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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
Exterior detail
King Room B | View from room
Deluxe King Suite H | View from room
Property grounds

Reviews

9.8 out of 10
Exceptional

Popular amenities

  • Free WiFi
  • Parking available
  • Laundry
$561
$499 nightly
$561 total
Total with taxes and fees
Jan 25 - Jan 26

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
    ‪7 min walk‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪10 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
(22 reviews)
  • Sleeps 2
  • 1 Queen Bed

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
(13 reviews)
  • Sleeps 2
  • 1 Queen Bed

View all photos for Room, 1 King Bed

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

Room, 1 King Bed

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

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
(23 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
(10 reviews)
  • 1 bedroom
  • 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)
  • 1 bedroom
  • Sleeps 4
  • 1 King Bed and 1 Queen Bed

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

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The price is $484
Jan 26 - Jan 27
Total with taxes and fees
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About the neighborhood

Key West

With a stay at Simonton Court Historic Inn & Cottages in Key West (Key West Historic District), you'll be a 3-minute walk from Duval Street and 6 minutes by foot from Florida Keys Beaches. .This hotel is 0.5 mi (0.8 km) from Mallory Square and 0.7 mi (1.1 km) from Ernest Hemingway Home and Museum.

What's nearby

  • Duval Street - 1 min walk - 0.0 miles
  • Key West Aquarium - 6 min walk - 0.4 miles
  • Harry S. Truman Little White House - 6 min walk - 0.4 miles
  • Mallory Square - 7 min walk - 0.4 miles
  • Ernest Hemingway Home and Museum - 12 min walk - 0.7 miles

Getting around

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

Restaurants

  • ‪Stinkin Crawfish Key West - ‬4 min walk
  • ‪Irish Kevin's - ‬4 min walk
  • ‪Fogarty's and Flying Monkey's - ‬3 min walk
  • ‪The Bull & Whistle Bar - ‬3 min walk
  • ‪Caroline's Cafe - ‬7 min walk

About this property

Simonton Court Historic Inn & Cottages

Hotel with 4 outdoor swimming pools, 3-minute walk to Duval Street
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.

4 outdoor swimming pools are on site.

The recreational activities listed below are available either on site or nearby; fees may apply.

Make yourself at home in one of the 30 individually decorated guestrooms, featuring minibars and flat-screen televisions. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Bathrooms have complimentary toiletries and hair dryers. Conveniences include laptop-compatible safes and coffee/tea makers, and housekeeping is provided daily.
Dip into one of the 4 outdoor swimming pools or enjoy other recreational amenities, which include bicycles to rent. Additional amenities at this hotel include complimentary wireless internet access, concierge services, and discounted use of a nearby fitness facility.
A complimentary continental breakfast is served daily from 8:30 AM to 10:30 AM.
Featured amenities include dry cleaning/laundry services, a 24-hour front desk, and luggage storage. Self parking (subject to charges) is available onsite.
A complimentary continental breakfast is served each morning between 8:30 AM and 10:30 AM.

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

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

Simonton Court Historic Inn & Cottages Reviews

Reviews

9.8

Exceptional

Rating 10 - Excellent. 800 out of 899 reviews
Rating 8 - Good. 70 out of 899 reviews
Rating 6 - Okay. 18 out of 899 reviews
Rating 4 - Poor. 4 out of 899 reviews
Rating 2 - Terrible. 7 out of 899 reviews

9.8/10

Cleanliness

10/10

Staff & service

9.6/10

Amenities

9.6/10

Property conditions & facilities

Reviews

10/10 Excellent

Alfredo

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

10/10 Excellent

Karen

Traveled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Loved the pool options and the adorable cottages! The only negative was the two roaches in the room.
Stayed 3 nights in Oct 2025

10/10 Excellent

Richard

Liked: Cleanliness, property conditions & facilities
Eggs. Meatballs
Stayed 3 nights in Oct 2025

8/10 Good

Robin, Waterloo

Traveled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Location, Location, Location!! This property is Lovely. The buildings all have the charming Key West style and are nestled in a tropical oasis. Multi pools offer you to gather in groups. Breakfast was delicious with a variety of selections. Our room was a bit dated but clean and comfortable with its own patio. We would definitely stay here again.
Stayed 1 night in Oct 2025

