Simonton Court Historic Inn and Cottages

Address: 320 Simonton St, Key West, Florida Keys, Florida, 33040-6869, United States | Inn
Searching for availability...
*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.

How has this inn rated in the past?

  What's this?
Discover trends in hotel experiences based on real traveler reviews and ratings. Mouse over circles to see what some travelers had to say.


This inn, located on 320 Simonton St, Key West, is near Duval Street Wreckers Museum, The Oldest House, Ghost Tours of Key West, and Red Barn Theatre.
Map this inn


View all amenities



        • Adult pool
        • Outdoor pool
        • Swimming pool
        • Heated pool


        • Wireless internet connection in room (free)
        • Wireless internet connection in public areas
        • Refrigerator in room
        • Non-smoking hotel
        • Non-smoking rooms
        • High-speed internet in room
        • Free High-Speed Internet
        • Air-Conditioning


        • Suites


        • Drycleaning onsite
        • Continental Breakfast
        • Concierge desk
        • Laundry

        Historical Traveler Reviews Simonton Court Historic Inn and Cottages Key West

        A great getaway


        Stayed in early February for 3 nights. The place was fantastic. Had a suite with a private pool shared by one other suite. You can not believe you are one block off Duval. It was very private. The staff was great, always helpful. You will not make a mistake staying here.



        Simonton Court is amazing. One of the best places we have ever stayed in. The staff is friendly and helpful, and breakfast is perfect. I HIGHLY recommend staying in one of the cottages. For just a little more money, you get much more space plus a kitchenette. Most cottages have their own hot-tub, which is an added bonus.



        My wife and I stayed at Simonton Court in August (between storms) and could not have been happier there. The staff is among the friendliest, most helpful of any hotel I have ever stayed in--they were always ready with a smile and some conversation and they also made excellent recommendations about things to do. For example, we wanted to take a sunset sail, and the staff at the front desk were able to tell us their favorite and what made it different than the other boats that go out each evening (quieter, not crowded with drunks)--and they were right on the money. A member of the staff also recommended the jet ski tour that we took--and it turned out to be a highlight of the trip. The grounds of the hotel are well cared for and the buildings and pools (there are four, 1 large, 3 small) are similarly well maintained. We stayed in the least expensive room at the hotel (Honeysuckle), and it was nicely decorated and quite comfotable. Breakfast was pretty much the same each morning in terms of what food was available, but since it was 95 degrees, I didn't miss eating a full breakfast. I really cannot recommend this place highly enough. We can't wait to go back.

        Simply the Best


        I've stayed more than 40 nights at Simonton Court over the last four years and I consider the place my home away from home. Simonton Court is without a doubt the best place to stay in Key West, whether you are traveling as a single, a couple, or a larger group.

        Loved it!


        My husband and I just returned from Key West - stayed at the Simonton and loved it! We have been to Key West before (stayed at the Heron House, Southernmost Inn) and will come back and stay at the Simonton. We had the Marigold room. Clean, spacious, and a wonderfully private deck. We especially liked the open air shower with the double shower heads!

        The location is perfect, just a block off Duval, 4 blocks from the sunset.

        The staff is very nice, all seem to love their job! Jim at the desk was a pleasant, helpful concierge and hooked us up with reservations for snorkelling, and dinner at Cafe Sole, and Alice's.

        Can't wait to go back... miss it already.

        Loved it


        Stayed at the Simonton from the 28th of Aug to the 2nd of Sept. Had the Orange Blossom room with its own sun deck. The shower has two heads!!!! If you are looking for a place to stay that is close to the action but still a quiet retreat, then this is the place. Breakfast was simple but good. It was fruit, bagels, french toast and waffles. If you go fishing, do not go with CPT. Neil Bohomo. He is located near Turtle Krals. He was a horrible guide. Do go on the Danger snorkel and kayak. It was well put together and a very nice way to spend the afternoon.

        A must in Key West!


        Simonton Court is a amazing complex so close to everything but in a world all its own. We stayed in a townhouse which had a private pool and hot tub. Next time I would suggest the private cottages. All the rooms are completely different and event he most inexpensive rooms are beyond compare to other places with i think very reasonable prices. PERFECT FOR COUPLES AND ROMANTIC GETAWAYS. I cant wait to return! I have never met a person who didnt love it and thats got to tell u something. The staff is great!

