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Simonton Court Historic Inn & Cottages

2.5 star property
Hotel near Duval Street in Key West

Choose dates to view prices

Photo gallery for Simonton Court Historic Inn & Cottages

Queen with Pool View
Exterior detail
Property grounds
Deluxe King Suite H | View from room
Deluxe King Suite A | Bathroom

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

Room options

View all photos for Room, 1 Queen Bed

A four-poster bed with white linens, two orange pillows, and a wooden headboard. A painting of a tropical scene hangs above the bed.

Room, 1 Queen Bed

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

View all photos for Deluxe Room, 1 Queen Bed

A hotel room with a bed, a desk, a chair, a lamp, and a television.

Deluxe Room, 1 Queen Bed

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

View all photos for Room, 1 King Bed

A bedroom with a bed, a sofa, a small table, and two paintings on the wall.

Room, 1 King Bed

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

View all photos for Deluxe Room, 1 King Bed

Minibar, in-room safe, iron/ironing board, WiFi (free)

Deluxe Room, 1 King Bed

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

View all photos for Luxury Suite

A spacious room with a large window overlooking a swimming pool, wicker furniture, and a table with a lamp.

Luxury Suite

9.0 out of 10
Wonderful
(12 reviews)
  • 1 bedroom
  • Sleeps 2
  • 1 King Bed
  • Free WiFi

View all photos for Basic Cottage

A spacious living area with a staircase, a flat-screen TV, a round table, and a sofa with orange cushions.

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, iron/ironing board, WiFi (free)

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 area

Key West

Key West Historic District stay.Within a 10-minute walk of this Key West Historic District hotel, you'll find Duval Street and Florida Keys Beaches. Also, Mallory Square is within half a mile (1 km) and Southernmost Point is within 2 miles (3 km).

What's nearby

  • Duval Street - 1 min walk - 0.0 km
  • Oldest House Museum and Garden - 3 min walk - 0.3 km
  • Harry S. Truman Little White House - 6 min walk - 0.6 km
  • Mallory Square - 7 min walk - 0.7 km
  • Ernest Hemingway Home and Museum - 14 min walk - 1.2 km

Getting around

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

Restaurants

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

About this property

Simonton Court Historic Inn & Cottages

Hotel near Duval Street in Key West
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 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.

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Santa Maria Suites
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  • Pool
  • Free WiFi
  • Restaurant
  • Air conditioning
4.8 out of 5, Exceptional, 1,005 reviews
The price is CA $422
CA $570 total
includes taxes & fees
Aug 18 - Aug 19
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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 35 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

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

Room amenities

Entertainment

  • 36-inch flat-screen TV with cable channels

Bedroom

  • Bedsheets provided

Bathroom

  • Free toiletries
  • Hair dryer
  • Towels provided

Food and drink

  • Coffee/tea maker
  • Minibar

More

  • Air conditioning
  • Ceiling fan
  • Electrical adapters
  • Individual decor
  • Individual furnishings
  • Iron/ironing board
  • Laptop-compatible safe
  • Phone

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.

Property 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 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
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 onsite 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 each 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

How close is Simonton Court Historic Inn & Cottages to the airport?

Simonton Court Historic Inn & Cottages is 3.8 mi (12-min drive) away from the Key West Intl. Airport (EYW) airport, the closest popular airport to the property.

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

As of Jul 22, 2026, prices found for a 1-night stay for 2 adults at Simonton Court Historic Inn & Cottages on Jul 28, 2026 start from CA $238, excluding 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.

Does Simonton Court Historic Inn & Cottages have an airport shuttle?

Airport shuttle services are not available at Simonton Court Historic Inn & Cottages.

How close is Simonton Court Historic Inn & Cottages to the beach?

This hotel is a short 6-minute walk from Florida Keys Beaches and 1 mi (7-min drive) from South Beach. Don't forget your sunscreen!

Does Simonton Court Historic Inn & Cottages offer free breakfast?

