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Simonton Court Historic Inn & Cottages

2.5 star property

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Photo gallery for Simonton Court Historic Inn & Cottages

Queen with Pool View | Minibar, in-room safe, individually decorated, individually furnished
Deluxe King Suite A | Bathroom | Free toiletries, hair dryer, towels
Exterior detail
Deluxe King Suite H | View from room
King Room B | View from room

Reviews

9.8 out of 10
Exceptional

Popular amenities

  • Free WiFi
  • Parking available
  • Laundry

Explore the area

View in a map
320 Simonton St, Key West, FL, 33040
  • Place, Duval Street
    ‪1 min walk‬
  • Place, Harry S. Truman Little White House
    ‪6 min walk‬
  • Place, Mallory Square
    ‪9 min walk‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪15 min drive‬

Room options

View all photos for Room, 1 Queen Bed

Room, 1 Queen Bed | Minibar, in-room safe, individually decorated, individually furnished

Room, 1 Queen Bed

9.4 out of 10
Exceptional
(23 reviews)
  • 1 bedroom
  • Sleeps 2
  • 1 Queen Bed
  • Free WiFi

View all photos for Deluxe Room, 1 Queen Bed

Deluxe Room, 1 Queen Bed | Minibar, in-room safe, individually decorated, individually furnished

Deluxe Room, 1 Queen Bed

9.8 out of 10
Exceptional
(14 reviews)
  • 1 bedroom
  • Sleeps 2
  • 1 Queen Bed
  • Free WiFi

View all photos for Room, 1 King Bed

Room, 1 King Bed | Minibar, in-room safe, individually decorated, individually furnished

Room, 1 King Bed

9.4 out of 10
Exceptional
(33 reviews)
  • 1 bedroom
  • Sleeps 2
  • 1 King Bed
  • Free WiFi

View all photos for Deluxe Room, 1 King Bed

Minibar, in-room safe, individually decorated, individually furnished

Deluxe Room, 1 King Bed

9.6 out of 10
Exceptional
(28 reviews)
  • 1 bedroom
  • Sleeps 2
  • 1 King Bed
  • Free WiFi

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
(11 reviews)
  • 1 bedroom
  • Sleeps 2
  • 1 King Bed
  • Free WiFi

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)
  • 1 bedroom
  • Sleeps 4
  • 1 King Bed and 1 Queen Bed
  • Free WiFi

View all photos for Luxury Cottage

Minibar, in-room safe, individually decorated, individually furnished

Luxury Cottage

10.0 out of 10
Exceptional
(3 reviews)
  • 1 bedroom
  • Sleeps 4
  • 1 King Bed and 1 Queen Bed
  • Free WiFi

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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 - 0.0 miles
  • Harry S. Truman Little White House - 6 min walk - 0.4 miles
  • Florida Keys Beaches - 6 min walk - 0.4 miles
  • Mallory Square - 9 min walk - 0.5 miles
  • Ernest Hemingway Home and Museum - 14 min walk - 0.8 miles

Getting around

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

Restaurants

  • ‪Irish Kevin's - ‬4 min walk
  • ‪Stinkin Crawfish Key West - ‬4 min walk
  • ‪The Bull & Whistle Bar - ‬3 min walk
  • ‪Fogarty's and Flying Monkey's - ‬3 min walk
  • ‪La Concha Bar - ‬4 min walk

About this property

Simonton Court Historic Inn & Cottages

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 dry cleaning/laundry, concierge services, and luggage storage. Additional amenities include laundry facilities, a garden, and a water dispenser.
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.

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  • Pool
  • Free WiFi
  • Restaurant
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9.6 out of 10, Exceptional, 1,001 reviews
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The price is $415
Jun 21 - Jun 22
Total with 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 self 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)

Information provided by the property may be translated using automated translation tools

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.

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

As of Jun 3, 2026, prices found for a 1-night stay for 2 adults at Simonton Court Historic Inn & Cottages on Jun 4, 2026 start from $210, 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.

Will I be able to park at Simonton Court Historic Inn & Cottages?

Yes, parking is offered for USD 30 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 a free daily breakfast.

Does Simonton Court Historic Inn & Cottages have a hot tub?

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 available?

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).

Can I book a room with a balcony at Simonton Court Historic Inn & Cottages?

No, there aren't any guestrooms at Simonton Court Historic Inn & Cottages that offer a balcony.

