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Historic Old Town Key West Cigarmaker's Cottage - Cigar House, Sleeps 4

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A white building with a porch, a pool, and tropical plants.
A spacious room with wooden flooring, a large window with a view of greenery, a television, and a wooden bench.
A spacious living room with a wooden staircase, a large fish decoration, and a tropical chair.
A kitchen with wooden cabinets, a white countertop, and a gas stove.
A porch with white railings, a door, and two windows with shutters.

Reviews

10 out of 10
Exceptional

Highlights

  • Dive into relaxation

    Unwind in the top-rated pool, your perfect spot for relaxation.
  • Beach equipment

    A rare find — beach equipment ready to go for your days by the sea.
  • At the centre of it all

    Stay in a top rated central location, steps from the best attractions, dining, and entertainment.
  • Discover nearby landmarks

    Walk to Duval Street
2 bedrooms1+ bathroomSleeps 4

Popular amenities

  • Heated pool
  • Hot tub on site
  • Onsite parking available
  • Kitchen
  • Washing machine
  • Air-conditioning

Explore the area

View in a map
Key West, FL
  • Place, Duval Street
    ‪4 min walk‬
  • Place, Ernest Hemingway Home and Museum
    ‪6 min walk‬
  • Place, Fort Zachary Taylor Historic State Park
    ‪9 min walk‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪11 min drive‬

Rooms & beds

2 bedrooms (sleeps 4)

Bedroom

1 Double Bed

Living Room 1

1 Queen Sofa Bed

Loft

1 Double Bed

1 bathroom, 1 half bathroom

Bathroom

Soap · Towels provided · Bathtub · Bidet · Toilet · Shower only · Shampoo · Hair dryer

Outside Shower

Soap · Towels provided · Shower only · Shampoo · Hair dryer

Spaces

Deck or patio
Porch or lanai
Kitchen
Number of living rooms
Garden
Dining area

About this property

Historic Old Town Key West Cigarmaker's Cottage - Cigar House, Sleeps 4

OVERVIEW
The Cigar House is a 100+ year old “Cigar maker’s house”. The recently completely renovated house is charming, spacious, secluded and private. The cottage has a raised vaulted wood ceiling, creating a rustic, Caribbean ambiance. The downstairs floor is the original Dade County Pine. All window, door, and floor trim is turn of the century style, and all windows are 6/6 double-hung sash. All linens and towels are furnished.

The house has a Starlink secured high speed wi-fi network, streaming internet TV, and two (2) 32" Samsung SMART HDTVs. The house has central air conditioning, a ceiling fan, and a stacked LP washer and dryer. There is a Weber propane barbecue located on the pool deck.

The cottage can comfortably accommodate a maximum of four (4) guests – who are comfortable sharing an open social living environment.

FIRST FLOOR
The kitchen, living, dining, sitting, and bathroom and a small bedroom are located on the first floor. The living room has a queen sleeper sofa/ day bed and a 32" Samsung SMART HDTV. The bathroom, located off the living room, has been recently completely renovated and has a vaulted ceiling and a new full size marble walk-in shower. There is a full bed in the small bedroom at the end of the living room.

KITCHEN
The kitchen is new and contemporary with mahogany cabinets, white Corian countertops, and integrated Corian sink, and serve thru access to the dining room. The ceiling is vaulted with architectural beams and LED lighting. The kitchen has a pantry, refrigerator, electric range, garbage disposal, microwave, and Braun coffee maker, Krupps toaster, dishes, flatware, glasses (service for 6), pots, pans, and all the basic cooking utensils. There is a French door providing access to the rear deck where the washer and dryer are located.

LOFT SLEEPING AREA
A ship's ladder is used to access the loft sleeping area. The loft has a queen bed, and a 32" Samsung SMART HDTV.

COMMON ELEMENTS
The five (5) house compound is private and secure with a 25' x 10' heated pool including a 5' x 10' heated Jacuzzi. In addition, there is a 10' x 8' heated Jacuzzi. There are brick walkways, and a 40' x 10' sun deck, including a stainless steel propane barbecue, chaise lounges for sunbathing and relaxing; and tables and chairs for dining. Throughout the property there is secured wireless internet access, and CCTV security monitoring. The design of the property lends itself perfectly for small gatherings with friends and family.

LANDSCAPING
The landscaping is lush including various palm species, Poinciana, Spanish limes, avocado, bananas, hibiscus, bougainvillea, halliconias, bromeliads, and orchids, brick walkways.

