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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: Queen Sleeper

Reviews

10 out of 10
Exceptional
2 bedrooms1+ bathroomSleeps 4

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Free Wi-Fi

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
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

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 ecotours and hiking/biking trails 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
  • Fort Zachary Taylor Historic State Park - 9 min walk - 0.8 km
  • Southernmost Point - 14 min walk - 1.2 km

Getting around

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

Restaurants

  • ‪Green Parrot Bar - ‬4 min walk
  • ‪Blue Heaven - ‬4 min walk
  • ‪Bourbon Street Pub - ‬5 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 14 May 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 31 May 2026 start from AU$1,065, 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.

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. 37 out of 41 reviews
Rating 8 - Good. 4 out of 41 reviews
Rating 6 - Okay. 0 out of 41 reviews
Rating 4 - Poor. 0 out of 41 reviews
Rating 2 - Terrible. 0 out of 41 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified

10/10 Excellent

William R.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The cottage, pool, hotub, and gardens were delightful. Felt very secluded right in the middle of Old Town. So convenient to walk to so many places. The cottage decor is decidedly Key West and so much fun. We had a great week celebrating our 40th anniversary - it was perfect.
Stayed 7 nights in Mar 2026
Response from VrboOwner on 25 Apr 2026
William and his wife were great guests and a pleasure to host. Good communication, respectful of the Cigar House and property rules, and no issues during their stay - and the house was left in great condition which I and the housekeepers greatly appreciated. William and his wife are welcome back anytime and I recommend them to any future Airbnb hosts - and congratulations on your 40th anniversary!
Verified

8/10 Good

Anita W.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Location
Stayed 4 nights in Feb 2026
Verified

10/10 Excellent

Rindy A.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location! Had an excellent visit to Key West.
Stayed 4 nights in Jun 2025
Verified

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
Verified

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
Response from VrboOwner on 17 Dec 2024
Ann - Thank you for taking the time to leave a very nice review for the Cigar House - I'm glad to hear that you and your guests enjoyed the Cigar House, the property and your stay in Key West - and hopefully your review will help future guests find the perfect vacation spot for an authentic Old Town Key West experience. You are welcome back any time - safe travels and happy holidays!
Verified

10/10 Excellent

Lisa D.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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!!!
Stayed 5 nights in Oct 2025
Response from VrboOwner on 16 Nov 2025
Lisa - Thank you for taking the time to leave a very nice review for the Cigar House - I'm glad to hear that you and your guests enjoyed the Cigar House, the property and your stay in Key West - and hopefully your review will help future guests find the perfect vacation spot for an authentic Old Town Key West experience. You are welcome back any time - safe travels and all the best for the holidays!
Verified

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
Response from VrboOwner on 23 Apr 2025
Martha - Thank you for taking the time to leave a very nice review for the Cigar House - I'm glad to hear that you and your family enjoyed the Cigar House, the property and your stay in Key West - and hopefully your review will help future guests find the perfect vacation spot for an authentic Old Town Key West experience. You are welcome back any time - safe travels. Steven
Verified

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
Verified

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
Response from VrboOwner on 13 July 2023
Keith was a great guest and a pleasure to host. Good communication, respectful of the house and property rules, and no issues during his stay - and the house was left in great condition which I and the housekeepers greatly appreciated. Keith is welcome back anytime and I recommend Keith to any future Airbnb hosts.
Verified

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
Verified

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
Response from VrboOwner on 2 Dec 2024
Lynda and her husband were great guests and a pleasure to host. Good communication, respectful of the Cigar House and property rules, and no issues during her stay - and the house was left in great condition which I and the housekeepers greatly appreciated. Lynda and her husband are welcome back anytime and I recommend Lynda to any future Airbnb hosts.
Verified

10/10 Excellent

Sheree S.