Simonton Court Historic Inn & Cottages Reviews

Reviews

9.8

Exceptional

Rating 10 - Excellent. 857 out of 970 reviews
Rating 8 - Good. 81 out of 970 reviews
Rating 6 - Okay. 20 out of 970 reviews
Rating 4 - Poor. 4 out of 970 reviews
Rating 2 - Terrible. 8 out of 970 reviews

9.8/10

Cleanliness

9.8/10

Staff & service

9.6/10

Amenities

9.6/10

Property conditions & facilities

Reviews

Verified

10/10 Excellent

Nathan R

Liked: Cleanliness, property conditions & facilities
Our favorite place in Key West.
Stayed 3 nights in Feb 2026
Verified

10/10 Excellent

Thomas

Liked: Cleanliness, amenities, property conditions & facilities
Room was very clean,well furnished and staff were all very friendly. This was our 6th time staying here and it never disappoints.
Stayed 3 nights in Feb 2026
Verified

10/10 Excellent

Jennifer

Liked: Cleanliness, amenities, property conditions & facilities
Great stay, clean room, and amazing staff!
Stayed 2 nights in Jan 2026
Verified

10/10 Excellent

RICHARD

Liked: Cleanliness, amenities, property conditions & facilities
Excellent staff!
Stayed 7 nights in Feb 2026
Verified

10/10 Excellent

Tiffany

Liked: Cleanliness, amenities, property conditions & facilities
I loved staying here! The room was great and the staff was awesome!
Stayed 2 nights in Dec 2025
Verified

10/10 Excellent

Ann

Liked: Cleanliness, amenities, property conditions & facilities
Such a cute place! Staff was very courteous and attentive. Location is perfect for walking around Old Town. Room was very clean and bed was comfortable.
One of three pools on the property was right outside our door
Sweet little cat who hags out around the property
Stayed 4 nights in Jan 2026
Verified

10/10 Excellent

Jesus

Liked: Cleanliness, amenities, property conditions & facilities
Great location and staff. The room was clean and comfortable, nice and quiet.
Stayed 2 nights in Jan 2026
Verified

10/10 Excellent

Jonathan Van

Liked: Cleanliness, amenities, property conditions & facilities
Wonderful and welcoming staff. The grounds are beautiful. Proximity to Duval Street was perfect. We will definitely stay here again.
Stayed 4 nights in Jan 2026
Verified

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
Verified

10/10 Excellent

anita

Liked: Cleanliness, staff & service, property conditions & facilities
Charming getaway in old town. Nice vibes and super quiet. Rooms and property beautifully architected and decorated
Stayed 1 night in Jan 2026
Verified

10/10 Excellent

karen

Liked: Cleanliness, amenities, property conditions & facilities
Great place to stay in Key West. Lovely setting, close to the action, and the staff was amazing. Would recommend Simonton Court as the place to stay and relax in Key West.
Stayed 2 nights in Dec 2025
Verified

10/10 Excellent

Leonid

Liked: Property conditions & facilities
Really enjoyed my stay. The staff were super friendly, and the location was amazing—close to all the Old Town activities!
Stayed 5 nights in Oct 2025
Verified

10/10 Excellent

Chris

Liked: Cleanliness, amenities, property conditions & facilities
Loved this place and would stay here again! The room was spacious and clean. But it is the historic charm of the buildings and the grounds that makes it special and unique. Great location as well.
Stayed 2 nights in Jan 2026
Verified

10/10 Excellent

William

Liked: Cleanliness, amenities, property conditions & facilities
Great location just close enough to all the action. Management and staff are really good. Clean and well kept. We would gladly stay there again.
Stayed 4 nights in Dec 2025
Verified

10/10 Excellent

doug

Liked: Cleanliness, property conditions & facilities
The staff was really nice
Stayed 2 nights in Nov 2025
Verified

10/10 Excellent

Alfredo

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

10/10 Excellent

Bill

Liked: Property conditions & facilities
Extremely kind, courteous staff and just great place to stay experiencing Key West
Stayed 2 nights in Sep 2025
Verified

10/10 Excellent

Kaye

Liked: Cleanliness, amenities, property conditions & facilities
The old charm of the place was just what we were looking for. The staff were so friendly and helpful. We would definitely come back!
Stayed 4 nights in Dec 2025
Verified

10/10 Excellent

Tina

Liked: Cleanliness, amenities, property conditions & facilities
Excellent in every way!
Stayed 3 nights in Jan 2026
Verified

10/10 Excellent

cindy

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

10/10 Excellent

Sharon

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
This is a lovely place to stay when in Key West! Very safe area, close and walkable to Duval St, many nearby restaurants … the staff are warm and welcoming! Beds are comfy- highly recommend!!!
Stayed 1 night in Nov 2025
Verified

10/10 Excellent

Bryan

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Awesome place to stay with a great staff
Stayed 4 nights in Aug 2025
Verified

6/10 Okay

Marlene

The room was good, the staff was very nice and accommodating for us. We should have been in our room at check-in time by 3pm. We arrived around 1pm, told us it was not ready
Stayed 1 night in Feb 2026
Verified

10/10 Excellent

Ronald

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

10/10 Excellent

Debra

Liked: Cleanliness, amenities, property conditions & facilities
We picked a deluxe queen, the room was extremely comfortable. Staff was always courteous & efficient, and answered our many questions during our week stay. This beautifully landscaped facility is two inn units with additional cottage units disbursed throughout the property.
Stayed 7 nights in Dec 2025

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