NIGHT WATCH ~ On Duval St, Adult Only, Adjoining Rum Bar & Nearby Beaches!

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

A building with a staircase, surrounded by lush greenery and a paved pathway.
A covered balcony with wicker chairs, a view of palm trees, and multiple flags.
A modern hotel room with a wooden wardrobe, a bathroom with a shower, and a kitchen area with a tiled backsplash.
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.

Reviews

8.6 out of 10
Excellent

Highlights

  • Discover nearby landmarks
    Close to Duval Street

Popular amenities

  • Air-conditioning
  • Refrigerator
  • Onsite parking available
  • Internet
  • Non-smoking
  • Microwave

Explore the area

View in a 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 3)

Bedroom 1

1 King Bed

Other Space 1

1 Double Sofa Bed

1 bathroom

Bathroom 1

Toilet · Shower only

Add dates for prices

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Exterior detail
Hidden Key West Cottage - Walk to Duval !!!
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  • Kitchen
  • Free Wi-Fi
  • Air-conditioning
  • Outdoor space
10.0 out of 10, Exceptional, (4 reviews)
Hidden Key West Cottage - Walk to Duval !!!

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 NIGHT WATCH ~ On Duval St, Adult Only, Adjoining Rum Bar & Nearby Beaches! pet-friendly?

No, pets are not allowed at this property.

How much is parking at NIGHT WATCH ~ On Duval St, Adult Only, Adjoining Rum Bar & Nearby Beaches!?

On-site parking is available at the property.

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

Check-in begins at 3:00 PM.

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

Checkout is at 11:00 AM.

Where is NIGHT WATCH ~ 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

8.6

Excellent

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
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Rating 10 - Excellent. 7 out of 10 reviews
Rating 8 - Good. 0 out of 10 reviews
Rating 6 - Okay. 2 out of 10 reviews
Rating 4 - Poor. 1 out of 10 reviews
Rating 2 - Terrible. 0 out of 10 reviews

10/10

Cleanliness

8.4/10

Check-in

8.8/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Loved the Speakeasy room. Perfect location and everything we needed. Would recommend and would definitely stay here again.
Stayed 2 nights in Jul 2026
Response from VrboOwner on 1 Sept 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
Super cute little property. Right behind a rum bar, where you get a discount!
Stayed 3 nights in Sep 2026
Response from VrboOwner on 28 Sept 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

Had a great time. Love the run bar

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: Everything was wonderful
Response from VrboOwner on 19 May 2026
We’re grateful for your glowing review Paul! It was such a pleasure to host you, and we’re already looking forward to your return to the island.
Verified review

6/10 Okay

Liked: Cleanliness, location, listing accuracy
Disliked: Check-in, communication
Location was great, place was clean, bar and bartenders were excellent. Check-in was awful and what it made it worse was to find out that this has happened many times before. The mgmt company is aware that texts are not received by people with Android yet insists they can somehow fix it if you call them. No they can't. I shouldn't have to track down and call multiple people to get an email with my access code!! I found out from workers that many have similar experiences and complained about it. So, the owner knows as well. Fix it!
Stayed 2 nights in Jun 2026
Response from VrboOwner on 8 Sept 2026
Thank you for your feedback. We’re glad you enjoyed the location, cleanliness of the property, and our bar and bartenders. We’re sorry you had difficulty receiving your entry code. Because we are aware that our texts can sometimes be filtered into spam or not delivered, we specifically warn guests about this in three separate communications: the initial confirmation email, a reminder four days before arrival, and again the day before arrival. Each communication clearly states: PLEASE BE AWARE: Our texts often end up in your text spam folder, so please add the innkeeper’s number, 305-407-0779, to your contacts to ensure you receive your entry code. We certainly understand that check-in should be straightforward, which is why we provide these instructions well in advance. We appreciate your feedback and will continue working to make the process as seamless as possible.
From a partner site

4/10 Poor

11 year customer

Rating Details: The property manager was adequately helpful. The vacation rental was somewhat dirty. I was very happy with the location. I was more than satisfied with the condition of the vacation rental. Overall, I do not recommend this vacation rental. Reviewer Comments: Our concierge, McKenzie was outstanding ! Couldn't have asked for better service. Wonderful young lady! We have been staying at the Speakeasy Inn for the past eleven years, nine in the same room. We were extremely disappointed with our stay. The room was tidy, but not clean. Found hair stuck on the wall of the shower. The bottoms of the curtains were filthy from dragging on the floor. Nothing extremely dirty that would have caused us to not want to be there or needed immediate attention.We had to empty our own garbage, we were never asked if we needed anything by the cleaning staff. We tried to communicate with the cleaning staff, but that proved to be futile. We got new towels on the third day, after we texted McKenzie. Thankfully other staff members helped us with coffee replacement! We did not immediately complain about some of the things, hoping that they were just missed and that it would be cleaned the next day. which did not happen the entire stay.We felt that we should not have to contact someone to be at our beckon call for basic hotel services.We understand that it's a new management company and things need to be worked out. We have come to know the Speakeasy to be a friendly, warm and welcoming place. Great staff and ownership! It is such a drastic change for us. Although we were disappointed were our room overall, again the staff, McKenzie, the bartenders, and Lenny are top notch !! We can't stress that enough! Hopefully the necessary changes will be considered.The friendly welcoming feeling seems to have been lost by corporate management. Maybe it's time to enjoy our many wonderful memories there and find a new place for new memories! We will return to the Rum Bar for the best bartenders on the island ! We wish you well.
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Absolutely wonderful place, the Rum Bar was amazing Frank was so nice and friendly. The Bed is so comfortable and it’s right off Duval Street. Absolutely loved it here!!
Stayed 2 nights in Jun 2026
Response from VrboOwner on 30 Jun 2026
Thank you for the kind words Amanda! We’re so happy you enjoyed your stay in paradise and we’d be thrilled to welcome you back for another unforgettable visit.
Verified review

6/10 Okay

Stayed 3 nights in Aug 2026
Response from VrboOwner on 11 Oct 2026
Thank you for being our guest! We would have loved to get more feedback as we are always striving to improve our guests' experiences. We hope you'll return soon!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, listing accuracy
Stayed 2 nights in Aug 2026
Response from VrboOwner on 11 Oct 2026
Thank you for the outstanding rating! We are delighted you had a great stay and hope you'll return soon!
Verified review

10/10 Excellent

Stayed 3 nights in Apr 2026
Response from VrboOwner on 29 May 2026
Thank you for the awesome rating Brandon! We are so happy you loved your stay with us and hope you'll return!
Verified review

10/10 Excellent

Stayed 1 night in Mar 2026
Response from VrboOwner on 27 Apr 2026
Thank you for the excellent rating Laurie! We hope you'll come back soon as our treasured guest!
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