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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

Photo gallery for Simonton Court Historic Inn & Cottages

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

Reviews

9.8 out of 10
Exceptional

Popular amenities

  • 24/7 front desk
  • Parking available
  • Housekeeping
  • Laundry
  • Pool
The current price is NZ$275
includes taxes & fees
3 Sept - 4 Sept

Explore the area

View 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

Room options

View all photos for Room, 1 Queen Bed

Room, 1 Queen Bed

Room, 1 Queen Bed

9.4 out of 10
Exceptional
(21 reviews)

Highlights

Individually furnished
Individually decorated
Air conditioning
Flat-screen TV
Separate bedroom
Ceiling fan
Hairdryer
Coffee/tea maker
  • Sleeps 2
  • 1 Queen Bed

View all photos for Deluxe Room, 1 Queen Bed

Deluxe Room, 1 Queen Bed

Deluxe Room, 1 Queen Bed

10.0 out of 10
Exceptional
(11 reviews)

Highlights

Individually furnished
Individually decorated
Air conditioning
Flat-screen TV
Separate bedroom
Ceiling fan
Hairdryer
Coffee/tea maker
  • Sleeps 2
  • 1 Queen Bed

View all photos for Room, 1 King Bed

Room, 1 King Bed

Room, 1 King Bed

9.4 out of 10
Exceptional
(22 reviews)

Highlights

Individually furnished
Individually decorated
Air conditioning
Flat-screen TV
Separate bedroom
Ceiling fan
Hairdryer
Coffee/tea maker
  • 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
(20 reviews)

Highlights

Individually furnished
Individually decorated
Air conditioning
Flat-screen TV
Separate bedroom
Ceiling fan
Hairdryer
Coffee/tea maker
  • Sleeps 2
  • 1 King Bed

View all photos for Luxury Suite

Luxury Suite | Living area

Luxury Suite

9.0 out of 10
Wonderful
(8 reviews)

Highlights

Individually furnished
Individually decorated
Air conditioning
Flat-screen TV
Ceiling fan
Separate bedroom
Hairdryer
Coffee/tea maker
  • 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)

Highlights

Individually furnished
Individually decorated
Air conditioning
Flat-screen TV
Ceiling fan
Separate bedroom
Hairdryer
Coffee/tea maker
  • 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)

Highlights

Individually furnished
Individually decorated
Air conditioning
Flat-screen TV
Ceiling fan
Separate bedroom
Hairdryer
Coffee/tea maker
  • 1 bedroom
  • Sleeps 4
  • 1 King Bed and 1 Queen Bed

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About the area

Key West

At Simonton Court Historic Inn & Cottages you'll be within just a 10-minute stroll of popular attractions like Duval Street and Florida Keys Beaches. Highlights at this hotel include 4 outdoor swimming pools and free continental breakfast. .This smoke-free hotel offers free WiFi in public areas, concierge services and a 24-hour front desk. Additionally, you'll find laundry facilities, a terrace and a garden. Each morning free breakfast is served. There's also self parking, along with the convenience of an area shuttle. .Attractions within a 15-minute walk of this Key West Historic District hotel include Mallory Square and 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
  • South Beach - 20 min walk - 1.7 km
  • Southernmost Point - 3 min drive - 1.4 km

Getting around

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

Restaurants

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

About this property

Simonton Court Historic Inn & Cottages

Hotel with 4 outdoor swimming pools, a short walk to Duval Street
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.

  • 30 guestrooms or units
  • Continental breakfast (free)
  • Towels for the beach
  • Poolside lounge chairs
  • Dry cleaning
  • Self-service laundry
  • Front desk (24 hours)
  • Storage area for luggage
  • Front desk safe
  • Tour and ticket information
  • Concierge
  • Terrace
  • Garden
  • No smoking on site
  • Water dispenser
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.

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 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

  • 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

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

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
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a professional host. The provision of housing is linked to their trade, business or profession. Guests must contact this property in advance to reserve on-site parking. This property accepts Visa, Mastercard, American Express, Discover, Diners Club, debit cards and cash. For guests' safety, the property includes a fire extinguisher and a smoke detector in all accommodation.