Simonton Court Historic Inn & Cottages offers free continental breakfast every day from 8:30 AM to 10:30 AM.

Is there a casino at Simonton Court Historic Inn & Cottages?

No, there is no casino at this hotel.

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

Check-in start time: 3:00 PM; Check-in end time: 3:00 AM.

Is there free parking at Simonton Court Historic Inn & Cottages?

Free parking is not available at this hotel. Self parking is available for USD 30.00 per night.

Does Simonton Court Historic Inn & Cottages have a pool?

Simonton Court Historic Inn & Cottages features 4 outdoor pools.

Does Simonton Court Historic Inn & Cottages have a spa?

There are no spa services available at this hotel.

How close is Simonton Court Historic Inn & Cottages to downtown Key West?

Simonton Court Historic Inn & Cottages is 0.2 mi away from Key West.

Simonton Court Historic Inn & Cottages Reviews

Reviews

9.8

Exceptional

Rating 10 - Excellent. 888 out of 1005 reviews
Rating 8 - Good. 85 out of 1005 reviews
Rating 6 - Okay. 20 out of 1005 reviews
Rating 4 - Poor. 5 out of 1005 reviews
Rating 2 - Terrible. 7 out of 1005 reviews

9.8/10

Cleanliness

9.8/10

Staff & service

9.6/10

Amenities

9.6/10

Property conditions & facilities

Reviews

Verified

8/10 Good

Jason

Liked: Staff & service, amenities, property conditions & facilities
Very unique, great staff, and great location
Stayed 4 nights in Apr 2026
Verified

10/10 Excellent

Kimberly

Liked: Cleanliness, staff & service, property conditions & facilities
Great experience! Multiple pools and very charming setting. Great spot to relax yet close to Duval
Stayed 1 night in Apr 2026
Verified

10/10 Excellent

Don

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Excellent environment, nice property very comfortable. I will return on my next visit.
Stayed 4 nights in Apr 2026
Verified

10/10 Excellent

Peter

Liked: Cleanliness, staff & service, property conditions & facilities
Loved our stay here. The staff is so friendly and helpful. The property so quaint and well taken care of. Would recommend to anyone. We will be back for sure!!
Stayed 2 nights in Apr 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

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

8/10 Good

Ric

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The staff was the best part of the experience. Jonathan and Violet were outstanding with their welcoming attitude and were very helpful whenever we needed something. Other members of the front desk staff and housekeeping were also very helpful and friendly.
Stayed 3 nights in Apr 2026
Verified

10/10 Excellent

Becky

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great location. Cool vibe.
Stayed 1 night in Feb 2026
Verified

8/10 Good

Tina

Clean room. Very comfortable bed! Quaint atmosphere. Friendly staff. Outstanding location for walking to Duvall Street and historic sites.
Stayed 1 night in Apr 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

RICHARD

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

10/10 Excellent

Heidi

Liked: Cleanliness, staff & service, property conditions & facilities
Fabulous stay! Quaint cottages in garden setting right in old town. Very convenient to Duval St. Wonderful staff, nice breakfast. Rental bicycles available on site for $20 a day. Clean room, mattress was a little hard for my preference but that was the only tiny negative. Would go back!
Stayed 3 nights in Mar 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

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

Kate

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The service was out of this world. We would head down for breakfast at the hotel and the room would be refreshed immediately upon return. The staff was always friendly and making sure our needs were met. I don’t think there’s a disappointing room on the grounds but we especially enjoyed the direct access to the street side porch with rocking chairs. We will definitely be back.
Stayed 6 nights in Mar 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

8/10 Good

David

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Excellent location and atmosphere. Room itself needed more space in the bathroom for toiletries. Luggage racks would have been helpful also. Staff was very friendly and helpful.
Stayed 3 nights in Mar 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

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

6/10 Okay

Richard

Liked: Cleanliness, staff & service
Yes.
Stayed 2 nights in Apr 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

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

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