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Simonton Court Historic Inn & Cottages

2.5 star property
Hotel with 4 outdoor swimming pools, a short walk to Duval Street

Choose dates to view prices

Photo gallery for Simonton Court Historic Inn & Cottages

Relax by the serene pool surrounded by lush greenery and palm trees.
Stroll up to the charming colonial-style building, featuring a balcony with tables and chairs, surrounded by lush greenery and palm trees.
Relax in this serene room with a comfortable bed and a door leading to an outdoor space with a deck and lush views.
Relax in a serene outdoor space surrounded by lush greenery and comfortable seating.
Stroll through the lush garden, flanked by dense foliage and trees, to a serene gazebo or pavilion.

Reviews

9.8 out of 10
Exceptional

Popular amenities

  • 24/7 front desk
  • Parking available
  • Housekeeping
  • Laundry
The current price is NT$4,435
NT$4,989 total
includes taxes & fees
Aug 27 - Aug 28

Room options

Available filters for rooms
Showing 7 of 7 rooms

View all photos for Room, 1 Queen Bed

Relax in a serene bedroom with a four-poster bed, a large painting, and a small table.

Room, 1 Queen Bed

9.4 out of 10
Exceptional
(21 reviews)

Highlights

Individually furnished
Individually decorated
Air conditioning
Flat-screen TV
Separate bedroom
Ceiling fan
Hair dryer
Coffee/tea maker
  • Sleeps 2
  • 1 Queen Bed

View all photos for Deluxe Room, 1 Queen Bed

Relax in a stylish room with a large bed, bedside table, and desk, featuring a unique abstract art piece.

Deluxe Room, 1 Queen Bed

10.0 out of 10
Exceptional
(11 reviews)

Highlights

Individually furnished
Individually decorated
Air conditioning
Flat-screen TV
Separate bedroom
Ceiling fan
Hair dryer
Coffee/tea maker
  • Sleeps 2
  • 1 Queen Bed

View all photos for Room, 1 King Bed

Relax in a stylish room with a comfortable sofa, a small side table, and a neatly made bed.

Room, 1 King Bed

9.4 out of 10
Exceptional
(22 reviews)

Highlights

Individually furnished
Individually decorated
Air conditioning
Flat-screen TV
Separate bedroom
Ceiling fan
Hair dryer
Coffee/tea maker
  • Sleeps 2
  • 1 King Bed

View all photos for Deluxe Room, 1 King Bed

Cozy retreat with a large bed, bedside tables, and a wooden headboard featuring a painting.

Deluxe Room, 1 King Bed

9.6 out of 10
Exceptional
(19 reviews)

Highlights

Individually furnished
Individually decorated
Air conditioning
Flat-screen TV
Separate bedroom
Ceiling fan
Hair dryer
Coffee/tea maker
  • Sleeps 2
  • 1 King Bed

View all photos for Luxury Suite

Relax in a spacious room with a high ceiling, large windows, and a view of the swimming pool and lush greenery.

Luxury Suite

9.0 out of 10
Wonderful
(8 reviews)

Highlights

Individually furnished
Individually decorated
Air conditioning
Flat-screen TV
Ceiling fan
Separate bedroom
Hair dryer
Coffee/tea maker
  • 1 bedroom
  • Sleeps 2
  • 1 King Bed

View all photos for Basic Cottage

Relax in this stylish living space with a flat-screen TV, cozy seating area, and wooden staircase.

Basic Cottage

10.0 out of 10
Exceptional
(1 review)

Highlights

Individually furnished
Individually decorated
Air conditioning
Flat-screen TV
Ceiling fan
Separate bedroom
Hair dryer
Coffee/tea maker
  • 1 bedroom
  • Sleeps 4
  • 1 King Bed and 1 Queen Bed

View all photos for Luxury Cottage

Relax in this stylish living room with a white sectional sofa, round coffee table, and unique ceiling fan.

Luxury Cottage

10.0 out of 10
Exceptional
(3 reviews)

Highlights

Individually furnished
Individually decorated
Air conditioning
Flat-screen TV
Ceiling fan
Separate bedroom
Hair dryer
Coffee/tea maker
  • 1 bedroom
  • Sleeps 4
  • 1 King Bed and 1 Queen Bed

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About the neighborhood

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 - 3 min drive - 1.4 km

Getting around

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

Restaurants

  • ‪Kermit's Key West Key Lime Shoppe - ‬5 min walk
  • ‪Bull & Whistle Bar - ‬3 min walk
  • ‪Irish Kevin's - ‬4 min walk
  • ‪Stinkin Crawfish Key West - ‬4 min walk
  • ‪Fogarty's and Flying Monkey's - ‬3 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 travelers may like the cycling at this hotel. Free in-room WiFi, with 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 with sun loungers
  • Bike rentals, self parking (surcharge), and an area shuttle
  • A 24-hour front desk, luggage storage, and beach towels
  • Smoke-free premises, a front-desk safe, and a water dispenser
  • Guest reviews speak highly of the breakfast, pool, and helpful staff
Room features
All guestrooms are individually furnished, and boast comforts such as laptop-compatible safes and air conditioning, as well as perks like free WiFi and minibars. Guest reviews highly rate the clean rooms at the property.
More conveniences in all rooms include:
  • Free toiletries and hair dryers
  • 36-inch flat-screen TVs with cable channels
  • Coffee/tea makers, ceiling fans, and daily housekeeping

Languages

English

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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)

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

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 2025/8/9, prices found for a 1-night stay for 2 adults at Simonton Court Historic Inn & Cottages on 2025/8/27 start from NT$4,435, 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.

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?

Check-out 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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Simonton Court Historic Inn & Cottages Reviews

Reviews

9.8

Exceptional

Rating 10 - Excellent. 697 out of 786 reviews
Rating 8 - Good. 62 out of 786 reviews
Rating 6 - Okay. 17 out of 786 reviews
Rating 4 - Poor. 3 out of 786 reviews
Rating 2 - Terrible. 7 out of 786 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

Rebecca

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

8/10 Good

William

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

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

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

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

10/10 Excellent

Ivette

Liked: Cleanliness, amenities
I highly recommend this property. Great experience, clean and well maintained with a most courteous and friendly staff.
Stayed 2 nights in Jul 2025

10/10 Excellent

Kimberly

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

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

Sergio

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Definitely going back!
Stayed 1 night in Jul 2025

10/10 Excellent

Kaila

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

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

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

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

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

Deborah

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

Gregory

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

Key West Getaway

A great inn with lots of character and charm. We really enjoyed our stay.
Stayed 2 nights in Mar 2025

10/10 Excellent

Yorledys

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
⭐️⭐️⭐️⭐️⭐️ 5/5 — Outstanding Stay in Key West I had a fantastic experience during my recent business trip to Key West. The entire team was incredibly attentive, kind, and went above and beyond to make sure everything was perfect. Their hospitality truly made the difference. The hotel provided a comfortable and welcoming atmosphere, making it easy to focus on work while also enjoying some of the charm that Key West has to offer. Definitely planning to come back. Thank you to the amazing team for such a memorable stay!
Stayed 1 night in Jun 2025

10/10 Excellent

Janet

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

Bonnie

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

Caryn

Liked: Staff & service
Beautiful property, great location.
Stayed 1 night in Jan 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

Laurie

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Beautiful, lush grounds and attentive unintrusive staff. Special thanks to Heather and Jonathan!
Stayed 1 night in Mar 2025