Simonton Court Historic Inn & Cottages

The staff was very good from the welcome to our final goodbye. Everyone was extremely helpful, rooms and all aspects were very clean, and any request was always taken care of. Our stay with Simonton Cottages was way above anything that we were expecting. We were welcomed by Johnathan and Violet, they are married, they are the nicest couple, always trying their best to make sure you have the best stay possible. Then there's Eric, he's the food and beverage tour leader and it was the best food tour ever. All stops were excellent and more food than we could eat, got it to go. Then there was the coconut and shell painting, with cocktails, Eric did a great job of entertain us, coaching the painting and pouring drinks. Wonderful bonus to our Key West stay at Simonton Court.

The walkway just past the front gate is magical. Full of lush trees, plants, and orchids. At night it is lit with beautiful lighting. The heated black bottom pool was our favorite and seemed secluded as there are not a ton of guests and there are 4 pools to choose from. The staff was very friendly and helpful. Lots of complimentary breakfast options, you put in an order, and they deliver it to your outdoor table by the pool or on the mansion porch. This was really the getaway my husband and I needed to decompress, recharge, and soak up the tropics.

Everything about the property is nice, the vegetation is so beautiful you feel like in a little jungle I love that. Every single staff member is soooo nice and helpful always in a good mood. We stayed here in July 2024 and then loved it so much we came back in September 2024.. so close to Duval st you can walk anywhere but also just far enough you don’t hear any loud music. Siminton beach is also just a walk away but We usually rent the onsite bikes and can literally bike anywhere on the island. It is a quaint and quiet place they have four pools and it’s never crowded. Rooms are so beautiful and spacious beds comfortable.

Room was very nice - property was very pretty, nice outdoor space, multiple pools, parking was extra but reserved off- street just around the corner, location is very close to the key west theater which is why we came there, very close to Duval street, the main tourist street, staff was excellent from pre-check in all the way to check out, we had a very early check out which we informed the desk of and they had an order sheet for us to have a to-go breakfast ready for us. Lovely property all the way around.

Location, staff, ambiance and the overall feel were beyond expectations. I knew about a Queen room accommodation and the size being somewhat smaller but that was not an issue and the tradeoff for the morning breakfast, the relaxing pool area and the nightly walk back to our room through the treeline brick walkway was worth it! Very historic and nostalgic feel!