Cypress House Hotel

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

My wife and I stayed here for our 25th anniversary. The staff welcomed us with champagne and an upgraded room. The place is beautiful and the location is great, close to the attractions but quiet. We enjoyed the breakfast and the appetizers and drinks at liming hour every day were a nice, relaxing break. Jacob was extremely helpful at check in and answered all of our questions. We will definitely return and recommend this beautiful place to friends and family.

By: on August 2, 2017
Hotel Reviewed: Cypress House Hotel

5 / 5


We will continue to stay here on this wonderful island. All staff were exceptional and courteous. Craig was there all 6 days and always wonderful and ready to help. Jacob was more than willing to help us non savvy computer people check in for our flight home. Breakfast and “Liming Hour” were fantastic. This is the place!

By: on August 1, 2017
Hotel Reviewed: Cypress House Hotel

5 / 5


The Cypress House Hotel was wonderful. We stayed two nights. The “Liming Hours” were great and the pool was nice. Breakfast every morning was very yummy. The only recommendation I would have is to make sure that fresh towels are either brought to the door every morning, or the house staff comes more frequently. We ran out of towels both days. But overall I would definitely come back for a second visit!

By: on August 1, 2017
Hotel Reviewed: Cypress House Hotel

4 / 5


Another great stay during Hemingway Days, stayed in MY ROOM(# 11), they are gracious enough to let me have the same room each year.  The staff is always accommodating and keep the property in beautiful shape.  It is like coming home each year we return.  That you so much for your support for the Hemingway Look-a Like Society.

By: on August 1, 2017
Hotel Reviewed: Cypress House Hotel

5 / 5


Just wanted to mention that Jacob is an outstanding employee. Always pleasant & willing to help you in any way. He enjoys what he does. Great job Jacob!!!

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

5 / 5


Can’t get a better location; a short walk from the center of the action on Duval St, but far enough away to be QUIET!  The pool is lovely, the staff friendly. Breakfast is limited but adequate and there is an afternoon liming that is a lovely touch and a great way to meet four fellow travelers.

By: on July 27, 2017
Hotel Reviewed: Cypress House Hotel

4 / 5


This was my first stay at Cypress House Hotel. I was in room 24. Very roomy, quiet, very comfortable bed, and was kept immaculate. I am already booked for next year’s Hemingway Look-ALike contest.

By: on July 26, 2017
Hotel Reviewed: Cypress House Hotel

5 / 5


We had an amazing stay at the Cypress House Hotel from check in to check out. ALL the staff we friendly, professional, and helpful. Our room was very clean and spacious. The breakfast everyone morning was different and delicious. We had a small problem with our toilet and the maintenance crew promptly and diligently fixed it and they were very polite and friendly. It was a great experience. We will be staying at the Cypress House Hotel again in the future. Thank you to everyone for making our stay a wonderful memory we will cherish.

By: on July 21, 2017
Hotel Reviewed: Cypress House Hotel

5 / 5


We recently booked and stayed in the Cypress House Hotel, we got married in Key West in March and wanted to come back for a visit over the summer. We decided on the Cypress House Hotel as we had stayed a few doors down in a house rental with family for the wedding. We knew the location couldn’t be beat and remembered walking by the Cypress House Hotel numerous times and how inviting it looked. So for our return visit we booked it! We took the ferry in from Fort Myers which made it very convenient to walk to and from. We were able to get to the seaport, Duval, boardwalk, restaurants and local attractions in just a few blocks any direction. We were there in July so coming back and taking a dip in the pool with no kids splashing around made it perfect for relaxation. We also were able to chat with some of the other guests and talk about our day spent on the island. The rooms were very well kept and the housekeeping did a great job making sure we had what we needed each day. The outside deck was in the process of being replaced, my only suggestion would be to keep it going as it was weathered in older spots and the newer part looked amazing if it were be carried throughout the rest. The staff was nice and friendly and on top of any question or request made whether the front office, housekeeping or ground crew. A great choice for a great price!

By: on July 18, 2017
Hotel Reviewed: Cypress House Hotel

5 / 5


We decided to travel to Key West for a 7 night stay during 4th of July week. We always like to try new experiences so we split our stay up into a 3 night at one place and a 4 night at the Cypress House Hotel. We could have easily spent all 7 nights at the Cypress House Hotel, that is how great the experience was. It’s tough to write about all the great attributes so let me name a few important ones… First, the staff was tremendous. Very accommodating and polite. I overheard one even tell another guest that it is called the hospitality industry for a reason and he was there to assist in any way. Always pleasant to hear when on vacation. Second, the Cypress House Hotel location is as close to perfect as you can get. A block from Duval St and close to those places not exactly on Duval that we like to frequent. Couldn’t ask for a better location. Third, the room was very clean and the grounds as well. We enjoyed the pool almost everyday and it was quite relaxing, not to mention enjoyable. The “Liming Hour” is always nice…tasty drinks and snacks, which are plenty enough to hold you over until dinner. Fourth, being an adults only accommodation is pretty nice. We enjoyed the company of several of the guests, all were very nice to speak with. It’s fairly quiet in the rooms and around the pool since everyone is usually respectful of each other. A great atmosphere to meet others though. We couldn’t have had a better time and know we will definitely be staying there several more times!

By: on July 17, 2017
Hotel Reviewed: Cypress House Hotel

5 / 5