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Simonton Court Historic Inn & Cottages

Property class: 2.5

Choose dates to view prices

Photo gallery for Simonton Court Historic Inn & Cottages

A modern interior with a staircase, a sofa set, a wooden table, and a television.
A courtyard with two green lounge chairs, a palm tree, and a building with a white facade and lattice window design.
A spacious room with a large bed, a sofa, a chair, a small table, and a television.
A pool area with a clear view of a house in the background, surrounded by palm trees and greenery.
A pathway flanked by lush green foliage leading to a gated entrance.

Reviews

9.8 out of 10
Exceptional

Popular amenities

  • Free WiFi
  • Parking available
  • Laundry

Explore the area

View in a map
523 Eaton Street, 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
(28 reviews)
  • 1 bedroom
  • Sleeps 2
  • 1 Queen Bed

View all photos for Deluxe Room, 1 Queen Bed

A white staircase leading to an upper level, a white sofa with pink and white pillows, a black coffee table, and a framed picture on the wall.

Deluxe Room, 1 Queen Bed

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

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
(39 reviews)
  • 1 bedroom
  • Sleeps 2
  • 1 King Bed

View all photos for Deluxe Room, 1 King Bed

A bedroom with a large bed, two bedside tables with lamps, a ceiling fan, a wooden wall with a painting, and a door with shutters.

Deluxe Room, 1 King Bed

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

View all photos for Luxury Suite

A room with a white sofa, a red chair, a glass coffee table, and a ceiling fan.

Luxury Suite

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

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

View all photos for Luxury Cottage

A living room with a white sofa, a round coffee table, and a ceiling fan.

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 18-room hotel welcomes guests with 2 outdoor pools, free breakfast, and free in-room WiFi.

What's nearby

  • Duval Street - 1 min walk - 0.0 miles
  • Harry S. Truman Little White House - 6 min walk - 0.4 miles
  • Florida Keys Beaches - 6 min walk - 0.4 miles
  • Mallory Square - 7 min walk - 0.4 miles
  • Ernest Hemingway Home and Museum - 14 min walk - 0.8 miles

Getting around

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

Restaurants

  • ‪Sloppy Joe's Bar - ‬5 min walk
  • ‪Irish Kevin's - ‬4 min walk
  • ‪Margaritaville - ‬5 min walk
  • ‪The Bull & Whistle Bar - ‬3 min walk
  • ‪Rick's Bar - ‬5 min walk

About this property

Simonton Court Historic Inn & Cottages

Guests staying at Simonton Court Historic Inn & Cottages enjoy 2 outdoor pools, free WiFi in public areas, and a terrace. Self parking is available for USD 35.00 per night. Front-desk staff can answer questions 24/7, and assist with concierge services, securing valuables, and dry cleaning/laundry. Additional amenities include a garden and a water dispenser.
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.
2 outdoor swimming pools are on site.

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

Similar properties

Property grounds
Duval House
Old Town Key West
  • Air conditioning
  • Parking available
  • Housekeeping
  • Microwave
9.6 out of 10, Exceptional, 1,097 reviews
$115 nightly
The price is $127
Sep 20 - Sep 21
Total with taxes and fees
Duval House

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

  • 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

  • 2 outdoor pools
  • Bicycle rentals

Conveniences

  • 24-hour front desk
  • Guidebooks
  • Luggage storage
  • Safe at front desk
  • 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
  • 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

  • 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 35.00 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 Sep 17, 2026, prices found for a 1-night stay for 2 adults at Simonton Court Historic Inn & Cottages on Sep 29, 2026 start from $213, 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.

Will I be able to park at Simonton Court Historic Inn & Cottages?

Yes, parking is offered for USD 35 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 2 outdoor pools.

What will couples enjoy most about a stay at Simonton Court Historic Inn & Cottages?

Couples staying at this hotel will appreciate amenities like a minibar as well as 2 outdoor pools and a free daily breakfast.

Does Simonton Court Historic Inn & Cottages have a hot tub?

No, there isn't a spa tub at this hotel.

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.

Does Simonton Court Historic Inn & Cottages have connecting rooms available?

