Best Downtown Location Monthly Rental Open Nov 2023- Jan 2024

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Entire apartment

Overview
Amenities
Policies
Location
Host

2 bedrooms1 bathroomSleeps 4

Popular amenities

Free WiFi

Air conditioning

Washer

Dryer

Kitchen

Barbecue grill

Enjoy the area

Key West, Florida

Ernest Hemingway Home and Museum2 min walk
Duval Street2 min walk
Southernmost Point6 min walk
Key West, FL (EYW-Key West Intl.)12 min drive

Rooms & beds

2 bedrooms (sleeps 4)

Bedroom 1

1 Queen Bed

Bedroom 2

2 Single Beds

1 bathroom

Bathroom 1

Bathtub or shower · Toilet

Spaces

Deck or patio

Kitchen

Balcony

About this property

This delightful 2 Bedroom Cigar Maker's Cottage at 1008 Whitehead was built in the 1880's, where there was once a Cigar Factory across the street on Truman Ave. It's history also includes the previous owner, David Kaufelt, a well-known Key West writer.

Quaint and charming, with a view of the famous Key West Lighthouse from the front of the house, this two bedroom (a full and two twins which can be made into a king bed if requested) is a cozy oasis just a half block from Hemingway's House and a short block from Duval Street.

Featuring original Key West artists throughout, the casually refined living room has a TV/DVD player. The kitchen is fully equipped and has French doors, allowing lots of natural light in and an inviting view to the deck's tropical setting, perfect for grilling on the large gas BBQ, dining table side or just enjoying a cold drink and letting the world pass by.

Call today to make this special historic home your piece of Paradise in Key West!
This property has a 28 day minimum stay requirement.

Property manager

All Florida Keys Property Management

Premier Host

Languages

English

Amenities

Kitchen

Washer

Dryer

Free WiFi

Air conditioning

Outdoor space

Hot tub

Kitchen

Washer

Dryer

House Rules

Check in after 4:00 PM

Check out before 10:00 AM

Children

Children allowed: ages 0–17

Events

No events allowed

Pets

No pets allowed

Smoking

Smoking is not permitted

Damage and incidentals

You will be responsible for any damage to the rental property caused by you or your party during your stay.

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 not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip

Host has not indicated whether there is a smoke detector on the property

About the area

Key West

Located by the sea, this apartment is in Key West Historic District, 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. MLK Community Pool & Community Center and Key West Butterfly and Nature Conservatory are also worth visiting. Discover the area's water adventures with jet skiing and snorkelling nearby, or enjoy the great outdoors with ecotours and cycling.

View more Apartments in Key West

Key West, Florida

What's nearby

Ernest Hemingway Home and Museum - 2 min walk
Duval Street - 2 min walk
Southernmost Point - 6 min walk
South Beach - 8 min walk
Mallory Square - 17 min walk

Getting around

Key West, FL (EYW-Key West Intl.) - 10 min drive

Restaurants

801 Bourbon Bar - 5 min walk
Bourbon Street Pub - 5 min walk
Blue Heaven - 5 min walk
Rams Head Southernmost - 4 min walk
Better Than Sex - 4 min walk

Frequently asked questions

Is Best Downtown Location Monthly Rental Open Nov 2023- Jan 2024 pet-friendly?

No, pets are not allowed at this property.

What time is check-in at Best Downtown Location Monthly Rental Open Nov 2023- Jan 2024?

Check-in begins at 4:00 PM.

What time is check-out at Best Downtown Location Monthly Rental Open Nov 2023- Jan 2024?

Checkout is at 10:00 AM.

Where is Best Downtown Location Monthly Rental Open Nov 2023- Jan 2024 located?

Located in Key West Historic District, this apartment building is steps away from Key West Lighthouse and Keeper's Quarters Museum, Duval Street and Ernest Hemingway Home and Museum. Florida Keys Beaches and Southernmost Point are also within 10 minutes.

8.0

Very good

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.

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This review comes from a trusted partner site and has not been verified.

10/10 Excellent

A guest from Pennsboro, WV

3 April 2024

Busy Heart of Key West

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was more than satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: We greatly enjoyed our stay. The apartment is located steps away from the lighthouse, Hemingway House, Buoy, and Duval. We look forward to next winter at 1008 Whitehead.

This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Scott J.

15 December 2019

Great Stay

Rating Details: The property manager was very helpful. The vacation rental was very clean. I was more than happy with the location. I was more than satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: We loved the location, the cute little two bedroom. the house was well equipped with kitchen utensils. we really enjoyed being in the quieter section of town at night but during the day sitting on the porch and all the people watching was just great. Love the property and we will be back for sure in a year.

This review comes from a trusted partner site and has not been verified.

8/10 Good

18 October 2019

A month of fun in Key West

Rating Details: The property manager was very helpful. The vacation rental was very clean. I was very happy with the location. I was more than satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: We enjoyed staying at the Cigar Makers Apartment. Interesting how it is A part of history. We were there a month visiting friends and attending 3 big week long events. Bicycling and the Duval loop bus stop being close by made for easy transportation to everywhere we wanted to go. We had friends visit us during the month. Everyone was pleased.

This review was submitted before 2018 and has not been verified.

6/10 Okay

robin L.

3 December 2017

Good basic housing

Rating Details: The property manager was very helpful. The vacation rental was clean. I was more than happy with the location. I was satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Nothing special but the price was right. We gave up our usually required pool to save $50 a day. Cottage is tiny and kitchen has no range, just a small convection oven and 2 burner top. Old and quaint it does have a slight mildew problem. Location, near southernmost point, good for beach access, but quite a walk from Mallory Sq. and all the action.

Stayed 30 nights in Nov 2017

This review was submitted before 2018 and has not been verified.

4/10 Poor

Tony A.

1 October 2016

Cigar Makers Cottage 1008 Whitehead St. KW

Rating Details: The property manager was more than helpful. The vacation rental was very dirty. I was very happy with the location. I was very dissatisfied with the condition of the vacation rental. Overall, I do not recommend this vacation rental. Reviewer Comments: The cottage is old and has character. There are several areas of the building that needs to be repaired and or replaced. We only stayed in the first floor 2 bedroom section which was large enough for 2 couples. The second bedroom with twin beds did not have good A/C since it is located in the living room and the windows cannot be opened. Several bugs were able to get into the room due to the window not being sealed properly and it has mold around the edges. The WiFi was great and so was the kitchen. The TV only had 14 workable channels and looks like an oversized monitor. The bathroom shower works good, but there are several tiles that have mold and the caulking is cracked or broken off. The bathroom does not have a fan so you have to use the window to vent the room and it has a missing piece of glass. We liked sitting on the back deck, but we had to sweep the deck at least twice a day from all of the trees dropping leaves and sticks. The outside steeps leading to the second floor deck are not safe to use since it is to small to walk up and it is wrapped around a tree that you have to lean under to use the steps. The stairs need to be fixed for safety reasons. There is no on or off street automobile parking within 50 feet of the cottage. The management and maintenance staff are very nice and respond to requests. The location of the cottage is great, but there is a lot of street noise that start at 7am with trucks and street sweepers. If you are looking for a quite location this is not where you want, but it is a good location to DuVall and KW historical places.