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Simonton Court Historic Inn & Cottages

2.5 star property

Photo gallery for Simonton Court Historic Inn & Cottages

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

Reviews

9.8 out of 10
Exceptional

Popular amenities

  • 24/7 front desk
  • Parking available
  • Housekeeping
  • Laundry

Explore the area

View map
320 Simonton St, Key West, FL, 33040
  • Place, Duval Street
    ‪1 min walk‬
  • Place, Mallory Square
    ‪7 min walk‬
  • Place, Southernmost Point
    ‪3 min drive‬
  • 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

Room, 1 Queen Bed

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

View all photos for Deluxe Room, 1 Queen Bed

Deluxe Room, 1 Queen Bed

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

Room, 1 King Bed

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

View all photos for Deluxe Room, 1 King Bed

1 bedroom, minibar, in-room safe, individually decorated

Deluxe Room, 1 King Bed

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

View all photos for Luxury Suite

Luxury Suite | Living area

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

1 bedroom, minibar, in-room safe, individually decorated

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 the area

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 9 minutes by foot from Mallory Square. .This hotel is 0.7 mi (1.1 km) from Ernest Hemingway Home and Museum and 1 mi (1.7 km) from Southernmost Point.

What's nearby

  • Duval Street - 1 min walk - 0.2 km
  • Mallory Square - 7 min walk - 0.7 km
  • 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

Restaurants

  • ‪Irish Kevin's - ‬4 min walk
  • ‪The Bull & Whistle Bar - ‬3 min walk
  • ‪Fogarty's and Flying Monkey's - ‬3 min walk
  • ‪Stinkin Crawfish Key West - ‬4 min walk
  • ‪Fat Tuesday - ‬2 min walk

About this property

Simonton Court Historic Inn & Cottages

Hotel with 4 outdoor swimming pools, a short walk to Duval Street
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 swimming 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 transport

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

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

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

Reviews

Simonton Court Historic Inn & Cottages Reviews

9.8

Exceptional

9.8/10

Cleanliness

10/10

Staff & service

9.6/10

Amenities

9.6/10

Property conditions & facilities

9.6/10

Eco-friendliness
Rating 10 - Excellent. 744 out of 836 reviews
Rating 8 - Good. 64 out of 836 reviews
Rating 6 - Okay. 18 out of 836 reviews
Rating 4 - Poor. 3 out of 836 reviews
Rating 2 - Terrible. 7 out of 836 reviews

Reviews

10/10 Excellent

Paul

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 3 nights in Jun 2025

10/10 Excellent

Elizabeth

Travelled with group
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Excellent staff. Very friendly.
Stayed 1 night in Jun 2025

10/10 Excellent

Julie

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

10/10 Excellent

Bonnie

Travelled with partner
Liked: Cleanliness, amenities, property conditions & facilities
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
Stayed 3 nights in Jun 2025

10/10 Excellent

Jenny

Travelled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The room was beautiful and updated. The pools were clean and very convenient to the rooms. The beautiful garden walkway was amazing! The best part of our stay was the staff! Everyone was so friendly and went out of their way way to ensure we were comfortable and had everything we could possibly need. One in particular took the time to educate us on the gorgeous orchids on the property and because of Norman’s knowledge I plan on coming back again in April to see the beautiful orchids bloom. It by far was the best place I’ve stayed in Key West! Thank you Jonathon and all the staff!
Stayed 3 nights in Jun 2025

10/10 Excellent

Kaila

Travelled with partner
Great location. Nice staff. The property was beautiful! Would stay again!
Stayed 3 nights in Jun 2025

10/10 Excellent

Angie

Travelled with partner
Liked: Cleanliness, amenities, property conditions & facilities
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.
Stayed 3 nights in May 2025

10/10 Excellent

Julie

Liked: Cleanliness, amenities, property conditions & facilities
Outstanding, from check-in to check-out. Service excellence, amazing amenities, fantastic location. Don’t miss this gem!
Stayed 2 nights in Jun 2025

10/10 Excellent

Kimberly

Travelled with partner
Liked: Cleanliness, amenities, property conditions & facilities
I loved how it was so close to the night life but still felt secluded.
Stayed 3 nights in Jun 2025

10/10 Excellent

Jeanie

Travelled with partner, Travelled with group
Liked: Cleanliness, amenities, property conditions & facilities
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.
Stayed 1 night in Jun 2025

10/10 Excellent

scott

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 2 nights in Jun 2025

10/10 Excellent

Cynthia

Travelled with partner
Liked: Cleanliness, amenities, property conditions & facilities
Have stayed here before charming and quaint! Perfect location! Staff is awesome! Very accommodating
Stayed 1 night in May 2025

10/10 Excellent

Jeffrey

Liked: Staff & service
Stayed 2 nights in Feb 2025

10/10 Excellent

NANCY E

Travelled with family, Travelled with group
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
I think the place is fantastic! The staff is very nice and the rooms are clean and comfortable.I would definitely return!
Stayed 3 nights in May 2025

10/10 Excellent

Janet

Travelled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
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.
Stayed 7 nights in Apr 2025

10/10 Excellent

Martin

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

Great friendly place to stay

The staff was among the friendliest we have ever had, always making sure we were happy.
Stayed 4 nights in May 2025

10/10 Excellent

Anthony

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

10/10 Excellent

Michael

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

Exceptional

Jonathan was an exceptional host and took care of all my questions and needs. All the staff was exceptional!!!
Stayed 4 nights in May 2025

10/10 Excellent

Daniel

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

10/10 Excellent

Lawrence

Liked: Cleanliness
Stayed 1 night in May 2025

10/10 Excellent

Deborah

Travelled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
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!⭐️⭐️⭐️⭐️⭐️⭐️
Stayed 6 nights in Apr 2025

10/10 Excellent

J R

Liked: Cleanliness, staff & service, property conditions & facilities
quiet
Stayed 3 nights in Apr 2025

8/10 Good

Danielle

Travelled with partner
Liked: Amenities
Very courteous staff. Near all the best things in Key West. Gorgoeus property!
Stayed 2 nights in Apr 2025

10/10 Excellent

KATHRYN

Travelled with partner
Liked: Amenities
Laura at front desk is a jewel! Property is lush, tropical but well manicured. The man at Happy Hour great personality and good drinks. Love our pool side room. The location just off the wall and down the street from Schooner wharf is very convenient. Bed and room is also very nice and breakfast just great!
Stayed 1 night in Apr 2025

10/10 Excellent

Karen Lynne

Travelled with partner
Liked: Cleanliness, staff & service, property conditions & facilities
Everyone was super friendly and answered all of our questions. Even the obvious ones with humor and care. The person at the breakfast bar was super great. She gave us the first bagels out of the bag from the bagel shop.They were so fresh ( i cant remember her name) Our room was very comfortable and always well kept! I will stay here again!
Stayed 3 nights in Apr 2025