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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

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

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

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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
(21 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
(22 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

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 - 0.1 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

  • Kermit's Key West Key Lime Shoppe
  • ‪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 with 4 outdoor swimming pools, a short 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 luggage storage, concierge services, and dry cleaning/laundry. Additional amenities include laundry facilities, a vending machine, and a garden.
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.

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

  • 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 South Beach less than a mile away.

Is parking available on site 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 will couples enjoy most about a stay at 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.

Are there hot tubs at Simonton Court Historic Inn & Cottages?

No, there isn't a spa tub at this hotel.

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.

Does Simonton Court Historic Inn & Cottages have connecting rooms?

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).

Are there rooms with balconies that I can book at Simonton Court Historic Inn & Cottages?

No, there aren't any guestrooms with balconies at Simonton Court Historic Inn & Cottages.

Simonton Court Historic Inn & Cottages Reviews

Reviews

9.8

Exceptional

Rating 10 - Excellent. 689 out of 776 reviews
Rating 8 - Good. 60 out of 776 reviews
Rating 6 - Okay. 17 out of 776 reviews
Rating 4 - Poor. 3 out of 776 reviews
Rating 2 - Terrible. 7 out of 776 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

Lawrence

Liked: Cleanliness
Stayed 1 night in May 2025

10/10 Excellent

Karen Lynne

Traveled with partner
Liked: Cleanliness, staff & service, property conditions & facilities
Everyone was super friendly and answered all of our questions. Even the obvious ones with humor and care. The person at the breakfast bar was super great. She gave us the first bagels out of the bag from the bagel shop.They were so fresh ( i cant remember her name) Our room was very comfortable and always well kept! I will stay here again!
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

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