Dragonfly Landing - Where Old Town charm meets your tropical escape.

Welcome to Dragonfly Landing, a charming historic Key West home where Old Town character, tropical beauty, and modern comforts come together to create the perfect island getaway. From the moment you arrive, you'll feel the relaxed, welcoming spirit of Key West that makes this little island so special.

Step through the white picket gate and follow the brick walkway toward the front door, where a beautiful compass inlay hints at the adventures that await. And look closely at the historic front door—you'll find a charming dragonfly door knocker that gives this home its whimsical name and a little touch of Key West magic.

Inside, Dragonfly Landing offers 1,628 square feet of comfortable living space with four bedrooms and two full bathrooms. The home's historic character shines through with soaring ceilings and beautiful Dade County Pine thoughtfully incorporated throughout, while modern touches and comfortable furnishings make it an inviting place to relax after a day of exploring the island.

The open-concept living and dining area is bright and spacious, with high ceilings, comfortable seating, and a TV for relaxing evenings at home. The dining table comfortably seats six, while a bar cabinet adds an extra touch of island hospitality. The well-appointed kitchen features everything you'll need to prepare a leisurely breakfast before heading out for the day, along with an island offering seating for two.

When it's time to unwind, you'll have plenty of choices. Enjoy your morning coffee on the large front porch swing, settle into one of the comfortable seating areas, or head upstairs to the expansive balcony porch, where two separate sitting areas give you even more space to enjoy the tropical surroundings. Whether you're reading a book, enjoying a glass of wine, or simply watching the world go by, there's something wonderfully relaxing about porch time in Key West.

And then there's the backyard—your own private tropical retreat. Take a refreshing dip in the heated pool with its beautiful water feature, or stretch out and gather with family and friends in the comfortable seating area on the spacious wooden deck.

With four bedrooms spread across two floors, Dragonfly Landing provides plenty of space for families or groups of friends traveling together. One spacious bedroom is located on the first floor, while three additional bedrooms are upstairs. Several bedrooms feature ceiling fans and TVs, while the upstairs bedroom with the huge TV is perfect for movie nights or relaxing after a day of island adventures.

But perhaps one of the best things about Dragonfly Landing is where you'll find it.

Nestled in a peaceful section of Old Town Key West, the home is close enough to everything you came to Key West to experience without being in the middle of the hustle and bustle. You're just a five-minute walk from the Key West Historic Seaport, and the beloved Old Town Bakery is so close you may practically be able to smell the fresh pastries baking in the morning. Duval Street, restaurants, galleries, shops, nightlife, and many of Key West's most popular attractions are all within easy walking distance.

Leave the car behind and explore the island the way Key West was meant to be experienced—on foot, at your own pace, with nowhere you have to be and plenty of places to discover.

Whether you're planning a family vacation, a getaway with friends, or simply looking for the perfect place to experience the magic of Old Town Key West, Dragonfly Landing offers the perfect blend of historic charm, tropical relaxation, modern comforts, and an unbeatable location.

This property may accommodate one approved pet under 40 pounds with prior approval and a non-refundable pet fee. Please inquire before booking.

At Dragonfly Landing, your Key West adventure begins the moment you walk through the gate. From morning coffee on the porch to afternoons beside the pool and evenings beneath the tropical landscape lights, every day feels a little more relaxed, a little more beautiful, and a whole lot more like vacation.

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 Dragonfly Landing and helping you make your own little piece of paradise unforgettable.

Warm island regards,
Your Island Hosts
Key West Luxury Vacation Rentals, Inc.
Luxury accommodations. Genuine island hospitality.