In the heart of Key West, Simonton Court Historic Inn & Cottages offers a charming getaway. Enjoy continental breakfast, unwind in one of 4 outdoor pools with sun loungers, or explore the nearby Ernest Hemingway Home and Museum. With bike rentals and an area shuttle available to guests who enjoy cycling on site.
Ernest Hemingway Home and Museum - 12 min walk - 1.1 km
South Beach - 20 min walk - 1.7 km
Southernmost Point - 3 min drive - 1.4 km
Getting around
Key West Intl. Airport (EYW) - 12 min drive
Area shuttle
Restaurants
Kermit's Key West Key Lime Shoppe - 5 min walk
Bull & Whistle Bar - 3 min walk
Irish Kevin's - 4 min walk
Stinkin Crawfish Key West - 4 min walk
Fogarty's and Flying Monkey's - 3 min walk
About this property
Simonton Court Historic Inn & Cottages
When you stay at Simonton Court Historic Inn & Cottages, you'll be in a great location, within just a 10-minute walk of Duval Street and Florida Keys Beaches. Guests looking to stay active can check out the nearby hiking/biking trails, kayaking, and scuba diving, and free perks include WiFi and continental breakfast daily between 8:30 AM and 10:30 AM. Other highlights include 4 outdoor pools, a terrace, and a garden. Fellow travelers say great things about the pool and helpful staff.
Languages
English
More about this property
VISIBILITY
At a glance
Hotel size
30 rooms
Arriving/Leaving
Check-in start time: 3:00 PM; Check-in end time: 3:00 AM
Early check-in subject to availability
Late check-in subject to availability
Minimum check-in age: 21
Check-out time is 11:00 AM
Special check-in instructions
Guests must contact the property in advance for check-in instructions; front desk staff will greet guests on arrival at the property
To make arrangements for check-in please contact the property ahead of time using the information on the booking confirmation
If you are planning to arrive after 11:30 PM please contact the property in advance using the information on the booking confirmation
Guests driving to the property should contact this property in advance (e.g., directions)
Required at check-in
Credit card, debit card, or cash deposit required for incidental charges
Government-issued photo ID may be required
Minimum check-in age is 21
Children
Children (18 years old and younger) not allowed
Pets
Pets not allowed
Internet
Free WiFi in public areas
Free WiFi in rooms (speed: 25+ Mbps)
Parking
Onsite parking available only on request
Onsite self parking (USD 30.00 per night; includes in/out privileges)
Onsite parking limited
Other information
Smoke-free property
LOB_HOTELS
Property amenities
Food and drink
Free continental breakfast each morning 8:30 AM–10:30 AM
Water dispenser
What to do
Beach nearby
Discount at nearby fitness center
Ecotours nearby
Hiking/biking trails nearby
Kayaking nearby
Scuba diving nearby
Scooter/moped rentals nearby
Skydiving nearby
Services
24-hour front desk
Concierge services
Tour/ticket assistance
Dry cleaning/laundry services
Luggage storage
Bicycle rentals
Beach towels
Pool loungers
Facilities
Safe-deposit box at front desk
Garden
Terrace
4 outdoor pools
Accessibility
Upper floors accessible by stairs only
ROOM
Room amenities
Be entertained
36-inch flat-screen TV
Cable TV channels
Home comfort
Air conditioning
Ceiling fan
Minibar
Coffee/tea maker
Iron/ironing board
Sleep well
Bed sheets provided
What to enjoy
Individually furnished and decorated
Freshen up
Free toiletries
Hair dryer
Towels
Stay connected
Free WiFi (speed of 25+ Mbps)
Electrical adapters/chargers
More
Daily housekeeping
In-room safe (laptop compatible)
Guidebooks/recommendations
Local maps
MONETIZATION_ON
Fees & policies
Refundable deposits
Deposit: USD 00.01 per stay
Parking
Self parking costs USD 30.00 per night with in/out privileges
Guests must contact this property in advance to reserve onsite parking
Policies
This property does not have elevators.
