar & Near Beaches!?

Check-out is at 11:00 AM.

Where is NIGHTCAP ~ On Duval St, Adult Only, Adjoining Rum Bar & Near Beaches! located?

Located in Old Town Key West, this guesthouse is steps from City Zoo Gallery and Duval Street. Florida Keys Beaches and South Beach are also within 5 minutes.

NIGHTCAP ~ On Duval St, Adult Only, Adjoining Rum Bar & Near Beaches! Reviews

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
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Rating 10 - Excellent. 3 out of 3 reviews
Rating 8 - Good. 0 out of 3 reviews
Rating 6 - Okay. 0 out of 3 reviews
Rating 4 - Poor. 0 out of 3 reviews
Rating 2 - Terrible. 0 out of 3 reviews

10/10

Cleanliness

10/10

Staff & service

10/10

Amenities

10/10

Property conditions & facilities

Reviews

From a partner site

10/10 Excellent

Michelle L.

Girls Weekend!

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: Easy to deal with company and room access. Nice clean room, great location, friendly staff and A/C was always working which is a big plus in the Keys.
Verified

10/10 Excellent

Maranda

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Our recent stay at the Speakeasy Inn above the Rum Bar in Key West was absolutely wonderful. The atmosphere was amazing from the moment we arrived—charming, lively, and full of that classic Key West character. The staff was incredibly friendly and welcoming, which made the experience even better. The room was very clean, comfortable, and thoughtfully stocked with everything we needed during our stay. It had such a cute, cozy feel that really added to the charm of the place. One of our favorite parts was the adorable balcony. It was the perfect spot to relax, enjoy some quality time, and do a little people-watching while soaking in the energy of the area. Overall, it was a fantastic stay and we would absolutely come back again! 🌴🍹
Stayed 2 nights in Mar 2026
From a partner site

10/10 Excellent

Maureen L.

Where Mornings Start Suspiciously Well-Rested

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: I didn’t just stay here—I temporarily entered a higher plane of existence, one duvet at a time. The bed was so outrageously comfortable that every morning I woke up in a mild panic, convinced I had somehow slept through an entire day... only to discover it was still early. Turns out, this is what well-rested humans feel like—who knew?For the first time in recent memory, I woke up without that familiar “I need another eight hours” exhaustion. Instead, I felt suspiciously refreshed, like I’d been rebooted overnight by a team of highly skilled sleep technicians.Beyond my newfound relationship with rest, the place itself delivered on all fronts. The location was perfect—close enough to everything, yet peaceful enough to pretend you’ve got your life together. And the balcony? Let’s just say it made me briefly consider becoming the kind of person who drinks coffee slowly while gazing thoughtfully into the distance.All in all, it’s everything you want in a place to stay: comfortable, beautiful, and dangerously good at making you forget your responsibilities. If you need me, I’ll be trying (and failing) to recreate that bed experience at home.