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

Frequently asked questions

Is parking available at Simonton Court Historic Inn & Cottages?

Yep, Simonton Court Historic Inn & Cottages has a self car park with in/out privileges for USD 30.00 per night. Onsite parking is limited.

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

As of 15 Aug 2025, prices found for a 1-night stay for 2 adults at Simonton Court Historic Inn & Cottages on 3 Sept 2025 start from NZ$274.72, 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.

Are there any beaches close to Simonton Court Historic Inn & Cottages?

Yep, Simonton Court Historic Inn & Cottages is a short 6-minute walk from Florida Keys Beaches. Fun beach activities include snorkelling, scuba diving and kayaking. You can also find boat tours.

Does Simonton Court Historic Inn & Cottages have a pool?

Yep, and guests love it! Simonton Court Historic Inn & Cottages has 4 outdoor swimming pools. Grab your bathers and lounge poolside while enjoying on a lounger.

Does Simonton Court Historic Inn & Cottages serve breakfast?

Yeah, guests can't get enough of the free continental breakfast here! Served daily between 8:30 AM and 10:30 AM, this is the spot to fuel up for a big day full of adventure.

Is there a free airport shuttle available at Simonton Court Historic Inn & Cottages?

No, Simonton Court Historic Inn & Cottages does not offer an airport shuttle service.

What time are check-in & check-out at Simonton Court Historic Inn & Cottages?

Check-in begins at 3:00 PM. Check-out time is 11:00 AM.

Are pets allowed at Simonton Court Historic Inn & Cottages?

No, pets are not allowed.

Simonton Court Historic Inn & Cottages Reviews

Reviews

9.8

Exceptional

Rating 10 - Excellent. 703 out of 792 reviews
Rating 8 - Good. 62 out of 792 reviews
Rating 6 - Okay. 17 out of 792 reviews
Rating 4 - Poor. 3 out of 792 reviews
Rating 2 - Terrible. 7 out of 792 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

Janet

Travelled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
I like coming back to the hotel after the activities of the day to find a serene and welcoming atmosphere. The staff was great. We especially loved the caring attention we received from Violet at breakfast.
Stayed 7 nights in Apr 2025

10/10 Excellent

Martin

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

Great friendly place to stay

The staff was among the friendliest we have ever had, always making sure we were happy.
Stayed 4 nights in May 2025

10/10 Excellent

Anthony

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

10/10 Excellent

Michael

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

Exceptional

Jonathan was an exceptional host and took care of all my questions and needs. All the staff was exceptional!!!
Stayed 4 nights in May 2025

10/10 Excellent

Daniel

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

10/10 Excellent

Lawrence

Liked: Cleanliness
Stayed 1 night in May 2025

10/10 Excellent

Deborah

Travelled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Had an amazing, relaxing stay at Simonton Court! The staff were very friendly and welcoming. We will stay here the next time we visit Key West!⭐️⭐️⭐️⭐️⭐️⭐️
Stayed 6 nights in Apr 2025

10/10 Excellent

J R

Liked: Cleanliness, staff & service, property conditions & facilities
quiet
Stayed 3 nights in Apr 2025

8/10 Good

Danielle

Travelled with partner
Liked: Amenities
Very courteous staff. Near all the best things in Key West. Gorgoeus property!
Stayed 2 nights in Apr 2025

10/10 Excellent

KATHRYN

Travelled with partner
Liked: Amenities
Laura at front desk is a jewel! Property is lush, tropical but well manicured. The man at Happy Hour great personality and good drinks. Love our pool side room. The location just off the wall and down the street from Schooner wharf is very convenient. Bed and room is also very nice and breakfast just great!
Stayed 1 night in Apr 2025

10/10 Excellent

Karen Lynne

Travelled 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

Travelled 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

Travelled 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

Travelled 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

Travelled 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

Travelled 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

Travelled 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

Travelled 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