Entire home

Charming Old Town Bungalow

Photo gallery for Charming Old Town Bungalow

Spacious Living Room
Dining Area includes table with seating for 6.
Side Porch with seating.
Dining Area includes table with seating for 6.
Full Kitchen with door to the Back Outdoor Area where Gas Grill and Laundry Area is located.

Reviews

9.6 out of 10
Exceptional

Highlights

  • Room to spread out
    Enjoy spacious layout that give everyone more room to relax.
  • Beach equipment
    A rare find — beach equipment ready to go for your days by the sea.
  • At the center of it all
    Stay in a top rated central location, steps from the best attractions, dining, and entertainment.
  • Discover nearby landmarks
    Near Duval Street
3 bedrooms3 bathroomsSleeps 6

Popular amenities

  • Onsite parking available
  • Dog-friendly
  • Kitchen
  • Washing machine
  • Air-conditioning
  • Barbecue grill

Explore the area

View in a map
Key West, FL
  • Place, Duval Street
    ‪9 min walk‬
  • Place, Ernest Hemingway Home and Museum
    ‪12 min walk‬
  • Place, Southernmost Point
    ‪15 min walk‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪8 min drive‬

Rooms & beds

3 bedrooms (sleeps 6)

Bedroom #1 - Main Floor

1 Queen Bed

Bedroom #2 - Second Floor

1 Queen Bed

Bedroom #3 - Second Floor

2 Single Beds

3 bathrooms

Full Bath #1 - Main Floor

Towels provided · Bathtub or shower · Toilet

Full Bath #2 - Main Floor

Towels provided · Toilet · Shower only

Full Bath #3 - Second Floor

Towels provided · Bathtub or shower · Toilet

Spaces

Deck or patio
Kitchen
Balcony
Separate dining area
Dining area

About this property

Charming Old Town Bungalow

Welcome to Charming Old Town Bungalow, where over a century of Key West history meets the laid-back island lifestyle you've been dreaming about.

Originally built in 1908 as a tobacco barn, this beautifully restored home invites you to experience authentic Old Town living surrounded by tropical beauty, timeless architecture, and modern comforts. Rich in character and thoughtfully updated, Charming Old Town Bungalow offers the perfect blend of historic charm and modern convenience, creating an unforgettable setting for your Key West vacation.

Surrounded by lush island landscaping and filled with authentic Key West character, you'll immediately fall in love with the soaring 9-foot ceilings, beautiful Dade County Pine walls, elegant crown molding, and inviting porches that make this home feel like a true island escape.

The Perfect Old Town Location
Leave your car behind and experience Key West the way the locals do. Located in the heart of the Historic Old Town neighborhood, you'll be just four blocks from world-famous Duval Street, where you'll discover lively restaurants, local shops, art galleries, live music, and endless island charm. Spend your days exploring picturesque streets lined with colorful conch homes, then take a leisurely 15-minute walk to the beach or enjoy one of Key West's spectacular sunsets.

Wake up to the sound of island birds, grab a coffee from a nearby café, and spend your days strolling Old Town, discovering hidden gardens, local galleries, and waterfront restaurants. Whether you're biking through town, enjoying fresh seafood at a neighborhood café, or wandering home after an evening on Duval Street, everything you want to experience is just moments away.

Relax in Your Own Private Island Retreat
After a day of adventure, come home and unwind in your own peaceful oasis. Sip your morning coffee on the welcoming front porch, enjoy afternoon cocktails on the cozy side porch, or step into the intimate private outdoor space surrounded by tropical landscaping. As the sun begins to set, make your way to the private upstairs observation deck, where you can relax with your favorite drink and soak in the warm island breeze that makes Key West so unforgettable.

Comfortable Spaces for Gathering
The spacious open-concept living area creates the perfect place for family and friends to gather after a day of exploring. High ceilings and abundant natural light make the home feel bright and airy, while comfortable seating and a large television provide the perfect setting for relaxing evenings together. The dining table comfortably seats six, making it easy to enjoy meals, games, and conversations that become lasting vacation memories.