Guests can rest easy knowing there's a fire extinguisher and a smoke detector on site.
This property accepts credit cards, debit cards and cash.
Credit cards accepted: Visa, Mastercard, American Express, Discover, Diners Club
Please note that cultural norms and guest policies may differ by country and by property. The policies listed are provided by the property.
Also known as
Simonton Court Historic Inn Guesthouse
Simonton Court Historic Inn & Cottages Hotel
Simonton Court Historic Inn & Cottages Key West
Simonton Court Historic Inn & Cottages Hotel Key West
HELP_OUTLINE
Frequently asked questions
Is there a pool at Simonton Court Historic Inn & Cottages?
Yes, there are 4 outdoor pools.
Are pets allowed at Simonton Court Historic Inn & Cottages?
Sorry, pets aren't allowed.
Is parking offered on site at Simonton Court Historic Inn & Cottages?
Yes. Self parking costs USD 30.00 per night. Parking spots may be limited.
What are the check-in and check-out times at Simonton Court Historic Inn & Cottages?
Check-in start time: 3:00 PM; Check-in end time: 3:00 AM. Check-out time is 11:00 AM.
What is there to do at Simonton Court Historic Inn & Cottages and nearby?
Have fun with nearby activities like boat tours, fishing, and hiking. Additional recreation nearby includes ecotours. Enjoy a swim in one of the 4 outdoor swimming pools or use the hotel's other amenities, which include a garden.
What's the area around Simonton Court Historic Inn & Cottages like?
Simonton Court Historic Inn & Cottages is a short 3-minute walk from Duval Street and 6 minutes' walk from Florida Keys Beaches. The local area is walkable and popular for its beaches.
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Simonton Court Historic Inn & Cottages Reviews
Reviews
9.8
Exceptional
All reviews shown are from real guest experiences. Only travelers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.More informationOpens in a new window
9.8/10
Cleanliness
10/10
Staff & service
9.6/10
Amenities
9.6/10
Property conditions & facilities
9.6/10
Eco-friendliness
Popular mentions
Service staff
Room
Location
Breakfast
Cottage
Parking
Gardens
Trip
Ambience
Activities
What guests liked
The property features multiple pools, including heated options, providing a refreshing oasis for guests. (42 reviews)
Breakfast was a highlight with excellent options, delicious food, and friendly staff. (38 reviews)
From real guest reviews summarized by AI.
Reviews
10/10 Excellent
Jul 27, 2025
Enjoyed our stay. Highly recommend
Rebecca
Rebecca, 2-night trip
8/10 Good
Aug 7, 2025
The bedroom,and bathroom were nice. The way they had breakfast set up was unque.
William
William, 1-night trip
10/10 Excellent
Jul 21, 2025
The staff is amazing! They take extremely good care of their guest as week as their property.
Sara
Sara, 4-night trip
10/10 Excellent
Aug 3, 2025
This is a gorgeous historic place in Old Town. The staff was super—helpful, accommodating, professional and friendly. The included breakfast was ample and fresh. The grounds and rooms are lovely lush and charming—four beautiful pools and great A/C. Call ahead to reserve your parking if needed.
We would definitely stay here, again.
Amy
Amy, 3-night trip
10/10 Excellent
Aug 4, 2025
The staff is simply wonderful. They truly care about your stay and making sure everything is perfect. Can’t recommend this place enough! A true gem.
Vicki
Vicki, 3-night trip
10/10 Excellent
Jul 11, 2025
I highly recommend this property. Great experience, clean and well maintained with a most courteous and friendly staff.
Ivette
Ivette, 2-night trip
10/10 Excellent
Jun 12, 2025
I loved how it was so close to the night life but still felt secluded.
Kimberly
Kimberly, 3-night trip
10/10 Excellent
Jul 10, 2025
Beautiful grounds well maintained.
