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Pilot House Guest House

Certificate of Excellence
414 Simonton Street, Key West, FL 33040
Pilot House Guest House
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331 reviews from our community

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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
    4.5 of 5 stars
  • Cleanliness
    4.5 of 5 stars
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There are newer reviews for Pilot House Guest House
See the most recent reviews
Seattle, Washington
Contributor
19 reviews 19 reviews
11 hotel reviews
17 helpful votes 17 helpful votes
4 of 5 stars Reviewed February 17, 2013

My husband and I stayed for just a couple of nights and after researching, obsessively, to find just the right place to stay, we were so happy to have found the Pilot House. The location is ideal for parking your car and forgetting about it for your stay. We stayed in a cabana room, on the upper level. The room... More 

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

Thank you for your review. very glad you had a good time. We hope you'll keep us in mind next time you feel like visiting key west. 2 days is such a short time to spend here with so much to do. Of course everything is within walking distance. I often treat myself to a cheese burger from margaritaville for... More 

Dover, NH
1 review
5 of 5 stars Reviewed February 16, 2013

We have stayed at the Pilot House for several years, and will be returning this spring. Great location, very clean. Virginia and Daniel are the best hosts. We prefer the rooms in the mansion, but friends have stayed in the cabana rooms and loved them too. You can park your car and walk to everything. Can't wait to return. Highly... More 

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Jersey City, New Jersey
Contributor
14 reviews 14 reviews
4 hotel reviews
8 helpful votes 8 helpful votes
5 of 5 stars Reviewed February 16, 2013

My wife and I visited the Pilot House in Key West this past week (2/8-2/15) for the third time. It has become our February vacation "go to" spot. We love the relaxed vibe, the friendly atmosphere of both management, staff and guests, its proximity to Duval Street, and its tranquility. It has a perfectly maintained pool and spa, and we... More 

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

We are lucky to have such a loyal clientelle and appreciate your choice to stay with us again this past week. Key West is a diverse and welcoming place to visit and the Pilot House is a reflection of that. The key to our success is our guests. We want our guests to enjoy there time with us but not... More 

Richland, Washington
Top Contributor
95 reviews 95 reviews
14 hotel reviews
46 helpful votes 46 helpful votes
4 of 5 stars Reviewed February 14, 2013

This is my second visit to the Pilot House and will return. Upon arrival we met Virginia, check in was easy and fast. We were in room #2 this visit and enjoyed it very much.This area is very private and quite, just what I was looking for. The room is clean and good size for two people. The location ofthe... More 

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

If you plan on getting out and about being in the middle of everything here at the Pilot House is a definite plus. An ideal location only 1/2 block off Duval in the neighborhood of margaritaville. 3 blocks from Sloppy Joes/ hogs breath, hardrock 2 blocks. More ways to have a good time than you can count. Not to mention... More 

Des Moines, Iowa
Reviewer
4 reviews 4 reviews
4 hotel reviews
12 helpful votes 12 helpful votes
5 of 5 stars Reviewed February 8, 2013

Just returned from a wonderful vacation in Key West. The Pilot House was a delight! We stayed in a cabana room and found it to be clean and spacious. The pool and hot tub were wonderful. The hosts Virginia and Daniel were welcoming and wonderful. This is not the place to bring kids because it is clothing optional. We were... More 

Was this review helpful? Yes 2
lynnkephart, Manager at Pilot House Guest House, responded to this review

Good to hear you arrived home safe and sound, looks like you'll be spared most of that nasty storm up north targeting New England Got a great crowd this weekend.The temp is 75 degrees... sunny skies... see you again soon I hope. virginia Manager Pilot House More 

Saint Francis, Minnesota
1 review
5 of 5 stars Reviewed February 3, 2013

we had went to key west for part of our trip from fort myers. We went down to key west by taking the key west express from fort myers. We decided to spend the one night there and had came across the pilot house. Staff was really friendly and was a nice place to stay. If you are a couple... More 

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lynnkephart, Manager at Pilot House Guest House, responded to this review

What a great way to discover Key West. The Key West Express is a relaxing way to get to the island for those on Florida's west coast who don't want to do the drive. We have several regulars who use the express to visit . You land intime for lunch and if your room isn't avaialble early we'll look after... More 

New Oxford, Pennsylvania
Senior Reviewer
9 reviews 9 reviews
4 hotel reviews
4 helpful votes 4 helpful votes
5 of 5 stars Reviewed January 29, 2013

This place is just one street back from Duvall, so you get the best of both worlds....walking distance to the fun and a nice quiet place to sleep. Went for a girls trip in September and had a blast. Drove down from Fort Lauderdale, left the car at the airport and rented scooters for the week. Would definitely stay here... More 

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

We appreciate the glowing review and are thrilled you enjoyed your stay. A week is a perfect length of time to completely relax and enjoy Key West. Of course being able to walk everywhere is a plus but glad to see ( from your photos) you were also able to just unwind and relax. The pool is where everyone hangs... More 

Hometown, Pennsylvania, United States
Contributor
11 reviews 11 reviews
4 hotel reviews
18 helpful votes 18 helpful votes
5 of 5 stars Reviewed January 23, 2013

I couldn't have asked for a more beautiful, clean and comfortable "cabana". Very spacious and right by pool side. The location is one street off of Duval and has easy access to "EVERYTHING" you could want. Restaurants, shopping even the "end of the US" is in walking distance. The property is well maintained - pool and hot tub are spic... More 

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

Thank you for your review . Your right about the cabana rooms , they are like studio apartments, infact I've lived in smaller apartments! And of course being able to walk to everything from the Guest house is a HUGE advantage with so much great stuff to do. It was cooler this weekend 68 to 75 degrees BRRRRR...and I must... More 

Peru, Illinois
1 review
5 of 5 stars Reviewed January 21, 2013

Very friendly and helpful staff. The rooms were spacious, clean and different from sterile hotels. Too cold for pool but spa fun. Fantastic location right off of Duval street. Benn there 3 times and coming back for fantasy fest.

Was this review helpful? Yes
Clifton Park, New York
Senior Contributor
25 reviews 25 reviews
10 hotel reviews
14 helpful votes 14 helpful votes
1 of 5 stars Reviewed January 20, 2013

We stayed here for 5 nights during the New Year's Holiday. The check in staff was very pleasant. Guest's can tell that the owner is not investing in the property. The ladder in the pool was roped off with yellow construction tape when it would have been an inexpensive repair to fix one of the steps. The garden area around... More 

Was this review helpful? Yes 3
lynnkephart, Manager at Pilot House Guest House, responded to this review

The Pilot House Staff apreciate the issues brought to light in this review and have addressed them as follows The housekeeping department is purchasing fresh linens. We apolgize for the pool ladder step that was broken, we ordered replacements for all the steps and installed them imediately. Also repaving the pool area had been completed just prior to the new... More 

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