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

Reviews

9.8 out of 10
Exceptional

Popular amenities

  • Free Wi-Fi
  • Parking available
  • Laundry room

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.)
    ‪14 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)
  • 1 bedroom
  • 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)
  • 1 bedroom
  • 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

9.4 out of 10
Exceptional
(29 reviews)
  • 1 bedroom
  • 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
(26 reviews)
  • 1 bedroom
  • 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
(11 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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About this property

Simonton Court Historic Inn & Cottages

4 outdoor pools, self parking and concierge services are available at this smoke-free hotel. Free continental breakfast and free WiFi in public areas are also provided. Additionally, dry cleaning, laundry facilities and a 24-hour front desk are on-site.
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 hairdryers. This Key West hotel provides complimentary wireless Internet access, with a speed of 25+ Mbps. Additionally, rooms include coffee/tea makers and an iron/ironing board. Housekeeping is provided on a daily basis.

4 outdoor swimming pools are on site.

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

Our customers tell us that they can't get enough of the free breakfast at Simonton Court Historic Inn & Cottages. During your stay, you're just a quick walk from Duval Street. Enjoy features like free WiFi in public areas, plus 4 outdoor pools and dry cleaning service.
  • Free continental breakfast served daily
  • Free Wi-Fi (speed: 25+ Mbps)
  • Self-parking available for a fee
  • Take a swim in the 4 outdoor pools
  • Services include dry cleaning/laundry, a concierge and tour or ticket assistance
  • On-site recreation includes bicycles to rent
  • Guests have great things to say about the helpful staff and the pool
  • Just a 3-minute walk from Duval Street and 6 minutes on foot from Florida Keys Beaches
  • Local-area shuttle service available
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.

Guests are served a free continental breakfast daily from 8:30 AM to 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 transport

  • Area shuttle
  • Onsite parking available only on request
  • Parking on site (USD 30 per night; includes in/out privileges)
  • Limited on-site 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

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

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.

Payment types at the property

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

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
To arrange for check-in, guests must contact the property in advance of arrival using the information on the booking confirmation. Guests arriving after 11:30 PM must make advance arrangements by contacting the property using the information on the booking confirmation. Guests must contact the property in advance for check-in information. Front desk staff will greet guests on arrival at the property. Guests who plan to drive should contact this property in advance for more details (e.g. directions).
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

  • 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

Simonton Court Historic Inn & Cottages Reviews

Reviews

9.8

Exceptional

Rating 10 - Excellent. 821 out of 925 reviews
Rating 8 - Good. 74 out of 925 reviews
Rating 6 - Okay. 19 out of 925 reviews
Rating 4 - Poor. 4 out of 925 reviews
Rating 2 - Terrible. 7 out of 925 reviews

9.8/10

Cleanliness

9.8/10

Staff & service

9.6/10

Amenities

9.6/10

Property conditions & facilities

Reviews

10/10 Excellent

Karin, Jim Thorpe

Stayed 1 night in Dec 2025

8/10 Good

Kate

Liked: Cleanliness, staff & service, amenities
Beautiful, charming hotel in a great location. A wonderful option in old town key west. Only complaint was about the TV - it was very small and outdated. It’s something many guests wouldn’t care about but it’d be an easy, inexpensive upgrade for the hotel to make.
Stayed 3 nights in Dec 2025

10/10 Excellent

Somy

Price
Stayed 1 night in Dec 2025

10/10 Excellent

Kaye

Travelled with family
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

10/10 Excellent

Tiffany

Travelled with group
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

10/10 Excellent

Shelley

Travelled with partner, Travelled with group
Liked: Cleanliness, amenities, property conditions & facilities
Perfection!!!
Stayed 3 nights in Dec 2025

8/10 Good

Beverly

Travelled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The manager and his wife were so personable and always gave great suggestions when asked. We will definitely be returning.
Stayed 4 nights in Dec 2025

