Cypress House Hotel

601 Caroline Street Key West, Florida 33040 USA  |  Telephone: 800-549-4430
4.84 - based on 468 reviews

My husband and I recently stayed at the Cypress House for our 1st trip to Key West and my 30th birthday. Melissa, who checked us in, was so kind and excited. She oriented us to the area, directed us to some great places, and showed us to our room. Throughout our stay, she continued to check on us with excitement. The room was BEAUTIFUL, romantic, and clean. I would love to re-create the setting at my own home. The staff also greeted us with champagne in our room for my 30th. The daily happy hour and breakfast offered delicious food and promoted socialization with other guests. Certainly an atmosphere that is not experienced at other larger hotels. I loved it and want to go back!

The best food in Key West we found was on the same street at Grunt’s Bar with a little food cart serving amazing tacos and burritos. The best we have ever had! And a very cute outdoor patio. We tried to go back again for lunch as we were leaving but there was a half hour wait at the time.

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

5 / 5


One again, Cypress House has given us an amazing and memorable vacation holiday.  We stayed over the weekend we were married in the beginning of June and arrived to find a complimentary bottle of champagne.  As usual the room was beautifully clean, cool and inviting.  We have stayed several times and have yet to meet any of the staff without a smile on their faces and a warm “hello” on their lips.  I can’t ever come close to really expressing just how wonderful Cypress House is and how much we look forward to our next stay.

By: on June 15, 2015
Hotel Reviewed: Cypress House Hotel

5 / 5


I recently stayed at the Cypress House Inn for my honeymoon for three nights and had a lovely time. Staff were very friendly and accommodating during our stay. The complimentary breakfast was a good start to our day and the happy hour appetizer and beverage were excellent. The pool is not large, but we usually had it to ourselves and one of the highlights of my trip was floating on my back, staring up at the palm and cypress trees. The location can’t be beat – one block from Duval, yet still quiet enough to get a good night’s sleep. The room was spacious and comfortable. I definitely hope to stay at the Cypress House again and would recommend it to others. We stayed in a room with private bath and front porch looking out at Caroline St and I’d stay there again! 

By: on June 15, 2015
Hotel Reviewed: Cypress House Hotel

5 / 5


I’m not sure where to start. So I will just jump in. It’s Key West 😜.. Arrived alive, I found my parking with no problem. As soon as we walked in you could feel your stress start to lift away. Greeted by the nicest ppl. They where so helpful and had such a wonderful attitude, very personable. Something you don’t find everyday, very refreshing. The gentleman helped us up to our room, which was great. The room was super clean and homey. The bathroom was OMG gorgeous and clean…. I have stayed in old town key west several times and no place has been this clean.. The food was just awesome.. Everyone, the entire staff, you are a amazing group, hats off to you all!! Loved you all !! I will Come Back Again! I found the place I enjoy to stay the most out of all the places I have stayed in Key West in the past 9 years 😎😍😘🌹🌹🌹🌹🌹🌹💞💞💞💞🌞🌞🌞🌞🌞🌞🌞🙉🙊🙈

By: on June 15, 2015
Hotel Reviewed: Cypress House Hotel

5 / 5


Me and my boyfriend stayed here for 1 night. It was fantastic! We stayed in the presidential suite which is in the attic pretty much. It has really neat skylights, fabulous bathroom, and plenty of room to stretch out and relax. Outside of the hotel is like a jungle, with paths to get around. A nice pool for you to relax in. All in all, it’s a fantastic place to stay and I’ll be coming back. :)

By: on June 15, 2015
Hotel Reviewed: Cypress House Hotel

5 / 5


Our recent stay at Cypress House was nothing short of fantastic! Great service, great breakfast, the snack/cocktail hour sounded amazing but we never made it back in time… I guess we’ll just have to come stay again! =) Thank you for a great mini-vacation!

Jessica Matias – Orlando, FL

By: on June 15, 2015
Hotel Reviewed: Cypress House Hotel

5 / 5


I have only stayed at the big brand name hotels until my recent visit to Key West.  I booked Cypress House for my husband’s birthday and was worried he would not be happy.  We were greeted as soon as we arrived by the most courteous front desk man.  He told us to park right in front, and settle in.  Then he told us where to park for free!!!  He asked about our interests and showed us the best places to try.  Hubby was still a bit skeptical until we opened the door to that beautiful amazing room…and 6 pillows really?  High ceilings, enormous comfy bed…Spotless.  And everything just got better from there. The grounds were beautiful; nice porch, cool little pool.  Free breakfast with everything you could possibly need to start your day, free coffee, tea and ice water all day.  The staff provided a great little happy hour by the pool every day.  The location was the best ever.  2 blocks to Duval, 2 blocks to see the sunset.  We almost did not go because the hotel prices are so high right before Memorial Day but it was now or not at all.  So happy Cypress House was reasonably priced. I didn’t expect it to be so nice and convenient.  I would recommend it to anyone.  If I ever have a group for a party or reunion I would have it there.  It’s perfect!  Can’t wait to go back!

By: on June 12, 2015
Hotel Reviewed: Cypress House Hotel

5 / 5


Our first trip to Key West was an absolute dream.  And made that way expressly by the Cypress House and staff.  Melissa and Dennis were exceptional hosts.  They made sure that we were familiar with the grounds and the area.  They were most helpful in making rentals.  Liming Hour was great.  It allowed us to meet the other guests and make new friends.  The pool was just what we needed after a long, hot day of touring.  There was so much to see and do and we certainly did not have the time for all of it.  So, I see a return trip to Key West and the Cypress House in our future.

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

5 / 5


Our stay was wonderful!!!  Each and everyone of the staff members went above and beyond to make sure that our stay was enjoyable from check-in to check-out.  Our room was gorgeous and very, very clean.  The pool was crystal clear and very inviting.  The Cypress House is just a GREAT experience all around.  From the time you wake up to a delicious homemade breakfast to the best Happy Hour one could ask for!  The location could not be beat – you are literally just blocks from everything.  It would be difficult to say our favorite Key West attraction because there are so many of them!  I have recommended the Cypress House to friends that are planning a trip to Key West – they will not be disappointend!  Thanks again for everything!  Hope to see you soon!

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

5 / 5


We had a wonderful stay here, ideal location, attentive staff, clean rooms, lovely pool and breakfast buffet. Would recommend this hotel to anyone travelling to Key West. Melissa together with her trainee were informative on our arrival.

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

5 / 5