Condo

AFTER HOURS ~ On Duval St, Adult Only, Adjoining Rum Bar & Nearby Beaches!

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

A covered balcony with wicker chairs, a view of palm trees, and multiple flags.
A bar with a wooden counter, multiple stools, and a variety of bottles.
A white building with a balcony, palm trees, and flags.
A green table with two drinks, a blue card, and a chair in the background.
A bedroom with a bed, bedside table, lamp, and a large window.

Reviews

9.8 out of 10
Exceptional

Highlights

  • Discover nearby landmarks

    Walk to Duval Street
1 bedroom1 bathroomSleeps 2

Popular amenities

  • Onsite parking available
  • Air-conditioning
  • Balcony
  • Free Wi-Fi
  • Balcony or patio
  • Refrigerator

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

Rooms & beds

1 bedroom (sleeps 2)

Bedroom 1

1 King Bed

1 bathroom

Bathroom 1

Toilet · Shower only

Spaces

Balcony

About this property

AFTER HOURS ~ 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 After Hours 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 After Hours room is located upstairs and offers a king bed. Enjoy 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 on the upstairs wraparound porch that overlooks 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...

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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

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Events

No events allowed

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Pets

No pets allowed

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Smoking

Smoking is not permitted

Important information

You need to know

Property # 5092060vb
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

About the area

Key West

Located by the sea, this condo is in Old Town Key West, a neighbourhood 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 cycling and ecotours nearby.
Map
Key West, FL

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

Frequently asked questions

Is AFTER HOURS ~ 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 AFTER HOURS ~ On Duval St, Adult Only, Adjoining Rum Bar & Nearby Beaches!?

As of 18 September 2026, prices found for a 1-night stay for 2 adults at AFTER HOURS ~ On Duval St, Adult Only, Adjoining Rum Bar & Nearby Beaches! on 29 September 2026 start from NZ$496, 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 at AFTER HOURS ~ On Duval St, Adult Only, Adjoining Rum Bar & Nearby Beaches!?

On-site parking is available at the property.

What time is check-in at AFTER HOURS ~ On Duval St, Adult Only, Adjoining Rum Bar & Nearby Beaches!?

Check-in begins at 3:00 PM.

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

Checkout is at 11:00 AM.

Where is AFTER HOURS ~ On Duval St, Adult Only, Adjoining Rum Bar & Nearby Beaches! located?

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

Reviews

9.8

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 9 out of 11 reviews
Rating 8 - Good. 2 out of 11 reviews
Rating 6 - Okay. 0 out of 11 reviews
Rating 4 - Poor. 0 out of 11 reviews
Rating 2 - Terrible. 0 out of 11 reviews

10/10

Cleanliness

9.0/10

Staff & service

8.8/10

Amenities

9.4/10

Property conditions & facilities

10/10

Check-in

9.8/10

Communication

9.6/10

Location

10/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
This was the perfect location in Key West- the room was beautiful! Light and bright ! Very nice place to stay! Comfortable as well!
Stayed 2 nights in Aug 2026
Response from VrboOwner on 11 September 2026
We’re so glad you had a great time with us. It was truly a pleasure having you! We’d be delighted to welcome you back the next time your travels bring you to paradise.
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect spot for a couple! Super clean, great location not to mention the host being in contact all the time to make sure we had everything we needed. We will be staying hear again in the near future!
Stayed 3 nights in Aug 2026
Response from VrboOwner on 8 September 2026
We’re grateful for your glowing review! It was such a pleasure to host you, and we’re already looking forward to your return to the island.
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Absolutely perfect. Exactly what we were looking for. Private, quaint, clean, great location, the bar downstairs is unassuming with great service and incredible drinks!
Stayed 2 nights in Aug 2026
Response from VrboOwner on 17 September 2026
We’re grateful for your glowing review! It was such a pleasure to host you, and we’re already looking forward to your return to the island.
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Friendly and clean place, love the look and location will be back
Stayed 2 nights in Jun 2026
Response from VrboOwner on 25 June 2026
We’re so glad you had a great time with us Amanda. It was truly a pleasure having you! We’d be delighted to welcome you back the next time your travels bring you to paradise.
From a partner site

10/10 Excellent

We had a good stay

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: Very responsive concierge service. Kept our bags for us while room was being prepared as we arrived on a morning flight. Would stay again
Response from VrboOwner on 12 August 2026
So glad to hear you had such a positive experience! We’d love nothing more than to welcome you back for another wonderful stay.
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Property was in a great place right on Duval street. Great street location and fun vide. Parking is an issue. Very hard to find free parking spots. Parking was super expensive, so plan ahead for parking needs.
Stayed 3 nights in May 2026
Verified review

8/10 Good

Liked: Cleanliness, amenities, property conditions & facilities
Room is excellent, the complimentary frick awesome but they need to improve the water pressure in the shower and I'd give them 5 stars.
Stayed 1 night in Feb 2026
From a partner site

8/10 Good

Good Value and Great Location

Rating Details: The property manager was very helpful. The vacation rental was very clean. 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: Our stay at the Speakeasy Inn was comfortable on balance and good value for Key West. The check in and out processes worked well and were seamless and efficient and the property management communicated very well throughout the process. The property was very clean and I would rate it a 5 but for the mildew smell of the shower curtain that was too long and sat in moisture most of the day. We have never seen a smaller sliver of hand/shower soap anywhere let alone at a boutique inn. We had to go shopping for a bar of soap to get us through the four nights of our stay. I'm not sure this is where the host wants to cut corners for future guests. On the other hand, it was well stocked with paper towels and toilet paper. The curtain covering the entrance door was off its rail a little and too high for me to fix it and not very effective in blocking light. The porch light was very bright through the night and could be lowered significantly to reduce the light coming into the room. In summary, we would stay there again but hope they would address these minor suggestions.
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Everything was amazing
Stayed 1 night in May 2026
Response from VrboOwner on 25 June 2026
What a joy to read your review! Thank you so much Agustina! We’re so glad you loved your time in paradise and can’t wait to have you back on the island soon.
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, listing accuracy
Stayed 4 nights in Jul 2026
Response from VrboOwner on 24 August 2026
We appreciate the outstanding rating! Thank you so much and please come back soon!

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