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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
King Room B | View from room
Exterior detail
Deluxe King Suite H | View from room

Reviews

9.8 out of 10
Exceptional

Popular amenities

  • Free WiFi
  • Parking available
  • Laundry
$224
$199 nightly
$224 total
Total with taxes and fees
Apr 29 - Apr 30

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.)
    ‪14 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
(23 reviews)
  • 1 bedroom
  • 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
(13 reviews)
  • 1 bedroom
  • 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

9.4 out of 10
Exceptional
(30 reviews)
  • 1 bedroom
  • 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
(28 reviews)
  • 1 bedroom
  • 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
(11 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

Similar properties

Porch
Heron House - Adult Only
Old Town Key West
  • Pool
  • Breakfast included
  • Free WiFi
  • Air conditioning
4.5 out of 5, Wonderful, 1,142 reviews
$166 nightly
The price is $187
May 3 - May 4
Total with taxes and fees
Heron House - Adult Only

About the neighborhood

Key West

With a stay at Simonton Court Historic Inn & Cottages in Key West (Key West Historic District), you'll be a 3-minute walk from Duval Street and 6 minutes by foot from Florida Keys Beaches. .This hotel is 0.5 mi (0.8 km) from Mallory Square and 0.7 mi (1.1 km) from Ernest Hemingway Home and Museum.

What's nearby

  • Duval Street - 1 min walk - 0.0 miles
  • Harry S. Truman Little White House - 6 min walk - 0.4 miles
  • Florida Keys Beaches - 6 min walk - 0.4 miles
  • Mallory Square - 9 min walk - 0.5 miles
  • Ernest Hemingway Home and Museum - 14 min walk - 0.8 miles

Getting around

  • Key West Intl. Airport (EYW) - 12 min drive

Restaurants

  • ‪Irish Kevin's - ‬4 min walk
  • ‪Stinkin Crawfish Key West - ‬4 min walk
  • ‪Fogarty's and Flying Monkey's - ‬3 min walk
  • ‪The Bull & Whistle Bar - ‬3 min walk
  • ‪Caroline's Cafe - ‬7 min walk

About this property

Simonton Court Historic Inn & Cottages

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.

Make yourself at home in one of the 30 individually decorated guestrooms, featuring minibars and flat-screen televisions. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Bathrooms have complimentary toiletries and hair dryers. Conveniences include laptop-compatible safes and coffee/tea makers, and housekeeping is provided daily.
Dip into one of the 4 outdoor pools or enjoy other recreational amenities, which include bicycles to rent. Additional amenities at this hotel include complimentary wireless internet access, concierge services, and discounted use of a nearby fitness facility.
A complimentary continental breakfast is served daily from 8:30 AM to 10:30 AM.
Featured amenities include dry cleaning/laundry services, a 24-hour front desk, and luggage storage. Self parking (subject to charges) is available onsite.
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. 832 out of 940 reviews
Rating 8 - Good. 77 out of 940 reviews
Rating 6 - Okay. 20 out of 940 reviews
Rating 4 - Poor. 4 out of 940 reviews
Rating 2 - Terrible. 7 out of 940 reviews

9.8/10

Cleanliness

9.8/10

Staff & service

9.6/10

Amenities

9.6/10

Property conditions & facilities

Reviews

10/10 Excellent

Meghan, Fort Worth

Stayed 1 night in Jan 2026

10/10 Excellent

Joseph

Stayed 5 nights in Jan 2026

10/10 Excellent

Carly, Rochester

Stayed 2 nights in Jan 2026

10/10 Excellent

Jonathan Van

Traveled with partner
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

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

10/10 Excellent

Casey

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Very friendly, accommodating staff. Convenient location right off Duvall St. Clean, comfortable, well-maintained rooms. Beautiful courtyards and pools. Amazing landscaping and outdoor lighting. Breakfast is waffles, toast, eggs, fruit, yogurt, etc in the courtyard. Very good waffles! We will return for another stay.
Stayed 1 night in Jan 2026

