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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.
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.
Stroll up to the charming colonial-style building, featuring a balcony with tables and chairs, surrounded by lush greenery and palm trees.

Popular amenities

  • 24/7 front desk
  • Parking available
  • Housekeeping
  • Laundry
The current price is €143
includes taxes & fees
29 Jul - 30 Jul

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
(21 reviews)

Highlights

Individually furnished
Individually decorated
Air conditioning
Flat-screen TV
Separate bedroom
Ceiling fan
Hairdryer
Coffee/tea maker
  • 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
(10 reviews)

Highlights

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

View all photos for Room, 1 King Bed

Room, 1 King 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
Hairdryer
Coffee/tea maker
  • 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
(18 reviews)

Highlights

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

View all photos for Luxury Suite

Luxury Suite | Living area

Luxury Suite

9.0 out of 10
Wonderful
(8 reviews)

Highlights

Individually furnished
Individually decorated
Air conditioning
Flat-screen TV
Separate bedroom
Ceiling fan
Hairdryer
Coffee/tea maker
  • 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
Separate bedroom
Ceiling fan
Hairdryer
Coffee/tea maker
  • 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
Separate bedroom
Ceiling fan
Hairdryer
Coffee/tea maker
  • 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 - 3 min drive - 1.4 km

Getting around

  • Key West, FL (EYW-Key West Intl.) - 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 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 with sunloungers
  • Bike hire, self-parking (surcharge) and a local area shuttle
  • A vending machine, a 24-hour front desk and luggage storage
  • Concierge services, tour/ticket information and beach towels
  • 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

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 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 at the property

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

This property is managed by a professional host. The provision of housing is linked to their trade, business or profession.
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
If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with EU regulations about consumer rights, property booking services are not subject to the right of withdrawal.

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 28 Jul 2025, prices found for a 1-night stay for 2 adults at Simonton Court Historic Inn & Cottages on 29 Jul 2025 start from €142.76, 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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Simonton Court Historic Inn & Cottages Reviews

Reviews

9.8

Exceptional

Rating 10 - Excellent. 692 out of 779 reviews
Rating 8 - Good. 60 out of 779 reviews
Rating 6 - Okay. 17 out of 779 reviews
Rating 4 - Poor. 3 out of 779 reviews
Rating 2 - Terrible. 7 out of 779 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

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

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

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

10/10 Excellent

Jenny

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

Trang

Liked: Cleanliness, staff & service, property conditions & facilities
The room is cute and charm. I like the atmosphere at the breakfast and walk way area. Staffs are friendly and thanks for serving the breakfast. It’s a great walkable location.
Stayed 1 night in Mar 2025

10/10 Excellent

Giselle

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Amazing experience! Jonathan and Trexie made our quick anniversary trip so memorable. The property is a true key west gem and very clean and beautiful
Stayed 1 night in Mar 2025

10/10 Excellent

Lisa

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
It was a beautiful property, 4 little pools, breakfast included on the deck, just a super quaint place in a great location!
Stayed 1 night in Dec 2024