Cypress House

Here you will find, in the words of our guests, trusted & authentic reviews for Cypress House. These are reviews from guests who have stayed with us, telling their experiences about their guestroom, our hotel and service from the Historic Key West Inns team.
Cypress House
601 Caroline Street Key West, Florida 33040 USA  |  Telephone: 305.294.6969
4.78 - based on 204 reviews

My husband and I stayed at the Cypress House for the first time over the latter part of July and it was wonderful! We were with a large group for a bday party and the accommodations were incredible. The rooms are so clean and large and very comfortable. The entire staff was amazing, especially Dennis! We will definitely come back and stay again.

By: on August 5, 2014
Hotel Reviewed: Cypress House

5 / 5


I was extremely impressed with our 2 night stay at the Cypress House. The staff was friendly and seemed to want to go out of their way to please their guests. This was my first stay at a b & b and I can’t imagine staying at a big resort while in the keys after my experience at the Cypress House.

The location was the selling point since we didn’t want to drive around. It was close enough to the Duval and shopping areas for convenience, yet far enough for peace.

The breakfast and happy hour surpassed my expectations. The complementary flavored water and coffee throughout the day and evening was a nice little bonus too.

When I return to Key West, I will stay no where else!!

By: on August 5, 2014
Hotel Reviewed: Cypress House

5 / 5


From the moment we entered the Cypress House we were greeted warmly by Chris and Kelly. We had a small issue because we were told on the phone that we would be receiving the “Third Night’s a Charm” discount, but hadn’t gotten confirmation yet. After explaining the situation to Chris, he promptly adjusted our rate. He also upgraded our room and gave us the “Library” room we fell in love with on the website. The room was gorgeous, historic, clean, and cold (perfect escape from the heat and humidity) — all the things we wanted and more! Every moment we were at the Cypress House was pure relaxation. Both the breakfast buffet and Liming Hour were wonderful additions that made our trip even better. Our one and only situation was that on our second night, my boyfriend’s birthday, the ceiling began leaking – a little at first, then pretty badly. We called Alexander at the front desk who moved us to a new room. We were quite upset with the second room because it definitely wasn’t nearly as nice as our current one and it was very far. It would be extremely taxing to move all of our stuff down the block in the middle of the night for one night. Alexander made some adjustments and was able to move us to a closer room, explaining the situation and the “adult water party” that occurred above us that was being dealt with accordingly. We understood -What could you do in that situation? The next morning, when we moved to back to our original room, we already had a new receipt displaying a reduced rate for our inconvenience. Overall, despite minor setbacks, we had a wonderful stay at the Cypress House. It had everything we were looking for in a getaway weekend – relaxation, history, hospitality, and a little unexpected “Adult Only” Key West craziness. We would definitely return and recommend this place to others!

By: on August 5, 2014
Hotel Reviewed: Cypress House

4 / 5


Cypress House was a wonderful place to spend my first trip to Key West with my wife and friends. It offered all you can ask for in a home away from home. The entire staff was excellent and very accommodating, especially Dennis. From checking in to checking out it was a smooth process. Our rooms were kept nice and clean as well. The location was great! It was walking distance to everything.

I would recommend Cypress House to anyone. Make sure you get to Blue Heaven. The food was awesome!

By: on August 5, 2014
Hotel Reviewed: Cypress House

4 / 5


The Cypress House is perfect for anyone that wants to be close to many of Key West’s best attractions while staying at a quiet, private location.  The rooms were modern & comfortable, the staff was amazing, and the location could not be beat. The breakfast was awesome and the free happy hour was the perfect way to end the day and start the evening.  This was my first stay at the Cypress House and will not be my last.  Stay here now!

By: on August 5, 2014
Hotel Reviewed: Cypress House

5 / 5


From check-in to check-out, everything was perfect. Location of the hotel is outstanding and couldn’t be closer to Duval while still the privacy and seclusion of a quiet weekend getaway. The staff is personable and friendly with good suggestions on anything you may want to do.  Our room was clean and had the perfect Key West decor and we couldn’t have enjoyed ourselves any more!

By: on August 4, 2014
Hotel Reviewed: Cypress House

5 / 5


Recently took a short trip to Key West from Islamorada for a few days of relaxation from work and we picked the right place! Beautiful hotel with a great location, friendly staff, clean rooms and grounds, and fun pool!  Walking distance to so many fun places and just a short bike ride to the Southernmost Point. Can’t wait to return and visit my favorite restaurant Santiago Bodegas in September!  The only thing that would make this place perfect would be some type of shuttle to the parking ramp. Thanks for the great hospitality!

By: on August 4, 2014
Hotel Reviewed: Cypress House

5 / 5


We had a wonderful stay at the Cypress House. The buildings and grounds were exactly what we were hoping for, a perfect balance between historic character and modern amenities.  The staff were all extremely helpful and very nice.  The pool area was great for cooling off at the end of the day.  And the location was exactly what we were looking for – close to everything but far enough from Duval to be quiet and peaceful.

Thanks for a wonderful stay!

By: on August 4, 2014
Hotel Reviewed: Cypress House

5 / 5


My husband and I have stayed here multiple times over the past several years. We have tried the mainstream hotels as well as more expensive hotels right on Duval Street. This one has been the best experience so far. Great service, beautifully updated rooms, and right in the heart of all the action.

By: on August 4, 2014
Hotel Reviewed: Cypress House

5 / 5


We stayed at Cypress House to celebrate my husband’s 50th bday.  It was fantastic.  The staff is incredible – Dennis especially :-).  The rooms were very comfortable and stayed cool, even though it was incredibly hot.

The breakfasts were yummy and we thoroughly enjoyed them.  We enjoyed the pool, although the water was VERY, VERY warm and not refreshing. But we had fun no less.  Dennis even brought us pop ice.  Very refreshing!!

We’ll be back for sure!!!

By: on August 4, 2014
Hotel Reviewed: Cypress House

5 / 5