Cypress House Hotel

601 Caroline Street Key West, Florida 33040 USA  |  Telephone: 800-549-4430
4.80 - based on 241 reviews

I can’t recommend the Cypress House enough! After a delayed flight, I arrived in Key West after the front desk closed.  Not to worry — I was quickly referred to the night manager, who met me at Cypress House within 5 minutes of my arrival.  I was then escorted to my room, which was absolutely lovely.  The bedroom was actually quite large, and the bathroom was beautifully updated.  Everything was spotless, and the bed was really comfortable.  I did the official check-in the next day, and the gentleman who checked us in was incredibly helpful — he recommended a couple of beaches, grocery stores, and the best brunch spot on the island!  He even let us borrow a few towels from the hotel to take to the beach with us.  Not only is the staff super nice and accommodating, but the location of Cypress House itself is unbeatable — it’s a stone’s throw from Duval Street and The Porch, which was my favorite bar.  I will definitely stay at Cypress House during my next stay in Key West!

By: on October 6, 2014
Hotel Reviewed: Cypress House Hotel

5 / 5


We have stayed at The Cypress House many times.  This was our first stay since the renovations were finished.  We were very impressed with the rooms and having a bathroom in every room was wonderful!  Dennis and Scott were terrific from check-in to check out!

By: on October 1, 2014
Hotel Reviewed: Cypress House Hotel

5 / 5


We visit Key West regularly and have found a new favorite guest house!  The location is fantastic and the staff was incredibly helpful.  The breakfast and happy hour is top notch – we will definitely return on our next visit.

By: on September 25, 2014
Hotel Reviewed: Cypress House Hotel

5 / 5


My husband and I stayed at the Cypress House for 4  nights last week. I have to say that it was the perfect quiet spot. We had one of the porch front rooms and totally enjoyed the rooms, happy hour and friendliness of the staff. Kelly who, worked two days we were there, was a great help to us. I would stay there again. We always pick a different spot to stay in key west each time we visit, I don’t think we need to find a new spot, this is it ! Thanks for a relaxing trip!

By: on September 22, 2014
Hotel Reviewed: Cypress House Hotel

5 / 5


The staff at the Cypress House makes you feel like one of the family.  The house is just beautiful and the rooms are amazing.  The grounds are so quiet and relaxing.  I can’t wait to come back down for another visit. I would like to thank Scott for ensuring that the accommodations were perfect, which they were.  I had stopped down for vacation in July and saw the house.  He recommended coming down in September or later, because the rooms were going to be remodeled.  I took his advise and wow!!!  They were amazing.  Way better than I expected.  This is where I will stay every time I come to Key West.The location of the house was so convenient to all downtown activities and yet far enough away to enjoy the rest and relaxation of the house.Thanks again for making our stay in Key West one to remember!!!

By: on September 22, 2014
Hotel Reviewed: Cypress House Hotel

5 / 5


We booked this bed & breakfast because of a recommendation received from another friend. I have to say, I was very pleased with the Cypress House. My group had 4 rooms total, as we were there for my bachelor/bachelorette party. Every single room was nicely decorated, very clean, and comfortable (rooms 13, 14, 9 and 4). When I think of Key West, I don’t really expect a spectacular hotel experience but our stay at the Cypress House absolutely blew away my expectations.My favorite part was the friendliness of the staff. They treat you like the only guest on property. The team remembered our names, and were very genuine with every interaction. Besides the clean rooms and great staff, this bed & breakfast is located very close to everything- a block from Duval street, and a short walk to the Key West Express location. Anything and everything you could want to do in Key West is a very short trip from the Cypress House. Another great feature of the Cypress House is the liming hour (happy hour)- they provide snacks for guests and the food was great! On Saturday we had pulled pork sandwiches and popsicles, and the breakfast every morning was delicious.Hats off to the entire staff, this is officially my new favorite place to stay in Key West, thank you to everyone who made our stay fantastic :)

By: on September 22, 2014
Hotel Reviewed: Cypress House Hotel

5 / 5


Great room, cozy grounds, and great location!

By: on September 22, 2014
Hotel Reviewed: Cypress House Hotel

5 / 5


We stayed at the Cypress House from September 8-11. It was our wedding anniversary. It was wonderful. We enjoyed the breakfast and liming hour. The staff was courteous and professional. We couldn’t have asked for a better experience. We will recommend Cypress House for all our friends and family.

By: on September 19, 2014
Hotel Reviewed: Cypress House Hotel

5 / 5


Every time I stay in Key West, I always book a room at one of the Historic Key West Inns. This was my first time at Cypress House, and possibly my favorite property so far!!  Our room was beautiful – we felt like we were in the house as it originally was, yet with all the cleanliness and luxuries of now :)  When we made the reservation over the phone, and when we checked in, everyone was so nice and helpful – very smooth and accommodating!  Cypress House was a perfect property and awesome location – very close to Pier House – one of our favorite spots to watch the sunset!  Would definitely recommend Cypress House to others, and I can’t wait to stay there again!

By: on September 16, 2014
Hotel Reviewed: Cypress House Hotel

5 / 5


What can I say, everything about the Cypress House was impressive.  The people who work there are super friendly, nice and very welcoming.  The helped us whenever we needed them, their professional option’s were great from where to sight see to where to eat.  The happy hours were great also from getting to know the guests and sitting around chit chatting about where everyone was from to swimming in the pool til late at night. We had a great stay and would recommend friends and family stay at the Cypress House.

By: on September 16, 2014
Hotel Reviewed: Cypress House Hotel

5 / 5