Simonton Court Historic Inn & Cottages

2.5 star property
Hotel with 4 outdoor swimming pools, a short walk to Duval Street

Choose dates to view prices

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

Explore the area

View in a map
320 Simonton St, Key West, FL, 33040
  • Place, Duval Street
    ‪1 min walk‬
  • Place, Mallory Square
    ‪7 min walk‬
  • Place, Southernmost Point
    ‪3 min drive‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪10 min drive‬

Room options

Room, 1 Queen Bed

9.4 out of 10
Exceptional
(22 reviews)
  • Sleeps 2
  • 1 Queen Bed

Deluxe Room, 1 Queen Bed

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

Room, 1 King Bed

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

Deluxe Room, 1 King Bed

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

Luxury Suite

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

Basic Cottage

10.0 out of 10
Exceptional
(1 review)
  • 1 bedroom
  • Sleeps 4
  • 1 King Bed and 1 Queen Bed

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 neighborhood

Key West

Located in Key West Historic District, Simonton Court Historic Inn & Cottages is within a 5-minute walk of Duval Street and within 15 minutes of other popular attractions like Florida Keys Beaches. This 30-room hotel welcomes guests with 4 outdoor pools, free breakfast, and free in-room WiFi.

What's nearby

  • Duval Street - 1 min walk - 0.1 miles
  • Mallory Square - 7 min walk - 0.4 miles
  • Ernest Hemingway Home and Museum - 12 min walk - 0.7 miles
  • South Beach - 20 min walk - 1.1 miles
  • Southernmost Point - 3 min drive - 0.9 miles

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
  • ‪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, a short walk to Duval Street
Guests staying at Simonton Court Historic Inn & Cottages enjoy 4 outdoor pools, free WiFi in public areas, and a terrace. If you drive, self parking is USD 30.00 per night, and there's also an area shuttle. Front-desk staff can answer questions 24/7, and assist with concierge services, securing valuables, and dry cleaning/laundry. Additional amenities include laundry facilities, a garden, and a vending machine.
36-inch flat-screen TVs come with cable channels, and guests can stay connected with free WiFi. Bathrooms have hair dryers and free toiletries. Minibars, coffee makers, and ceiling fans are also standard.
4 outdoor swimming pools are on site.

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

Similar properties

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 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)

Access methods

Staffed front desk

Pets

  • This property doesn't allow pets

Children and extra beds

  • This property doesn't allow children 18 and younger (only guests older than 18 are allowed)

Property payment types

Important information

Fees

You'll be asked to pay these charges at the property:

  • Deposit: USD 00.01 per stay

These are all of the charges provided to us by the property.

Optional extras

These fees and deposits will be charged at check-in, check-out, or the time of service.

  • Self parking fee: USD 30.00 per night (in/out privileges)

This list may not be comprehensive. Fees and deposits might 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
  • Check-in: 3:00 PM
  • Check-out: 11:00 AM
  • Minimum check-in age: 21
The front desk is open 24 hours a day. Driving? This property offers parking (fees apply).

We should mention

Details about charges, deposits, or other important information:

  • This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
  • Charges for extra guests may apply and vary depending on the property's policy.
  • A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
  • Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
  • Guests must contact this property in advance to reserve onsite parking.
  • This property accepts credit cards, debit cards, and cash.
  • Onsite safety features include a fire extinguisher and a smoke detector.

Additional information about polices, regulations, and more:

  • There are no elevators.

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

What is there to do around Simonton Court Historic Inn & Cottages?

This hotel is situated in Key West Historic District, just steps from Duval Street, and within a 10-minute walk of Florida Keys Beaches and Mallory Square. You'll also find Ernest Hemingway Home and Museum and South Beach less than a mile away.

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

As of Oct 31, 2025, prices found for a 1-night stay for 2 adults at Simonton Court Historic Inn & Cottages on Nov 30, 2025 start from $399.0, 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.

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

Yes, parking is offered for USD 30.00 per night with in/out privileges.

Does Simonton Court Historic Inn & Cottages have a casino at the property?

No, Simonton Court Historic Inn & Cottages doesn't have a casino.

Will I find an indoor pool at Simonton Court Historic Inn & Cottages?

No, this hotel doesn't have an indoor pool; however, there are 4 outdoor pools.

Is Simonton Court Historic Inn & Cottages good for couples?

Couples staying at this hotel will appreciate amenities like a minibar as well as 4 outdoor pools and free breakfast.

Are there hot tubs at Simonton Court Historic Inn & Cottages?

No, this hotel doesn't have a spa tub.

Does Simonton Court Historic Inn & Cottages have a restaurant with a breakfast menu?

Simonton Court Historic Inn & Cottages offers free continental breakfast each morning though there is no restaurant.

Does Simonton Court Historic Inn & Cottages allow pets to stay for free?

No, pets aren't allowed at Simonton Court Historic Inn & Cottages.

Are there connecting rooms at Simonton Court Historic Inn & Cottages?

No, there aren't connecting guestrooms at this hotel.

Where is the closest airport to Simonton Court Historic Inn & Cottages?

The closest major airport to Simonton Court Historic Inn & Cottages is Key West Intl. Airport (EYW), which is 3.8 mi away (12 minutes by car).

Can I book a room with a balcony at Simonton Court Historic Inn & Cottages?

No, you won't find guestrooms with balconies at Simonton Court Historic Inn & Cottages.