Unique property in the heart of Islamorada, ideal for groups and families traveling together. Enjoy rare access to a private boat basin and fishing jetty just steps away—perfect for sunset views and relaxing by the water. Two separate living spaces offer privacy and flexibility while still staying connected. Walk to restaurants, shops, and breweries, then unwind in a peaceful setting.

This rental includes two separate, fully private living spaces—one upstairs and one downstairs—with separate entrances and no interior connection. It’s ideal for groups and families who want to stay together while still having their own space.

Upstairs (second floor): ● 2 bedrooms / 2 bathrooms ● Both bedrooms feature King beds ● Full kitchen + living area

Downstairs (first floor): ● 2 bedrooms / 2 bathrooms ● Primary: Queen bed + en suite bathroom ● Guest room: King bed + separate bathroom ● Full kitchen + living area

Note: no closets or dressers—luggage racks and hanging space provided

Guests also enjoy a private courtyard with seating, grill, and private laundry for your group’s use.

This duplex is part of a quiet, wooded waterfront property spanning the bay side of the Florida Keys. While the spaces are courtyard-facing (no direct ocean views), guests have full access to the property, including a boat basin and fishing jetty just a short walk away—perfect for sunsets and relaxing by the water.

Guests have full access to both the upstairs and downstairs units. The courtyard, grill, and laundry area are private to your group and shared only between the two spaces.

The remaining property grounds—including the boat basin, fishing jetty, and waterfront areas—are shared with a small number of other units on the property.

Parking is available on-site for up to 4 vehicles. Self check-in is provided via a keypad for a smooth and flexible arrival.

Located at Mile Marker 82.5 in the heart of Islamorada, this property is in one of the more walkable areas in the Upper Keys. You’re just steps from local shops and a short walk to popular restaurants, bars, and the well-known Islamorada Beer Company.

Despite being close to everything, the property itself is tucked away in a quiet, wooded setting—offering a more relaxed and private feel than most nearby stays.

A detailed guestbook is provided with our favorite recommendations for dining, drinks, and local activities.