Cypress House Hotel

601 Caroline Street Key West, Florida 33040 USA  |  Telephone: 800-549-4430
4.81 - based on 308 reviews

Recently took a short trip to Key West from Islamorada for a few days of relaxation from work and we picked the right place! Beautiful hotel with a great location, friendly staff, clean rooms and grounds, and fun pool!  Walking distance to so many fun places and just a short bike ride to the Southernmost Point. Can’t wait to return and visit my favorite restaurant Santiago Bodegas in September!  The only thing that would make this place perfect would be some type of shuttle to the parking ramp. Thanks for the great hospitality!

By: on August 4, 2014
Hotel Reviewed: Cypress House Hotel

5 / 5


We had a wonderful stay at the Cypress House. The buildings and grounds were exactly what we were hoping for, a perfect balance between historic character and modern amenities.  The staff were all extremely helpful and very nice.  The pool area was great for cooling off at the end of the day.  And the location was exactly what we were looking for – close to everything but far enough from Duval to be quiet and peaceful.

Thanks for a wonderful stay!

By: on August 4, 2014
Hotel Reviewed: Cypress House Hotel

5 / 5


My husband and I have stayed here multiple times over the past several years. We have tried the mainstream hotels as well as more expensive hotels right on Duval Street. This one has been the best experience so far. Great service, beautifully updated rooms, and right in the heart of all the action.

By: on August 4, 2014
Hotel Reviewed: Cypress House Hotel

5 / 5


We stayed at Cypress House to celebrate my husband’s 50th bday.  It was fantastic.  The staff is incredible – Dennis especially :-).  The rooms were very comfortable and stayed cool, even though it was incredibly hot.

The breakfasts were yummy and we thoroughly enjoyed them.  We enjoyed the pool, although the water was VERY, VERY warm and not refreshing. But we had fun no less.  Dennis even brought us pop ice.  Very refreshing!!

We’ll be back for sure!!!

By: on August 4, 2014
Hotel Reviewed: Cypress House Hotel

5 / 5


We booked the Unforgettable Romance package and it definitely lived up to it’s name! Our Deluxe King room was beautiful, with lots of space and a huge bathroom and shower. We really enjoyed lounging in our room and out by the pool and enjoying the incredibly relaxing surroundings.

Breakfast was very nice with lots of different options every day and I loved Liming Hour. The staff were very friendly and laid back, and Alexander was particularly helpful. We only had on issue – we requested a late check out but this was missed by the person on duty the next day so we were rushed out of our room a little earlier than anticipated.

Overall it was a great stay and we’d love to go back. The sunset cruise was fantastic, too.

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

4 / 5


Everything was great during our stay at Cypress House.  We were treated like family from check-in to check-out.  The Staff was friendly and helpful while we planned our stay in Key West.  We specifically enjoyed dinner at Michael’s Resturant, located a few blocks from Cypress House.  We also appreciated the poolside breakfast and happy hour that was provided everyday. Our room was fantastic.  Thank you for the great experience. We look forward to our next stay.

Glenn Lambert

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

5 / 5


Awsome, awsome, awsome.  Great location for everything we wanted to do.  Great staff. Great rooms. No kids! Could not ask for anything more. Will be back!

By: on July 29, 2014
Hotel Reviewed: Cypress House Hotel

5 / 5


My husband and I recently stayed at The Cypress House. Everything from making the reservation, to checking in, and the checkout was very professional and smooth. There were no surprises. The property itself was exactly how it was described. We just loved it! Historic wooden floors, tall ceilings, very nice bathroom. We have already told friends, clients and  family to stay there when visiting Key West! We really enjoyed Pepe’s, Hogsbreath and The Green Parrot! Thank you again for making our trip to Key West extra special!

By: on July 29, 2014
Hotel Reviewed: Cypress House Hotel

5 / 5


Down for Hemingway Days and the Papa Look-a-Like Contest.  Always a big thanks the staff at Cypress House for their support.  From check-in to whatever your needs may be the staff is very courteous and professional.  The property is always clean and very well maintained.  Will be back next year, already have reserved my room.

By: on July 29, 2014
Hotel Reviewed: Cypress House Hotel

5 / 5


My husband and I had a great stay at The Cypress House. All staff were friendly, professional and willing to help with recommendations on things to do as well as restaurants to try. The Liming Hour is great- a different appetizer each night and a delicious (alcoholic) beverage. Breakfast was also very good. The main (hearty) breakfast item was different each morning kept warm in Le Creuset in the kitchen. They also served muffins, bagels, toast, yogurt, fruit (apples, bananas, oranges), orange juice and coffee. We felt at home and comfortable our whole stay. We stayed in Room #1 which in in the main house on the first floor (corner of Simonton and Caroline). The room was clean and nicely decorated with a great porch view. Very convenient location for people watching on the porch and going in and out during the day…also close to the kitchen. The one downside- it was a little noisy at night. Our room was close to the front door so we could hear it open and close when guests were coming and going.  There was also a decent amount of street noise. We had a 5 star stay overall and would recommend The Cypress House to anyone going to Key West.

By: on July 28, 2014
Hotel Reviewed: Cypress House Hotel

5 / 5