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Simonton Court Historic Inn & Cottages

2.5 star property

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Photo gallery for Simonton Court Historic Inn & Cottages

Queen with Pool View | Minibar, in-room safe, individually decorated, individually furnished
Property grounds
Deluxe King Suite H | View from room
Exterior detail
King Room B | View from room

Reviews

9.8 out of 10
Exceptional

Popular amenities

  • Free Wi-Fi
  • Parking available
  • Laundry room

Explore the area

View in a map
320 Simonton St, Key West, FL, 33040
  • Place, Duval Street
    ‪1 min walk‬
  • Place, Harry S. Truman Little White House
    ‪6 min walk‬
  • Place, Mallory Square
    ‪7 min walk‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪10 min drive‬

Room options

View all photos for Room, 1 Queen Bed

Room, 1 Queen Bed | Minibar, in-room safe, individually decorated, individually furnished

Room, 1 Queen Bed

9.4 out of 10
Exceptional
(22 reviews)
  • Sleeps 2
  • 1 Queen Bed

View all photos for Deluxe Room, 1 Queen Bed

Deluxe Room, 1 Queen Bed | Minibar, in-room safe, individually decorated, individually furnished

Deluxe Room, 1 Queen Bed

9.8 out of 10
Exceptional
(12 reviews)
  • Sleeps 2
  • 1 Queen Bed

View all photos for Room, 1 King Bed

Room, 1 King Bed | Minibar, in-room safe, individually decorated, individually furnished

Room, 1 King Bed

9.6 out of 10
Exceptional
(27 reviews)
  • Sleeps 2
  • 1 King Bed

View all photos for Deluxe Room, 1 King Bed

Minibar, in-room safe, individually decorated, individually furnished

Deluxe Room, 1 King Bed

9.6 out of 10
Exceptional
(23 reviews)
  • Sleeps 2
  • 1 King Bed

View all photos for Luxury Suite

Luxury Suite | Living area | 36-inch flat-screen TV with cable channels, TV

Luxury Suite

9.0 out of 10
Wonderful
(10 reviews)
  • 1 bedroom
  • Sleeps 2
  • 1 King Bed

View all photos for Basic Cottage

36-inch flat-screen TV with cable channels, TV

Basic Cottage

10.0 out of 10
Exceptional
(1 review)
  • 1 bedroom
  • Sleeps 4
  • 1 King Bed and 1 Queen Bed

View all photos for Luxury Cottage

Minibar, in-room safe, individually decorated, individually furnished

Luxury Cottage

10.0 out of 10
Exceptional
(3 reviews)
  • 1 bedroom
  • Sleeps 4
  • 1 King Bed and 1 Queen Bed

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About this property

Simonton Court Historic Inn & Cottages

Hotel with 4 outdoor swimming pools, 3-minute walk to Duval Street
4 outdoor pools, self parking and concierge services are available at this smoke-free hotel. Free continental breakfast and free WiFi in public areas are also provided. Additionally, dry cleaning, laundry facilities and a 24-hour front desk are on-site.
Simonton Court Historic Inn & Cottages offers 30 air-conditioned accommodations with minibars and laptop-compatible safes. Each accommodation is individually furnished and decorated. 36-inch flat-screen televisions come with cable channels.

Bathrooms include complimentary toiletries and hairdryers. This Key West hotel provides complimentary wireless Internet access, with a speed of 25+ Mbps. Additionally, rooms include coffee/tea makers and an iron/ironing board. Housekeeping is provided on a daily basis.

4 outdoor swimming pools are on site.

The recreational activities listed below are available either on-site or nearby; fees may apply.

Our customers tell us that they can't get enough of the free breakfast at Simonton Court Historic Inn & Cottages. During your stay, you're just a quick walk from Duval Street. Enjoy features like free WiFi in public areas, plus 4 outdoor pools and dry cleaning service.
  • Free continental breakfast served daily
  • Free Wi-Fi (speed: 25+ Mbps)
  • Self-parking available for a fee
  • Take a swim in the 4 outdoor pools
  • Services include dry cleaning/laundry, a concierge and tour or ticket assistance
  • On-site recreation includes bicycles to rent
  • Guests have great things to say about the breakfast and the pool
  • Just a 3-minute walk from Duval Street and 6 minutes on foot from Florida Keys Beaches
  • Local-area shuttle service available
Simonton Court Historic Inn & Cottages offers its guests 4 outdoor swimming pools. WiFi is free in public spaces. Free breakfast is available daily. A terrace, a vending machine, and tour/ticket assistance are also featured at Simonton Court Historic Inn & Cottages. Limited parking is available for a fee and is offered on a first-come, first-served basis.

