Entire home

Old Town Historical Charm

Photo gallery for Old Town Historical Charm

A spacious living room with a large TV, a comfortable sofa, a dining area, and a staircase.
A modern kitchen with white subway tiles, stainless steel appliances, and a wooden countertop.
A two-story residential building with a balcony, a flag, and a white picket fence.
A bedroom with a bed, a television, a ceiling fan, and a view of the outside.
A covered porch with two wicker chairs and a view of a neighborhood.

Reviews

10 out of 10
Exceptional

Highlights

  • Beach equipment
    A rare find — beach equipment ready to go for your days by the sea.
  • Discover nearby landmarks
    Close to Duval Street
3 bedrooms2 bathroomsSleeps 6

Popular amenities

  • Balcony
  • Hot tub on site
  • Dog-friendly
  • Barbecue grill
  • Air-conditioning
  • Refrigerator

Explore the area

View in a map
Key West, FL
  • Place, South Beach
    ‪9 min walk‬
  • Place, Ernest Hemingway Home and Museum
    ‪10 min walk‬
  • Place, Southernmost Point
    ‪11 min walk‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪8 min drive‬

Rooms & beds

3 bedrooms (sleeps 6)

Bedroom 1 Upstairs

1 King Bed

Bedroom 2 Upstairs

1 Queen Bed

Bedroom 3 Downstairs

1 Queen Bed

2 bathrooms

Bathroom 1 Upstairs

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

Bathroom 2 Downstairs

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

Spaces

Deck or patio
Porch or lanai
Kitchen
Balcony
Dining area

About this property

Old Town Historical Charm

A 3/2 home in the historic district of Old Town Key West with soaring ceilings and a ton of character. Walk to Duval, but nestled in a quiet neighborhood next to St. Mary Star of the Sea. Each bedroom features a private balcony. We believe the house was built in the late 1800’s. It was moved in the 30’s when the land it sat on was taken for use by the Navy. The land it originally sat on is where the post office is now near the corner of Fleming and Whitehead. The home features original Miami Dade pine floors and walls with soaring ceilings.
Our prices include all fees. No hidden fees.

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House Rules

Check in after 4:00 PM
Check out before 11:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

Pets allowed: dogs less than 9 kg per pet (limit one pet total)
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Smoking

Smoking is not permitted

Important information

You need to know

Property # 3346285vb
This property is managed by a private host (a party not acting within their trade, business or profession). EU consumer law, including the right of withdrawal, will not apply to your booking. The cancellation policy set by the private host will cover your booking.
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

About the area

Key West

Old Town Key West, a neighbourhood in Key West, is home to this holiday home. Ernest Hemingway Home and Museum and Southernmost Point are notable landmarks, and the area's natural beauty can be seen at Florida Keys Beaches and Fort Zachary Taylor Historic State Park. Ready for a night out? Consider The Key West Theater and Sloppy Joe's Bar.
View more Holiday homes in Key WestOpens in a new window
Map
Key West, FL

What's nearby

  • Duval Street - 7 min walk - 0.7 km
  • South Beach - 9 min walk - 0.8 km
  • Key West Butterfly and Nature Conservatory - 9 min walk - 0.8 km
  • Ernest Hemingway Home and Museum - 10 min walk - 0.9 km
  • Southernmost Point - 11 min walk - 0.9 km

Getting around

  • Key West, FL (EYW-Key West Intl.) - 9 min drive

Restaurants

  • ‪Circle K - ‬8 min walk
  • ‪Sandy's Café - ‬6 min walk
  • ‪El Siboney Restaurant - ‬3 min walk
  • ‪Better Than Sex - ‬6 min walk
  • ‪Sushi Song - ‬8 min walk

Frequently asked questions

Is Old Town Historical Charm pet-friendly?

Yes, this property allows dogs (limit 1 total) with a maximum weight of up to 9 kg per pet.

How much does it cost to stay at Old Town Historical Charm?

As of 29 Sept 2026, prices found for a 1-night stay for 2 adults at Old Town Historical Charm on 9 Oct 2026 start from £6,428, 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.

How much is parking at Old Town Historical Charm?

On-site parking is available at the property.

What time is check-in at Old Town Historical Charm?

Check-in begins at 4:00 PM.

What time is check-out at Old Town Historical Charm?

Checkout is at 11:00 AM.

Where is Old Town Historical Charm located?

Located in Old Town Key West, this holiday home is within a 10-minute walk of Saint Mary Star of the Sea, Duval Street and Florida Keys Beaches. Ernest Hemingway Home and Museum and Southernmost Point are also within 15 minutes.

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
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Rating 10 - Excellent. 1 out of 1 reviews
Rating 8 - Good. 0 out of 1 reviews
Rating 6 - Okay. 0 out of 1 reviews
Rating 4 - Poor. 0 out of 1 reviews
Rating 2 - Terrible. 0 out of 1 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
When I first got there I couldn’t believe how clean everything was. Once settling in we walk about a block and we’re right on Duvall st. This was literally a 10 minute walk to Hemingway house and the heart of everything. The kitchen was brand new and everything worked perfectly. One of the coolest features of this house is every room has a private balcony with an amazing view. I will never stay anywhere else.
Stayed 1 night in Sep 2026

About the host

Your host

Host profile image
We spent so much time vacationing in Key West, we finally decided to make it our home away from home. This home is perfect for our family of five. We have three kids between the ages of 10 and 18. The kids hop on their bikes and explore the island all day. We can usually find them at the beach at Fort Zachary Taylor, the Key West Butterfly and Nature Conservatory, or at the sunset celebration at Mallory Square. I believe this is one of the few places left in the world where kids can just go and be kids. My husband and I never have a dull moment either. It doesn't matter how many times we've been to Key West, we always learn new history about the island, find a new restaurant or bar, or stumble upon a cute home we've never seen before.

Why they chose this property

We looked at dozens of homes before choosing this one. It just feels special from the time you walk in the door. The ceilings are soaring and make the property feel so spacious and cozy. There is historic charm everywhere you look. Each bedroom is separate and private and each features their own private balcony. After a long day of exploring Key West, its nice to come home and soak in the hot tub. The location is perfect as well. The home is located within walking distance of Duval St, but in a very quiet neighborhood. The only thing we hear at night is the occasional rooster.

What makes this property unique

Our favorite way to get around is by bike. Eaton Bikes will deliver bikes to the home and pick them up. If you are riding the Key West Express, they are located two blocks from port. There is also a golf cart rental called Mistys about a block from the home. Key West also offers a free bus called the Duval Loop and a pickup location is located two blocks south of the home.
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