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Cypress House Key West

#13 of 45 Hotels in Key West
Certificate of Excellence
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601 Caroline Street, Key West, FL 33040
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Key West 3 Nights $50 OFF
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Cypress House Key West
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293 Reviews from our TripAdvisor Community

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Traveler rating
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    2
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Rating summary
  • Location
    5 of 5 stars
  • Sleep Quality
    4 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
Traveler tips help you choose the right room.   Room tips (83)
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    (91)
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Grand Cayman
1 review
5 of 5 stars Reviewed 2 days ago NEW

My Husband and I have been staying going to Key West for the last 11 years. We stayed at different locations until we found Cypress House in 2012 and we haven't stayed anywhere else since! We are already booked again for this year. The staff are so friendly and helpful. The accomdations are always comfortable and clean and plenty of... More 

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Tenn
Level Contributor
22 reviews
7 hotel reviews
common_n_hotel_reviews_1bd8 30 helpful votes
5 of 5 stars Reviewed 2 days ago NEW

Our favorite place in Key West. Location, location, location. Close to Duval St., Mallory Square, and the seaport. Great B&B with a friendly and accommodating staff. Stay every year for Hemingway Days and the Hemingway Look-A Like Contest.

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West Palm Beach, Florida
3 of 5 stars Reviewed 1 week ago

Cypress House is not worth the money that we paid for three nights. The online pictures were very deceiving. We were very disappointed in our room for the price we paid. Our room was clean, but very very tiny. The pool was extremely small and there were no lounge chairs to relax next to the pool. There were a very... More 

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HistoricKeyWestInns, Director of Sales at Cypress House Key West, responded to this review

We are sorry that the Cypress House Hotel is not what you and your husband were looking for in your vacation accommodations. (It's worth mentioning for other readers that the only other negative review posted in recent months on July 7th was written by this reviewer's spouse regarding the same room, same stay, same dates.) We want all of our... More 

Tampa, Florida
Level Contributor
19 reviews
14 hotel reviews
common_n_hotel_reviews_1bd8 13 helpful votes
5 of 5 stars Reviewed 2 weeks ago

Just two blocks from Duval street, or three from Mallory Square this is the best location for staying in Key west. We stayed in the original Cypress House in a front room with a porch. The good news is we were far enough away from Duval that the late night bands and crowds did not bother us. The bad is... More 

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Miramar, Florida
Level Contributor
4 reviews
common_n_hotel_reviews_1bd8 5 helpful votes
5 of 5 stars Reviewed 2 weeks ago

This boutique hotel is right were you want to stay, is just a few blocks away from Duval (main street in KEYW) meaning you have everything you need around the corner like restaurants, bars, etc. Our room was room #1, on the floor level, right on the corner, most people could complain about the noise but honestly we did not... More 

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Level Contributor
15 reviews
4 hotel reviews
common_n_hotel_reviews_1bd8 4 helpful votes
2 of 5 stars Reviewed 3 weeks ago

First the good. Maybe one of the 10 best locations in Key West. Only 2 blocks off Duval street. Excellent location. Second. The staff was very accommodating, polite and helpful. Now the bad. Old buildings, outdated rooms, very small pool with no lounge chairs and very little sun. Zero amenities of any kind. Rooms were clean but as basic as... More 

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HistoricKeyWestInns, Director of Sales at Cypress House Key West, responded to this review

The Cypress House Hotel is indeed a Historic Key West Inn, with the main building dating back to the late 1800's. It is, in fact, one of the oldest surviving wooden structures on the island, and that historical charm is one of the main reasons guests choose to stay with us (along with our fantastic location and wonderful, helpful staff.)... More 

Orlando, Florida
Level Contributor
9 reviews
common_n_hotel_reviews_1bd8 7 helpful votes
5 of 5 stars Reviewed 3 weeks ago

We have stayed at this B&B more than once and will continue to frequent it. Great evening cocktails and apps, close proximity to best that KW has to offer. Has many types of rooms so inquire when booking.

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Level Contributor
3 reviews
5 of 5 stars Reviewed 4 weeks ago via mobile

This place was awesome!! We stayed in room #1 and we would certainly stay here again. Melissa was amazing and accommodating... Even set up reservations for us! She went above and beyond... this place should not lose her as an employee... She will be the reason we return,.. Kudos to you Melissa you rocked!

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Newville, Alabama
Level Contributor
25 reviews
9 hotel reviews
common_n_hotel_reviews_1bd8 6 helpful votes
4 of 5 stars Reviewed 4 weeks ago

B&B seems like the thing to do in key west. Since we were on an anniversary trip we decided on an adults only location. It was a nice place, rooms were clean and well furnished. Location was a block to Duval and two blocks to the marina. No parking on site but if you are staying in key west only... More 

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Level Contributor
22 reviews
4 hotel reviews
common_n_hotel_reviews_1bd8 12 helpful votes
5 of 5 stars Reviewed June 17, 2015

Lovely place to stay, very Key West feel and close to town (but out of the noise). Pool's great, 'limings' (read: free drinks and nibbles) is fun and staff are the best. If you're stuck for choosing what to do in town the front desk always have brilliant hints for food and entertainment too.

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Hotel Review Summarization

What travelers say

  • Happy Hour(11)
  • Duval street(10)
  • Nice touch(3)
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