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Simonton Court Historic Inn & Cottages

2.5 star property
Hotel near Duval Street in Key West

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

Explore the area

Map
320 Simonton St, Key West, FL, 33040
  • Duval Street
    ‪1 min walk‬
  • Mallory Square
    ‪7 min walk‬
  • Southernmost Point
    ‪3 min drive‬
  • Key West, FL (EYW-Key West Intl.)
    ‪10 min drive‬

Room options

View all photos for Room, 1 Queen Bed

Room, 1 Queen Bed | 1 bedroom, minibar, in-room safe, individually decorated

Room, 1 Queen Bed

9.4 out of 10
Exceptional
(20 reviews)
  • Sleeps 2
  • 1 Queen Bed

View all photos for Deluxe Room, 1 Queen Bed

Deluxe Room, 1 Queen Bed | 1 bedroom, minibar, in-room safe, individually decorated

Deluxe Room, 1 Queen Bed

9.8 out of 10
Exceptional
(10 reviews)
  • Sleeps 2
  • 1 Queen Bed

View all photos for Room, 1 King Bed

Room, 1 King Bed | 1 bedroom, minibar, in-room safe, individually decorated

Room, 1 King Bed

9.4 out of 10
Exceptional
(21 reviews)
  • 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)
  • 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
(8 reviews)
  • 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)
  • 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)
  • 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. Donkey Milk House and Curry Mansion Museum are also within half a mile (1 km).

What's nearby

  • Duval Street - 1 min walk - 0.1 miles
  • Mallory Square - 7 min walk - 0.4 miles
  • Ernest Hemingway Home and Museum - 12 min walk - 0.7 miles
  • Fort Zachary Taylor Historic State Park - 17 min walk - 0.9 miles
  • Southernmost Point - 3 min drive - 0.9 miles

Getting around

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

Restaurants

  • ‪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
  • ‪Caroline's Cafe - ‬8 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.

Languages

English

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4.7 out of 5, Exceptional, 1,006 reviews
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Jul 27 - Jul 28
Total includes 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)

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 Jul 12, 2025, prices found for a 1-night stay for 2 adults at Simonton Court Historic Inn & Cottages on Jul 13, 2025 start from $126.49, 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 1 mi (7-min drive) from South 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. 687 out of 774 reviews
Rating 8 - Good. 60 out of 774 reviews
Rating 6 - Okay. 17 out of 774 reviews
Rating 4 - Poor. 3 out of 774 reviews
Rating 2 - Terrible. 7 out of 774 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

NANCY E

Traveled with group, Traveled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
I think the place is fantastic! The staff is very nice and the rooms are clean and comfortable.I would definitely return!
Stayed 3 nights in May 2025

10/10 Excellent

J R

Liked: Cleanliness, staff & service, property conditions & facilities
quiet
Stayed 3 nights in Apr 2025

8/10 Good

Brian

Traveled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
It was a fantastic place. The staff couldn’t help you enough. Great location and we would definitely recommend
Stayed 4 nights in Apr 2025

10/10 Excellent

John

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 2 nights in Jan 2025

10/10 Excellent

Christopher

Liked: Cleanliness, staff & service, property conditions & facilities
Staff were very inviting and pleasant!
Stayed 1 night in Mar 2025

10/10 Excellent

Selena

Traveled with group
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Three friends and I recently spent four heavenly days at Simonton Cottage in Key West! I honestly can't say enough about how wonderful it is. The environment is magical and the warm hospitality of the staff makes the experience over the top!!! All four of us agreed that we couldn't get back to Simonton Cottage soon enough. A very special experience!!!
Stayed 4 nights in Apr 2025

8/10 Good

Klara, Orlando

Traveled with partner
Liked: Cleanliness, staff & service, property conditions & facilities
This is an older property and it's nicely kept. We noticed a lot of employees working at all times. Most of the staff was friendly and helpful.
Stayed 1 night in Apr 2025

10/10 Excellent

Jennifer Ellen, Lititz

Traveled with group
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Gorgeous property in a prime location right off Duval. The grounds are so pretty and maintained beautifully. The orchids were in full bloom and were amazing. Room was comfortable, but bathroom could use some updating. Would definitely return!
Stayed 4 nights in Mar 2025

10/10 Excellent

elizabeth

Stayed 1 night in Mar 2025

10/10 Excellent

Jona

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

Southern Tranquility

Perfect place to stay its right where you can walk to everything and sleep comfortably or relax in the courtyard area surrounded by beautiful landscape and 4 pools.. It was very relaxing for my husband and I We hope to return soon
Stayed 3 nights in Mar 2025

8/10 Good

Wesley, Naples

Traveled with partner
Liked: Cleanliness, staff & service, amenities
Construction noises above our room starting Sunday at 9 am, plus it sounded like furniture was being dragged around the floor above too. It was one hell of a wake up call.
Stayed 2 nights in Mar 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

Laurie

Traveled with partner
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

Giselle

Traveled with partner
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

Marisa, Oxnard

Liked: Cleanliness, staff & service, property conditions & facilities
Stayed 1 night in Mar 2025

10/10 Excellent

Aaron

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

Great place bad water pressure

We loved it , only complaint was bi water pressure!
Stayed 3 nights in Feb 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

6/10 Okay

Troy, Princeton

Liked: Cleanliness
Stayed 7 nights in Mar 2025

10/10 Excellent

christopher

Traveled with partner
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

Patrick

Stayed 1 night in Mar 2025

10/10 Excellent

Meaghan

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 2 nights in Dec 2024

10/10 Excellent

Kay

Traveled with group

Best place to stay in Key West

This has to be the best place to stay in Key West. The staff is very friendly and accommodating. The property grounds are beautiful - lush and green with orchids growing everywhere. The four pools make it easy to find someplace to relax. Minutes from everything on Duvall.
Stayed 4 nights in Mar 2025

10/10 Excellent

Nancy L

Liked: Cleanliness, staff & service, property conditions & facilities
Stayed 1 night in Feb 2025

10/10 Excellent

Eric

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

Key West hideaway

Great staff made for a great stay. Centrally located near Duval but quiet at night and safe. The entire staff was extremely accommodating of our needs which made for a very nice stay. Nice breakfast and offered amenities. 4 pools to choose from
Stayed 3 nights in Feb 2025

8/10 Good

Christine

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

Beautiful and unique property in a great locale

Beautiful and unique property. Just plan on being able to carry all your luggage upstairs if you’re not on the ground floor. There are no elevators. The stairs are narrow and difficult to navigate with luggage.
Stayed 1 night in Jan 2025