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
Response from VrboOwner on 1 Mar 2024
Sheree and her daughter and granddaughter were great guests and a pleasure to host. Good communication, respectful of the Cigar House and property rules, and no issues during their stay - and the house was left in great condition which I and the housekeepers greatly appreciated. Sheree and her daughter and granddaughter are welcome back anytime and I recommend them to any future VRBO hosts. Great guests.
Verified

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
Response from VrboOwner on 5 Feb 2022
Hope - Thank you for taking the time to leave a review for the Cigar House - I'm glad to hear that you and your guests enjoyed the Cigar House, the property and your stay in Key West - and hopefully your review will help future guests find the perfect vacation spot for an authentic Old Town Key West experience. You are welcome back any time - safe travels.
Verified

10/10 Excellent

John B.

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

Great Spot in Ket West

Was down for July 4th week this year (2019) and loved this spot. Two blocks off Duval and centrally located North to South so everything we wanted to do was within walking distance. Nice, clean, great A/C (it was really hot this week) and some very attentive assistance from Abbey. Great little compound with pool. Would definitely stay here again.
Stayed 4 nights in Jul 2019
Response from VrboOwner on 24 Mar 2020
John was a great guest and a pleasure to host - respectful, a great communicator, and left the house in great shape - I highly recommend John to any future host. Welcome back anytime - safe travels!
Verified

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
Verified

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
Verified

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
Response from VrboOwner on 17 Mar 2024
Pamela and her guests were great guests and a pleasure to host. Good communication, respectful of the Cigar House and property rules, and no issues during her stay - and the house was left in great condition which I and the housekeepers greatly appreciated. Pamela and her guests are welcome back anytime and I recommend Pamela to any future VRBO hosts.
Verified

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
Response from VrboOwner on 5 Feb 2022
Stephanie - Thank you for taking the time to leave a review for the Cigar House - I'm glad to hear that you and your guests enjoyed the Cigar House, the property and your stay in Key West - and hopefully your review will help future guests find the perfect vacation spot for an authentic Old Town Key West experience. You are welcome back any time - safe travels.
Verified

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
Response from VrboOwner on 5 Apr 2024
Gina - Thank you for taking the time to leave a nice review for the Conch House - I'm glad to hear that you and your family enjoyed the Conch House, the property and your stay in Key West - and hopefully your review will help future guests find the perfect vacation spot for an authentic Old Town Key West experience. You and your family are welcome back any time - safe travels. Steven
Verified

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
Response from VrboOwner on 15 Aug 2022
Cory - Thank you for taking the time to leave a nice review for the Cigar House - we try to keep your Key West experience real and authentic and I'm glad to hear that you and your sons enjoyed the Cigar House, the property and your stay in Key West - and had some great memories to return home with. Hopefully your review will help future guests find the perfect vacation spot for an authentic Old Town Key West experience. You are welcome back any time - safe travels. Steven Justi
Verified

10/10 Excellent

Jason R.

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
Response from VrboOwner on 12 Jan 2022
Jason - Thank you for staying at the Cigar House and thank you for your review. I'm glad to hear that you enjoyed the Cigar House, the property, and the historic charm of the neighborhood - and hopefully your information will help future visitors to Key West select the best location and accommodations for their Key West experience. Safe travels and all the best for a healthy, prosperous 2022. Steven
Verified

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
Response from VrboOwner on 5 Dec 2024
Keith - Thank you for taking the time to leave a nice review for the Cigar House - I'm glad to hear that you and your family enjoyed the Cigar House, the property and your stay in Key West - and hopefully your review will help future guests find the perfect vacation spot for an authentic Old Town Key West experience. You are welcome back any time - safe travels.
Verified

6/10 Okay

Rindy A.

Liked: Check-in, communication, location
The property is not maintained. Every plate and cup had a chip in it - you can find much better cups at flea market…When we came, the property had a dingy or moldy smell. No matches or firewood to lit up fireplace. The toilet clogged twice for us during 2 nights stay. Bathtub didn't drain. Its not a 5 star place for sure. But the location is nice and owner was very responsive
Stayed 4 nights in Jun 2025
Verified

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
Verified

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
Response from VrboOwner on 2 June 2022
Don and his guests were great guests and a pleasure to host. Good communication, respectful of the house and property rules, and no issues during his stay - and the house was left in great condition which I and the housekeepers greatly appreciated. Don and his guests are welcome back anytime and I recommend Don to any future hosts.

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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