HIDEAWAY ~ 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 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.
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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 in Key West, this condo is in the city centre. 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. Discover the area's water adventures with jet skiing and scuba diving nearby, or enjoy the great outdoors with cycling and ecotours.
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
Banana Cafe - 1 min walk
Old Town Tavern - 4 min walk
Frequently asked questions
Is HIDEAWAY ~ 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 HIDEAWAY ~ On Duval St, Adult Only, Adjoining Rum Bar & Nearby Beaches!?
As of 5 October 2026, prices found for a 1-night stay for 2 adults at HIDEAWAY ~ On Duval St, Adult Only, Adjoining Rum Bar & Nearby Beaches! on 7 September 2027 start from NZ$600, 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 HIDEAWAY ~ On Duval St, Adult Only, Adjoining Rum Bar & Nearby Beaches!?
On-site parking is available at the property.
What time is check-in at HIDEAWAY ~ On Duval St, Adult Only, Adjoining Rum Bar & Nearby Beaches!?
Check-in begins at 3:00 PM.
What time is check-out at HIDEAWAY ~ On Duval St, Adult Only, Adjoining Rum Bar & Nearby Beaches!?
Checkout is at 11:00 AM.
Where is HIDEAWAY ~ 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 Ernest Hemingway Home and Museum are also within 10 minutes.
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Excellent location to walk to many spots and not need a car
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:
Dwell is a great way to experience a private stay in keys west without missing out on the Duval street life. We stayed above the rum bar, which was also an excellent visit. Highly recommend both!
From a partner site
10/10 Excellent
Andrea F.
16 September 2026
Great Place
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:
Enjoyed our stay, convenient to walk everywhere
Response from VrboOwner on 18 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.
Exceptional property and room, located on quiet end of Duval and above an amazing Rum Bar! Room was clean, everything as advertised, and everyone encountered was very polite and helpful. Dan, in will be back and thank you for the exceptional hospitality and prompt communications!
Stayed 2 nights in Aug 2026
Response from VrboOwner on 8 September 2026
What a joy to read your review - thank you so much! We’re so glad you loved your time in paradise and can’t wait to have you back on the island soon.
From a partner site
10/10 Excellent
Kristin A.
15 September 2026
Relaxing 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:
We loved Hideaway! It was the perfect escape away from busy Duval Street but close enough to join in the fun in only a few steps. The property is extremely well maintained and unique. Loved having the The Rum Bar just downstairs too!
Response from VrboOwner on 18 September 2026
We truly appreciate your review! It makes us happy to know you loved this property, and we’d be delighted to host you again anytime.
Perfect suite with a little balcony. We stayed in #2. Speakeasy made it fun to hop down an get a drink. Great host.
Stayed 3 nights in Jul 2026
Response from VrboOwner on 30 July 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.
From a partner site
10/10 Excellent
Linda W.
11 August 2026
Perfect Hideaway
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 loved everything about my stay at the Speakeasy Inn! The room is lovely and we had our own little sitting area. The Rum Bar is one of our favorite places so it was extra nice to be just upstairs. Dan was quick to answer questions and offer suggestions. Perfection.
Response from VrboOwner on 12 August 2026
What a joy to read your review - thank you so much! We’re so glad you loved your time in paradise and can’t wait to have you back on the island soon.
From a partner site
10/10 Excellent
Shelli W.
7 July 2026
Perfect 4th of July 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:
I would definitely stay here again. Our room was very quiet and private. It definitely exceeded our expectations!
Response from VrboOwner on 9 July 2026
What a joy to read your review. Thank you so much Shelli! We’re so glad you loved your time in paradise and can’t wait to have you back on the island soon.
Great space in a great location. AC worked great. The staff was very attentive. Lenny was extremely helpful and went out of her way to make sure we were good. Use the add on parking totally worth it. Thanks
Stayed 2 nights in Jul 2026
Response from VrboOwner on 28 July 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.
From a partner site
10/10 Excellent
Bonnie A.
30 June 2026
Great location!
Rating Details:
The property manager was very helpful.
The vacation rental was spotless.
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:
Perfect! This is our second time staying here. Location is on Duval but a little further down than the action. Easy to get to the happening places but also far enough for quiet as well.
Response from VrboOwner on 3 July 2026
We’re so glad you had a great time with us Bonnie. 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
Stefanie A.
9 June 2026
Amazing 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:
Really cute room in a fabulous location. Property was clean and the management company was super easy to deal with. Highly recommend.
Response from VrboOwner on 10 June 2026
We truly appreciate your review Stefanie! It makes us happy to know you loved this property, and we’d be delighted to host you again anytime.
From a partner site
10/10 Excellent
Teri M.
3 March 2026
Love the room and location -- wish there was onsite mgmt
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.
Response from VrboOwner on 4 March 2026
Thank you for taking the time to write this thoughtful review. We will relay it to the innkeeper as well as the owner. We are glad you enjoyed your stay and hope you'll return. We do have a virtual check in process now but you are given the phone number of the innkeeper before arrival and he is always available to come on site for any of your needs. Thank you for being our treasured guest!