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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

Traveler 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
BogiestTravel
1 review
3 helpful votes 3 helpful votes
1 of 5 stars Reviewed April 14, 2009

Pilot House was POOR! The pool was filled with leaves, as well as every chair, and pretty much the entire pool area. The staff was extremely rude. No amenities. It was one of the few places we could find last minute; and now we understand why. There were only 2 other couples staying there, in an otherwise, very busy Key... More

Was this review helpful? Yes 1
Petoskey, MI
2 reviews
5 of 5 stars Reviewed March 30, 2009

This was our 3rd stay at The Pilot House. This resort if one of our favorite places to stay in Key West. We were in a poolside cabana room on the second floor. The rooms are very spacious, nicely decorated, and have a nice kitchenette area. The pool has been heated since our last stay. The hot tube is one... More

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York
Senior Reviewer
9 reviews 9 reviews
9 hotel reviews
Reviews in 8 cities Reviews in 8 cities
8 helpful votes 8 helpful votes
4 of 5 stars Reviewed November 11, 2008

We spent a couple of nights at the Pilot House in October and really enjoyed our visit. First off, we'd arrived on the ferry from Ft Myers Beach and it was an easy 15-minute walk to the property, even in the heat of the day. Our room in the main house was large and airy and clean. We had a... More

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Fort Lauderdale
Reviewer
4 reviews 4 reviews
4 hotel reviews
Reviews in 4 cities Reviews in 4 cities
9 helpful votes 9 helpful votes
5 of 5 stars Reviewed October 14, 2008

My girlfriend booked the stay for my birthday as something special. It will be a birthday that will always be true to that wish. We stayed in Room 10 over the pool area. The room had a great bed, large shower for two and an indoor hot tub. Most of the amenities of the room were over few years of... More

Was this review helpful? Yes 1
USA
1 review
1 helpful vote 1 helpful vote
5 of 5 stars Reviewed September 7, 2008

My wife and I have stayed at the Pilot House numerous times and it is the only place we consider when we go to Key West now. We generally make at least two trips per year, if not more, and LOVE the Pilot House. Scott, Virginia, and Daniel have done nothing but treat us with the utmost of respect and... More

Was this review helpful? Yes 1
West Palm Beach, Florida
Senior Reviewer
8 reviews 8 reviews
Reviews in 4 cities Reviews in 4 cities
5 helpful votes 5 helpful votes
1 of 5 stars Reviewed August 25, 2008

My Boyfriend and I were looking for a place to stay in KW. We came across the Pilot House. We both called within 15 min of each other and were quoted by Daniel the the same reasonable rates. When my boyfriend called back 1 hour later and booked a room the rates suddenly jumped $100/night. Hmm..... bait and switch? My... More

Was this review helpful? Yes 1
Phoenix, Arizona
Contributor
12 reviews 12 reviews
Reviews in 4 cities Reviews in 4 cities
10 helpful votes 10 helpful votes
1 of 5 stars Reviewed August 18, 2008

Although my experience at Pilot House was a while back, it still sticks in my mind for the level of rudeness, sheer pettiness, and surprising lack of hospitality with which the Pilot House staff treated my wife and me. Our problem was similar to that of another reviewer, who wrote about her husband being chastised by a staffer at Pilot... More

Was this review helpful? Yes 5
Pewaukee, Wisconsin
Contributor
17 reviews 17 reviews
7 hotel reviews
Reviews in 9 cities Reviews in 9 cities
8 helpful votes 8 helpful votes
5 of 5 stars Reviewed August 1, 2008

We travel often to Key West and thought we would try the Pilot House. We booked the Cabana poolside room on the ground floor. The room was extremely large and well appointed. The staff was great and the Innkeeper Scott was the best! The location to Duval Street was close but you did not hear the noise. There was a... More

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See 2 more reviews by jamminhd for Key West
Palm Beach, Florida
Contributor
11 reviews 11 reviews
9 hotel reviews
Reviews in 7 cities Reviews in 7 cities
30 helpful votes 30 helpful votes
5 of 5 stars Reviewed May 8, 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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See 3 more reviews by mvpphoto for Key West
Valrico
Reviewer
4 reviews 4 reviews
4 hotel reviews
Reviews in 4 cities Reviews in 4 cities
13 helpful votes 13 helpful votes
4 of 5 stars Reviewed March 24, 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

Was this review helpful? Yes 1
Olivia by Duval
Great value on a similar hotel
Key West, Florida Keys
4.5 of 5 stars 180 Reviews
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Hotel Summarization (Beta)

What travelers say

  • Hot tub(8)
  • Clothing optional pool(7)
  • Very nice(7)
  • Pilot House(6)
  • Cabana room(3)

Additional Information about Pilot House Guest House

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 
Also Known As:
Pilot House Guest House Hotel Key West
Pilot House Guest House Hotel

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