Cypress House Key West

601 Caroline St , Key West, FL 33040-6674 USA (Show map)


The Cypress House Hotel is a historic, boutique hotel located in the heart of Old Town, Key West, near Duval Street's famous bars & nightlife. You can walk to Margaritaville, Mallory Square, the beaches and other attractions. This former estate property includes two Classic Bahamian Conch Style houses and one Grand Conch Mansion, dating from 1888 and 1895, which stand on a quarter acre of tropical gardens. The hotel is set inside a lush, tropically landscaped area that includes a 40 foot heated lap pool and many comfortable lounging areas. There is a City parking garage nearby on Grinnell and Caroline streets; parking rates apply. Our front desk team will be happy to help direct you during check-in. We recommend that you park your car and forget it. You are in a perfect location to explore the entire island by walking or bicycling. Modern guest room comfort meets historic Key West architecture at the stylish Cypress House Hotel in the heart of Old Town, Key West. Free breakfast & Wifi. Pool and gardens. Steps to Duval street. Adults Only.



Write A Review
  • Guest room4.6
  • Service4.8
  • Value4.4
  • Cleanliness4.7
  • Onsite Dining4.6

Fantacy Fest

4.8 on December 29, 2010

We stayed with Dave and the crew for a week over the fantacy fest. Beutifull B&B, Dave was a screem and the staff were friendly and helpfull, the breakfasts are terific, and the happy hour was Happy. Going again this year and have allready booked our placas at this wondrfull place.

The Best

4.8 on July 23, 2009

Spend July 1st through 4th here. The absolute best! Dave, Chris & Dennis were wonderful. The house and property were clean and well maintained. The breakfast breads were perfect and happy hour was thebest. Thank you for a wonderful experience and we will be back.

Wonderful Gateaway

5 on February 23, 2009

We are from PA and it getting fairly cold here, so every Feb we are going for a "Warm-Up" vacation. Normally we are staying in a Resort. However this trip was wonderful, the Cypress House was so much more than what we expected. The Staff is exceptional, extremely helpful and they know whats going on. Normally, in other places, if you asked for a sunset cuise you get directed into "Their' favorites, not here the staff is presenting you with various option, including price, distance and atmosphere on a the boat- whoa- choices, and listen to the staff - we went and it was spectacular. Nice breakfast buffet 8-11am and nice Happy Hour, with a personal touch. As for the pool, well if you look for restrictions you will not find them here, the pool is open 24/7 so if you want to go for a Mid-Night swim you are at the right place, and the Pool is heated so jump right in. Getting out is nice to, since very soft Terry Bathrobes are supplied in every room. Don't forget the pets, the dogs are very nice and well behaved, they are always there for a little petting action and look for the the cats, even Ladybug is not a pick me upper friend, she certainly enjoys the petting and will reward you with a nice purring action. We can't wait to get back.

Wonderful Place to Stay!!!

5 on August 12, 2008

I would definetly recommend the Cypress House. The staff was overly friendly, went out of their way to accomadate EVERY Guest. The rooms was great. Continental Breakfast and Happy Hour was Awesome! You could even rent bikes to ride. How convienant!! Definetly go back and Stay!!! Very Happy Guest!


4.8 on May 20, 2008

Have stayed in a lot of B&B's - this one is truly the best. Very clean and they offer a lot of ammenties, pool, breakfast, happy hour w/munchies, reasonable price, helpful staff.

Great B&B in the heart of Key West

4.0 on February 07, 2008

We stayed over a weekend in Room 21. The room was great as we had a kitchenette and porch. The location was only a 5 min walk from Duval and 10 from Mallory Square. Room was clean and spacious. The Happy Hour next to the pool really made the trip for us. Great food, drink, and conversation with other guests and staff. We have stayed in 4-5 B&B's and the La Concha Hotel; Cypress House was by far the best and we will being coming back soon.

our stay

4.0 on February 06, 2008

We stayed at the cypress house in 2006! When we came this year (2008) we had to stay there again! The happy hour they put on was fun! We got to meet so many new people. The rooms were clean! The breakfast that they put on is GREAT! Dave taylor and the staff do a great job to make sure everyone is happy! We would stay at this place again and again! Thanks to all who made our stay great!

our second stay

4.0 on February 05, 2008

we stayed there once before and we had a great time we went back 2 years later!


