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

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Relax in this inviting living area with a high ceiling, comfortable sofa, and dining table.
Relax in this inviting living area with a high ceiling, featuring a sectional sofa and a cozy seating arrangement.
Stroll through the beautifully maintained garden, surrounded by lush tropical plants and flowering shrubs.
Step out onto the porch and enjoy the peaceful atmosphere, featuring a comfortable seating area with a small table and a potted plant.
Relax by the pool surrounded by lush greenery and a comfortable seating area.

Entire home

2 bedrooms2 bathroomsSleeps 41000 sq ft

Popular amenities

  • Dryer
  • Washer
  • Parking available
  • Kitchen

Explore the area

Map
Key West, FL
  • Duval Street
    ‪4 min walk‬
  • Southernmost Point
    ‪12 min walk‬
  • Mallory Square
    ‪12 min walk‬
  • Key West, FL (EYW-Key West Intl.)
    ‪9 min drive‬

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About the neighborhood

Key West

Located in Old Town Key West, this vacation home is within a 5-minute walk of popular attractions such as Duval Street and Ernest Hemingway Home and Museum. The vacation home includes a kitchen, a patio, and a sofa bed.

What's nearby

  • Duval Street - 4 min walk - 0.3 miles
  • Ernest Hemingway Home and Museum - 4 min walk - 0.3 miles
  • Fort Zachary Taylor Historic State Park - 9 min walk - 0.5 miles
  • Southernmost Point - 12 min walk - 0.7 miles
  • Mallory Square - 12 min walk - 0.7 miles

Getting around

  • Key West Intl. Airport (EYW) - 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

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

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.
The vacation home is air-conditioned and features a kitchen, 1.5 bathrooms, and a patio, and there's space to spread out with 2 bedrooms. Guests can enjoy a Smart TV and stay connected with free WiFi. The bathroom offers hair dryers and bidets. Other standard amenities include a washing machine, a sofa bed, and a coffee maker. Housekeeping is available on request.

Property manager

Steven Justi

Languages

English

Similar properties

Property amenities

Beach

  • Beach towels

Pool/Spa

  • Communal pool
  • Heated pool
  • Hot tub
  • Outdoor pool

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • Electric car charging station on site
  • Car not required
  • Parking on site

Kitchen

  • Blender
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Electric kettle
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Stovetop
  • Toaster

Bedrooms

  • 2 bedrooms
  • Bedsheets provided
  • Sofa bed

Bathroom

  • 1.5 bathrooms
  • Bathtub
  • Bidet
  • Hair dryer
  • Shampoo
  • Shower
  • Shower/bathtub combination
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Living room

Entertainment

  • Books
  • Smart TV with cable/satellite channels

Outdoor areas

  • Barbecue grill
  • Garden
  • Outdoor furniture
  • Patio

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • Hardwood flooring in public areas
  • No elevator (single-level property)
  • Visual alarms in hallways
  • Well-lit path to entrance
  • Smoking not allowed

Services and conveniences

  • Change of towels on request
  • Housekeeping (on request)
  • Iron/ironing board

Location highlights

  • In a village
  • Near a health/beauty spa
  • Near a hospital
  • Near the marina
  • Near the sea

Things to do

  • Bicycle parking
  • Bicycles
  • Heated pool
  • Basketball nearby
  • Birdwatching nearby
  • Cycling nearby
  • Ecotours nearby
  • Fishing nearby
  • Golfing nearby
  • Hiking/biking trails nearby
  • Jet skiing nearby
  • Kayaking nearby
  • Motor boating nearby
  • Parasailing nearby
  • Sailing nearby
  • Scuba diving nearby
  • Snorkeling nearby
  • Swimming nearby
  • Water skiing nearby
  • Wildlife walks nearby
  • Windsurfing nearby

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • Fire extinguisher
  • Deadbolt lock

General

  • At least 80% lighting from LEDs
  • Bicycle parking
  • Bicycles
  • Electric car charging station
  • Energy-saving switches in guestrooms
  • Garden
  • Housekeeping (on request)
  • Recycling
  • Towels (changed on request)
  • Unit size: 1,000 square feet
  • Water-efficient toilets

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in available
Minimum check-in age: 21

Check-out

Check-out before 10:00 AM
Contactless check-out available

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions

Pets

  • This property doesn't allow pets

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
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher 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
  • Check-in: 4:00 PM
  • Check-out: 10:00 AM
  • Minimum check-in age: 21

We should mention

Details about charges, deposits, or other important information:

  • This property is managed by a private host, not a professional engaged in trade or business.
  • Charges for extra guests may apply and vary depending on the property's policy.
  • A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
  • Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
  • Onsite parties or group events are strictly prohibited.
  • Onsite safety features include a carbon monoxide detector, a fire extinguisher, a smoke detector, and a deadbolt lock.

Frequently asked questions

What's there to do near this vacation home?

This vacation home is situated in Old Town Key West, just steps from Duval Street, and within a 10-minute walk of Ernest Hemingway Home and Museum and Florida Keys Beaches. You'll also find Fort Zachary Taylor Historic State Park and Southernmost Point less than a mile away.

Will I be able to park at this vacation home?

Yes, there is electric car charging and bicycle parking available.

Is this vacation home associated with a casino?

No, this vacation home is not connected to a casino.

Is there an indoor pool at this vacation home?

No, this vacation home doesn't have an indoor pool; however, there are an outdoor pool and a hot tub.

Is Historic Old Town Key West Cigarmaker's Cottage - Cigar House, Sleeps 4 a good place to stay for couples?

Amenities that appeal to couples at this historic vacation home include a kitchen and a smart TV along with an outdoor pool.

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

Yes, guests can enjoy a spa tub at this vacation home.

Does this vacation home provide breakfast?

No, this vacation home doesn't offer breakfast.

Does this vacation home allow pets to stay for free?

No, pets aren't allowed at this vacation home.

Are there connecting rooms at this vacation home?

No, this vacation home doesn't feature connecting guestrooms.

How far is the airport from this vacation home?

The closest major airport to this vacation home is Key West Intl. Airport (EYW), which is 4 mi away (14 minutes by car).

Can I book a room with a balcony at Historic Old Town Key West Cigarmaker's Cottage - Cigar House, Sleeps 4?

Yes, every accommodation at Historic Old Town Key West Cigarmaker's Cottage - Cigar House, Sleeps 4 comes with a deck.

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

Reviews

10

Exceptional

Rating 10 - Excellent. 32 out of 35 reviews
Rating 8 - Good. 3 out of 35 reviews
Rating 6 - Okay. 0 out of 35 reviews
Rating 4 - Poor. 0 out of 35 reviews
Rating 2 - Terrible. 0 out of 35 reviews

10/10

Cleanliness

Reviews

10/10 Excellent

Rindy A.

Liked: Cleanliness
Great location! Had an excellent visit to Key West.
Stayed 4 nights in Jun 2025

8/10 Good

Joel C.

Stayed 4 nights in May 2025

10/10 Excellent

Martha S., Currently live in Seneca SC

Liked: Cleanliness

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

Wonderful getaway

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

10/10 Excellent

Keith L.

Liked: Cleanliness

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

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

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

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

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

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

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

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

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

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

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

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

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

Nice place, owner very accommodating

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

10/10 Excellent

Rachel S.

Liked: Cleanliness

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

Easy Breezy

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

10/10 Excellent

Christian W.

Liked: Cleanliness

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

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

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

Great location

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

10/10 Excellent

Stephanie L.

Liked: Cleanliness

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