Cottage in Key West, FL
6 guests · 3 bedrooms · 3 baths
Reasons to book
Guests love it hereGuests give this property a top rating
Great for petsBring all your friends and family, even the furry ones
High-end valueWell priced for this area
About this cottage rental
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.
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.
Amenities
Non-smoking
Pets allowed
Map of Key West, FL
Ratings and reviews
10 / 10Outstanding·Mar 2026
Great location, Great Hosts
8 / 10Excellent·Feb 2026
The home is very clean and the location was fantastic. Very quiet at night and centrally located so easy to get anywhere in Key West by bike in 10 minutes. Jody from Key West Luxury was amazing. She responded to every question and need within a few minutes. The only issue was that appliances in the home need replacement. I would stay here again.
8 / 10Excellent·Apr 2025
Formerly a tobacco warehouse, the property has a 100 year history in the Old Town section of Key West. The house reflects some of the characteristics inherent in being 100 years old. However, many updates and modifications have occurred that make staying there very comfortable. The location in the center of beautiful Old Town is excellent; the surrounding neighborhoods reflect the true flavor of the unique history of Key West. Given the relatively small size of Key West, most tourist attractions and historical sites are within walking distance. The single parking space available for use is worth its weight in gold given the challenges of on-street parking in Key West in general. Sitting on the front porch and watching the locals and tourists go about their daily business was a special treat that we enjoyed frequently. The property managers, Jody and Lee, did an exceptional job in responding to any issues that arose during our 10-week stay. A relatively spacious, well managed property in a great location.
10 / 10Outstanding·Mar 2024
The house is spacious and comfortable - lots of nice updates and great location!
$$$$
Top rated by guests
9.6Outstanding
(7 Ratings)
"Great location, Great Hosts"
Victoria C.Don't miss out! Price and availability may change
