I vaguely remembered reading about the Cypress House on TripAdvisor, but am not usually a B & B fan, so had originally booked at a chain hotel on the outskirts of town. When we arrived in Key West, there was a "Vacancy" sign hanging, so we took a look, on a whim, booked a room and cancelled the other reservation.... more

The Cypress House really doesn't need another rave review so I'll be brief. We arrived by air, taxied to this B&B and stayed 7 nites. Never needed a car, this B&B is within comfortable walking distance to most of the Key West attactions, the waterfront and the Duval Street action. Slept like babies in very comfortable Room #21 (once we... more

(March 4-11, 2008) Cypress House was a truly wonderful place to stay in every way. It provides clean, comfortable accommodations and SO VERY MUCH MORE. We were traveling with another couple—good friends. We and our friends found both of our rooms to be in very good condition, attractive, comfortable and clean. We all appreciated the convenience of small refrigerators, microwaves... more

Stayed at the Cypress for a week after a week in Sanibel on florida's gulf coast both good locations but one is as good a contrast to the other. I had heard excellent first hand reports and read as good on the trip advisor site. Fantastically convenient for all the bars/restaurants but at the same time the pool area offered... more

The first place we ever stayed in Key West and it was the first three days of December, 2007. The experience was great. The staff is marvelous and the amount of workers per guest ratio is amazing; hence you have an immaculate property with lots of attention to detail. We stayed in room 4. A great king bed and plenty... more

This was our third stay at this truly wonderful Bed & Breakfast. We go to Key West every other year and the biggest reason to return is to enjoy the hospitality of the wonderful staff and Dave at this truly beautiful place. From the beautifully appointed rooms to the delicious cocktail hour and breakfast, there is almost no reason to... more

My wife and I have stayed at the Cypress House 3 times in the last 6 years. We visit Key West every 2 years and I would not think of staying anywhere else. For us, the Cypress House is Key West. The staff is helpful, friendly and professional. The breakfast is fresh and delicious and the Happy Hour is a... more

I had to book an overnight trip for work at the last minute - the property had rooms available at the rate I needed!!! It was seconds to where I needed to go and the staff was more than willing to accomodate all of my last minute needs... I loved the happy hour as it had a premium bar and... more

We stayed here mid-september with a LARGE group (about 30) and had an awesome time. Dennis, Dave and the rest of the gang were a little overwhelmed by us I think, but were more than accomodating. Poolside happy hour is a must! Breakfast is FANTASTIC! We stayed on third floor. It was fine for us, but would be a HIKE... more