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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
King Room B | View from room
Deluxe Single B | View from room
Exterior
Property grounds
Simonton Court Historic Inn & Cottages in Key West is a perfect base for island exploration. Guests enjoy a continental breakfast, sun-drenched pools, and rented bikes for town cycling. An area shuttle service makes visiting local attractions easy.

Reviews

9.8 out of 10
Exceptional

Popular amenities

  • 24/7 front desk
  • Parking available
  • Laundry
  • Housekeeping
The current price is AU$342
includes taxes & fees
2 Nov - 3 Nov

Room options

Available filters for rooms
Showing 7 of 7 rooms

View all photos for Room, 1 Queen Bed

Room, 1 Queen Bed

Room, 1 Queen Bed

9.4 out of 10
Exceptional
(22 reviews)

Highlights

Individually furnished
Individually decorated
Air conditioning
Flat-screen TV
Ceiling fan
Separate bedroom
Hairdryer
Minibar
  • 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)

Highlights

Individually furnished
Individually decorated
Air conditioning
Flat-screen TV
Ceiling fan
Separate bedroom
Hairdryer
Minibar
  • 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
(27 reviews)

Highlights

Individually furnished
Individually decorated
Air conditioning
Flat-screen TV
Ceiling fan
Separate bedroom
Hairdryer
Minibar
  • 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
(23 reviews)

Highlights

Individually furnished
Individually decorated
Air conditioning
Flat-screen TV
Ceiling fan
Separate bedroom
Hairdryer
Minibar
  • 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)

Highlights

Individually furnished
Individually decorated
Air conditioning
Flat-screen TV
Ceiling fan
Separate bedroom
Hairdryer
Minibar
  • 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)

Highlights

Individually furnished
Individually decorated
Air conditioning
Flat-screen TV
Ceiling fan
Separate bedroom
Hairdryer
Minibar
  • 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)

Highlights

Individually furnished
Individually decorated
Air conditioning
Flat-screen TV
Ceiling fan
Separate bedroom
Hairdryer
Minibar
  • 1 bedroom
  • Sleeps 4
  • 1 King Bed and 1 Queen Bed

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About the area

Map
320 Simonton St, Key West, FL, 33040

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 - 2 min drive - 1.4 km

Getting around

  • Key West, FL (EYW-Key West Intl.) - 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 near Duval Street
Located close to Mallory Square and Ernest Hemingway Home and Museum, Simonton Court Historic Inn & Cottages provides free continental breakfast, a terrace and a garden. Adventurous travellers may like the cycling at this hotel. Free in-room WiFi, with a speed of 25+ Mbps, and dry cleaning/laundry services are available to all guests.
You'll also enjoy the following perks during your stay:
  • 4 outdoor pools, along with sunloungers
  • Bike hire, self-parking (surcharge) and a local area shuttle
  • A front desk safe, concierge services and a vending machine
  • A 24-hour front desk, a water dispenser and smoke-free property
  • Guest reviews speak highly of the breakfast, pool and helpful staff
Room features
All rooms are individually furnished, and have comforts such as laptop-compatible safes and air conditioning, as well as perks such as free WiFi and minibars. Guest reviews highly rate the cleanliness rooms at the property.
Other conveniences in all rooms include:
  • Free toiletries and hairdryers
  • 36-inch flat-screen TVs with cable channels
  • Coffee/tea makers, ceiling fans and daily housekeeping

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includes taxes & 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 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 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

We should mention

This property does not have any lifts
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

Frequently asked questions

Does Simonton Court Historic Inn & Cottages have a pool?

Yes, this property has 4 outdoor pools.

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

As of 1 Nov 2025, prices found for a 1-night stay for 2 adults at Simonton Court Historic Inn & Cottages on 2 Nov 2025 start from AU$341.63, including 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.

Is Simonton Court Historic Inn & Cottages pet-friendly?

No, pets are not allowed at this property.

How much is parking at Simonton Court Historic Inn & Cottages?

Self-parking is available for USD 30.00 per night. Limited spots are available.

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. Late check-in is available during limited hours.

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

Checkout is at 11:00 AM.

