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 1000 reviews
  • Engine customer Aug 2026

    Simonton Historical Inn was everything we expect of a Key West B & B. Beautiful lush landscape and gardens, historically significant buildings (think 1880's). The wood floor of our room had a noticeable slant to the left ( to be expected of a historical building and charming.). The staff could not have been friendlier and they were very helpful with every question answered. The room was quaint and clean, a bit of mold in the shower but we were there in August and the humidity of the sub-tropics is brutal. Bed was comfortable but the bedding could use an update. Continental breakfast was very good. Overall we liked the accommodations and would return.

  • Engine customer Aug 2026

    This historic property was absolutely amazing. The details and pride of the staff really showed. Loved every second we were there!

  • Engine customer Aug 2026

    Would absolutely stay here again! The spaces are older and remodeled so not perfect and

  • Engine customer Aug 2026

    Close to everything

  • Engine customer Aug 2026

    The STAFF is AMAZING. Truly, the best amenity of this, my favorite place to stay in Key West, is the delightful, friendly, helpful, amazing staff!

  • Engine customer Aug 2026

    Si

  • Engine customer Jul 2026

    Always a great stay!!

  • Engine customer Jul 2026

    Our stay there was so peaceful and relaxing. The cottage was beautiful and clean. The grounds are meticulously kept and the pools are wonderful. I do want to give a major shout out to the staff, they were all wonderful, especially Jonathan. He went above and beyond and he will never understand how special that was to me. This will always be my first choice when visiting. I cannot wait to come back ♥️

  • Engine customer Jul 2026

    Cute historic spot with various small pools for relaxing and it’s a quiet escape from the noise of the bars etc. Really great breakfast and lovely staff. So comfortable with beautiful grounds!

  • Engine customer Jul 2026

    Loved every second of our time here! Absolutely will be back! Only two improvements would be better planning of parking, this was the biggest pain point, and the physical key for the room was difficult and would get stuck occasionally. Everything else was a DREAM!!!

  • Engine customer Jul 2026

    Best part was the warm hospitality by every single staff we have interacted.

  • Engine customer Jul 2026

    Such a great place!

  • Engine customer Jul 2026

    Place is amazing. Upgraded to a two bedroom cottage suite. Highly recommend this place. Stay here if you can.

  • Engine customer Jul 2026

    Clean room, great staff

  • Engine customer Jul 2026

    The shower was a little to be desired, while big, there was not much water pressure and the water took a long time to get hot, but it wasnt a deal breaker by any means. There were also very few electrical outlets so my husband had to run his cord under the bed to be able to plug in his CPAP machine.

  • Engine customer Jul 2026

    room," "pool," and "breakfast Only a few parking spots in the property, so we needed to look for other available parking spots outside of the property as a consequence it was a frustrated issue.

  • Engine customer Jul 2026

    Very poor value for money

  • Engine customer Jul 2026

    I loved the rooms and the spacious bed was very nice and the room itself looked gorgeous I didn’t like how the pool was shared between everyone and the lock on the door didn’t feel very secure and the windows for doors didn’t feel very safe either

  • Engine customer Jul 2026

    We loved it here! The staff were so friendly and helpful. Our room was great but it didn’t have a lot of storage for our longer stay. We would choose this location again but would book a King deluxe room. We walked everywhere as it was all super close. We are going to return

  • Engine customer Jul 2026

    Comfy room Excellent customer service

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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