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Pilot House Guest House

No photo provided
Average price*: £105 $207 (year-round)

TripAdvisor Traveller Reviews

TripAdvisor Traveller Rating: 4 of 5 stars Based on 23 traveller reviews
  • What to Expect:
    • 4 based on 20 reviews Rooms
    • 4 based on 20 reviews Service
    • 4 based on 19 reviews Value
    • 4 based on 20 reviews Cleanliness
    • 4 based on 6 reviews Pool
  • Recommended For:
    • 60% based on 21 reviews An Amazing Honeymoon
    • 30% based on 21 reviews Older Travellers
    • 20% based on 21 reviews Young Singles
    • 20% based on 21 reviews Couples/Romantics
    • 10% based on 21 reviews Families with Small Children

Reviews of Pilot House Guest House

( 1-10 of 23 )
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5 of 5 stars
Palm Beach, Florida
8 May 2008

We have stayed at the Pilot House in Key West many times and have always had a wonderful time. The staff is great and the location is only a few steps from Duval Street. The pool cabana rooms are very large and feature oversized bathrooms. Stay away only if you are offended by nudity. The pool and spa are clothing... more

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5 of 5 stars
Louisiana
24 Apr 2008

Just returned from another perfect stay at the Pilot House. I'm hesitant to list all of the great things about this guest house because if everyone stayed there, I wouldn't be able to get a room on my next trip. The grounds continue to be immaculate. Every morning the walkways are swept, not blown, so that guests can sleep late... more

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4 of 5 stars
Valrico
24 Mar 2008

I find it interesting that some of the previous guests had so many negative comments about the Pilot House. Based on their other comments, it was probably thier first visit to Key West because real Key West visitors know that there are few places maintained as well as the PIlot House in Key West and you seldom get a really... more

18 Mar 2008

We recently stayed in one of the cabana rooms for three nights during our first trip to key west. For the first two days we had a lovely time and there are definitely a lot of great things about the property. The pool and spa were gorgeous and always the perfect temperature, the rooms were spacious, the bed was super... more

9 Mar 2008

My wife and I vacationed here primarily because of the reasonable rates, however, the rates combined with the ambiance, friendly staff, lovely peaceful and private grounds, made it paradise. To be honest, the clothing optional at the pool and hot tub initially caused some doubts, but with the adult atmosphere and discreet manner it is done, not an issue. My... more

22 Dec 2007
0/1 found this review helpful

. The pilot house was very nice, but it is not a bed and breakfast. No food or drinks are served at the guest house. We stayed in the attic room, which has a private balcony with hot tub. The balcony had two lounge chairs and a table and chairs. The balcony got a lot of sun, which was very... more

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2 of 5 stars
London, England
13 Nov 2007
1/4 found this review helpful

This hotel actually has some real potential: The hotel staff were informative and courteous, and the room itself (we stayed in 2B) was nice enough looking, as was the bathroom, and the (clothing optional) pool was very refreshing. With a few major changes I would actually recommend the Pilot. Not in its present form though. When we arrived we were... more

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5 of 5 stars
Kentucky
25 Sep 2007

If you are traveling to KW without children this is the place to stay. The staff is unbelievable, the guest house sparkling clean, and the compound very private. Access to Duval is at the back door. I love the cabana rooms which are poolside. I cannot say enough to describe this property. I will never stay anywhere else as long... more

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5 of 5 stars
where it is cold
19 Apr 2007

We loved this place. When we are planning a trip, we do pretty extensive research before making final decisions about where to stay, where to eat, what to do etc. We made the right choice when we chose The Pilot House Guesthouse. It is beautiful and comfortable and clean and the staff was so friendly and helpful. For some reason,... more

16 Nov 2006
5/6 found this review helpful

This is our third stay at the Pilot House. We've stayed in three different queen bedrooms on the first floor in the mansion. Like before, this room was extremely clean, fairly spacious and had a nice sized bathroom. The Pilot House is in a perfect location, just two blocks from the best part of Duval Street and minutes away from... more

Reviews of Pilot House Guest House

( 1-10 of 23 )
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Pilot House Guest House Address

414 Simonton Street, Key West, FL 33040