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Simonton Court Historic Inn & Cottages

2.5 star property
Hotel near Duval Street in Key West

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Photo gallery for Simonton Court Historic Inn & Cottages

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

Reviews

9.8 out of 10
Exceptional

Popular amenities

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

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 the neighborhood

Key West

Key West Historic District stay.Within a 10-minute walk of this Key West Historic District hotel, you'll find Duval Street and Florida Keys Beaches. Mallory Square and Donkey Milk House are also within half a mile (1 km).

What's nearby

  • Duval Street - 1 min walk - 0.0 miles
  • Key West Aquarium - 6 min walk - 0.4 miles
  • Harry S. Truman Little White House - 6 min walk - 0.4 miles
  • Mallory Square - 7 min walk - 0.4 miles
  • Ernest Hemingway Home and Museum - 12 min walk - 0.7 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
  • ‪Fat Tuesday - ‬2 min walk

About this property

Simonton Court Historic Inn & Cottages

Hotel near Duval Street in Key West
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.

  • 30 guestrooms or units
  • Continental breakfast (free)
  • Towels for the beach
  • Poolside lounge chairs
  • Dry cleaning
  • Self-service laundry
  • Front desk (24 hours)
  • Storage area for luggage
  • Front-desk safe
  • Tour and ticket information
  • Concierge
  • Terrace
  • Garden
  • No smoking on site
  • Water dispenser
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.

Similar properties

3 outdoor pools, open 7:00 AM to 10:00 PM, sun loungers
Winslow's Bungalows - Key West Historic Inns
  • Pool
  • Breakfast included
  • Pet friendly
  • Free WiFi
4.6 out of 5, Wonderful, 1,060 reviews
$284 nightly
The price is $320
Dec 17 - Dec 18
Total with taxes and fees
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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 parking

Food and drink

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

Things to do

  • 4 outdoor pools
  • Bicycle rentals

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

Room amenities

Entertainment

  • 36-inch flat-screen TV with cable channels

Bedroom

  • Bedsheets provided

Bathroom

  • Free toiletries
  • Hair dryer
  • Towels provided

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.

Property payment types

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

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
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession. Guests must contact this property in advance to reserve onsite parking. This property accepts Visa, Mastercard, American Express, Discover, Diners Club, debit cards, and cash. For guests' safety, the property includes a fire extinguisher and a smoke detector in each accommodation.

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

Frequently asked questions

How close is Simonton Court Historic Inn & Cottages to the airport?

Simonton Court Historic Inn & Cottages is 3.8 mi (12-min drive) away from the Key West Intl. Airport (EYW) airport, the closest popular airport to the property.

How much does it cost to stay at Simonton Court Historic Inn & Cottages?

As of Dec 6, 2025, prices found for a 1-night stay for 2 adults at Simonton Court Historic Inn & Cottages on Dec 10, 2025 start from $168.49, excluding taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

Does Simonton Court Historic Inn & Cottages have an airport shuttle?

Airport shuttle services are not available at Simonton Court Historic Inn & Cottages.

How close is Simonton Court Historic Inn & Cottages to the beach?

This hotel is a short 6-minute walk from Florida Keys Beaches and 2.2 mi (6-min drive) from Smathers Beach. Don't forget your sunscreen!

Does Simonton Court Historic Inn & Cottages offer free breakfast?

Simonton Court Historic Inn & Cottages offers free continental breakfast every day from 8:30 AM to 10:30 AM.

Is there a casino at Simonton Court Historic Inn & Cottages?

No, there is no casino at this hotel.

What time is check-in at Simonton Court Historic Inn & Cottages?

Check-in start time: 3:00 PM; Check-in end time: 3:00 AM.

Is there free parking at Simonton Court Historic Inn & Cottages?

Free parking is not available at this hotel. Self parking is available for USD 30.00 per night.

Does Simonton Court Historic Inn & Cottages have a pool?

Simonton Court Historic Inn & Cottages features 4 outdoor pools.

Does Simonton Court Historic Inn & Cottages have a spa?

There are no spa services available at this hotel.

How close is Simonton Court Historic Inn & Cottages to downtown Key West?

Simonton Court Historic Inn & Cottages is 0.2 mi away from Key West.

