Cypress House Hotel

601 Caroline Street Key West, Florida 33040 USA  |  Telephone: 800-549-4430
4.84 - based on 503 reviews

We only stayed in Key West a few days, but one of the highlights for us was the fabulous Cypress House hotel. The staff were friendly and helpful. The room was pretty and inviting. We appreciated the refrigerator. We could walk everywhere we wanted to go. We will definitely go back to Key West and stay here again. We also enjoyed the liming at the pool every late afternoon!

By: on August 8, 2015
Hotel Reviewed: Cypress House Hotel

5 / 5


Checked in for a 1 night stay and wish it had been longer.  The staff was wonderful, the room small but immaculate and the location can’t be beat – walking distance to everything.  Great bonus was the liming hour and nice breakfast by the pool.  Will absolutely choose this place the next time we come to Key West!

By: on August 6, 2015
Hotel Reviewed: Cypress House Hotel

5 / 5


Our stay at Cypress House was totally enjoyable. Check-in was easy with Melissa and another helpful woman. As we were unloading our luggage, we heard at least 3 conch train guides explain that the Cypress House is made out of Dade County pine. Room 2 had a charm from the original late 1800 era as well as upgrades to the bathroom. One thing that might be helpful would be grab bars in the tub. We walked everywhere including Blue Heaven, Hemingway House, and, of course, the Key West Bight. Jacob and another man gave us new batteries for the TV remote and made check- out easy. The breakfast coffee and food were good and the staff pleasant and helpful. We seriously considered staying another day!

By: on August 5, 2015
Hotel Reviewed: Cypress House Hotel

5 / 5


We had an amazing stay at Cypress House in the heart of Key West. They had a wonderful happy hour and breakfast next to their pool. Our room was very comfortable and very large.

By: on August 4, 2015
Hotel Reviewed: Cypress House Hotel

5 / 5


This was a perfect location to restaurants, a short walk to Mallory Square and Sunset Pier and was even walkable to Southernmost Point. We easily found free parking a block away. The staff was very friendly, breakfast and liming hour food was very tasty and rooms were very clean. We stayed near the back and were not bothered at all by street noise.

By: on August 3, 2015
Hotel Reviewed: Cypress House Hotel

4 / 5


Our visit to Key West was for our 35th anniversary.  My husband also entered the 35th Hemingway Look Alike Contest.  I made the reservation with Scott and he check us in, we were the last of the days travelers to arrive, but there was still a beverage waiting for us.  We had champagne waiting for us in our room.  The room was very comfortable and clean.  The bed and linens were extremely comfortable.  Breakfast and afternoon beverage and appetizers were served by the pool, nice variety and LOVED the variety of cocktails.  I tried to make a list of all the staff’s, but I did was unable to keep a complete list.  Shout out to Scott, Jacob (it was his first week), and Marie.  All the staff were wonderful, friendly, and always went out of their way to meet and exceed our needs.  The housekeeping staff were wonderful, the rooms were always neat and clean.  Wonderful stay.  Cypress House was built in 1880’s and is an great example of a historic hotel.

By: on August 3, 2015
Hotel Reviewed: Cypress House Hotel

5 / 5


We had a wonderful stay at Cypress House. The room was spacious. We enjoyed the happy hour and breakfast. The staff is great very friendly and helpful. Especially the young lady on duty Saturday night. I wish I could remember her name.

By: on August 3, 2015
Hotel Reviewed: Cypress House Hotel

5 / 5


Another great stay during Hemingway Days, your hotel continues to provide a wonderful place to stay and relax, consistent accommodating service by management, and very responsive housekeeping staff. Everyone goes out of their way to be helpful. The hotel is very convenient to all the activities that we have and we thank you for your support of the Hemingway Look-A-Like Society. I highly recommend your hotel to all our friends. Thank you and see you next year.

By: on August 3, 2015
Hotel Reviewed: Cypress House Hotel

5 / 5


We just spent our honeymoon in Key West and couldn’t have chosen a better hotel to do so. The property is perfectly located to all of the restaurants, museums, shopping, and nightlife. There were only a couple of places we wanted to visit that were out of walking distance, but there are bike racks in the courtyard and a bike rental shop a block away. The staff was amazing, the room was very spacious and comfortable, and overall Cypress House made our honeymoon very special!

By: on August 3, 2015
Hotel Reviewed: Cypress House Hotel

5 / 5


I had such a great experience staying at Cypress House.  I’ve stayed in many hotels in Key West but have never stayed at a bed and breakfast.  I thought the staff was very nice and helpful.  The rooms were very clean and kept beautifully. I’ve even asked that a note be put in my file because I loved the room that I stayed in.  The hotel is in a perfect location close to the marina and most importantly Duval street. I felt very safe in the area.  Housekeeping did a great job in making the room clean.  The happy hour was a nice perk and I was really impressed with how delicious the conch fritters and pulled pork sliders were.  I would definitely stay at Cypress House again!  Thank you for a great lodging accommodations!

By: on August 3, 2015
Hotel Reviewed: Cypress House Hotel

5 / 5