10/10 Excellent

Lloyd N Holly

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
My husband and I visited Key west for the weekend, our first time, and were pleasantly surprised by our entire trip. Simonton Court Inn was absolutely adorable. Perfectly nestled behind trees. The property was bigger than it appeared with 4 pools, breakfast patio, pool bar and perfectly styled rooms. The staff were kind and accommodating, bikes available for use and you can keep your luggage in the lobby and use the amenities on the day you check out, if you're catching the key west ferry out later that day. We had a great and time and will definitely be back.
Stayed 1 night in Oct 2025

10/10 Excellent

Paul Christopher

Traveled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Nice location. Close to everything
Stayed 7 nights in Oct 2025

10/10 Excellent

Tina

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Great property, if you are booking and driving you should ask about parking. Limited parking on site and you may have to park down the street at $30 a night.
Stayed 1 night in Aug 2025

10/10 Excellent

Maranda

Traveled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Best place to stay in the keys! Perfect location. Friendly staff. Wouldn’t want to stay anywhere else.
Stayed 3 nights in Oct 2025

10/10 Excellent

Eric

Liked: Cleanliness, staff & service, property conditions & facilities
Stayed 2 nights in Sep 2025

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

10/10 Excellent

Sarah

Stayed 2 nights in Sep 2025

10/10 Excellent

Robert

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Beautiful grounds. All of the staff were 5 star amazing. Location of the inn is perfect ( very very close to Duval but with none of the noise). Will stay again without a doubt.
Stayed 2 nights in Sep 2025

10/10 Excellent

Nancy

Liked: Cleanliness, staff & service, property conditions & facilities
Beautiful environment staff was amazing and friendly. Great location
Stayed 4 nights in Sep 2025

10/10 Excellent

Zhenwei

Liked: Cleanliness
Stayed 1 night in Sep 2025

10/10 Excellent

Mona

Liked: Cleanliness, staff & service, property conditions & facilities
We really enjoyed our visit. It's very close to everything but is quiet and feels secluded. The grounds are beautiful and the room was very nice. Breakfast by one of the four pools was limited but the Belgium waffles were delicious. All the staff was wonderful.
Stayed 2 nights in Sep 2025

10/10 Excellent

Holly

Traveled with partner
Liked: Cleanliness, staff & service, property conditions & facilities
The rooms were cute and comfy. Great location for walking everywhere
Stayed 2 nights in Sep 2025

10/10 Excellent

Raymond

Traveled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Room was beautiful. Staff was friendly and accommodating. Just a short walk from downtown
Stayed 2 nights in Sep 2025

10/10 Excellent

Renee

Stayed 1 night in Sep 2025

8/10 Good

Bridget

Liked: Staff & service, property conditions & facilities
Stayed 2 nights in Sep 2025

10/10 Excellent

Stacy

Liked: Cleanliness, staff & service, property conditions & facilities
Really enjoyed my stay at Simonton Court Historic Inn & Cottages. Everything was lovely, from the peaceful atmosphere to the well-kept grounds. A special mention goes out to the breakfast ladies. So friendly and welcoming, they really made the mornings extra enjoyable. Would definitely stay there again!
Stayed 3 nights in Sep 2025

8/10 Good

Jeffrey

Stayed 3 nights in Sep 2025

10/10 Excellent

Jayne

Liked: Cleanliness, staff & service, property conditions & facilities
Staff was amazing
Stayed 3 nights in Sep 2025

10/10 Excellent

Shannon

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

Great first time experience

My husband and I are from Marathon, 50 miles away and we traveled with another couple from central Fl. We rode our motorcycles down and the front desk was very accommodating offering to watch our luggage while we went to stroll Duval waiting for our room to be available. We later enjoyed the privacy of the pool while having poolside service. The rooms were very nice, reflecting historic Key West while offering modern amenities. Our friends room was overlooking Simonton and they noticed a lot of road noise during the evening, but they enjoyed their stay overall. Our room (suite) was in the middle of the property and seemed to be quieter. This was our first time staying there and we will definitely go back! Highly recommend.
Stayed 1 night in Sep 2025

10/10 Excellent

Zakary

Traveled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
No complaints here at all. Love the historic look and rooms were great. Robert was awesome, gave us a tour of the cottages and history. Would highly recommend for couples!
Stayed 2 nights in Aug 2025

10/10 Excellent

Christine

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Everything & Everyone at The Simonton Court Inn was Outstanding!!! I couldn't have been more satisfied.
Stayed 3 nights in Sep 2025