Where is Simonton Court Historic Inn & Cottages located?

Located in Key West Historic District, this hotel is within a 5-minute walk of Donkey Milk House and Duval Street. Florida Keys Beaches and Mallory Square are also within 10 minutes.

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Reviews

Simonton Court Historic Inn & Cottages Reviews

9.8

Exceptional

9.8

Cleanliness

9.6

Amenities

10

Staff & service

9.6

Eco-friendliness

9.6

Property conditions & facilities
Rating 10 - Excellent. 769 out of 864 reviews
Rating 8 - Good. 67 out of 864 reviews
Rating 6 - Okay. 18 out of 864 reviews
Rating 4 - Poor. 3 out of 864 reviews
Rating 2 - Terrible. 7 out of 864 reviews

Reviews

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

10/10 Excellent

Alfredo

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

10/10 Excellent

Brett

Liked: Cleanliness, staff & service, property conditions & facilities
Friendly staff. Great location.
Stayed 3 nights in Oct 2025

10/10 Excellent

cindy

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

10/10 Excellent

Ronald

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

10/10 Excellent

Holly

Liked: Cleanliness, staff & service, property conditions & facilities
The rooms were cute and comfy. Great location for walking everywhere
Stayed 2 nights in Sep 2025

10/10 Excellent

Carlos

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The property is really clean and the staff couldn’t be better! Short walk to Duval St!
Stayed 2 nights in Aug 2025

10/10 Excellent

Zakary

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
No complaints here at all. Love the historic look and rooms were great. Robert was awesome, gave us a tour of the cottages and history. Would highly recommend for couples!
Stayed 2 nights in Aug 2025

10/10 Excellent

Stacy

Liked: Cleanliness, staff & service, property conditions & facilities
Really enjoyed my stay at Simonton Court Historic Inn & Cottages. Everything was lovely, from the peaceful atmosphere to the well-kept grounds. A special mention goes out to the breakfast ladies. So friendly and welcoming, they really made the mornings extra enjoyable. Would definitely stay there again!
Stayed 3 nights in Sep 2025

10/10 Excellent

Rebecca

Liked: Cleanliness, staff & service, property conditions & facilities
Enjoyed our stay. Highly recommend
Stayed 2 nights in Jul 2025

8/10 Good

Robin

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Location, Location, Location!! This property is Lovely. The buildings all have the charming Key West style and are nestled in a tropical oasis. Multi pools offer you to gather in groups. Breakfast was delicious with a variety of selections. Our room was a bit dated but clean and comfortable with its own patio. We would definitely stay here again.
Stayed 1 night in Oct 2025

10/10 Excellent

Christopher

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The room was amazing
Stayed 1 night 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

Sara

Liked: Cleanliness, staff & service, property conditions & facilities
The staff is amazing! They take extremely good care of their guest as week as their property.
Stayed 4 nights in Jul 2025

6/10 Okay

roberto

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

10/10 Excellent

christopher

Great place to stay just of Duval street My go to place if we come back !
Stayed 1 night in Mar 2025

10/10 Excellent

Amy

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
This is a gorgeous historic place in Old Town. The staff was super—helpful, accommodating, professional and friendly. The included breakfast was ample and fresh. The grounds and rooms are lovely lush and charming—four beautiful pools and great A/C. Call ahead to reserve your parking if needed. We would definitely stay here, again.
Stayed 3 nights in Jul 2025

10/10 Excellent

Micheal

Liked: Cleanliness, staff & service, property conditions & facilities
Beautiful grounds well maintained. The guy at front desk was great went beyond expectations We will be back have already told friends bringing some of them next trip.
Stayed 1 night in Jul 2025

10/10 Excellent

Amelia

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

Traci

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Everyone was extremely kind. It is a beautiful place to stay. 10 out of 10
Stayed 1 night in Jul 2025

10/10 Excellent

Denise

Beautiful grounds of the historic cigar factory and cottages! Bonus were the pools and a wonderful breakfast! Our mattress could use a memory foam topper as it was really hard.
Stayed 2 nights in Jul 2025

10/10 Excellent

Angie

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

Cynthia

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

Jeanie

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

8/10 Good

William

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