Cypress House Hotel

601 Caroline Street Key West, Florida 33040 USA  |  Telephone: 800-549-4430
4.82 - based on 358 reviews

I stayed at the Cypress House and had a great experience. The staff was pleasant and very friendly especially Scott and Dennis. Would stay again.

By: on February 10, 2015
Hotel Reviewed: Cypress House Hotel

5 / 5


We travel to Key West every January for a quick relaxing escape from the NYC winters.

This was our first stay at the Cypress House and we are sure to be back! The staff was really kind to us…I travelled there a day ahead of my boyfriend who arrived from work in Miami and I got to the hotel a few hours early, but the staff was glad to hold by bags for me while I went out to grab a bite. They called me as soon as my room was ready and even had my luggage waiting in my room for me when I got back.

The room was really nice and very clean and a comfortable size with a nice mix of the old and the new.

Morning breakfast was a great way to start the day in a very nice outdoor setting with a good variety of eating options.

The location was central to all we wanted… Basically the triangle made by Pepe’s, Mallory Square and the Hemingway House.

On the day we had to leave we were on a later flight so we had some time to kill.  The staff again allowed us to keep our bags in the lobby while we enjoyed our last few hours in paradise.  After our last stroll down Duval St. we spent our last hour or so lounging by the pool enjoying a little sun and couldn’t imagine the “snowpocalypse” we were returning to.

Would recommend to anyone for a true Key West experience.

See you next year!

By: on February 10, 2015
Hotel Reviewed: Cypress House Hotel

5 / 5


My husband and I stayed with you for 2 nights. What a wonderful experience! We are from NJ but call Florida our “happy place”. Key West has always been a day trip for us. But this year we left the kids with grandma and treated ourselves, and a treat is what we got. Clean, friendly and a great location. The little daily happy hours before sunset and breakfast were the perfect little extras. My husband works for a very successful hotel on the jersey shore and I work for an amusement park and have a house cleaning business, so we had some pretty high expectations coming into this trip and were not disappointed.

We will be coming back for sure and you bet our friends and family will be recommended to visit Cypress House on their next Key West vacation.

By: on February 9, 2015
Hotel Reviewed: Cypress House Hotel

5 / 5


The gentleman behind the desk when we arrived was one of the warmest, most personable hotel staff I’ve ever encountered.  He was very helpful and friendly.  We had arrived late, so he kept happy hour going a bit longer so we could settle into our room and still catch it.

Our room was clean and relaxing.  The only issue was that the tub did not work so well so we had to take showers (and I prefer to take long baths on relaxing vacations!).

I would recommend this hotel to other travelers who want a nice clean room at not too high of a cost.

By: on February 9, 2015
Hotel Reviewed: Cypress House Hotel

4 / 5


Cypress House has it all!  Superior location to Duval & Front Street.  Historic charm plus cozy, updated rooms.  Relaxing, private pool area.  Enjoy a continental breakfast and happy hour daily.

This was our first time visiting and we were thrilled.  The staff is friendly and helpful.  Fresh bathing linens are provided daily.  We will definitely be coming back on our next trip to Key West!  Thanks for a really great stay!

By: on February 9, 2015
Hotel Reviewed: Cypress House Hotel

4 / 5


Location was great. Staff were friendly, extremely professional and courteous.

By: on February 9, 2015
Hotel Reviewed: Cypress House Hotel

5 / 5


Not sure how many times we have actually stayed at the Cypress House, but I bet it’s about a dozen different times. Really like the upgrades that have been done like a new bathroom in each guest room. Dennis has been there a long time and it feels like we’re home again when we see him each time. Kind of miss the alcohol at happy hour but like the nightly cocktail and the appetizers are still good and the included breakfast by the pool gets our day off to a great start. We like the location because its close to the action but yet just far enough away from the noise. Hope to see you all again soon!

By: on February 9, 2015
Hotel Reviewed: Cypress House Hotel

5 / 5


Great service! The staff was friendly and accommodating. Rooms were clean and comfortable. I would definitely stay here again!

By: on February 9, 2015
Hotel Reviewed: Cypress House Hotel

5 / 5


We stayed at the Cypress House a couple of weeks ago. It was our anniversary and I wanted to stay at the same place when we first went to Key West. I wanted to stay in the same exact room when we first met but it was a little more then I could spend but was still satisfied with the Cypress House. When we arrived, to my surprise, they up graded us to the exact room, it was the Porch room, and had a champagne bottle waiting in the fridge for us.

I can’t say enough about the staff and our lovely room. The staff were very attentive and helpful. I loved the happy hour every day in the evening around the beautiful quaint pool. Breakfast was served every morning and had something different each day. I would highly recommend the Cypress House. It’s a little expensive but it’s well worth the extra money spent. I will never forget this place.

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

5 / 5


From check-in to check-out, our stay at Cypress House was memorable.  Loved the morning breakfasts, location of Cyrpess House, location of our room which had direct access to an outside porch–which we used often, the liming hour, and relaxing pool.  We have always enjoyed Pepe’s Restaurant and it’s located just down the street!  But, we also enjoyed a very good meal at Flanigan’s –also just down the street.  Our room at the Cypress House was very clean and we felt very safe and secure in our surroundings.  All the personnel were warm, friendly and very accommodating.

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

5 / 5