This Key West hotel is smoke free.

Guests are served a free continental breakfast daily from 8:30 AM to 10:30 AM.

Property amenities

Internet

  • Available in all rooms: Free WiFi
  • In-room WiFi speed: 25+ Mbps
  • Available in some public areas: Free WiFi

Parking and transport

  • Area shuttle
  • Onsite parking available only on request
  • Parking on site (USD 30 per night; includes in/out privileges)
  • Limited on-site self parking

Food and drink

  • Free continental breakfast available daily 8:30 AM to 10:30 AM

Things to do

  • 4 outdoor pools
  • Bicycle rentals

Conveniences

  • 24-hour front desk
  • Guidebooks
  • Laundry facilities
  • Luggage storage
  • Safe at front desk
  • Vending machine
  • Water dispenser

Guest services

  • Concierge services
  • Dry cleaning/laundry service
  • Housekeeping (daily)
  • Tour and ticket assistance

Outdoors

  • Beach towels
  • Garden
  • Pool loungers
  • Terrace

Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • Upper floors accessible by stairs only

More

  • Smoke-free property

Room amenities

Bedroom

  • Bedsheets provided

Bathroom

  • Free toiletries
  • Hair dryer
  • Towels provided

Entertainment

  • 36-inch flat-screen TV with cable channels

Food and drink

  • Coffee/tea maker
  • Minibar

More

  • Air conditioning
  • Ceiling fan
  • Electrical adapters
  • Individual decor
  • Individual furnishings
  • Iron/ironing board
  • Laptop-compatible safe

Policies

Check-in

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

Check-out before 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)
Information provided by the property may be translated using automated translation tools

Access methods

Staffed front desk

Pets

  • No pets allowed

Children and extra beds

  • Children 18 and younger are not allowed at this property. All guests older than 18 are welcome.

Payment types at the property

Important information

Fees

Guests will be asked to pay the following charges at the property:

  • Deposit: USD 00.01 per stay

We've listed all charges provided to us by the property.

Optional extras

The fees and deposits listed below will be charged at the time of service, check-in, or check-out.

  • Self-parking fee: USD 30.00 per night (in/out privileges)

This may not be a comprehensive list. Fees and deposits are subject to change and might not include tax.

You need to know

This property is managed by a professional host. The provision of housing is linked to their trade, business or profession.
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Guests must contact this property in advance to reserve on-site parking
This property accepts credit cards, debit cards and cash
Safety features at this property include a fire extinguisher and a smoke detector
Please note that cultural norms and guest policies may differ by country and by property; the policies listed are provided by the property
To arrange for check-in, guests must contact the property in advance of arrival using the information on the booking confirmation. Guests arriving after 11:30 PM must make advance arrangements by contacting the property using the information on the booking confirmation. Guests must contact the property in advance for check-in information. Front desk staff will greet guests on arrival at the property. Guests who plan to drive should contact this property in advance for more details (e.g. directions).
If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with EU regulations about consumer rights, property booking services are not subject to the right of withdrawal.

We should mention

  • Children 18 years old and younger aren't allowed at this property.

Property is 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

Simonton Court Historic Inn & Cottages Reviews

Reviews

9.8

Exceptional

Rating 10 - Excellent. 785 out of 883 reviews
Rating 8 - Good. 69 out of 883 reviews
Rating 6 - Okay. 18 out of 883 reviews
Rating 4 - Poor. 4 out of 883 reviews
Rating 2 - Terrible. 7 out of 883 reviews

9.8/10

Cleanliness

10/10

Staff & service

9.6/10

Amenities

9.6/10

Property conditions & facilities

9.6/10

Eco-friendliness

Reviews

10/10 Excellent

Renee

Stayed 1 night in Sep 2025

8/10 Good

Bridget

Liked: Staff & service, property conditions & facilities
Stayed 2 nights in Sep 2025

10/10 Excellent

Stacy

Liked: Cleanliness, staff & service, property conditions & facilities
Really enjoyed my stay at Simonton Court Historic Inn & Cottages. Everything was lovely, from the peaceful atmosphere to the well-kept grounds. A special mention goes out to the breakfast ladies. So friendly and welcoming, they really made the mornings extra enjoyable. Would definitely stay there again!
Stayed 3 nights in Sep 2025

8/10 Good

Jeffrey

Stayed 3 nights in Sep 2025

10/10 Excellent

Jayne

Liked: Cleanliness, staff & service, property conditions & facilities
Staff was amazing
Stayed 3 nights in Sep 2025

