Cypress House Hotel

601 Caroline Street Key West, Florida 33040 USA  |  Telephone: 305-294-6969
4.85 - based on 980 reviews

A friend was visiting us from Ohio and we were staying for 1 night in Key West.  I wanted to make sure she thoroughly enjoyed her visit.  She mentioned another property she had stayed at a few years back but when I checked the rates it was very pricey.  I searched and read dozens of reviews before settling on the Cypress House Hotel.  What an excellent choice!!

Jacob who checked us in was great.  He was more than pleasant and gave us a fantastic recommendation for lunch.  Our rooms were exceptionally clean and comfortable.  I particularly love having a bathroom where there is plenty of room for my toiletries, make-up, etc.  The afternoon happy hour (which includes an appetizer) and morning continental breakfast were great.  The Cypress House Hotel would be our first call when staying on Key West again!

By: on January 31, 2017
Hotel Reviewed: Cypress House Hotel

5 / 5


I would highly recommend a stay at the Cypress House Hotel.  The staff was very helpful with any questions we had and very knowledgeable of the local area.  They even made reservations for us.  The location was within walking distance to everywhere we wanted to go.

The breakfast was all I needed.  One hot item and hard boiled eggs, cereal, locally made pastries and bagels.  The banana bread was delicious.

I also enjoyed the liming hour.  We were able to try some new food and drinks.

The only comment I would have is if you are not able to walk stairs please request a lower level room.  We were on the 3 floor which was a 40 stair walk.  We did not have an issue with it, we looked at it as exercise and worried a little less about the amount of food we ate.

By: on January 30, 2017
Hotel Reviewed: Cypress House Hotel

5 / 5


The Cypress House Hotel is one block off of Duval which allows for walking to most of the local restaurants and attractions!! The accommodations were a good value for the price, a clean place to sleep without some amenities and adult only. Simple, clean rooms, friendly and helpful staff, decent continental breakfast and a daily liming “happy hour” with complimentary drink and appetizer. The pool has limited space around it to lounge which is not an issue if you’re out and about all day.

By: on January 30, 2017
Hotel Reviewed: Cypress House Hotel

3 / 5


The Cypress House Hotel was perfect.  We have traveled all over the world and would rate our stay here in the top 10.  The staff was friendly the location great and our room was comfortable.  We will make it top on our list for next year.

By: on January 30, 2017
Hotel Reviewed: Cypress House Hotel

5 / 5


We have been visiting Key West since 1996 and have stayed at Cypress House Hotel for over 20 years. The rooms are always clean and inviting and we enjoy our time in a relaxing atmosphere. The staff is always pleasant and helpful. The location at Caroline and Simonton is perfect for us. Many of our favorite spots are nearby – Pepe’s, Turtle Kraals, etc. We’ll be back next year for another few days in paradise….

By: on January 30, 2017
Hotel Reviewed: Cypress House Hotel

5 / 5


To single out any member would only serve to demean a wonderful team. From the desk help to the housekeeping team (even the pool maintenance person), we could not have asked for a more professional, more welcoming, or more helpful engagement with each and every employee. Our room was nice and was all we needed. The “Happy Hour” is a nice touch! We will come back to Key West … and we will come back to the Cypress House Hotel. THANK YOU!

By: on January 23, 2017
Hotel Reviewed: Cypress House Hotel

5 / 5


I was looking for an intimate, cozy place with a historic setting to spend one night and Cypress House Hotel matched all of the description! Melissa checked us in and showed us to our room. It was very clean, with a modern decor and the bathroom was handicap accessible. During the afternoon we toured around town and went back to the hotel for “liming” (the hotel’s happy hour). They served delicious margaritas accompanied by a couple of snacks around the heated pool area. The next morning, they served a continental breakfast. Although continental, they served a variety of breads, bagels, eggs and breakfast burrito! So, I would say the even though we didn’t stay long, we definitely had a great stay!

Thank you,

Louise Papadelis

 

By: on January 23, 2017
Hotel Reviewed: Cypress House Hotel

4 / 5


Great staff and location to Duval street.  You can walk to everything!! Cypress House Hotel is a perfect stay for the Key West vibe and room was very clean.  Only issues keeping them from 5 pineapples was street parking and loud streets at times.  I would definitely book again.

By: on January 23, 2017
Hotel Reviewed: Cypress House Hotel

4 / 5


From the start, we had a good feeling about our decision to stay at Cypress House Hotel after speaking at length with Kaya as to why it would be perfect for us.  She told us about Pepe’s, which was a great choice for our Thanksgiving dinner. Billy the Cat and Peg bonded immediately!

We arrived via Key West Express and walked up Caroline Street into the office and were met by Dennis and other outstanding staff.  We had not been in Key West in many years and were pleased to see that many of our old favorites were still going strong.

Breakfast by the pool was a beautiful way to start the day. Happy  hour was such a bonus!  This was our first experience at a B & B, the property was perfect for us.  Bill particularly enjoyed sitting on the front porch watching the town come alive.  

Our entire trip would not have happened as it did if it were not for Kaya; her input was invaluable.  After speaking to her, we did not need to make another call. 

Thanks for a memorable trip.  We will recommend Cypress House to others in the Saint Petersburg area.

Peg and Bill Roberts

By: on January 23, 2017
Hotel Reviewed: Cypress House Hotel

4 / 5


My husband and I stayed at the Cypress House Hotel for our honeymoon in January 2017 and loved it! Right away at check-in, Scott was pleasant and helpful. He was able to provide great recommendations for restaurants in the area. All the other staff we met during our stay was very polite as well.

The rooms in the historic guest houses offered a very charming, romantic stay. The semi-private porch was a perfect place to sit and watch the world go by. The drinks and snacks at liming hour offered a taste of the local cuisine and became a part of our daily routine. The pool area was clean and felt very separated from the hustle and bustle of Duval Street (which is conveniently only a couple blocks away). All said, my husband and I would highly recommend the Cypress House Hotel!

By: on January 23, 2017
Hotel Reviewed: Cypress House Hotel

5 / 5