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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
King Room B | View from room
Exterior detail
Deluxe King Suite A | Bathroom | Free toiletries, hair dryer, towels
Deluxe King Suite H | 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
    ‪9 min walk‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪15 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
(24 reviews)
  • 1 bedroom
  • Sleeps 2
  • 1 Queen Bed
  • Free Wi-Fi

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
(14 reviews)
  • 1 bedroom
  • Sleeps 2
  • 1 Queen Bed
  • Free Wi-Fi

View all photos for Room, 1 King Bed

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

Room, 1 King Bed

9.4 out of 10
Exceptional
(33 reviews)
  • 1 bedroom
  • Sleeps 2
  • 1 King Bed
  • Free Wi-Fi

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
(28 reviews)
  • 1 bedroom
  • Sleeps 2
  • 1 King Bed
  • Free Wi-Fi

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
(11 reviews)
  • 1 bedroom
  • Sleeps 2
  • 1 King Bed
  • Free Wi-Fi

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
  • Free Wi-Fi

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
  • Free Wi-Fi

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About this property

Simonton Court Historic Inn & Cottages

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 helpful staff and the breakfast
  • 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. 859 out of 973 reviews
Rating 8 - Good. 82 out of 973 reviews
Rating 6 - Okay. 20 out of 973 reviews
Rating 4 - Poor. 4 out of 973 reviews
Rating 2 - Terrible. 8 out of 973 reviews

9.8/10

Cleanliness

9.8/10

Staff & service

9.6/10

Amenities

9.6/10

Property conditions & facilities

Reviews

Verified

10/10 Excellent

Nathan R

Liked: Cleanliness, property conditions & facilities
Our favorite place in Key West.
Stayed 3 nights in Feb 2026
Verified

10/10 Excellent

Thomas

Liked: Cleanliness, amenities, property conditions & facilities
Room was very clean,well furnished and staff were all very friendly. This was our 6th time staying here and it never disappoints.
Stayed 3 nights in Feb 2026
Verified

10/10 Excellent

Jennifer

Liked: Cleanliness, amenities, property conditions & facilities
Great stay, clean room, and amazing staff!
Stayed 2 nights in Jan 2026
Verified

10/10 Excellent

RICHARD

Liked: Cleanliness, amenities, property conditions & facilities
Excellent staff!
Stayed 7 nights in Feb 2026
Verified

10/10 Excellent

Tiffany

Liked: Cleanliness, amenities, property conditions & facilities
I loved staying here! The room was great and the staff was awesome!
Stayed 2 nights in Dec 2025
Verified

10/10 Excellent

Ann

Liked: Cleanliness, amenities, property conditions & facilities
Such a cute place! Staff was very courteous and attentive. Location is perfect for walking around Old Town. Room was very clean and bed was comfortable.
One of three pools on the property was right outside our door
Sweet little cat who hags out around the property
Stayed 4 nights in Jan 2026
Verified

10/10 Excellent

Jesus

Liked: Cleanliness, amenities, property conditions & facilities
Great location and staff. The room was clean and comfortable, nice and quiet.
Stayed 2 nights in Jan 2026
Verified

10/10 Excellent

Jonathan Van

Liked: Cleanliness, amenities, property conditions & facilities
Wonderful and welcoming staff. The grounds are beautiful. Proximity to Duval Street was perfect. We will definitely stay here again.
Stayed 4 nights in Jan 2026
Verified

10/10 Excellent

Joshua

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
A very enjoyable place to stay with friendly staff and guests.
Stayed 1 night in Oct 2025
Verified

10/10 Excellent

anita

Liked: Cleanliness, staff & service, property conditions & facilities
Charming getaway in old town. Nice vibes and super quiet. Rooms and property beautifully architected and decorated
Stayed 1 night in Jan 2026
Verified

10/10 Excellent

karen

Liked: Cleanliness, amenities, property conditions & facilities
Great place to stay in Key West. Lovely setting, close to the action, and the staff was amazing. Would recommend Simonton Court as the place to stay and relax in Key West.
Stayed 2 nights in Dec 2025
Verified

10/10 Excellent

Leonid

Liked: Property conditions & facilities
Really enjoyed my stay. The staff were super friendly, and the location was amazing—close to all the Old Town activities!
Stayed 5 nights in Oct 2025
Verified

10/10 Excellent

Chris

Liked: Cleanliness, amenities, property conditions & facilities
Loved this place and would stay here again! The room was spacious and clean. But it is the historic charm of the buildings and the grounds that makes it special and unique. Great location as well.
Stayed 2 nights in Jan 2026
Verified

10/10 Excellent

William

Liked: Cleanliness, amenities, property conditions & facilities
Great location just close enough to all the action. Management and staff are really good. Clean and well kept. We would gladly stay there again.
Stayed 4 nights in Dec 2025
Verified

10/10 Excellent

doug

Liked: Cleanliness, property conditions & facilities
The staff was really nice
Stayed 2 nights in Nov 2025
Verified

10/10 Excellent

Alfredo

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The place and Staff were wonderful
Stayed 5 nights in Oct 2025
Verified

10/10 Excellent

Bill

Liked: Property conditions & facilities
Extremely kind, courteous staff and just great place to stay experiencing Key West
Stayed 2 nights in Sep 2025
Verified

10/10 Excellent

Kaye

Liked: Cleanliness, amenities, property conditions & facilities
The old charm of the place was just what we were looking for. The staff were so friendly and helpful. We would definitely come back!
Stayed 4 nights in Dec 2025
Verified

10/10 Excellent

cindy

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

10/10 Excellent

Tina

Liked: Cleanliness, amenities, property conditions & facilities
Excellent in every way!
Stayed 3 nights in Jan 2026
Verified

10/10 Excellent

Sharon

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
This is a lovely place to stay when in Key West! Very safe area, close and walkable to Duval St, many nearby restaurants … the staff are warm and welcoming! Beds are comfy- highly recommend!!!
Stayed 1 night in Nov 2025
Verified

10/10 Excellent

Bryan

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Awesome place to stay with a great staff
Stayed 4 nights in Aug 2025
Verified

6/10 Okay

Marlene

The room was good, the staff was very nice and accommodating for us. We should have been in our room at check-in time by 3pm. We arrived around 1pm, told us it was not ready
Stayed 1 night in Feb 2026
Verified

10/10 Excellent

Ronald

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

10/10 Excellent

Debra

Liked: Cleanliness, amenities, property conditions & facilities
We picked a deluxe queen, the room was extremely comfortable. Staff was always courteous & efficient, and answered our many questions during our week stay. This beautifully landscaped facility is two inn units with additional cottage units disbursed throughout the property.
Stayed 7 nights in Dec 2025