10/10 Excellent

Shannon

Travelled with group
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

Great first time experience

My husband and I are from Marathon, 50 miles away and we traveled with another couple from central Fl. We rode our motorcycles down and the front desk was very accommodating offering to watch our luggage while we went to stroll Duval waiting for our room to be available. We later enjoyed the privacy of the pool while having poolside service. The rooms were very nice, reflecting historic Key West while offering modern amenities. Our friends room was overlooking Simonton and they noticed a lot of road noise during the evening, but they enjoyed their stay overall. Our room (suite) was in the middle of the property and seemed to be quieter. This was our first time staying there and we will definitely go back! Highly recommend.
Stayed 1 night in Sep 2025

10/10 Excellent

Zakary

Travelled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
No complaints here at all. Love the historic look and rooms were great. Robert was awesome, gave us a tour of the cottages and history. Would highly recommend for couples!
Stayed 2 nights in Aug 2025

10/10 Excellent

Christine

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Everything & Everyone at The Simonton Court Inn was Outstanding!!! I couldn't have been more satisfied.
Stayed 3 nights in Sep 2025

10/10 Excellent

Kevin

Liked: Cleanliness, staff & service, property conditions & facilities
Stayed 2 nights in Jul 2025

10/10 Excellent

cindy

Liked: Cleanliness, staff & service, property conditions & facilities
Great breakfast on site.
Stayed 4 nights in Sep 2025

10/10 Excellent

Paul

Liked: Cleanliness, staff & service, property conditions & facilities
Good
Stayed 1 night in Sep 2025

10/10 Excellent

Ana

Stayed 1 night in Jul 2025

10/10 Excellent

Ana

Travelled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The property is speacial cozy and romantic
Stayed 1 night in Sep 2025

10/10 Excellent

Samantha

Liked: Cleanliness, staff & service, property conditions & facilities
Stayed 2 nights in Sep 2025

10/10 Excellent

Karina

Stayed 2 nights in Sep 2025

10/10 Excellent

Melissa, CASTLE ROCK

Liked: Cleanliness, staff & service
Just the cutest place ever! Grounds are beautiful. Bed was comfy. Loved!!
Stayed 1 night in Sep 2025

10/10 Excellent

Anthony

Liked: Cleanliness, staff & service, property conditions & facilities
Stayed 1 night in Sep 2025

8/10 Good

Martin

Travelled with group
Liked: Cleanliness, staff & service
First-time stay experience - 5-10m walk to Sloppy Joe's and the fun - 20-25m walk to Southernmost Beach, end of Duval - 10-12m to Mallory Sq. - Uber/Taxi required for Smather's Beach ($~20 each way) I usually stay closer to the action on Duval Street — either near the 900 block by Martin’s Restaurant (which is quite excellent) or around the 200 block by Sloppy Joe’s and Irish Kevin’s also quite excellent. This property is about a 15–20 minute walk from the 200 block. Do not forget to hit the hidden gem: "Shot's and Giggles Bar"" It's on the way to 200 block if you walk down Simonton. The hotel property itself is very clean and well maintained. My room was also clean, though somewhat dated. Still, everything was comfortable and in good order. What really stood out was the staff. They were excellent — friendly, professional, and very accommodating. I arrived before noon while moving between properties, and they gladly held my bags so I could get back out. Later in the day, they were also able to check me in about an hour early, which I appreciated. The front desk in particular was outstanding — super helpful and welcoming. Overall, a positive stay.
Stayed 1 night in Sep 2025

10/10 Excellent

Ellen

Stayed 3 nights in Sep 2025

10/10 Excellent

Ronald

Travelled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Friendly staff good continental breakfast.
Stayed 2 nights in Sep 2025

10/10 Excellent

William

Travelled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Absolutely recommend this place!
Stayed 2 nights in Sep 2025

10/10 Excellent

Carlos

Travelled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The property is really clean and the staff couldn’t be better! Short walk to Duval St!
Stayed 2 nights in Aug 2025

10/10 Excellent

Deone'Ta

Travelled with family, Travelled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Very nice property. Staff was great. The property is close to all the action so you can pretty much walk anywhere you need to go. My only complaint is there was no microwave in the cottage.
Stayed 2 nights in Aug 2025

10/10 Excellent

Omar

Stayed 1 night in Sep 2025

10/10 Excellent

Robert

Travelled with family, Travelled with group
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
A quick walk to Duval street from a safe, quiet location. He suites were semi private but felt like we were the only ones there and the same goes for the smaller pool right outside of our room. We will definitely stay here again and we will recommend this to our friends.
Stayed 2 nights in Sep 2025