Cypress House Key West

Address: 601 Caroline Street, Key West, Florida Keys, Florida, 33040, United States | Hotel
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*Prices above are provided by partners for one room, double occupancy and do not include all taxes and fees. Please see our partners for full details.


This hotel, located on 601 Caroline Street, Key West, is near Mallory Square, Blue Planet Kayak, Curry Mansion, and Duval Street Wreckers Museum.
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      Historical Traveler Reviews Cypress House Key West

      We had the time of our lives!


      We arrived at the Cypress house after a grueling drive from Miami through the Keys. I don't recommend the drive! We'll fly into the Keys next time. We arrived a bit before 8:00 and were met by two of the staff. One of them took our suitcase up to the room for us, which I hadn't expected as one of the suitcases weighed more than him.

      The Cypress house is less than two blocks off of Duval, which made things very easy. We have yet to experience another B & B where breakfast alone can get you thru until dinner. Extraordinarily wonderful choices, not that we choose a B & B by the food, but still very nice. Also the "Happy Hour" from 6-7:00 was wonderful. Again more food than you know what to do with and a full bar. I expect wine and beer, but no, you could have nearly anything you could think of (with in reason). This was all complimentory.

      The staff was there for us at every turn. Everyone staying there was very friendly and all were having a good time whenever they chanced to meet.

      Our room was more than adequate for anything we needed. Very comfortable and clean. The staff took care of and replaced towels and etc. daily. Everything we needed was there. Everyone should remember that you are in Key West. You hardly see your room anyway!

      Suggestions were made for all activities such as snorkelling, beaches and resturants. We took advantage of a goodly share of the suggestions and were never dissapointed. Safety was also another nice addition. All gates are locked and everyone uses their own personal key to enter and leave so you are always left with a sense of security.

      We would do this again in a heartbeat and most likely will. Dave, the manager has a marvelous personality with a wonderful sense of humor.

      I read some of the negative reviews about this place before writing my own. I'm glad to see that there are far more positive reviews than negative. Our stay was fabulous! I can only wonder if the persons with the negative reviews were actually there. But then again, you can't please everyone! I personally feel that Dave and his staff come close though.

      Thanks again Dave and staff!


      Good location, terrible customer service


      A regular to Key West, I love staying in different B&Bs and was excited to try Cypress House, which is close to just about everything in Key West.

      The location was not worth the disappointment. We arrived after seven hours of travel to a sterile, less-than-cozy room that felt more like a rented dorm room than a B&B. The rug was dirty, the walls stark white, the sheets uninviting and the headboard double-stick-taped to the wall. The bathroom was atrocious with numerous tiles missing in the shower and stains on the mirror. We didn't dare walk barefoot.

      To our disappointment, all other B&Bs were booked (on account of the Miami Boat Show and President's Day weekend), otherwise we would have left in a heartbeat.

      Making matters worse, we were overcharged by $200 and over a month later (and eight attempts to contact Dave Taylor, the innkeeper), I have still not seen a refund. After disputing the charge through Visa and filing a complaint with the Better Business Bureau, it would be nice to hear from Cypress House.

      Find another B&B, or at the very least, opt for a hotel. Cypress House was a major disappointment, tainting our annual trip to Key West.

      Commodious B & B, great bkfst. & free cocktail hour


      Cypress House was reasonably priced for Key West. Excellent location---walking distance to all of Old Town. Commodious rooms, a fine breakfast and an outstanding free cocktail hour made every day a pleasure.

      Grudging service


      The Cypress Inn is a moderate property, without the 'southern hospitality,' but when I discovered the inn keeper (Dave) is a snow bird, I knew he hadn't been integrated yet! It is too bad, for expected services (elsewhere), were given with an obvious grudge, making my stay unpleasant. With so many properties in KW, I'll go elsewhere next time.

      We loved our stay!! We'll always come back to Cypress House when we're in Key West!


      We spent a week in Cypress House from December 11 to 18 for our wedding. Most of our wedding party also stayed in Cypress House (that's 8 rooms total) and the 3 couples who didn't were really disappointed that they didn't when they came to visit us. Everyone who did stay in Cypress House had a great time and loved Cypress House. We are very picky people when it comes to Hotels and B&Bs because we always expect so much from them. Cypress House was one that exceeded our expectations!! Dave Taylor the Inn Keeper is a really nice guy with a very friendly and helpful staff. They really go out of their way to help you. The staff really made sure we were comfortable. Happy Hour was a treat every night. The rooms are so charming and clean and it really felt homey. We stayed in the Blue Room since we were the bride and groom. It was just beautiful. I can not say enough good things about Cypress House and the team that works there. We will never stay at another place on Key West!

      Great stay at Cypress House


      My family (two parents, two adult children) spent the Thanksgiving holiday at Cypress House. We had a wonderful time. Friendly staff, nice room. Huge breakfast, awesome happy hour.