Simonton Court Historic Inn & Cottages Reviews

Reviews

9.8

Exceptional

Rating 10 - Excellent. 781 out of 876 reviews
Rating 8 - Good. 67 out of 876 reviews
Rating 6 - Okay. 18 out of 876 reviews
Rating 4 - Poor. 3 out of 876 reviews
Rating 2 - Terrible. 7 out of 876 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

Kevin

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Perfect place
Stayed 3 nights in Oct 2025

10/10 Excellent

Deone'Ta

Traveled with partner, Traveled with family
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

Traveled with group, Traveled with family
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

10/10 Excellent

Cinthya

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
It felt like home. Very nice place.
Stayed 2 nights in Jul 2025

10/10 Excellent

Joonshik

Liked: Property conditions & facilities
Stayed 2 nights in Aug 2025

10/10 Excellent

Michael

Traveled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
This is an elegant location for a relaxing stay in the center of Key West.
Stayed 1 night in Aug 2025

6/10 Okay

roberto, Artesia

Liked: Cleanliness
I booked it,among other reasons,that parking is available. It’s limited and requires prior reservation.
Stayed 1 night in Aug 2025

8/10 Good

Richard g

Business traveler
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Well, located and maintained property. I would stay here again.
Stayed 1 night in Aug 2025

10/10 Excellent

Craig

Traveled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
We loved everything about the place, we arrived on Friday evening greeted well and showed us to our room. It was up a long outside staircase, I walk with a cane and noticed my difficulty in climbing the stairs and asked if we would like a room on lower part. We said yes and they found us a cabin the next morning and they even had someone come up and move our luggage for us which meant a lot to both my husband and Me. I will definitely stay there again.
Stayed 3 nights in Aug 2025

10/10 Excellent

Ian

Traveled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Such a cool place! Had all the history you would expect from old town Key West. The pools were perfect on a warm summer day. Walkable to Duval and the waterfront. Great service from the staff, everything was great.
Stayed 1 night in Aug 2025

10/10 Excellent

Rolando

Traveled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Super close to duval street only downside its the limited parking space Excelent staff service
Stayed 2 nights in Aug 2025

10/10 Excellent

Madison

Traveled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Amazing property, breakfast is included and there are 4 glistening pools to choose from. We got a great rate for the room and they didnt charge us a penny more (no extra taxes or fees!) The room was clean and cozy, and the staff was kind and accommodating. The only con is that parking is limited, do if you have a vehicle you may need to park offsite. Other than that, I'd give this place 10 stars if i could!
Walkway to all of the cottages
Main pool (1 of 4)
Owner's house
Stayed 1 night in Aug 2025

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

10/10 Excellent

Marleena

Traveled with partner
Liked: Cleanliness, staff & service, property conditions & facilities
Super professional staff, quiet property. Can't wait to come back and stay longer.
Stayed 2 nights in Aug 2025

10/10 Excellent

Amelia

Traveled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
This is an amazing set of cottages that were originally lodgings for workers in a cigar factory. The rooms are all private feeling with lots of greenery and brick walkways. The 4 pools are open 24 hours. The breakfast and afternoon happy hour are a lovely amenity We rented bikes from the hotel for a very reasonable rate and had an amazing time!
Stayed 4 nights in Aug 2025

10/10 Excellent

Debra

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

Great Location

We loved our trip. Staying at Simonton Court, was the best choice. The room was spacious and comfortable The breakfast in the morning was perfect and the pools were relaxing during the day. It was close to everything so we could walk around.
Stayed 3 nights in Aug 2025

10/10 Excellent

Daniel

Liked: Cleanliness, staff & service, property conditions & facilities
Clean and beautiful gardens.
Stayed 3 nights in Aug 2025

10/10 Excellent

Christopher

Traveled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The room was amazing
Stayed 1 night in Aug 2025

10/10 Excellent

Hucely

Stayed 1 night in Aug 2025

10/10 Excellent

Ashley

Liked: Cleanliness, staff & service, property conditions & facilities
Loved it
Stayed 1 night in Aug 2025

10/10 Excellent

Stephenie

Traveled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great room with a lot of character. The grounds are stunning with all of the beautiful landscaping. Staff was great as well. The paid parking on site is definitely worth it!
Stayed 2 nights in Aug 2025

10/10 Excellent

pamela

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

10/10 Excellent

Michael

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Wonderful, helpful, responsive staff. Well maintained grounds. Will return.
Stayed 4 nights in Jul 2025

10/10 Excellent

Kimberly Sue, Midland Township

Traveled with partner
Liked: Amenities
Great property and grounds! Four pools, prompt service and well maintained. This is definitely a historic inn so the rooms and older but the furnishings are nice. Will for sure stay again!
Stayed 3 nights in Aug 2025