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

Top rated by guests
Cigar House And Heated Jacuzzi
Cigar House Full Kitchen and Living Room
Cigar House Living Room and Kitchen
Cigar House Full Kitchen
Cigar House
review stars
10Outstanding
(41 Ratings)
"We had a wonderful stay and the owner was so accommodating! Our flight was cancelled on the way down, arriving us a day late. He offered to extend our stay by a day at no charge, so that we were abl..."
Lisa D.
Don't miss out! Price and availability may change
10 / 10
Outstanding(41 Ratings)

House in Key West, FL

4 guests · 2 bedrooms · 1 bath

Reasons to book

Guests love it hereGuests give this property a top rating
Top-tier experienceA high end property in this area
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About this house rental

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.

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

Non-smoking
No pets allowed
Family friendly

Map of Key West, FL


Ratings and reviews

10 / 10
Outstanding(41 Ratings)
8 / 10Excellent·Feb 2026
Location
10 / 10Outstanding·Nov 2025
We had a wonderful stay and the owner was so accommodating! Our flight was cancelled on the way down, arriving us a day late. He offered to extend our stay by a day at no charge, so that we were able to have the full 5 days that we booked. The location was perfect and within walking distance to everything. It was our first trip to key west, definitely would recommend!!!
10 / 10Outstanding·Jun 2025
Great location! Had an excellent visit to Key West.
10 / 10Outstanding·Apr 2025
We had a great stay! Did so much and most was within walking distance of house. House was cute and suited our family of 4 perfectly. Missing the roosters already:)

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FAQs

Is parking included with this house?

Parking is not specified as an available amenity at Historic Old Town Key West Cigarmaker's Cottage - Cigar House, Sleeps 4. For more information, we encourage you to contact the property about where to park.

Is there a pool at this house?

We didn’t find pool listed as an amenity for this house. It may be worth double checking if a pool is important for your stay.

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

Unfortunately, this house is not pet-friendly. Try searching again and filter for "Pets Allowed"

What amenities are available at Historic Old Town Key West Cigarmaker's Cottage - Cigar House, Sleeps 4?

We found 3 amenities for this rental. This includes non-smoking, no pets allowed, and family friendly.