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

10/10 Excellent

LAWRENCE

Liked: Cleanliness, property conditions & facilities, room comfort
Stayed 3 nights in Dec 2025

10/10 Excellent

Tina, Christiana

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

10/10 Excellent

William

Traveled with partner
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

10/10 Excellent

Jesus

Traveled with partner
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

10/10 Excellent

Debra, Union

Traveled with partner
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

10/10 Excellent

David

Traveled with family
Liked: Cleanliness, property conditions & facilities
We were on a road trip so our decision was last minute, but our experience was EXCELLENT. We stayed in one of the cottages. It was the most comfortable, clean and private accommodations we’ve ever had. The staff was great and the property was amazing. It felt like we were in your own private garden. Thank you.
Stayed 1 night in Jan 2026

10/10 Excellent

Karin, Jim Thorpe

Stayed 1 night in Dec 2025

8/10 Good

Kate

Liked: Cleanliness, staff & service, amenities
Beautiful, charming hotel in a great location. A wonderful option in old town key west. Only complaint was about the TV - it was very small and outdated. It’s something many guests wouldn’t care about but it’d be an easy, inexpensive upgrade for the hotel to make.
Stayed 3 nights in Dec 2025

10/10 Excellent

Somy

Price
Stayed 1 night in Dec 2025

10/10 Excellent

Kaye

Traveled with family
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

10/10 Excellent

Tiffany

Traveled with group
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

10/10 Excellent

Shelley

Traveled with group, Traveled with partner
Liked: Cleanliness, amenities, property conditions & facilities
Perfection!!!
Stayed 3 nights in Dec 2025

8/10 Good

Beverly

Traveled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The manager and his wife were so personable and always gave great suggestions when asked. We will definitely be returning.
Stayed 4 nights in Dec 2025

4/10 Poor

Kathryn

Traveled with partner
Disliked: Amenities
Several years ago, we discovered Simonton Court unexpectedly. That stay was charming and memorable, and I recommended the hotel to others. Based on that experience, we booked again recently through Expedia and the difference was shocking. From the moment we arrived, things went downhill. We arrived early and called to ask to be notified when our room was ready, which they did later that afternoon. At check-in, we were told there was no onsite parking and that we’d need to park several blocks away in a paid lot, after we had already paid significant money to park all day. I was then told parking had been available earlier and that I “should have told them” I needed parking when I first called. There was no way for me to know this. Next, we were informed we would need to change rooms during our short three-night stay because we booked through Expedia. This was framed as an Expedia issue, though it made no sense. The situation was only resolved after extreme frustration, multiple complaints, and frankly, tears, something no guest should experience on vacation. The staff member at check-in was shockingly unprofessional, dismissive, and seemed to enjoy escalating the situation rather than resolving it. I work in a customer-facing profession and would never treat someone this way. Our room this time was on Simonton Street, loud, with no view. The bathroom was extremely small. The pool was dirty, no pool towels, and the bar was almost never open. Be warned. Stay elsewhere!!
Stayed 3 nights in Nov 2025

10/10 Excellent

Diane

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 1 night in Dec 2025

10/10 Excellent

Darbie

Traveled with partner
Liked: Cleanliness, amenities, property conditions & facilities
Amazing property and top notch service. Will definitely return.
Stayed 1 night in Dec 2025

8/10 Good

Tamara

Traveled with partner
Liked: Staff & service, amenities, property conditions & facilities
Disliked: Cleanliness
Our room had a moderate odour of urine at moat times which is unacceptable for a room we paid $750/night for. Housekeeper only made our bed but didnt take garbage or replace glasses that were used but did bring towels when we requested. The property is beautiful and pools lovely and location excellent.
Stayed 3 nights in Dec 2025

10/10 Excellent

Stacie

Traveled with group
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 2 nights in Dec 2025