Pilot House Key West

Pilot House

Otto Mansion on Simonton Pilot Cabana Suite Private Jacuzzi Poolside Building Guest Spa View of Grand Mansion In Suite Living Room Two Queen Beds Studio Kitchen with Fridge Standard King Bedroom House Accommodation Kitchenette and Porch Standard in Main Building


The Pilot House had to be undoubtedly the absolute cleanest and well maintained guesthouse in Key West and maybe anywhere else that I have ever stayed at!! The tropical grounds are immaculate, the rooms are beyond spotless, and the pool is crystal clear and inviting. This was my tenth trip to Key West and my consecutive forth stay at the Pilot House. I cannot see any future trips booked anywhere but at the Pilot House. The guesthouse is just one block from Duval Street. A quick jaunt away from the partying on Duval, yet quiet enough when it is time to call it a night d head home.

The Pilot House is the perfect place to lay out by the pool and let Key West sun work its magic on your snow blown person. We absolutely loved this place. We travel all over the world and are very good at finalizing our plans but when we are planning a trip. We tend to stay at large resort Hotels in Key West, what a treat to go outside of our comfort zone and choose this guesthouse. We really made the right choice when we booked The Pilot House Guesthouse for our last trip. It is spectacular, very comfortable and clean. We found the staff to be friendly and helpful. It was like our own private paradise found. Unlike our larger hotels, the Pilot Houses' pool, lounge chairs, and hot tub area are all European friendly areas, but wearing your suits are perfectly acceptable (or not is ok too). Our room had a porch where we could sit and read the paper or have cocktails in the evenings. Breakfast came complete with fresh pastries waiting for us to indulge in. When we return to Key West, we will be staying at the Pilot House again.

This is our forth stay at the Pilot House. We've stayed in many different accommodations on the island in the past. Our room at the Pilot House was extremely clean, spacious and had a good sized bathroom. The Pilot House is in the most sought after location, just two short blocks from the best part of world renowned Duval Street and a few minutes away from Mallory Square night life. A convenient grocery store is located steps away from the guesthouse so you can fill your refrigerator and utilize your microwave inside each room. The guest house is extremely quiet. Even though it was booked completely up, we rarely see anybody there. The pool is refreshing. The secluded and rather private hot tub is one of most wonderful amenities of the property. It is very discreetly quiet and tasteful. Their prices compared to similar properties is a good deal. We will definitely stay at the Pilot House again. It's a great place.

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(Rates subject to change. Holidays and special events may be higher.)


Pilot House Map

    414 Simonton Street
    Key West, Fl 33040


    • Adults Only
    • In Room Jacuzzi
    • Whirlpool Spa
    • Pool
    • Kitchen