Apartment 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 apartment rental
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...
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...
Amenities
Non-smoking
No pets allowed
Map of Key West, FL
Ratings and reviews
10 / 10Outstanding·Jun 2026
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!!
10 / 10Outstanding·Jun 2026
Wonderful stay, location was great!
10 / 10Outstanding·Jun 2026
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.
10 / 10Outstanding·May 2026
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!
$$$$
Top rated by guests
10Outstanding
(12 Ratings)
"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. Jewe..."
Chris G.Don't miss out! Price and availability may change
