Members-only rates
4.9 / 5 Excellent

Simonton Court Historic Inn & Cottages

Simonton Court Historic Inn & Cottages
Simonton Court Historic Inn & Cottages – Key West, FL
Simonton Court Historic Inn & Cottages – Key West, FL
Check in 3:00 PM
Check out 11:00 AM

About Simonton Court Historic Inn & Cottages

Located in Key West, this Florida adult-only inn offers complimentary, light continental breakfast and free Wi-Fi access. Duval Street is 2 minutes’ drive from the property and The Ernest Hemingway Home and Museum is 3 minutes’ drive away. A TV, telephone, and a refrigerator are included in all rooms at Key West’s Simonton Court. A balcony or patio is also featured in addition to an private bathroom. The gallery photos show examples of different bedrooms in each category. Guests can enjoy swimming any one of the 4 on-site outdoor pools, use the bicycle hire, or relax in the garden. Kindly note that private parking is available upon request as there are limited spots. Please inform the property in advance. A concierge service and daily maid service are also available. The Southernmost Point of the continental United States of America is 5 minutes’ drive from the inn. Mallory Square is 2 minutes’ drive from the property, and Smathers Beach is 2.6 mi away.

Amenities

  • On-site parking
  • 24-hour front desk
  • Meeting space
  • Fitness center
  • On-site dining
  • Express check-in / check-out
  • Concierge
  • Dry cleaning
  • Self-service laundry
  • Luggage storage
  • Pool
  • Smoke-free property
  • In-room safe

Reviews

4.9 / 5
Excellent 1008 reviews
  • Engine customer Jul 2026

    Very friendly staff. Convenient location to all the sites without the noise. Note that some rooms are on the top floor of the mansion and as far as we could tell there is no elevator. Breakfast is varied but there are no hot items.

  • Engine customer Jul 2026

    Since my stay was in the summer, rates were unbelievably low which was the reason I booked Key West. If the price were right other times of the year I’d be back without question.

  • Engine customer Jul 2026

    Like being in a tropical garden Only problem Was limited parking

  • Engine customer Jul 2026

    Such an amazing stay! Was the best place we have ever stayed! wonderful property and amenities! Staff is very attentive to anything you might happen to need and breakfast was delicious 😋 We will definitely be booking here again 😀

  • Engine customer Jul 2026

    The cutest nicest place we stayed down here. I never would’ve expected all it had walking by. Our stay was wonderful. Would definitely stay again

  • Engine customer Jul 2026

    Beautiful secluded property in the heart of old town. Attentive staff. Would definitely book this property again.

  • Engine customer Jul 2026

    The only negative point was the breakfast

  • Engine customer Jul 2026

    i would stay there again famlly run hotel

  • Engine customer Jun 2026

    We loved the atmosphere, the multiple pools, the room and the proximity to Duval and Mallory Square. Would stay again in a heartbeat.

  • Engine customer Jun 2026

    I really noticed all the little touches around the facility like the men’s bathroom had a mustache and the women’s had red lips! The flower petals on the walkway, the beautiful postcard, the towels wrapped nicely and in a wicker basket near the pool, the pool chair covers!! Not to mention the wonderful breakfast every morning! Violet was the absolute BEST! So special and welcoming. Had a fabulous stay and will be back again. Thank you so much!!!

  • Engine customer Jun 2026

    Jonathan and Violet went above and beyond to ensure my stay was amazing!

  • Engine customer Jun 2026

    Super clean, well kept despite being and old property. very very nice and helpful staff made checking in very easy and my stay very pleasant. will definitely be coming back i had a wonderful experience enjoying my time at all 4 pools!

  • Engine customer Jun 2026

    I rarely review places but when I do they deserve it! Simonton Court was top notch. We got a good price for the stay. We arrived to find an inviting flower covered, palm lined inviting walkway. They upgraded us to a king size bed, but that was 3rd floor so we chose to stay in our queen on the first floor. The little houses would have been perfect to stay in. Pools were nice, place clean, breakfast nice, hoped for omelets. Located 1 block from Duval St in the center of everything but far enough for it to be quiet. But all in all I rate our Stay a 9 out of 10,

  • Engine customer Jun 2026

    Beautiful property, wonderful staff. We hope to visit again soon.

  • Engine customer Jun 2026

    Our stay was GREAT. The room really nice and clean. The staff was very kind and helpful. The grounds were tropical and we enjoyed 4 different pools. The breakfast was included and delicious. This hotel is in a great location, a block from the action but quiet. We walked everywhere no need for a car. The parking fee is high per night so we parked on the road without difficulty. We believe this hotel to be the best one we booked since we started visiting the Keys. Will be back.

  • Engine customer Jun 2026

    The property is a quiet jewel in Key West, we had a last minute booking and the staff upgraded us! Awesome cottage suite with virtually private pool in a tropical oasis. Yet steps away from all the action on Duval. Breakfast was great, and the pools were so relaxing! No noisy roosters getting you up at crack of dawn courtesy of two cats on property. Only down side was our shower struggled to heat up, but a small price to pay for such a beautiful historic place!

  • Engine customer Jun 2026

    Perfcet location and walk to everything , we very much enjoyed our stay!

  • Engine customer Jun 2026

    Very convenient location to the Old Town area. Easy walk to every place

  • Engine customer Jun 2026

    The room was very spacious and clean. The staff were extremely friendly and helpful. I love the way you choose your breakfast and they bring it to you at our table. The water pressure in the shower was awesome. Without a doubt I will return.

  • Engine customer Jun 2026

    The staff was exceptional—friendly, welcoming, and always available to help with any questions or requests. Their attention to detail and genuine hospitality made us feel right at home. The amenities were great, we got to make our own wind chimes while enjoying some cocktails. Everything was thoughtfully provided, making our stay convenient and enjoyable. The combination of a charming cottage, excellent service, and great amenities made for a perfect Key West experience. We would highly recommend this property to anyone visiting Key West and can’t wait to come back!

Frequently asked questions about Simonton Court Historic Inn & Cottages

Does Simonton Court Historic Inn & Cottages have free Wi-Fi?
Yes, Simonton Court Historic Inn & Cottages offers free Wi-Fi for all guests.
Does Simonton Court Historic Inn & Cottages offer parking?
Yes, paid self-parking is available on-site at Simonton Court Historic Inn & Cottages.
Does Simonton Court Historic Inn & Cottages have meeting spaces, conference centers, or conference rooms?
Yes. Simonton Court Historic Inn & Cottages offers meeting spaces for business and group use.
Does Simonton Court Historic Inn & Cottages have a fitness center?
Yes, Simonton Court Historic Inn & Cottages features an on-site fitness center for guests. Additional wellness amenities include pool.
Where is Simonton Court Historic Inn & Cottages located, and how walkable is the area?
Simonton Court Historic Inn & Cottages is located at 320 Simonton St, Key West, FL FL 33040. With a Walk Score of 95, the area is rated Walker's Paradise. Most daily errands can be done on foot — ideal for travelers without a car.

What's nearby

Map of points of interest near Simonton Court Historic Inn & Cottages
  • Key West Airport 3.0 mi

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