We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.
We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.
New! Find and book your ideal hotel on TripAdvisor — and get the lowest prices

Simonton Court Historic Inn and Cottages

Show Prices
#23 of 49 Hotels in Key West
Certificate of Excellence
Book on TripAdvisor
Trusted partner. We work with to make your booking as easy as possible.
Secure payments. We use industry-leading practices to keep your information secure.
Enter dates for best prices
powered by PriceFinder
1 room
Check In Check Out
Please enter your travel dates to continue
Check Availability
Compare best prices from top travel sites
and 1 more site!
Professional photos
Simonton Court Historic Inn and Cottages
View Map
{"widget":{"name":"ibex_photo_carousel","template":"ibex_photo_carousel__widget","dust":{"nav_controls":"ibex_photo_carousel__nav_controls"},"divClasses":"prw_rup prw_ibex_photo_carousel","moduleList":["handlers"],"js":{"handlers":"(ta.prwidgets.getjs(this,'handlers'))"}},"containerClass":null,"scriptFlags":null}
Add Photo Write a Review

623 Reviews from our TripAdvisor Community

Traveller rating
Traveller type
Time of year
Language
  • More
Showing 553: English reviews
Virginia
Level Contributor
96 reviews
13 hotel reviews
common_n_hotel_reviews_1bd8 8 helpful votes
Reviewed yesterday NEW via mobile

From the outside the Simpson looks very unassuming. It is actuall made up of a number of buildings, including a mansion, cigar factory (converted to rooms) and several small bungelos where cigar workers used to live. The grounds are all enclosed and very quaint with 4 pools (heated). You would not know this little paradise existed from the road. We... More 

Helpful?
Thank NoName007
Miami, Florida
Level Contributor
142 reviews
33 hotel reviews
common_n_hotel_reviews_1bd8 59 helpful votes
Reviewed 4 days ago NEW via mobile

Simonton Court has become our go to place to stay in Key West. It was great as usual. This is a very quiet property yet one block from Duval. Close to everything. The rooms are all unique, but warm and inviting. A minimal breakfast is served everyday coffee, toast, bagels, hard boiled eggs, quick oatmeal, yogurt. These offerings have been... More 

Helpful?
Thank Miamispike
Atlanta, Georgia
Level Contributor
146 reviews
40 hotel reviews
common_n_hotel_reviews_1bd8 115 helpful votes
Reviewed 4 days ago NEW

Just got back from another delightful stay at Simonton Court. I stayed in Cottage 3 which was perfect. They had me in another room that was not to my preference but were quick to make a suitable change. The staff are all very nice. They also have a nice breakfast by the back pool every morning and beverages all day.... More 

Helpful?
Thank Kirk R
Germantown, MD
Level Contributor
20 reviews
4 hotel reviews
common_n_hotel_reviews_1bd8 10 helpful votes
Reviewed 5 days ago NEW via mobile

Great little oasis. Only a block from Duval and the fun there, but quiet little tucked away courtyards feel like you're on a totally different island. The only "issue" would be more bathroom door privacy. Love my spouse, but......TMI. You definitely won't need a car. Quick 5-10 minute walk to everywhere you want to go. Comfy bed, lots of pillows.... More 

Helpful?
Thank lellis34
Newport Beach, California
Level Contributor
58 reviews
15 hotel reviews
common_n_hotel_reviews_1bd8 37 helpful votes
Reviewed 1 week ago via mobile

Simonton Court oozes with old Key West charm. The hotel features a collection of cottages, town homes and "mansion" rooms. There are 4 small pools ....breakfast is included and is served by the main pool. We had a room by one of the pools which gave it s lush and open feeling. Very helpful and friendly staff - walking distance... More 

Helpful?
Thank pam b
Level Contributor
29 reviews
common_n_hotel_reviews_1bd8 6 helpful votes
Reviewed 2 weeks ago via mobile

My husband and I stayed here for our 10 year wedding anniversary and it was amazing! The room was clean and very cozy! The pools were amazing along with the staff! I would highly recommend this place to anyone and I will be back!

Helpful?
Thank handrews22
Zurich, Switzerland
Level Contributor
190 reviews
75 hotel reviews
common_n_hotel_reviews_1bd8 30 helpful votes
Reviewed 3 weeks ago

What a special place to enjoy s few day in Key West. Located conveniently near all the action, Simonton Court Historic Inn and Cottages are a private oasis of tranquility. As you enter the guest area, there are private cottages flanking you and some with small pools. The Inn itself is very comfortable with spacious rooms all tastefully decorated. The... More 

Helpful?
Thank stephenjason
england
Level Contributor
14 reviews
4 hotel reviews
common_n_hotel_reviews_1bd8 1 helpful vote
Reviewed 4 weeks ago

Simonton Court stepped in and helped me out when the G*****s Hotel dropped me in it 24hrs before we were due in Key West. All I can say is thanks as this place was perfect, it has it all, great location, superb accommodation (C2 is fantastic), multiple relaxing pools and a free breakfast to boot. The staff were great and... More 

Helpful?
Thank f3nn3rs
Level Contributor
5 reviews
Reviewed 23 October 2016 via mobile

We've been coming to Key West numerous times since 2007. The place we used to go to closed down due to being sold. This is the first time we came with other people as I wanted to celebrate my big 50 with my sister and her husband whom never been here before. My husband and I chose Simonton Court because... More 

Helpful?
Thank Jeffandruthmatthews
The Villages, Florida
Level Contributor
5 reviews
Reviewed 21 October 2016

Wonderful place to stay. Property management very helpful and delightful. Front room with a porch upstairs to enjoy breakfast, etc. Last minute booking. Would definitely stay again and highly recommend it. Had no problem with street parking for two nights.

