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Simonton Court Historic Inn & Cottages

2.5 star property

Photo gallery for Simonton Court Historic Inn & Cottages

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

Reviews

9.8 out of 10
Exceptional

Popular amenities

  • 24/7 front desk
  • Parking available
  • Housekeeping
  • Laundry

Explore the area

View map
320 Simonton St, Key West, FL, 33040
  • Place, Duval Street
    ‪1 min walk‬
  • Place, Mallory Square
    ‪7 min walk‬
  • Place, Southernmost Point
    ‪2 min drive‬
  • 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

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

Deluxe Room, 1 Queen Bed

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

View all photos for Room, 1 King Bed

Room, 1 King Bed

Room, 1 King Bed

9.6 out of 10
Exceptional
(27 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
(23 reviews)
  • Sleeps 2
  • 1 King Bed

View all photos for Luxury Suite

Luxury Suite | Living area

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

1 bedroom, minibar, in-room safe, individually decorated

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 the area

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 - 0.2 km
  • Mallory Square - 7 min walk - 0.7 km
  • Ernest Hemingway Home and Museum - 12 min walk - 1.1 km
  • Fort Zachary Taylor Historic State Park - 17 min walk - 1.5 km
  • Southernmost Point - 2 min drive - 1.4 km

Getting around

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

Restaurants

  • ‪Irish Kevin's - ‬4 min walk
  • ‪Fogarty's and Flying Monkey's - ‬3 min walk
  • ‪The Bull & Whistle Bar - ‬3 min walk
  • ‪Stinkin Crawfish Key West - ‬4 min walk
  • ‪Fat Tuesday - ‬2 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 transport

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

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

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

Reviews

Simonton Court Historic Inn & Cottages Reviews

9.8

Exceptional

9.8/10

Cleanliness

10/10

Staff & service

9.6/10

Amenities

9.6/10

Property conditions & facilities

9.6/10

Eco-friendliness
Rating 10 - Excellent. 771 out of 866 reviews
Rating 8 - Good. 67 out of 866 reviews
Rating 6 - Okay. 18 out of 866 reviews
Rating 4 - Poor. 3 out of 866 reviews
Rating 2 - Terrible. 7 out of 866 reviews

Reviews

10/10 Excellent

Stephenie

Travelled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great room with a lot of character. The grounds are stunning with all of the beautiful landscaping. Staff was great as well. The paid parking on site is definitely worth it!
Stayed 2 nights in Aug 2025

10/10 Excellent

pamela

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Very
Stayed 3 nights in Aug 2025

10/10 Excellent

Michael

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Wonderful, helpful, responsive staff. Well maintained grounds. Will return.
Stayed 4 nights in Jul 2025

10/10 Excellent

Kimberly Sue, Midland Township

Travelled with partner
Liked: Amenities
Great property and grounds! Four pools, prompt service and well maintained. This is definitely a historic inn so the rooms and older but the furnishings are nice. Will for sure stay again!
Stayed 3 nights in Aug 2025

10/10 Excellent

Leland

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

An unexpected memory

The “quaintness” of the property is difficult to describe, however it was/is a selling point as far as I’m concerned
Stayed 1 night in Aug 2025

8/10 Good

William

Travelled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Centrally located, convenient to Duval Street. Downtown. I would have given it a 5 star, but the ceiling fans were very dirty, and the white furniture needed to be cleaned.
Stayed 1 night in Aug 2025

8/10 Good

William

Travelled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The bedroom,and bathroom were nice. The way they had breakfast set up was unque.
Stayed 1 night in Aug 2025

10/10 Excellent

Vicki

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The staff is simply wonderful. They truly care about your stay and making sure everything is perfect. Can’t recommend this place enough! A true gem.
Stayed 3 nights in Jul 2025

10/10 Excellent

Amy

Travelled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
This is a gorgeous historic place in Old Town. The staff was super—helpful, accommodating, professional and friendly. The included breakfast was ample and fresh. The grounds and rooms are lovely lush and charming—four beautiful pools and great A/C. Call ahead to reserve your parking if needed. We would definitely stay here, again.
Stayed 3 nights in Jul 2025

10/10 Excellent

Eduardo

Stayed 4 nights in Jul 2025

10/10 Excellent

Patrick

Stayed 1 night in Jul 2025

10/10 Excellent

Robert

Liked: Cleanliness, staff & service
Stayed 4 nights in May 2025

10/10 Excellent

Taylor

Stayed 2 nights in Jul 2025

10/10 Excellent

Rebecca

Liked: Cleanliness, staff & service, property conditions & facilities
Enjoyed our stay. Highly recommend
Stayed 2 nights in Jul 2025

10/10 Excellent

Sara

Liked: Cleanliness, staff & service, property conditions & facilities
The staff is amazing! They take extremely good care of their guest as week as their property.
Stayed 4 nights in Jul 2025

10/10 Excellent

Daniel

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 3 nights in Jul 2025

10/10 Excellent

Alan

Stayed 5 nights in Jul 2025

10/10 Excellent

Sergio

Travelled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Definitely going back!
Stayed 1 night in Jul 2025

10/10 Excellent

Traci

Travelled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Everyone was extremely kind. It is a beautiful place to stay. 10 out of 10
Stayed 1 night in Jul 2025

10/10 Excellent

Ivette

Liked: Cleanliness, amenities
I highly recommend this property. Great experience, clean and well maintained with a most courteous and friendly staff.
Stayed 2 nights in Jul 2025

10/10 Excellent

Micheal

Travelled with partner
Liked: Cleanliness, staff & service, property conditions & facilities
Beautiful grounds well maintained. The guy at front desk was great went beyond expectations We will be back have already told friends bringing some of them next trip.
Stayed 1 night in Jul 2025

10/10 Excellent

Denise

Beautiful grounds of the historic cigar factory and cottages! Bonus were the pools and a wonderful breakfast! Our mattress could use a memory foam topper as it was really hard.
Stayed 2 nights in Jul 2025

10/10 Excellent

Yorledys

Business traveller
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
⭐️⭐️⭐️⭐️⭐️ 5/5 — Outstanding Stay in Key West I had a fantastic experience during my recent business trip to Key West. The entire team was incredibly attentive, kind, and went above and beyond to make sure everything was perfect. Their hospitality truly made the difference. The hotel provided a comfortable and welcoming atmosphere, making it easy to focus on work while also enjoying some of the charm that Key West has to offer. Definitely planning to come back. Thank you to the amazing team for such a memorable stay!
Stayed 1 night in Jun 2025

10/10 Excellent

Tracy

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

I don't even write reviews - :-) A little oasis!

This was an incredible experience! I researched so many places and without a doubt this was the finest around. A little oasis in the middle of all things Key West! The staff was so friendly and accommodating, poolside breakfast, happy hours, and paintings! Bikes available on-site. Rooms were perfect, quiet, comfortable and we met the finest people during our stay. Two easy blocks off of Duval, a quick stroll to seaport for all excursions, Mallory Square, and the finest restaurants. Thank you, Simonton Court, for your hospitality - there is no place else I'll ever stay in Key West!
Stayed 4 nights in Jun 2025

10/10 Excellent

Paul

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 3 nights in Jun 2025