Bed and Breakfast in Key West, FL
3 guests · 1 bedroom · 1 bath
Reasons to book
Guests love it hereGuests give this property a top rating
Well priced for this locationPriced under area average
Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental
About this bed and breakfast
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 Hideaway 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 Hideaway room is located upstairs and offers a king bed and 1 person sofa sleeper, a stocked kitchenette, a shower bathroom and a clothing wall hanging system for your convenience.
OUTDOOR LIVING...
Take in the island air and sip on your frosted cocktail just outside of your room, with cushioned seating for your enjoyment. 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...
Steeped in the rich 19th century lore of treasure hunts, romantic rum-running adventures, daring bootleggers, and notorious moonshiners and racketeers, the Hideaway 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 Hideaway room is located upstairs and offers a king bed and 1 person sofa sleeper, a stocked kitchenette, a shower bathroom and a clothing wall hanging system for your convenience.
OUTDOOR LIVING...
Take in the island air and sip on your frosted cocktail just outside of your room, with cushioned seating for your enjoyment. 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...
Amenities at HIDEAWAY ~ On Duval St, Adult Only, Adjoining Rum Bar & Nearby Beaches!
Non-smoking
No pets allowed
Map of Key West, FL
Ratings and reviews
10 / 10Outstanding·Mar 2026
Rating Details:
The property manager was adequately 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 do not recommend this vacation rental.
Reviewer Comments:
I like simple, old, authentic, and right in the heart of things. So this place is golden (though I might have been happier with the decor before recent updates, but that's just me. A little coffee table would be nice. There are no dressers to unpack a suitcase in, and bathroom shelves are decorative rather than useful. One set of blinds is missing its adjustment pole. But these things are minor. The room was very quiet. As to management, I miss having someone onsite. The new management had just taken over, so I assume they're on a learning curve. Two of my three needs were easily filled -- one by text and the other by a fellow happening to be onsite just when my electronic door lock failed. (They have a backup key for that). But my third text was never answered. I asked for a missing wash cloth and also for tips about using the AC. There are two units, both with remote controls with tiny print. I'd love a printout with best settings to avoid breeze on the bed. As to the availability of concierge services, I am sure they're great with the easy stuff of booking reservations. But I started with a harder question about availability in town of handicap scooters. The response I got back was less detailed and accurate than what I could see online. So I didn't get the sense that I had a trusted friend on the ground, and I used a different service to book my other needs. Also to longtime fans of this place, the old website had a single page where you could see availability of all the rooms at a glance. That is SO helpful. I wish all resorts had that. Now you can just see availability of each room individually. But I won't let that slow me down. I love Speakeasy, and I'm already fantasizing me stay there for next year.
$$$$
Top rated by guests
10Outstanding
(9 Ratings)
"Rating Details:
The property manager was adequately helpful.
The vacation rental was spotless.
I was very happy with the location.
I was very satisfied with the condition of the vacation rental.
Overa..."
Teri M.Don't miss out! Price and availability may change
