5 month rental. Currently available starting May 1, 2026. Tobago House is a charming 3-bedroom, 3-bathroom historic Old Town cottage that has been completely updated and offers a separate guest suite with ensuite bath and outdoor shower. It is located on a two-block long lane situated between Duval and Simonton Street, just off the US Route 1. Relax on the front porch swings and watch the world go by. Tobago House is just steps from restaurants, night life, and the "Southernmost Point" of the United States. Everything you could possibly need is within walking distance. This cottage offers an open airy floor plan, cathedral ceilings, and old style pine floors and walls that give this home old Key West character! As you enter Tobago House you will find a light-filled, well appointed kitchen with granite countertops. This leads into a very large, entertainment sized dining room with a double pedestal glass dining table that easily seats six. There is a cathedral ceiling with two fans and a fabulous chandelier. There are plenty of colorful dishes and glassware for those evenings spent with family and friends. Take a step down to the spacious living room with a smart TV to watch your favorite game or shows. Bring your Netflix and Prime passwords to watch movies on our newly provided fiber optic WiFi. The primary suite has a deluxe memory foam mattress. It comes with a smart TV and is equipped with an Amazon Echo Dot. It has a large walk-in shower and plenty of storage in a larger-than-average bathroom. The second bedroom offers with a trundle bed, smart TV, Echo Dot, and a desk. There is a full bathroom with shower just off the dining room. Just through the French doors of the living room with will find a very private in-ground jacuzzi. There is outdoor seating for four with a table under a canopy. Adjacent to the jacuzzi is a separate guest suite that is open and airy. The separate cottage has a comfortable king size bed, flat-screen TV, desk, and closet. The ensuite bath completes the cottage with a private outdoor shower. There is a breeze way to the entrance of the guest cottage with comfortable seating. Tobago House is also completely fenced for those guests that bring a small dog. Toward the rear of the patio, you will find a grill for all the fish you caught! Please note: This is a Monthly vacation rental with a minimum stay of 29 days, excluding February. THIS IS NOT A LONG-TERM RENTAL.
This property is off market, which means it's not currently listed for sale or rent on Zillow. This may be different from what's available on other websites or public sources.