The guy at front desk was great went beyond expectations We will be back have already told friends bringing some of them next trip.
Micheal
Micheal, 1-night trip
10/10 Excellent
Jul 13, 2025
Definitely going back!
Sergio
Sergio, 1-night trip
10/10 Excellent
Jun 15, 2025
Great location. Nice staff. The property was beautiful! Would stay again!
Kaila
Kaila, 3-night trip
8/10 Good
Aug 8, 2025
Centrally located, convenient to Duval Street. Downtown. I would have given it a 5 star, but the ceiling fans were very dirty, and the white furniture needed to be cleaned.
William
William, 1-night trip
10/10 Excellent
Jul 12, 2025
Everyone was extremely kind. It is a beautiful place to stay. 10 out of 10
Traci
Traci, 1-night trip
10/10 Excellent
Jul 9, 2025
Beautiful grounds of the historic cigar factory and cottages! Bonus were the pools and a wonderful breakfast! Our mattress could use a memory foam topper as it was really hard.
Denise
Denise, 2-night trip
10/10 Excellent
May 12, 2025
Great friendly place to stay
The staff was among the friendliest we have ever had, always making sure we were happy.
Martin
Martin, 4-night trip
10/10 Excellent
Jun 14, 2025
Loved everything about the property. The property has a tropical feel. Staff was very welcoming. We did the food tour that the property offered and our guide was fantastic. Would definitely recommend staying here.
Angie
Angie, 3-night trip
10/10 Excellent
Jun 13, 2025
Outstanding, from check-in to check-out. Service excellence, amazing amenities, fantastic location. Don’t miss this gem!
Julie
Julie, 2-night trip
10/10 Excellent
Jun 10, 2025
We enjoyed our first stay and the Simonton and now know where we will stay every time we’re in town! Thanks for your genuine interest in our wellbeing and the kind hospitality.
Jeanie
Jeanie, 1-night trip
10/10 Excellent
May 25, 2025
Have stayed here before charming and quaint! Perfect location! Staff is awesome! Very accommodating
Cynthia
Cynthia, 1-night trip
10/10 Excellent
Mar 15, 2025
Great place to stay just of Duval street
My go to place if we come back !
christopher
christopher, 1-night trip
10/10 Excellent
May 1, 2025
Had an amazing, relaxing stay at Simonton Court! The staff were very friendly and welcoming. We will stay here the next time we visit Key West!⭐️⭐️⭐️⭐️⭐️⭐️
Deborah
Deborah, 6-night trip
10/10 Excellent
Mar 20, 2025
Key West Getaway
A great inn with lots of character and charm. We really enjoyed our stay.
Gregory
Gregory, 2-night trip
10/10 Excellent
Jul 3, 2025
⭐️⭐️⭐️⭐️⭐️ 5/5 — Outstanding Stay in Key West
I had a fantastic experience during my recent business trip to Key West. The entire team was incredibly attentive, kind, and went above and beyond to make sure everything was perfect. Their hospitality truly made the difference.
The hotel provided a comfortable and welcoming atmosphere, making it easy to focus on work while also enjoying some of the charm that Key West has to offer.
Definitely planning to come back. Thank you to the amazing team for such a memorable stay!
Yorledys
Yorledys, 1-night trip
10/10 Excellent
May 12, 2025
I like coming back to the hotel after the activities of the day to find a serene and welcoming atmosphere. The staff was great. We especially loved the caring attention we received from Violet at breakfast.
Janet
Janet, 7-night trip
10/10 Excellent
Jan 31, 2025
Beautiful property, great location.
Caryn
Caryn, 1-night trip
10/10 Excellent
Jun 17, 2025
Great pool. Daily Continental breakfast and happy hour. Rooms are all unique. Very comfortable bed, very quiet. We had a third floor room with a roof deck. It's stairs but we are only here for three nights so not bad. Pictures from deck and room