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

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Cigar House and heated Jacuzzi
Cigar House
Cigar House and Heated Jacuzzi
Cigar House Living Room and Front Porch
Cigar House Living Room, Loft and Bathroom

Reviews

10 out of 10
Exceptional
3 bedrooms1 bathroomSleeps 492.9 sq m

Popular amenities

  • Dryer
  • Washer
  • Parking available
  • Kitchen

Explore the area

Map
Key West, FL
  • Duval Street
    ‪4 min walk‬
  • Ernest Hemingway Home and Museum
    ‪5 min walk‬
  • Mallory Square
    ‪14 min walk‬
  • Key West, FL (EYW-Key West Intl.)
    ‪14 min drive‬

Rooms & beds

3 bedrooms (sleeps 4)

Bedroom 1

1 Queen Bed

Bedroom 2

1 Double Bed

Bedroom 3

1 Double Sofa Bed

1 bathroom

Downstairs Bathroom

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

Spaces

Deck or patio
Porch or lanai
Kitchen
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 high speed wi-fi network, streaming internet TV, a 32" Sony SMART HDTV, and a 26" Sony SMART HDTV. The house has central air conditioning, a ceiling fan, and a stacked LP washer and dryer. There is a stainless steel 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" Sony 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 26" Sony 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.

Property manager

Steven Justi
Premier Host

Languages

English

Add dates for prices

Amenities

Pool
Hot tub
Kitchen
Washer
Dryer
Air conditioning

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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

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, a first aid kit and a deadlock

We should mention

A car is not required for transport to and from this property

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. Make sure you get close to the area's animals with activities such as game walks and birdwatching.
Map
Key West, FL

What's nearby

  • Duval Street - 4 min walk - 0.3 km
  • Ernest Hemingway Home and Museum - 5 min walk - 0.5 km
  • Fort Zachary Taylor Historic State Park - 11 min walk - 0.9 km
  • Southernmost Point - 12 min walk - 1.0 km
  • Mallory Square - 14 min walk - 1.2 km

Getting around

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

Restaurants

  • ‪Blue Heaven - ‬4 min walk
  • ‪Green Parrot Bar - ‬3 min walk
  • ‪Bourbon Street Pub - ‬4 min walk
  • ‪801 Bourbon Bar - ‬5 min walk
  • ‪Mangoes Restaurant & Island Cuisine - ‬3 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.

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

No, pets are not allowed at this 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.

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 31 out of 33 reviews
Rating 8 - Good. 2 out of 33 reviews
Rating 6 - Okay. 0 out of 33 reviews
Rating 4 - Poor. 0 out of 33 reviews
Rating 2 - Terrible. 0 out of 33 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

10/10 Excellent

Martha S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Location

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:)
Stayed 5 nights in Apr 2025

10/10 Excellent

Ann W.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful getaway

Super cute place in excellent location. Really loved it.
Stayed 4 nights in Nov 2024

10/10 Excellent

Keith L.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Location..location…location

If you want a place that is centrally located and you can essentially walk where ever you want in less than 15 minutes, look no further. A few minutes off ducal, 10-15 minute walk to Mallory and southernmost buoy. Only issue, the address is not easily found, as the cottage is behind other cottages. I would suggest adding this to the welcome communication, I had to search for the cottage as the street number on the cottage is not visible to the street. The space is tight, but functional. I would recommend to family and friends.
Stayed 4 nights in Nov 2024

10/10 Excellent

Lynda C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Fantastic Location

The stay was great. House is very pretty and just enough off of Duval. The only warning we have if you are a light sleeper be prepared to wake up with the roosters at 5 am. Thanks for a great stay.
Stayed 3 nights in Nov 2024

10/10 Excellent

Lisa M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

cute house

private, well maintained… perfect for relaxing and enjoying downtown Key West
Stayed 5 nights in May 2024

10/10 Excellent

Gina M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Everything they said it was

All the reviews were spot on!!! The location is perfect, yet while so centrally located the property is quiet & peaceful. The boys loved the pool & hot tub. My husband & I slept downstairs- bed was plenty big enough, I kid took upstairs (even they both could’ve) & the other crashed on the couch. Just one bathroom can get tricky, but doable.
Stayed 5 nights in Mar 2024

10/10 Excellent

Pamela D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Cigar house

Great location…. Owner was always available when we needed him…. P.S we did not need him much.
Stayed 7 nights in Feb 2024

10/10 Excellent

Sheree S., Marblehead USA

Liked: Cleanliness, check-in, communication, location, listing accuracy

Everything I hoped

There's nothing that could have made this trip any better. The location is ideal. All the amenities are perfect. Cant wait to come back!!
Stayed 7 nights in Feb 2024

10/10 Excellent

Eric S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect location

Right across the street from blue Heaven and many places you want to visit while you were in Key West. Perfect location and perfect size unit.
Stayed 4 nights in Aug 2023

10/10 Excellent

Keith L.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Key West getaway

We had a great time on a 3 night stay. Steven’s property is close to Fort Zach, Truman Annex and Duvall St. great location. Property was phenomenal, even though there are other guest houses you feel alone.
Stayed 3 nights in Jul 2023

