Cypress House Hotel

601 Caroline Street Key West, Florida 33040 USA  |  Telephone: 800-549-4430
4.84 - based on 471 reviews

My wife and I just returned from a fantastic 5 night stay at the Cypress House. We read numerous reviews before booking the Cypress House and were not disappointed. Our room was clean, comfortable and quiet. The breakfasts served by the pool in a private setting were a perfect way to start our day in Key West. The staff was courteous, friendly and responsive to our needs. The red rose placed on our bed on Valentine’s Day was a very nice touch!

The location to the waterfront and Duval Street was the clincher for us. We only had to walk two blocks to enjoy the nightlife that Duval Street offers. This was my 6th trip to Key West and my first time staying at the Cypress House. It will definitely not be our last. We plan to return to the Cypress House for future vacations.

By: on February 16, 2015
Hotel Reviewed: Cypress House Hotel

5 / 5


Me and my girlfriend stayed there for 2 nights. Room was very clean and spacious just like the bathroom. Breakfast was good. Generally I find something to complain about hotels but I just felt like home. Strongly recommended for key west visits.

By: on February 16, 2015
Hotel Reviewed: Cypress House Hotel

5 / 5


The Cypress House was conveniently located to the central Key West shops and bars.  Upon our arrival, the staff was pleasant and accommodating.  The atmosphere was warm and relaxed. The breakfast was delicious, the rooms were clean, and we had a bottle of champagne waiting for us in the room.  I completely forgot that I must have told someone it was our 20th wedding anniversary when I booked the room.  The attention to detail was much appreciated!

By: on February 11, 2015
Hotel Reviewed: Cypress House Hotel

4 / 5


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