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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

King Room D | Balcony
King Room B | View from room
Property grounds
Deluxe Single B | View from room
Exterior

Reviews

9.8 out of 10
Exceptional

Popular amenities

  • Free WiFi
  • Parking available
  • Laundry
$336
includes taxes & fees
Jan 4 - Jan 5, 2026

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
(28 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 in Key West Historic District
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 onsite.
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 hair dryers. This Key West hotel provides complimentary wireless Internet access, with a speed of 25+ Mbps. Additionally, rooms include coffee/tea makers and irons/ironing boards. Housekeeping is provided daily.

4 outdoor swimming pools are on site.

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

Simonton Court Historic Inn & Cottages features 4 outdoor swimming pools. Wireless Internet access is complimentary. A complimentary breakfast is offered each morning. This Key West hotel also offers a terrace, a vending machine, and tour/ticket assistance. Limited onsite parking is available on a first-come, first-served basis (surcharge).

Simonton Court Historic Inn & Cottages is a smoke-free property.

A complimentary continental breakfast is served each morning between 8:30 AM and 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 transportation

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

  • Smoking not allowed

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

Pets not allowed

Children and extra beds

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

Property payment types

Important information

Fees

You'll be asked to pay the following charges at the property. Fees may include applicable taxes:

  • Deposit: USD 00.01 per stay

We have included all charges provided to us by the property.

Optional extras

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

The above list may not be comprehensive. Fees and deposits may not include tax and are subject to change.

You need to know

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 onsite 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

We should mention

This property does not have elevators
Children 18 years old and younger are not permitted 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. 788 out of 886 reviews
Rating 8 - Good. 69 out of 886 reviews
Rating 6 - Okay. 18 out of 886 reviews
Rating 4 - Poor. 4 out of 886 reviews
Rating 2 - Terrible. 7 out of 886 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

Nancy

Liked: Cleanliness, staff & service, property conditions & facilities
Beautiful environment staff was amazing and friendly. Great location
Stayed 4 nights in Sep 2025

10/10 Excellent

Zhenwei

Liked: Cleanliness
Stayed 1 night in Sep 2025

10/10 Excellent

Mona

Liked: Cleanliness, staff & service, property conditions & facilities
We really enjoyed our visit. It's very close to everything but is quiet and feels secluded. The grounds are beautiful and the room was very nice. Breakfast by one of the four pools was limited but the Belgium waffles were delicious. All the staff was wonderful.
Stayed 2 nights in Sep 2025

10/10 Excellent

Holly

Traveled with partner
Liked: Cleanliness, staff & service, property conditions & facilities
The rooms were cute and comfy. Great location for walking everywhere
Stayed 2 nights in Sep 2025

10/10 Excellent

Raymond

Traveled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Room was beautiful. Staff was friendly and accommodating. Just a short walk from downtown
Stayed 2 nights in Sep 2025

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

Traveled 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

Traveled 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

Traveled 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

Traveled 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

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