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Simonton Court Historic Inn & Cottages

2.5 star property
Hotel with 4 outdoor swimming pools, 3-minute walk to Duval Street

Choose dates to view prices

Photo gallery for Simonton Court Historic Inn & Cottages

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

Located in Key West Historic District, Simonton Court Historic Inn & Cottages is within a 5-minute walk of Duval Street and within 15 minutes of other popular attractions like Florida Keys Beaches. This 30-room hotel welcomes guests with 4 outdoor pools, free breakfast, and free in-room WiFi.

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
  • ‪Fogarty's and Flying Monkey's - ‬3 min walk
  • ‪The Bull & Whistle Bar - ‬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, 3-minute walk to Duval Street
Guests staying at Simonton Court Historic Inn & Cottages enjoy 4 outdoor pools, free WiFi in public areas, and a terrace. If you drive, self parking is USD 30.00 per night, and there's also an area shuttle. Front-desk staff can answer questions 24/7, and assist with dry cleaning/laundry, concierge services, and securing valuables. Additional amenities include laundry facilities, a garden, and a water dispenser.
36-inch flat-screen TVs come with cable channels, and guests can stay connected with free WiFi. Bathrooms have hair dryers and free toiletries. Minibars, coffee makers, and ceiling fans are also standard.
4 outdoor swimming pools are on site.

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

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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

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

  • This property doesn't allow pets

Children and extra beds

  • This property doesn't allow children 18 and younger (only guests older than 18 are allowed)

Property payment types

Important information

Fees

You'll be asked to pay these charges at the property:

  • Deposit: USD 00.01 per stay

These are all of the charges provided to us by the property.

Optional extras

These fees and deposits will be charged at check-in, check-out, or the time of service.

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

This list may not be comprehensive. Fees and deposits might 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
  • Check-in: 3:00 PM
  • Check-out: 11:00 AM
  • Minimum check-in age: 21
The front desk is open 24 hours a day. Driving? This property offers parking (fees apply).

We should mention

Details about charges, deposits, or other important information:

  • This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
  • Charges for extra guests may apply and vary depending on the property's policy.
  • A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
  • Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
  • Guests must contact this property in advance to reserve onsite parking.
  • This property accepts credit cards, debit cards, and cash.
  • Onsite safety features include a fire extinguisher and a smoke detector.

Additional information about polices, regulations, and more:

  • There are no elevators.

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

What is there to do around Simonton Court Historic Inn & Cottages?

This hotel is situated in Key West Historic District, just steps from Duval Street, and within a 10-minute walk of Florida Keys Beaches and Mallory Square. You'll also find Ernest Hemingway Home and Museum and Fort Zachary Taylor Historic State Park within a short drive.

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

Yes, parking is offered for USD 30.00 per night with in/out privileges.

Does Simonton Court Historic Inn & Cottages have a casino at the property?

No, Simonton Court Historic Inn & Cottages doesn't have a casino.

Will I find an indoor pool at Simonton Court Historic Inn & Cottages?

No, this hotel doesn't have an indoor pool; however, there are 4 outdoor pools.

What do couples enjoy most about Simonton Court Historic Inn & Cottages?

Couples staying at this hotel will appreciate amenities like a minibar as well as 4 outdoor pools and free breakfast.

Does Simonton Court Historic Inn & Cottages have a hot tub?

No, this hotel doesn't have a spa tub.

Does Simonton Court Historic Inn & Cottages have a restaurant with a breakfast menu?

Simonton Court Historic Inn & Cottages offers free continental breakfast each morning though there is no restaurant.

Does Simonton Court Historic Inn & Cottages allow pets to stay for free?

No, pets aren't allowed at Simonton Court Historic Inn & Cottages.

Are there connecting rooms at Simonton Court Historic Inn & Cottages?

No, there aren't connecting guestrooms at this hotel.

Where is the closest airport to Simonton Court Historic Inn & Cottages?

The closest major airport to Simonton Court Historic Inn & Cottages is Key West Intl. Airport (EYW), which is 3.8 mi away (12 minutes by car).

Can I book a room with a balcony at Simonton Court Historic Inn & Cottages?

No, at Simonton Court Historic Inn & Cottages, there aren't any guestrooms that list a balcony.

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. 777 out of 872 reviews
Rating 8 - Good. 67 out of 872 reviews
Rating 6 - Okay. 18 out of 872 reviews
Rating 4 - Poor. 3 out of 872 reviews
Rating 2 - Terrible. 7 out of 872 reviews

Reviews

10/10 Excellent

Richard

Liked: Cleanliness, property conditions & facilities
Eggs. Meatballs
Stayed 3 nights in Oct 2025

10/10 Excellent

Ryan

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
This property can't he beat! We stayed in a luxury cottage, which was spacious and private. The grounds themselves are gorgeous and the staff could not be more accommodating! Top notch all the way around.
Stayed 3 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

10/10 Excellent

Leland

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

An unexpected memory

The “quaintness” of the property is difficult to describe, however it was/is a selling point as far as I’m concerned
Stayed 1 night in Aug 2025

8/10 Good

William

Traveled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Centrally located, convenient to Duval Street. Downtown. I would have given it a 5 star, but the ceiling fans were very dirty, and the white furniture needed to be cleaned.
Stayed 1 night in Aug 2025

8/10 Good

William

Traveled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The bedroom,and bathroom were nice. The way they had breakfast set up was unque.
Stayed 1 night in Aug 2025

10/10 Excellent

Vicki

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The staff is simply wonderful. They truly care about your stay and making sure everything is perfect. Can’t recommend this place enough! A true gem.
Stayed 3 nights in Jul 2025

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