        For a cheap getaway i suggest Townhouse 3 and 6

        Charming B&B with Excellent Staff


        We stayed at Simonton Court on June 26th and liked it so much that we booked an extra night when we woke up on Sunday morning. We went to Key West for a friends wedding and were delighted to find this expansive B&B right off Duval Street. It's within easy walking distance to everything and no you won't have a luxury breakfast, but what they provide will definitely sustain you for the rest of the morning - bagels, french toast, milk, OJ, coffee, etc.

        I would definitely recommend anyone who is looking to get away, but yet stay a block from all the action to stay at this beautiful B&B.

        Love Simonton Court and you will too!!!


        Simonton Court is, without a doubt, the best place to stay in Key West. My husband and I go Key West every summer for our Anniversary and have stayed many places. Simonton Court has BEAUTIFUL GROUNDS, a WONDERFUL STAFF, and PERFECT LOCATION. It is one block over from Duval; so it is quiet in the morning and close enough to enjoy the shops during the day and the bars and resturants in the evening. We can't wait to go back!!

        Simonton Court, secret gem


        I just returned from a trip to Key West with some old High School girlfriends and we stayed at Simonton Court. I was almost hesitant to write a review because I want to keep it to myself but I have to give it 2 thumbs up.The grounds are truly beautiful, filled with flowering plants and bushes and with 4 pools, you always have a place to sit. The area where the continental breakfast buffet is located is so relaxing and quaint, as if sitting on the porch of an early century mansion (which, is what it is). We stayed in Cottage 6, called Heliconia. It was nice but with 4 woman I think next time we will get one of the cottages with 2 bathrooms!Each night when we came back from Duval, the porch was cleaned off and the rocking chairs put back into place and the oil lantern was lit. It was a nice, serene place to return to after the craziness of Duval, which is no more than a 5 minute walk.All guests must be over 18, so that was nice for us, who were "getting away from our kids" for a few days. Highly recommended!!!

        TripAdvisor Reviews Simonton Court Historic Inn and Cottages Key West

        4.50 of 5 stars Outstanding

        Travel Blogs from Key West

        Official start to our expedition

        A travel blog entry by alanxtz on Jun 02, 2015

        Having collected the bikes from the shippers this morning we finally set off for Key West just before 12 noon. We had two bikes needing new batteries after six weeks at sea and another whose radiator fan had developed a fault, but our "Mr Fixit" Jim Wolfe was soon on the case and spent some time fashioning a replacement.

        I joined up with Mr & Mrs Scotty and the two Andys, and we set off out of Miami. The first ...

        Welcome to Paradise!

        A travel blog entry by dblegldave on Jan 21, 2015

        1 comment, 16 photos

        ... Anchor Roger Mudd was a distant relative of Dr. Samuel Mudd (Mudd was eventually pardoned.) Anyway, not doing it. Too expensive and takes too much time.

        So what are we going to do tomorrow before the sunset cruise? Sounds like a read by the pool day. We'll see.

        I'm sure I've bored you sufficiently!

        All the best to you my friends and family!!!



        Our US Holiday - The BIG night

        A travel blog entry by gtaviani on Oct 01, 2014

        After passing out, we met Emma for dinner at the buffet and then went to see the Psyclones do their 80s set. This proved a very popular night and there were a lot of people dancing, especially in the first hour. Between the first and second set, we spent an hour or so in the crew bar. This was Tuffy's last performance with the band, before leaving for a stint at home and then another contract on the Fascination. I started the ...

        Day in Key West

        A travel blog entry by patandglenn on Mar 14, 2014

        1 comment, 4 photos

        ... there are a million photos of the sunset-featuring their boat! The sunset was lovey and a gazillion clicks sounded as we all took the "million dollar shot", followed by applause.We headed out on the Harbour walk again to get to our parking spot. A Nice Biker guy had given us a parking pass for the day, a nice Random Act of Kindness! The drive home was easy and the trffic was again surprisingly ...

        A Day in Key West

        A travel blog entry by tessacat on Oct 02, 2013

        11 photos

        ... From the old bridge there was excellent panoramic views of the island and surrounding area. We walked along the nature trail, saw many different kinds of trees, coming out at another beautiful beach, these were the nicest beaches along the many keys that make up the chain of islands. Back to our hotel for lunch and a shower. Later we walked ( yes ... 5 km) into town for dinner, and back again. Managed to miss the rain showers on the way back to the ...