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Pilot House Guest House

Certificate of Excellence
2.0 of 5
Hotel website
414 Simonton Street, Key West, FL 33040
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348 Reviews from our TripAdvisor Community

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There are newer reviews for Pilot House Guest House
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Treasure Island, Florida
1 review
5 of 5 stars Reviewed April 30, 2013

My better half and I just returned from Key West. We LOVE the PILOT HOUSE and I am sure you will too! As owners of a small Mom and Pop style retreat in Treasure Island Florida-called BUNGALOWS(bungalowsflorida.com) we are aware of the amount of work it takes to run a property like the PILOT HOUSE. Not just the effort but... More 

Helpful?
Thank JaneR44
lynnkephart, Manager at Pilot House Guest House, responded to this review

Thanks for the glowing review. We are glad you felt at home and enjoyed your stay with us here at the Pilot house. Coming from someone in the guest house business that is a great complement. We know you have lots to choose from visiting Key West and we are grateful you chose us. Our Guests are like family (so... More 

Youngstown, Ohio
Level Contributor
3 reviews
common_n_hotel_reviews_1bd8 1 helpful vote
4 of 5 stars Reviewed April 29, 2013

We have been to Key West many times - However, this is the first time we've stayed at the Pilot House. In fact the first time we've stayed anywhere in Old Town. We have always stayed on the Atlantic side - beach front and were anxious about the change in location and from full blown resort to "inn". While beach... More 

Helpful?
Thank HusbandWifeTrav... D
Boca Raton, Florida
2 reviews
5 of 5 stars Reviewed April 29, 2013

My wife and I wanted to get away for a few days and decided to try Key West. We then decided to stay at a B&B. We did our reviews and had a few referrals, and selected the Pilot House. We read about the clothing optional pool and felt we were on vacation and wanted to try something new. We... More 

Helpful?
Thank Alan H
lynnkephart, Manager at Pilot House Guest House, responded to this review

The Attic is a unique space and Im glad it was so great for you. The view, the privacy, of course the jacuzzi under the stars. When you want to find the "hidden treasures' of key west the guests here are an excellent source of information, the trips, fishing, snorkeling, parasailing, paddleboarding.... and don't forget the restaurants, bars shops,museums and... More 

Naples, Florida, United States
Level Contributor
3 reviews
common_n_hotel_reviews_1bd8 1 helpful vote
5 of 5 stars Reviewed April 29, 2013

My husband and I bicycled down the Keys and stayed at The Pilot House Inn in Key West as our final destination. I found the inn on bedandbreakfast.com and was attracted to it by its location and general appearance. We were thrilled to arrive at the place! The property consists of an old Victorian era house and a tucked away... More 

Helpful?
Thank Jen C
lynnkephart, Manager at Pilot House Guest House, responded to this review

What a great way to see the Keys. Biking to Key West to stay at the Pilot house We're glad your stay with us was such a success. Sounds like the Pilot House was a perfect fit for your vacation. We love your pictures in front of the house with your bikes. And a brilliant Idea for the return trip... More 

Detroit, Michigan
Level Contributor
4 reviews
5 of 5 stars Reviewed April 25, 2013

We stayed at the Pilot House in April. Beautiful Historic Victorian House with new cabana rooms in the back by the pool so there is a room type for everybody. We will definity be back. Virginia and Daniel are the best managers. Very friendly environment. Guests are known to be outgoing and hospitable. The hotel is a guest house that... More 

Helpful?
Thank KWTravel1234
lynnkephart, Manager at Pilot House Guest House, responded to this review

Key west has the most beautiful Victorian architecture. Homes like the Pilot House converted to Guest houses over the years have made it easy to enjoy these beautiful structures up close and personal. The Deluxe queen room ajacent to the garden jacuzzi is a favorite of several guests the privacy and proximity to the garden jacuzzi as well as the... More 

New Orleans, Louisiana
Level Contributor
7 reviews
common_n_hotel_reviews_1bd8 1 helpful vote
5 of 5 stars Reviewed April 17, 2013

My wife and I took advantage of the new direct SW flights to Key West from New Orleans. Picked the Pilot House because of location. When we checked in we dropped our stuff off and headed out exploring Key West. When we returned we noticed that the A/C was not cooling properly. The office was closed and it wasn't that... More 

Helpful?
1 Thank Joe M
lynnkephart, Manager at Pilot House Guest House, responded to this review

The SouthWest direct flights make visiting easy thats for sure. there is also one form New York too. Thanks for giving us the chance to correct the AC breakdown your pacience and understanding was appreciated. Maintaince is a constant and obviously important part of running a guest house. Sarabeths is a favorite of our guests, I wish they would deliver!... More 

Miami
Level Contributor
78 reviews
30 hotel reviews
common_n_hotel_reviews_1bd8 41 helpful votes
5 of 5 stars Reviewed April 16, 2013

We all like the laid back atmosphere of Key West, but it can get a bit rowdy and noisy late at night. The Pilot House is very clean and peaceful, yet it is right in the heart of old town Key West. This bed and breakfast does not offer breakfast or wine and cheese which some other B&B's do, but... More 

Helpful?
1 Thank MiamiFirefighter
lynnkephart, Manager at Pilot House Guest House, responded to this review

The Pilot house is a small Guest house exceptionally situated to enjoy all of the fantastic attractions in Old Town Key West. As a Guest house (not a B&B) we do not offer any food or beverage however we have the advantage of of being located in the middle of world class restarurants. And of course great Bars! Around the... More 

Key Biscayne, Florida
2 reviews
common_n_hotel_reviews_1bd8 2 helpful votes
5 of 5 stars Reviewed April 11, 2013

My wife and I recently spent our anniversary in Key West and decided to stay in the Pilot House, it was great! Virginia and Daniel are extremely nice and open, they go out of their way to make your stay enjoyable. The accommodation are not a 5 star hotel, but they areclean, convenient, and extremely well located, Sarabeth’s (we had... More 

Helpful?
Thank Maria M
lynnkephart, Manager at Pilot House Guest House, responded to this review

Thanks for the review, no we aren't a 5 star hotel , more like a fun funkie hideaway for a great group of loyal guests/friends (you know who you are!!). Glad to hear your anniversary was a fun one. Next time we'll tell about some other great places! like Bagatelle restaurant, or the Marquesas Cafe across the street from the... More 

Coconut Creek, Fl.
Level Contributor
165 reviews
36 hotel reviews
common_n_hotel_reviews_1bd8 59 helpful votes
4 of 5 stars Reviewed April 8, 2013 via mobile

Not far from Duval but my room was too close to the Jacuzzi, I could here people chatting late at night. First time at a clothing optional establishment, it was interesting but I kept my clothes on. Lots of older couples tanning. Grounds are nicely maintained and the pool and jacuzzi where clean. The front desk help was very courteous... More 

Helpful?
1 Thank opichardo
lynnkephart, Manager at Pilot House Guest House, responded to this review

Thanks for your review we appreciate the feed back . That is correct we are a guest house not a Bed and Breakfast. It also can be noted there are either kitchenettes or full kitchens available. (but really who wants to cook on holiday?) I like to dine out when I travel and the pilot house is 1/2 block form... More 

Barton
Level Contributor
79 reviews
16 hotel reviews
common_n_hotel_reviews_1bd8 26 helpful votes
5 of 5 stars Reviewed April 5, 2013 via mobile

We have been visiting every year for three years and will continue. Virginia is super friendly and goes out of her way to help. The location is excellent for a good time day or night. the house keeping staff do stellar job and are polite.

Helpful?
1 Thank socker131
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