4/10 Poor

Kathryn

Travelled with partner
Disliked: Amenities
Several years ago, we discovered Simonton Court unexpectedly. That stay was charming and memorable, and I recommended the hotel to others. Based on that experience, we booked again recently through Expedia and the difference was shocking. From the moment we arrived, things went downhill. We arrived early and called to ask to be notified when our room was ready, which they did later that afternoon. At check-in, we were told there was no onsite parking and that we’d need to park several blocks away in a paid lot, after we had already paid significant money to park all day. I was then told parking had been available earlier and that I “should have told them” I needed parking when I first called. There was no way for me to know this. Next, we were informed we would need to change rooms during our short three-night stay because we booked through Expedia. This was framed as an Expedia issue, though it made no sense. The situation was only resolved after extreme frustration, multiple complaints, and frankly, tears, something no guest should experience on vacation. The staff member at check-in was shockingly unprofessional, dismissive, and seemed to enjoy escalating the situation rather than resolving it. I work in a customer-facing profession and would never treat someone this way. Our room this time was on Simonton Street, loud, with no view. The bathroom was extremely small. The pool was dirty, no pool towels, and the bar was almost never open. Be warned. Stay elsewhere!!
Stayed 3 nights in Nov 2025

10/10 Excellent

Diane

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 1 night in Dec 2025

10/10 Excellent

Darbie

Travelled with partner
Liked: Cleanliness, amenities, property conditions & facilities
Amazing property and top notch service. Will definitely return.
Stayed 1 night in Dec 2025

8/10 Good

Tamara

Travelled with partner
Liked: Staff & service, amenities, property conditions & facilities
Disliked: Cleanliness
Our room had a moderate odour of urine at moat times which is unacceptable for a room we paid $750/night for. Housekeeper only made our bed but didnt take garbage or replace glasses that were used but did bring towels when we requested. The property is beautiful and pools lovely and location excellent.
Stayed 3 nights in Dec 2025

10/10 Excellent

Stacie

Travelled with group
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 2 nights in Dec 2025

10/10 Excellent

karen

Travelled with partner
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

10/10 Excellent

Jennifer

Travelled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Stay here! We’ve walked past Simonton Court dozens of times on previous trips to Key West but never realized how beautiful this property is, until we stayed here. The property is expansive, stunning, lush and quiet with 4 pools. Although it’s sold out, it feels as though you have the place to yourself. The rooms are all different and cozy! We’ve stayed at the large luxury resorts here and would never ever do that again- the experience is like night and day. What makes this even more special is the staff- they go above and beyond (starting with a personal tour of the property and offering to make your stay stellar in any way). Jonathan and Violet are wonderful!!! We found our new favorite place in Key West! We loved it so much we extended our stay.
Stayed 2 nights in Dec 2025

10/10 Excellent

doug

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

10/10 Excellent

Sharon

Travelled with partner
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

10/10 Excellent

Gene

Travelled with group
Liked: Cleanliness, amenities, property conditions & facilities
Room was super clean, as always. Staff is always amazing. Very cool place. Old Key West style. Great location, close to everything Old Town. I only stay here everytime I come to Key West
Stayed 3 nights in Nov 2025

10/10 Excellent

Otto

Travelled with partner
Liked: Cleanliness, amenities, property conditions & facilities
Just a great place. Location is fantastic and the property is beautifully cool. This is our first time here but it won’t be our last. The staff were all polite, professional and very accommodating.
Stayed 3 nights in Nov 2025

10/10 Excellent

Morgan

Liked: Cleanliness, amenities, property conditions & facilities
Super friendly staff, cute bed & breakfast feel. Access to all 4 pools. Highly recommend staying here. Can’t wait to go back.
Stayed 2 nights in Nov 2025

10/10 Excellent

Tara

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Beautiful, hidden oasis in the heart of Key West. Exceptional staff who go above and beyond to ensure you have a relaxing and memorable stay. I can not wait to return. Everything was fantastic.
Stayed 3 nights in Nov 2025

10/10 Excellent

christine

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 1 night in Nov 2025

10/10 Excellent

Javier De Jesus

Stayed 1 night in Oct 2025

10/10 Excellent

Leonid

Travelled with family
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

10/10 Excellent

Lynn

Travelled with group
Liked: Cleanliness, staff & service, amenities
Quiet place and room was big with a double shower plus an outside deck ! Friendly staff and you cannot beat the location. One of our favorite places. Breakfast is limited but just enough to get you going.
Stayed 1 night in Nov 2025

10/10 Excellent

Leonardo

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