10/10 Excellent

Susan B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Cigar House

We really enjoyed our time in Key West. The property is beautiful and private. The pool and jacuzzi were wonderful and we made use of both most days. The location was perfect for us and the use of the bikes made getting to Fort Zachary really easy. Short walk to Moondog Cafe and Blue Heaven for breakfast/lunch/dinner were great!
Stayed 4 nights in Apr 2023

10/10 Excellent

Kathleen M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect Mother/Daughter Spring Break

Great vibe, relaxing and close to all that Key West offers.
Stayed 5 nights in Feb 2023

10/10 Excellent

Marianne S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Very Happy

The location was small, but more than enough for the two of us. The pool was warm and the hot tub hot! Plantings gave us a lot of privacy and we were within walking distance to wherever we wanted to go. Would definitely book again.
Stayed 10 nights in Feb 2023

10/10 Excellent

Andrea H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect little house

We loved this little place. It’s clean, comfortable, perfectly located and well appointed. There is only 1 bathroom and very little privacy for the bedrooms, but it was perfect for my family of 4 for a long weekend.
Stayed 3 nights in Sep 2022

10/10 Excellent

Cory W.

Liked: Cleanliness, check-in, communication, location, listing accuracy

In the middle of everything

Rented with my two boys, ages 16 and 10. The loft was great for them but it’s a low ceiling so may not be for everyone. Place was clean, pool was great, hot tub super hot, and you’re a half block to Blue Heaven for some of the best food. And you can walk to Hemingway’s house, lighthouse, duval, little White House and nearly anything else you want to see or do.
Stayed 6 nights in Jul 2022

10/10 Excellent

Don C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Nice place, owner very accommodating

Great experience, first time in Keys
Stayed 5 nights in May 2022

10/10 Excellent

Rachel S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Spring Break @ The Cigar House

The provided description, photos, and previous reviews were spot on and super helpful. Perfect amount of space for a family of 3 on spring break. The bathroom no longer has a claw foot tub shower as pictured. It is now just a large shower. The properties that border the rental community have resident chickens and roosters. Expect to hear them. Starting ~3-4am. Hens and chicks were often about the property. There is no closet space for hanging clothing/coats. Very limited floor space for living out of luggage. Internet was slow and spotty. Often defaulted to one device, plugged in, as a hot spot for everyone. Especially if working. Overall, excellent property and location.
Stayed 5 nights in Apr 2022

10/10 Excellent

Brendon G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Easy Breezy

Island life in lush gardens. Great property.
Stayed 5 nights in Mar 2022

10/10 Excellent

Christian W.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Cigar House

Our visit to the cigar house was great. House was as described and as the photos show. Very close to everything and within walking distance to shopping and restaurants. The setting is ideal for getting away from the busiest parts of town but also close enough to be there in just a couple of minutes. Very quiet grounds, pool and hot tub are a fantastic feature. We enjoyed our stay and look forward to staying there again.
Stayed 3 nights in Feb 2022

10/10 Excellent

Patrick C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Excellent Key West Getaway

Great property manager! Clean, lovely, quiet spot off the main drag but a short walk to absolutely everything on Duval street. Nice pool, whirlpool for a relaxing soak at the end of the day. However, the roosters that now own the island will crow all night, so bring earplugs if you’re a light sleeper. no place is immune from them. 😂
Stayed 4 nights in Dec 2021

10/10 Excellent

Jason R., Arlington, VA

Liked: Cleanliness, check-in, communication, location, listing accuracy

Charming cottage in great location

The Cigar House is part of a small compound of houses with lovely shared grounds, a pool, and jacuzzi. The house itself is cozy and cute. The main bedroom is a loft (with very low ceiling height) but there is another queen bed on the first floor (and a pull out couch). We didn’t cook but the kitchen has everything you need for prepping meals if desired. Location is great - a block from a number of good restaurants and not far from Fort Zachary Taylor (and a lovely beach). You will hear roosters in the night, but that’s part of the charm of Key West. We enjoyed our stay.
Stayed 4 nights in Dec 2021

10/10 Excellent

Angela S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great location

Cute property, close to everything
Stayed 4 nights in Apr 2021

10/10 Excellent

Stephanie L.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Location, location, location

Cigar house was the perfect location for exploring Key West. The house was quaint, clean, and cozy. The loft and queen bed require climbing a ladder, which is best for a young couple or children. The pool and hot tub were also a nice addition, and the porch was a nice place to sit and relax in the evening. Stephen was great with communication and the check in/ check out process was seemless. We'd definitely stay again.
Stayed 4 nights in Feb 2020

10/10 Excellent

Hope F.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Keys rental

Great little house very good location. Was able to was able to walk to everywhere. Property was super clean and quite. Would definitely recommend and will be back.
Stayed 4 nights in Jan 2020

10/10 Excellent

Marc H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Nice place

Enjoyed the cottage. Perfect location.
Stayed 3 nights in Nov 2019

About the host

Hosted by Steven Justi

Host profile image
I travel as often as possible, with my beautiful partner (who completes me) - we always seem to gravitate to water and interesting places. 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 character is preserved. Authentic Key West experience.

Languages:

English

Premier Host

They consistently provide great experiences for their guests