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Pilot House Guest House

2.0 of 5
414 Simonton Street, Key West, FL 33040
Hotel amenities
Pilot House Guest House
Ranked #24 of 99 Key West B&B and Inns
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192 reviews from our community

Traveller rating
    137
    33
    6
    4
    12
See reviews for
Families
2
 
Couples
147
 
Solo
5
 
Business
1
 
Rating summary
  • Location
    5 of 5 stars
  • Sleep Quality
    4.5 of 5 stars
  • Rooms
    4.5 of 5 stars
  • Service
    4.5 of 5 stars
  • Value
    4 of 5 stars
  • Cleanliness
    4.5 of 5 stars
Date Rating
Miami, Florida
1 review
1 helpful vote 1 helpful vote
5 of 5 stars Reviewed 13 May 2013

My fiance and I have been coming to Key West annually for the last 5 years and got so lucky finding the Pilot House on our first visit. Daniel and Virginia are wonderful! Kind and helpful, they do everything in their power to make you feel right at home. The clothing optional pool is intimidating at first but trust me... More

Was this review helpful? Yes 1
lynnkephart, Manager at Pilot House Guest House, responded to this review
15 May 2013

We appreciate your continued support of the Pilot House Guest house. We're very glad you enjoyed your stay this time and look forward to future visits. Your in put here is a valuable tool for future guests to see if we are a match for them as well. You mention the atmosphere as a big reason to stay with us,... More

Sandusky
Contributor
11 reviews 11 reviews
5 of 5 stars Reviewed 4 May 2013

This was out second time at the Pilot House. Daniel and Virginia were great, very welcoming and took care of whatever we needed. The room was comfortable and the fridge and wet bar area are great for making boat drinks! The clothing optional pool and spa are a awesome and we met great people again this year. Planning to go... More

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See 10 more reviews by M G for Key West
Treasure Island, Florida
1 review
5 of 5 stars Reviewed 30 April 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

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lynnkephart, Manager at Pilot House Guest House, responded to this review
9 May 2013

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
2 reviews
1 helpful vote 1 helpful vote
4 of 5 stars Reviewed 29 April 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

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Boca Raton, Florida
1 review
5 of 5 stars Reviewed 29 April 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

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lynnkephart, Manager at Pilot House Guest House, responded to this review
1 May 2013

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
Reviewer
3 reviews 3 reviews
Reviews in 3 cities Reviews in 3 cities
5 of 5 stars Reviewed 29 April 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

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lynnkephart, Manager at Pilot House Guest House, responded to this review
1 May 2013

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
1 review
5 of 5 stars Reviewed 25 April 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

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lynnkephart, Manager at Pilot House Guest House, responded to this review
26 April 2013

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
Reviewer
5 reviews 5 reviews
1 helpful vote 1 helpful vote
5 of 5 stars Reviewed 17 April 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

Was this review helpful? Yes 1
See 4 more reviews by Joe M for Key West
lynnkephart, Manager at Pilot House Guest House, responded to this review
19 April 2013

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
Top Contributor
51 reviews 51 reviews
22 hotel reviews
Reviews in 23 cities Reviews in 23 cities
21 helpful votes 21 helpful votes
5 of 5 stars Reviewed 16 April 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

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See 8 more reviews by MiamiFirefighter for Key West
lynnkephart, Manager at Pilot House Guest House, responded to this review
18 April 2013

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
Reviews in 2 cities Reviews in 2 cities
5 of 5 stars Reviewed 11 April 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

Was this review helpful? Yes
lynnkephart, Manager at Pilot House Guest House, responded to this review
12 April 2013

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

Olivia by Duval
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4.5 of 5 stars 180 Reviews
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Additional Information about Pilot House Guest House

Also Known As:
Pilot House Guest House Hotel Key West
Pilot House Guest House Hotel
Pilot House Guest House Key West, Florida
Address: 414 Simonton Street, Key West, FL 33040
Region: United States > Florida > Florida Keys > Key West
Amenities:
Free High-Speed Internet Kitchenette Suites Swimming Pool Wheelchair access
Hotel Style:
Ranked #24 of 99 B&Bs / Inns in Key West
Price Range: ££
Hotel Class:2 star (2*)
Official Description (provided by the hotel):
Luxurious accommodations in the historic Otto Mansion and pool side Cabana rooms. Full kitchens and kitchenettes available. Pool, spa and lush gardens surround the property tucked away in downtown Key West. ... more   less 

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