See all properties
Save
Entire condo

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

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

A covered balcony with wicker chairs, a view of palm trees, and multiple flags.
A bar area with a wooden bar counter, multiple stools, and a variety of bottles and glasses.
A white building with a balcony, palm trees, and flags.
A bedroom with a wooden bed, white bedding, a wooden nightstand, a small table, and a dresser.
Two glasses of a red beverage with an orange slice garnish on a table, with playing cards in front.

Reviews

10 out of 10
Exceptional

Entire condo

1 bedroom1 bathroom20 sq m

Popular amenities

  • Free Wi-Fi
  • Air-conditioning
  • Parking available
The current price is NZ$504
includes taxes & fees
26 Sept - 27 Sept

Explore the area

View 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.)
    ‪9 min drive‬

Room options

You may also like

Ad
A white building with green shutters, surrounded by a white picket fence and palm trees.

Kona Kai Oasis

Old Town Key West
  • Pool
  • Pet-friendly
  • Parking included
  • Free Wi-Fi
8.0 out of 10, Very good, 662 reviews
The price is NZ$207
includes taxes & fees
27 Sept - 28 Sept
Kona Kai Oasis

About the area

Key West

This condo places you in the centre of Key West, steps from Duval Street and within a short 5-minute stroll of Florida Keys Beaches. .Condo features free WiFi, a balcony and a TV. A fridge and a microwave make in-room dining convenient. A coffee/tea maker, a hairdryer and an iron/ironing board are also available.
View more Condo rentals in Key WestOpens in a new window

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, FL (EYW-Key West Intl.) - 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

About this property

Entire place

You'll have the entire condo to yourself and will only share it with other guests in your party.

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 with a daybed, 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 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...

Similar properties

An outdoor bar area with wooden tables and blue stools, a bar counter, and a sign that reads "Liqour Store".
Southwinds Motel
Old Town Key West
  • Pool
  • Breakfast included
  • Restaurant
  • Air-conditioning
4.3 out of 5, Excellent, 1,385 reviews
The price is NZ$306
includes taxes & fees
28 Sept - 29 Sept
Southwinds Motel

Property amenities

Internet

  • Available in the condo: Free WiFi

Parking and transport

  • Parking on site

Food and drink

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

Bedrooms

  • Bedroom
  • Bedsheets provided

Bathroom

  • 1 bathroom
  • Hair dryer
  • Shower
  • Towels provided

Entertainment

  • TV with cable/satellite channels

Outdoor areas

  • Balcony

Comfort

  • Air conditioning

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoke-free property

Services and conveniences

  • Iron/ironing board

Location highlights

  • In the city centre
  • 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
  • Snorkelling 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: 210 square feet

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

  • No pets 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
On-site 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 that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadlock
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
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
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a professional host. The provision of housing is linked to their trade, business or profession. This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children. If you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room. On-site parties or group events are strictly prohibited. For guests' safety, the property includes a fire extinguisher, a smoke detector and a deadbolt lock in all accommodation.

Property is also known as

2731-280037

Frequently asked questions

Are there any beaches close to NIGHTCAP ~ On Duval St, Adult Only, Adjoining Rum Bar & Near Beaches!?

Yep, NIGHTCAP ~ On Duval St, Adult Only, Adjoining Rum Bar & Near Beaches! is a short 4-minute walk from Florida Keys Beaches. Fun beach activities include jet skiing, snorkelling and scuba diving.

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

As of 25 Sept 2026, prices found for a 1-night stay for 2 adults at NIGHTCAP ~ On Duval St, Adult Only, Adjoining Rum Bar & Near Beaches! on 26 Sept 2026 start from NZ$504, 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.

Does NIGHTCAP ~ On Duval St, Adult Only, Adjoining Rum Bar & Near Beaches! have a pool?

No, this condo doesn't have a pool.

Is there a free airport shuttle available at NIGHTCAP ~ On Duval St, Adult Only, Adjoining Rum Bar & Near Beaches!?

No, NIGHTCAP ~ On Duval St, Adult Only, Adjoining Rum Bar & Near Beaches! does not offer an airport shuttle service.

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

Check-in begins at 3:00 PM. Check-out time is 11:00 AM.

Are pets allowed at NIGHTCAP ~ On Duval St, Adult Only, Adjoining Rum Bar & Near Beaches!?

No, pets are not allowed.

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

Reviews

10

Exceptional

Rating 10 - Excellent. 13 out of 14 reviews
Rating 8 - Good. 1 out of 14 reviews
Rating 6 - Okay. 0 out of 14 reviews
Rating 4 - Poor. 0 out of 14 reviews
Rating 2 - Terrible. 0 out of 14 reviews

10/10

Cleanliness

10/10

Staff & service

10/10

Amenities

10/10

Property conditions & facilities

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful stay, location was great!
Stayed 3 nights in Apr 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Comfortable beds and wonderful atmosphere
Stayed 2 nights in Jun 2026
From a partner site

8/10 Good

Great location

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: Room was very comfortable and clean. Location is great for walking around the Duval St area.
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We loved our stay! Great location and wonderful room. The bed was super comfortable and the balcony was a great spot for people-watching with a cup of coffee. Since the room is above a bar, there’s music all day and into the night - it didn’t really bother us, but something to keep in mind. Overall, a great stay and we’d definitely stay here again!
Stayed 2 nights in May 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
The room was just as described. We were a little nervous at first about the possible noise level from the bar below but to our surprise you could barely hear anything. The bed has to be the most comfortable I have ever slept on. The room was very clean and in the perfect location (walking distance) to everything we wanted to see. I would definitely stay here again if I’m ever back in Key West.
Stayed 3 nights in Jun 2026
From a partner site

10/10 Excellent

Beautiful and fun!

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: The room was perfect! The balcony looked out onto Duval, and was great for early morning coffee or a late night drink. The bar downstairs was fun and the bartender was always great! And can't forget Captain, he was my favorite. :)
From a partner site

10/10 Excellent

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 review

10/10 Excellent

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

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.
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Mark was FABULOUS! The room was absolutely ADORABLE and a very nice size for 2 or 3 or three people. The bar, beneath which was the room, their staff were extremely helpful and gracious as well. Jewels, Frank & Sparkles were also FABULOUS!!
Stayed 4 nights in Jun 2026

More Destinations