Simonton Court Historic Inn & Cottages

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320 Simonton St
Key West, FL 33040
A converted mansion & 1880's cigar makers' cottage & factory, situated amid lush foliage, in the heart of the historic district.

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4.078 reviews
Photo of Kristy S.
Kristy S.
11/22/2025

This is a lovely hotel that feels more like a community inn right in the heart of Key West. It is comprised of multiple different bungalows, cottages, The Mansion and more...each exuding a lovely,...

Karin D.
1/1/2026

An Absolute Gem in the Heart of Key West Our stay at Simonton Historic Inn was nothing short of exceptional. From the moment we arrived, we felt welcomed, relaxed, and completely at home. The...

Will B.
9/28/2025

The cottage we stayed was beautiful and right off one of the many pools on the grounds. It was quiet and intimate even though we were in the heart of downtown. I would highly recommend staying...

Photo of Rachelle G.
Rachelle G.
9/30/2024

Best place to stay in Key West! My husband and I have stayed at Simonton Court over a dozen times and each and every time we fall back in love. Perfect for a getaway for two or a group of...

Photo of Kiarra S.
Kiarra S.
1/15/2023

Booked this hotel last minute and boyyyy she did not disappoint. The staff was super friendly, landscaping but beautifully manicured. They have 4 pools, multiple bungalows and hotel rooms. They...

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United StatesFloridaKey WestSimonton Court Historic Inn & Cottages

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