Helpful?
Thank wtcscc

289 photos of this hotel

Traveller photos: See what travellers like you saw

Viewed
All Traveller Photos (288)
Viewed
Pool/Beach Area (28)
Viewed
View from Room (15)
Viewed
Room/Suite (54)
Viewed
Dining (14)
Viewed
Hotel & Grounds (52)
Viewed
Bathroom (10)
Viewed
Other (115)

Management photos: Courtesy of the property manager

Viewed
All Management Photos (1)
Viewed
Hotel & Grounds (1)
Check In Check Out
Hotels you might also like...
Travellers also viewed these Key West hotels
0.6 km away
Eden House
Eden House
#7 of 49 in Key West
1,572 reviews
0.1 km away
Cypress House Hotel : Key West
0.2 km away
The Saint Hotel Key West, Autograph Collection
Show Prices
Show Prices
Show Prices
0.2 km away
Marquesa Hotel
Marquesa Hotel
#2 of 49 in Key West
951 reviews
0.5 km away
The Gardens Hotel
The Gardens Hotel
#3 of 49 in Key West
1,592 reviews
0.2 km away
Crowne Plaza Key West La Concha
Show Prices
Show Prices
Show Prices

Amenities

Highlights
  • Free High Speed Internet ( WiFi )
  • Pool
  • Free Breakfast
About the property
  • Non-Smoking Hotel
Things to do
  • Pool
Room types
  • Suites
  • Non-Smoking Rooms
In your room
  • Air Conditioning
  • Refrigerator in room
Internet
  • Free High Speed Internet ( WiFi )
  • Free Internet
  • Public Wifi
Services
  • Free Breakfast
  • Laundry Service
  • Multilingual Staff
  • Dry Cleaning
  • Concierge
Official Description (provided by the hotel)
A converted mansion & 1880's cigar makers' cottage & factory, situated amid lush foliage, in the heart of the historic district. ... more   less 

Additional Information about Simonton Court Historic Inn and Cottages

Address: 320 Simonton St, Key West, FL 33040-6869
Region: United States > Florida > Florida Keys > Key West
Price Range: $248 - $878 (Based on Average Rates for a Standard Room)
Hotel Class:3.5 star — Simonton Court Historic Inn and Cottages 3.5*
Number of rooms: 30
Reservation Options:
TripAdvisor is proud to partner with Booking.com, Priceline, Agoda and Odigeo so you can book your Simonton Court Historic Inn and Cottages reservations with confidence. We help millions of travellers each month to find the perfect hotel for both holiday and business trips, always with the best discounts and special offers.
Also Known As:
Simonton Court Historic Inn And Cottages Hotel Key West
Simonton Court Key West
Simonton Court Historic Inn And Cottages Key West, Florida
Is This Your TripAdvisor Listing?
Own or manage this property? Claim your listing for free to respond to reviews, update your profile and much more.
Claim Your Listing

Questions & Answers

Here's what travellers have asked, with answers from Simonton Court Historic Inn and Cottages staff and other travellers.
13 questions
Ask a question

See all questions (13)

Questions? Get answers from Simonton Court Historic Inn and Cottages staff and past guests.
Posting guidelines
Typical questions asked:
  • Can tickets for local attractions be purchased at the front desk?
  • Do you have to pay extra for a mini-fridge?
  • At what time does the pool open each day?

See which rooms travellers prefer

“Cottage 3 is great. I think all the "Cottage" suites are similar being stand alone cottages with 2 bedrooms or more and a nice porch.”
 of 5 bubbles KirkR875, 30 Nov 2016 | Read review
“The cottages (C2) are really nice with pool access out of the door.”
  • Lower main bedroom C2
  • Doors open onto private pool area
  • Fantastic cottage
 of 5 bubbles f3nn3rs, 5 Nov 2016 | Read review
“request the cottages”
 of 5 bubbles 107kennethc, 20 Oct 2016 | Read review
“Book Simonton Court directly through the property!”
  • Friendly property cat. Always down around the court.
  • Private porch for MA1, looking down to Eaton Street
  • MA1, 2nd floor in the mansion
  • MA1, our home away from home! Labor Day weekend 2016
 of 5 bubbles swordfish-miami, 24 Sep 2016 | Read review
“Stay in one of the smaller buildings.”
 of 5 bubbles Lalagomez, 10 Sep 2016 | Read review
5 of 5
Enter dates for best prices
Check In Check Out
Price Your Stay