      The location can't be beat. One block from Duval, and only a few blocks down to the Key West Bight.

      The place must attract friendly people, we met so many fun folks. I'm already planning for our next trip.

      What a find!! Stay here!


      This hotel was a fabulous place to stay. The innkeeper and all his staff are friendly, knowledgeable and helpful. The daily happy hour is a definite plus, and the full breakfast spread cannot be beat. The lcoation was so close to everything on Duval and the sunset fest that we parked the car and forgot about it until check out. The room we had -- #13 -- was super private and had a spacious bathroom. We would absolutely stay there again!!

      Best place on the island


      Been going to the Keys for years, taking only last year off, and I tell ya', I can't wait to go back this fall. The Cypress House is the best. From Dave's natural hosting ability to the overall friendliness of the staff to the beautiful rooms and relaxing atmosphere, I'd never stay anywhere else. You feel like family when you're there.

      Cypress is the best!


      my wife and I go to KW every year and stay at the Cypress every year.

      The house and rooms are great with reasonable rates, the staff is amazing, the location is great, and we wouldn't stay anywhere else.

      Anything you want to do near downtown and Old KW is a short walk, Harpoon Harry's, the best breakfast on the island is nearly across the street along with other great restaurants and the classic bars: raw bar, turtle krawls, schooner and of course, BO's fish wagon. If you want to get on two wheels, cypress has good bikes to rent, with locks, baskets and bells. It's a blast!

      Truly an Experience


      KW was truly an experience! There is something for everyone. Cypress House was truly awesome. While you are in a B&B, you feel as though you are family. . .a great thing to do is to rent a three wheeled scooter from Adventure Tours on Front Street near the Hyatt. . . what an awesome way to see Key West. . Bikes are a must if you want to see the island. Michael McCloud was in his realm at the Schooner Wharf Bar. . yes, complete with dogs! PT's is a local hangout. . great food, great prices and great smiles! (I saw my first drinking from a navel there) And, don't forget Mallory Square every afternoon. For a quick way to get to know the island, take a conch train which enables you to get off at different spots and catch another later. . .Captain Kenny was a great teller of tales. . .don't miss Ft. Zachary Taylor. . . beautiful scenery and well kept. But most of all, relax and enjoy the ambiance of the area. . . truly unique~!

      TripAdvisor Reviews Cypress House Key West

      4.50 of 5 stars Outstanding

      Travel Blogs from Key West

      Long But Fun Day

      A travel blog entry by dblegldave on Jan 20, 2015

      1 comment, 6 photos

      ... FLL. Got a cheaper flight stopping but didn't have to change planes. The plane from Atlanta to Fort Lauderdale was not full at all. Sandy and I had an open middle seat between us. Nice on the smaller, 737-700. The 800 has a lot more room. By the time we slept and read a bit, we were in FLL. I am reading a book about Mary Magdalene. I have some theories about her that sort of challenge traditional Christian theological thinking. Not saying she ...

      Day 3: Cubans, Alligators, and Key Lime Pie!

      A travel blog entry by nikl_us on Sep 03, 2014

      6 photos

      ... a bike around the 15 mile track. I chose the bike option and set out for a three hour roundtrip with a stop at the midway point for the observation deck. It was hot, I am out of shape, and the wind was against me on the way back, but I made it back in one piece! After the bike marathon, I headed out and decided to make my way down to Key West. The drive was long, mostly because the speed limit was only 45, but very beautiful. After driving ...

      Day 12: Laundry Day!!

      A travel blog entry by samber06 on Aug 21, 2013

      8 photos

      ... call them peel and eat??? not like your going to peel them and throw them away!! Its the first time for Jim and the conch fritters! .. and its a hit. i have to say they were really good!

      Its time to pay up and move on to the next spot before we get stuck and another awesome Margarita is ordered . ... The Hogs Breath is the next stop, been on some show according to Jim, but not one I have seen. One beer there and we wander on. Not that is ...

      KEY WEST

      A travel blog entry by jdboy on Apr 25, 2013

      19 photos

      ... community in Key West which generally means a lot of friendly, fit and well-dressed people. Not these two though. Having got that out of the way, I spent the rest of the morning and the early afternoon strolling the streets of Key West checking out the quirky little shops and buildings. There are some fantastic old buildings and houses and based on my limited time here I believe there are 4 things that summarise Key West: 1. Beach theme - Key West is like an oasis and as ...

      Key West, FL April 8-13, 2013

      A travel blog entry by dmacewen on Apr 11, 2013

      ... the site is very private. The weather is warm but not hot. It has definitely been too windy but the bright side is you do not notice that it is warm. We are having 2 no-driving days just for complete R&R. Today is the second one. We went into Key West the first night we arrived just to walk around, have a great dinner while watching ...

      Traveler Photos Cypress House Key West

      Cypress House
      Key West, United States