4.6 on October 01, 2007

I went to Key West for the first time in 12 years with my roommate, and was planning on booking a hotel. WOW!!! Glad I didn't! Everything from beginning to end was exquisite & amazing! I cannot WAIT to go back!!!!

Cypress House.

4.6 on September 20, 2007

Outstanding, very relaxing, FUN! Met great new friends. We will definetly go back on our yearly vacations!

View More Reviews

Rooms & Rates

King Guestroom

Deluxe King rooms provide a king-size bed, private bath, mini-refrigerator, flat screen TV, telephone, hairdryer, individual air conditioner, and alarm clock. Rooms are decorated in a fresh tropical décor and are located in one of three historic buildings dating to the late 1800′s.

  • Maximum Capacity: 2
  • Bathroom Private Bath

Superior Queen Guestroom

Superior Queen rooms provide a queen-size bed, private bath, mini-refrigerator, flat screen TV, telephone, hairdryer, individual air conditioning, and alarm clock. Rooms are decorated in a fresh, tropical decor and located in one of three historic buildings dating to the late 1800′s.

  • Maximum Capacity: 2
  • Bathroom Private Bath

Visit Website


Location Type

Old Town Key West, One block to Duval Street, Downtown


Key West, FL (EYW) 3 miles

Directions to property:

The Cypress House Hotel is located near Duval Street and the Historic Seaport. Upon reaching Key West on US 1, bear to the right and continue on US 1 into Old Town, about three miles, to Simonton Street. Turn right onto Simonton Street and Cypress House Hotel is located eight blocks down, at the corner of Simonton and Caroline Streets.

Area Attractions

Antique Shopping, Aquarium, Art Galleries, Beach, Gourmet/Fine Dining, Historical interests, Live Music, Movie Theater, Museum, National/State parks, Nature area, Night life, Ocean, Mel Fisher Maritime Heritage Museum, Audubon Home & Museum, Ft. Jefferson Dry Tortugas ferries, Duval Street, Hemingway House Museum, Ft. Zachary Taylor State Park, Performing Theater, Picnic area, Religious Services

Visit Website

Inn Details

Establishment type

Cottage, Historic Inn, Boutique Hotel

On-site amenities


Room amenities

Air conditioning, Alarm clock, Ceiling fans, Fridge, Hairdryer, Private entrance, Satellite/Cable TV, TV, Telephone, Wi-Fi

Visit Website


  • Check In:: 3:00 p.m.
  • Check Out:: 11:00 a.m.
  • Open All Year Round: Yes
  • Smoking Allowed: Outside only
  • Drinking Allowed: Yes
  • Alcohol Provided Yes
  • Suitable For Children: No
  • Childcare Provided: No
  • Guest Pets Allowed: No
  • Disabled Access Limited

Terms and Conditions

  • Minimum Stay: During Special Events and Some Holidays
  • Accepted payments AMEX, VISA, Discover, Mastercard, Travelers checks, Cash
  • Deposit Amount Required: For most bookings, a deposit of one night's room charge with tax, is required at booking. Cancellations can be made up to 7 days before arrival, without penalty.
  • Cancellations: Cancellations made within 7 days of arrival will forfeit the reservation deposit. During Fantasy Fest and New Years Eve, reservation policies are more restrictive. Reservations for these dates require full prepayment upon booking. Cancellations must be made 30 days in advance of arrival in order to receive a deposit refund.
Visit Website



Julia Fondriest

Languages spoken


Resident Pets


Visit Website



Continental Breakfast w/ Baked Breads

  • Time Served: 8 A.M. to 10 A.M.
  • Serving Location: Kitchen, Poolside, Breakfast/dining area

Visit Website