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All 93 Key West B&Bs / inns

Pilot House Guest House

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2.0 of 5 Bed and Breakfast   |   414 Simonton Street, Key West, FL 33040
Hotel amenities
Pilot House Guest House
Ranked #20 of 93 Key West B&B and Inns
Certificate of Excellence 2014
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312 reviews from our community

Traveler rating
    237
    48
    9
    7
    11
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4
238
10
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
    4.5 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
Nashville, Tennessee
Reviewer
4 reviews 4 reviews
3 helpful votes 3 helpful votes
5 of 5 stars Reviewed November 28, 2012

My boyfriend and I spent our birthdays at The Pilot House. The rooms were gorgeous, especially the attic suite with it's outdoor jaccuzzi! The location is convenient to food, shopping, and nightlife on Duval Street. Very private and clothing optional pool area was lovely. The staff were so helpful to all our questions. Overall this is a wonderful adult guest... More 

Was this review helpful? Yes 3
Indianapolis, Indiana
Top Contributor
66 reviews 66 reviews
14 hotel reviews
41 helpful votes 41 helpful votes
4 of 5 stars Reviewed November 24, 2012

In early November my wife and I made the trip to Key West and stayed at the Pilot House Guesthouse. We had great weather and really enjoyed the clothing optional pool and the hot tub. The only negative thing I can say is that there wasnt a whole lot of sunny areas to sunbathe in. If it were in the... More 

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Norton Shores
2 reviews
9 helpful votes 9 helpful votes
5 of 5 stars Reviewed November 11, 2012

We love this place. It has great managers. Daniel and Virginia really take great care of the guests. It is a great location just off Duval. We really enjoyed the pool and hot tub. The rooms are great several with private decks permitting very casual attire. It is close to all you could want so a car is not needed.... More 

Was this review helpful? Yes 2
1 review
5 of 5 stars Reviewed November 8, 2012

We love this place. It is a great location. Close to everything. The rooms are nice and the facility is great. Only place we stay. The staff is friendly and love the pool and hot tub. Also like the laid back clothing optional areas.

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Chicago, Illinois
2 reviews
4 helpful votes 4 helpful votes
5 of 5 stars Reviewed November 4, 2012

We have stayed about ten times, never leave with anything but smiles.Great location, one short block off Duval, right in the heart of the action. One block to Fat Tuesdays, the Bull, and all the most poular bars. No car or cab ever needed. Bikes available for rental on the property for those that like to pedal too. Staff is... More 

Was this review helpful? Yes 3
Boynton Beach, Florida
Senior Reviewer
6 reviews 6 reviews
5 hotel reviews
3 helpful votes 3 helpful votes
5 of 5 stars Reviewed November 3, 2012

We have stayed here several times over the years - sometimes in the mansion, sometimes in the cabanas - both have their advantages and slight disadvantages. Very quiet property/rooms compared to many KW B&Bs. Fantastic location and the best value for it. Proprietors, Virginia and Daniel are always friendly and helpful. Always look forward to a return visit!

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Chicago
Contributor
18 reviews 18 reviews
4 hotel reviews
8 helpful votes 8 helpful votes
5 of 5 stars Reviewed November 2, 2012

We feel like a member of the family at the Pilot House in Key West. We've been there ten times; we stayed in two other places in Key West prior to that. The other two didn't compare. Not only are the rooms and facilities spotless and carefully maintained, but the people on the staff of the Pilot House are just... More 

Was this review helpful? Yes 2
Miami, Florida
2 reviews
2 helpful votes 2 helpful votes
5 of 5 stars Reviewed October 25, 2012

Had one night again. My second time there and great again. Clean. Quiet. Virginia very helpful. Everyone there was super nice and friendly. clothing optional pool is very comfortable and relaxing. Be back soon. Thanks.

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

One night is too short a stay, we hope you'll come back and stay longer, glad you had a good time More 

Coral Springs, Florida
2 reviews
1 helpful vote 1 helpful vote
5 of 5 stars Reviewed October 19, 2012

We stayed at the Pilot House last month for the third time in the last year. We love the location because it is close to all the Duval Street attractions. Also, Faustos grocery store is only a block away. There also is a liquor store nearby. When we come down we park the car and don't use it until we... More 

Was this review helpful? Yes 1
Arroyo Grande, California
Top Contributor
81 reviews 81 reviews
5 hotel reviews
168 helpful votes 168 helpful votes
5 of 5 stars Reviewed October 18, 2012

My wife and I selected the Pilot House Guest House for our first visit to Key West based partly on a recommendation from a friend of a friend; we've already passed along to him our thanks for this excellent referral. Pilot House has a number of different accommodation options for guests within their well-maintained property. There are nice cabana units... More 

Was this review helpful? Yes 1
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Hotel Summarization (Beta)

What travelers say

  • Hot tub(6)
  • Very nice(4)
  • Clothing optional pool(4)

Additional Information about Pilot House Guest House

Address: 414 Simonton Street, Key West, FL 33040
Location: United States > Florida > Florida Keys > Key West
Price Range (Based on Average Rates): $$
Hotel Class:2 star — Pilot House Guest House 2*
Number of rooms: 14
Also Known As:
Pilot House Guest House Hotel Key West

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