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 1004 reviews
  • Engine customer Sep 2026

    Nice. The pools were great. A bit smaller and more contained than I imagined, but ultimately, good!

  • Engine customer Aug 2026

    .

  • Engine customer Aug 2026

    Everything is amazing. Love this hotel

  • Engine customer Aug 2026

    Amazing property! We’ve stayed at Simonton multiple times and it never disappoints. Beautiful grounds, amazing staff, and comfortable rooms.

  • Engine customer Aug 2026

    Not packing lots

  • Engine customer Aug 2026

    Nothing

  • Engine customer Aug 2026

    Everything!!! Nothing it wad perfect!!

  • Engine customer Aug 2026

    The staff is very friendly and helpful and the overall experience is exceptional. I like the options for multiple pools and the private feel. The rooms facing the Simonton Street are exposed to traffic noise (more then what you expect). We will stay in a different room on our next visit.

  • 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 was wonderful and helpful. No complaints from me at all.

  • 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

    Staff is great!! Location is great!! Property is super tired. Needs a renovation but spacious and charming otherwise. Staff is great!! Location is great!! Property is super tired. Needs a renovation but spacious and charming otherwise.

  • 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!!!

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 523 Eaton Street, 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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