BOOTLEGGER BAY ~ On Duval St, Adult Only, Adjoining Rum Bar & Nearby Beaches!

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A short walk from Southernmost Point and Duval Street, BOOTLEGGER BAY ~ On Duval St, Adult Only, Adjoining Rum Bar & Nearby Beaches! has plenty to offer. Stay connected with free in-room WiFi.

Reviews

10 out of 10
Exceptional

Popular amenities

  • Free WiFi
  • Air conditioning
  • Parking available
The current price is AED 312
AED 890 total
includes taxes & fees
28 Jun - 29 Jun

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About the neighborhood

Located by the sea, this guesthouse is in Old Town Key West, a neighborhood in Key West. Southernmost Point and Ernest Hemingway Home and Museum 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 MLK Community Pool & Community Center are also worth visiting. Discover the area's water adventures with scuba diving, snorkeling, and sailing nearby, or enjoy the great outdoors with cycling. Visit our Key West travel guide
View more Guest Houses in Key West
Map
Key West, FL

What's nearby

  • A street with a pharmacy, a theater, and a yellow building.
    Duval Street
    1 min walk - 0.0 km
  • A beach with people sunbathing, palm trees, and a multi-story building in the background.
    South Beach
    3 min walk - 0.3 km
  • Key West Butterfly and Nature Conservatory
    Key West Butterfly and Nature Conservatory
    3 min walk - 0.3 km
  • A two-story colonial-style building with a balcony, surrounded by lush greenery and palm trees.
    Ernest Hemingway Home and Museum
    4 min walk - 0.4 km
  • A colorful monument with text indicating it is the Southernmost Point of the Continental U.S.A. in Key West, Florida.
    Southernmost Point
    5 min walk - 0.4 km

Getting around

  • Key West Intl. Airport (EYW)
    12 min drive

Restaurants

  • Circle K
    1 min walk
  • Cuban Coffee Queen (Duval)
    1 min walk
  • Rum Bar at the Speakeasy Inn
    1 min walk
  • Banana Cafe
    1 min walk
  • Southernmost Point Bar in the USA
    4 min walk

About this property

BOOTLEGGER BAY ~ On Duval St, Adult Only, Adjoining Rum Bar & Nearby Beaches!

  • Guesthouse near Duval Street
  • Close to Ernest Hemingway Home and Museum and Southernmost Point, BOOTLEGGER BAY ~ On Duval St, Adult Only, Adjoining Rum Bar & Nearby Beaches! has plenty to offer. Guests can connect to free in-room WiFi.
  • You'll also enjoy perks such as:
  • Smoke-free premises
  • Room features
  • All guestrooms at BOOTLEGGER BAY ~ On Duval St, Adult Only, Adjoining Rum Bar & Nearby Beaches! have comforts such as air conditioning, in addition to amenities like free WiFi.
  • Extra amenities include:
    • Showers and hair dryers
    • TVs with cable channels
    • Outdoor lighting, refrigerators, and microwaves

Similar properties

Property amenities

Internet

  • Available in all rooms: Free WiFi
  • Available in some public areas: Internet access

More

  • Smoking not allowed

Room amenities

Bedroom

  • Bedsheets provided

Bathroom

  • Hair dryer
  • Shower

Entertainment

  • TV with cable/satellite channels

Food and drink

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Ice maker
  • Microwave
  • Refrigerator

More

  • Air conditioning
  • Iron/ironing board

Policies

Check-in

Check-in time starts at 3:00 PM
Minimum check-in age: 25

Check-out

Check-out before 11:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Pets

Pets not allowed

Children and extra beds

This property does not allow children

Events

No events allowed

Smoking

Smoking is not permitted

Important information

You need to know

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
Onsite parties or group events are strictly prohibited
Safety features at this property include a fire extinguisher, a smoke detector, and a deadbolt lock
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation

Frequently asked questions

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

As of 26 June 2026, prices found for a 1-night stay for 2 adults at BOOTLEGGER BAY ~ On Duval St, Adult Only, Adjoining Rum Bar & Nearby Beaches! on 28 June 2026 start from AED 312, excluding 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?

Onsite parking is available at the property.

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

Check-in begins at 3:00 PM.

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

Check-out is at 11:00 AM.

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

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

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Reviews

BOOTLEGGER BAY ~ On Duval St, Adult Only, Adjoining Rum Bar & Nearby Beaches! Reviews

10

Exceptional

10

Cleanliness

10

Location
Rating 10 - Excellent. 2 out of 2 reviews
Rating 8 - Good. 0 out of 2 reviews
Rating 6 - Okay. 0 out of 2 reviews
Rating 4 - Poor. 0 out of 2 reviews
Rating 2 - Terrible. 0 out of 2 reviews

Reviews

From a partner site

10/10 Excellent

Debbie M.

In the middle of all the action!

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: Very good experience. The owners/management company was wonderful! Could walk to everythin, including the ferry that goes to Dry Torgogus, as well as the airport.
Verified

10/10 Excellent

Kortnie H.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Excellent stay! The property was exactly what we were looking for. The location was perfect—within walking distance of great restaurants, bars, and nightlife, making it easy to enjoy the area without needing to drive.. The attached bar gives the property a good vibe. The accommodations were comfortable, clean, and well-maintained. We had a wonderful stay and would definitely book this property again.
Stayed 3 nights in Apr 2026