EXCELLENT LOCATION
The house is located in Old Town Key West at the corner of Thomas and Angela Streets - (2) blocks west of the center of Duval Street in one of the oldest sections of Key West; (4) blocks east of Fort Zachary Taylor State Park/Beach, the best beach and picnic area in Key West. The gated compound is within easy walking or biking distance to everything in Old Town Key West, Duval Street, and the best entertainment and dining on the island.

CHICKENS & ROOSTERS
The City of Key West protects chickens and roosters, and considers them as part of the history and charm of Key West. As a result, Key West and many of the islands throughout the Florida Keys have free-range chickens and roosters. You will definitely see and hear chickens and roosters during your stay in Key West. Some visitors to Key West love them, and some visitors hate them - personally, I enjoy them best roasted, with plantains, and black beans and rice!

CRITTERS
Also, please remember that you are in the tropics and most life forms typically thrive in the tropics. Please don' t be surprised or alarmed if you see a lizard, or an insect.

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House Rules

Check in after 4:00 PM

Minimum age to rent: 21

Check out before 10:00 AM

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Children

Children allowed: ages 0–17

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Events

No events allowed

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Pets

No pets allowed

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Smoking

Smoking is not permitted

The house arrival and departure information, house and property rules, and guest registration will be emailed to the guest prior to arrival.

Important information

You need to know

Property # 1191477vb
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 indicated that there is a carbon monoxide detector on the property
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 by the sea, this holiday home is in Old Town Key West, a neighbourhood in Key West. Ernest Hemingway Home and Museum and Fort Zachary Taylor Historic State Park are notable landmarks, and the area's natural beauty can be seen at Florida Keys Beaches and South Beach. USCGC Ingham Maritime Museum and Florida Keys Eco - Discovery Center are also worth visiting. Jet skiing and kayaking 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 - 4 min walk - 0.4 km
  • Florida Keys National Marine Sanctuary - 6 min walk - 0.6 km
  • Ernest Hemingway Home and Museum - 6 min walk - 0.6 km
  • Key West Lighthouse and Keeper's Quarters Museum - 6 min walk - 0.6 km
  • Fort Zachary Taylor Historic State Park - 9 min walk - 0.8 km

Getting around

  • Key West, FL (EYW-Key West Intl.) - 14 min drive

Restaurants

  • ‪Blue Heaven - ‬4 min walk
  • ‪Green Parrot Bar - ‬4 min walk
  • ‪Moondog Cafe & Bakery - ‬4 min walk
  • ‪801 Bourbon Bar - ‬5 min walk
  • ‪Mangoes Restaurant - ‬4 min walk

Frequently asked questions

Does Historic Old Town Key West Cigarmaker's Cottage - Cigar House, Sleeps 4 have a pool?

Yes, this property has an outdoor pool. Pool types include heated pools.

How much does it cost to stay at Historic Old Town Key West Cigarmaker's Cottage - Cigar House, Sleeps 4?

As of 10 Sept, 2026, prices found for a 1-night stay for 2 adults at Historic Old Town Key West Cigarmaker's Cottage - Cigar House, Sleeps 4 on 6 Jun, 2027 start from S$6,107, 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.

Is Historic Old Town Key West Cigarmaker's Cottage - Cigar House, Sleeps 4 pet-friendly?

No, pets are not allowed at this property.

How much is parking at Historic Old Town Key West Cigarmaker's Cottage - Cigar House, Sleeps 4?

On-site parking is available at the property.

What time is check-in at Historic Old Town Key West Cigarmaker's Cottage - Cigar House, Sleeps 4?

Check-in begins at 4:00 PM.

What time is check-out at Historic Old Town Key West Cigarmaker's Cottage - Cigar House, Sleeps 4?

Checkout is at 10:00 AM.

Where is Historic Old Town Key West Cigarmaker's Cottage - Cigar House, Sleeps 4 located?

Located in Old Town Key West, this holiday home is within a 5-minute walk of We Cycle Key West, Duval Street and Ernest Hemingway Home and Museum. Florida Keys Beaches and Fort Zachary Taylor Historic State Park are also within 15 minutes.

About the host

Hosted by Steven Justi

Host profile image

I travel as often as possible, with my beautiful partner - we always seem to gravitate to water and interesting places off the beaten path. We enjoy historic settings, renovating old buildings, good people, and a nice bottle of wine (...or two).

Why they chose this property

The neighborhood is alive, dynamic, and surrounded by Key West History - unquestionably the most intact Old Town Key West neighborhood on the island. There are excellent restaurants within walking distance, and Duval Street is only two blocks from the property - close enough, yet far enough away! Ft. Zachary Taylor, located only two blocks to the west of the property, is a National Historic Park and boasts the nicest beach with the best sunsets on the island.

What makes this property unique

Local Key West character is preserved. Authentic Key West experience.

Languages:

English

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