The fully equipped kitchen features a gas stove and everything needed to prepare everything from a quick island breakfast to a delicious dinner after a day on the water.

Peaceful Accommodations
Designed with comfort in mind, the home offers three inviting bedrooms and three full bathrooms, providing plenty of space for everyone to spread out and relax.
* One bedroom is conveniently located on the first floor.
* Two additional bedrooms are located upstairs for added privacy.
* Every bedroom features a ceiling fan to keep you cool and comfortable after a day in the Florida sunshine.

Why You'll Love Staying Here
* Historic 1908 Key West home full of authentic character
* Originally a tobacco barn with beautifully preserved architecture
* Prime Old Town location just four blocks from Duval Street
* Approximately a 15-minute walk to the beach
* Spacious open-concept living areas with 9-foot ceilings
* Beautiful Dade County Pine and crown molding throughout
* Multiple porches plus a private upstairs observation deck
* Lush tropical landscaping and fenced yard
* Off-street parking for one vehicle
* Walk or bike to restaurants, shopping, galleries, attractions, and nightlife

Whether you're planning a family vacation, a getaway with friends, or simply looking to experience the authentic charm of Key West, Charming Old Town Bungalow offers the perfect blend of historic character, tropical relaxation, and an unbeatable Old Town location.

If you're here for an adventure or simply a chance to slow down and unwind, we hope you'll fall in love with Key West just as we have. From sunrise coffee on the porch to unforgettable island sunsets, your perfect getaway begins here.

We don't just offer places to stay—we help create unforgettable Key West memories. We look forward to welcoming you to paradise.

Warm island regards,
Your Island Hosts
Key West Luxury Vacation Rentals, Inc.
Luxury accommodations. Genuine island hospitality.
Our prices include all fees. No hidden fees.

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House Rules

Check in after 4:00 PM
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
Stairs on property, no baby gate provided.
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Events

No events allowed
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Pets

Pets allowed: dogs less than 9 kg per pet (limit 2 pets total)
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Smoking

Smoking is not permitted
Strict NO SMOKING Policy- extra cleaning fee

Important information

You need to know

Property # 1743905vb
If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with UK consumer law, property booking services are not subject to the right of withdrawal.
This property is managed by a professional host. The provision of housing is linked to their trade, business or profession.
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
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room

About the area

Key West

Located in Key West, this holiday home is in the city centre. 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. Jet skiing, kayaking and scuba diving offer great chances to get out on the surrounding water, or you can seek out an adventure with ecotours nearby.
Map
Key West, FL

What's nearby

  • Duval Street - 9 min walk - 0.8 km
  • Ernest Hemingway Home and Museum - 12 min walk - 1.1 km
  • Key West Lighthouse and Keeper's Quarters Museum - 12 min walk - 1.1 km
  • South Beach - 14 min walk - 1.2 km
  • Southernmost Point - 15 min walk - 1.3 km

Getting around

  • Key West, FL (EYW-Key West Intl.) - 8 min drive

Restaurants

  • ‪Sandy's Café - ‬7 min walk
  • ‪El Siboney Restaurant - ‬5 min walk
  • ‪Better Than Sex - ‬8 min walk
  • ‪Sushi Song - ‬9 min walk
  • ‪Dairy Queen - ‬11 min walk

Frequently asked questions

Is Charming Old Town Bungalow pet-friendly?

Yes, this property allows dogs (limit 2 total) with a maximum weight of up to 9 kg per pet. Some restrictions may apply, so please contact the property for more details.

How much is parking at Charming Old Town Bungalow?

On-site parking is available at the property.

What time is check-in at Charming Old Town Bungalow?

Check-in begins at 4:00 PM.

What time is check-out at Charming Old Town Bungalow?

Checkout is at 10:00 AM.

Where is Charming Old Town Bungalow located?

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

About the host

Hosted by Key West Luxury Vacation Rentals Inc.

Host profile image

Languages:

English, Romanian

Premier Host

They consistently provide great experiences for their guests
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