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, there aren't any guestrooms at Simonton Court Historic Inn & Cottages that offer a balcony.

Simonton Court Historic Inn & Cottages Reviews

Reviews

9.8

Exceptional

Rating 10 - Excellent. 879 out of 1001 reviews
Rating 8 - Good. 89 out of 1001 reviews
Rating 6 - Okay. 20 out of 1001 reviews
Rating 4 - Poor. 6 out of 1001 reviews
Rating 2 - Terrible. 7 out of 1001 reviews

9.8/10

Cleanliness

9.8/10

Staff & service

9.6/10

Amenities

9.6/10

Property conditions & facilities

Reviews

Verified review

10/10 Excellent

Alvio

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Really good breakfast Comfy room Excellent customer service
Stayed 1 night in Jul 2026
Verified review

8/10 Good

Rita

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Perfcet location and walk to everything , we very much enjoyed our stay!
Stayed 7 nights in Jun 2026
Verified review

10/10 Excellent

Olha

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great stay overall! Friendly staff, clean rooms, and a perfect location for exploring the Keys and relaxing in this little paradise 🌴
Stayed 1 night in May 2026
Verified review

10/10 Excellent

kelly

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Defiantly would stay again and so close to everything
Stayed 1 night in May 2026
Verified review

10/10 Excellent

Francis

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Very convenient location to the Old Town area. Easy walk to every place
Stayed 2 nights in Jun 2026
Verified review

10/10 Excellent

Joe

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Excellent place to stay! Convenient for walking to anywhere close to Duvall Street.
Stayed 4 nights in May 2026
Verified review

10/10 Excellent

Magdalena

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
my stay was excellent the staff was the best. I will sure return to this hotel
Stayed 1 night in May 2026
Verified review

10/10 Excellent

Doug

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Beautiful property with a number of different pools. The breakfast was excellent along with all of the staff.
Stayed 1 night in May 2026
Verified review

10/10 Excellent

Ian

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Breakfast was delicious.
Stayed 2 nights in May 2026
Verified review

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 review

10/10 Excellent

Samantha

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Room was big, clean, and had amazing AC. Many pools and complimentary breakfast. The location was super convenient as well. We loved it and would love to stay again
Stayed 3 nights in May 2026
Verified review

10/10 Excellent

Rebekah

Liked: Cleanliness, staff & service, property conditions & facilities
Beautiful property and extremely comfortable bed.
Stayed 2 nights in Apr 2026
Verified review

10/10 Excellent

Steve

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Cottages in Lush Green surroundings in Old Town area! You can walk to everything Key West has to offer!!
Stayed 1 night in Jun 2026
Verified review

10/10 Excellent

Douglas

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Everything was great. The property is even beauty than the photos. I miss not staying more time there. Highly recommend.
Stayed 2 nights in Jun 2026
Verified review

10/10 Excellent

Elaine

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
This place is a gem! This place is beautiful! They treat you as their personal guest, even a hand written welcome card. The staff, rooms, service from employees there was the best and better than any hotel. Kudos to Violet and the the front desk Gentleman and Karmala. Thank you for a wonderful stay.
Stayed 1 night in Jun 2026
Verified review

10/10 Excellent

Kerline

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The room was very spacious and clean. The staff were extremely friendly and helpful. I love the way you choose your breakfast and they bring it to you at our table. The water pressure in the shower was awesome. Without a doubt I will return.
Stayed 1 night in Jun 2026
Verified review

8/10 Good

Christoph

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Easy breakfast, great for on the go. Beautiful pools. Room A/C was great.
Stayed 2 nights in May 2026
Verified review

10/10 Excellent

Greg

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The staff really stood out at this place! Very impressive!! Rooms were very clean.
Stayed 2 nights in May 2026
Verified review

10/10 Excellent

Timothy

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
I can't believe how much we enjoyed staying here! So nice! The property is beautiful. The staff was excellent. The room was very quiet and comfortable. The location is perfect! One block from Duval Street. 5 minute walk to Mallory Square. We can't wait to go back!
Stayed 3 nights in May 2026
Verified review

10/10 Excellent

Adam

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
This property is our favorite in Key West. I gives you that old time Key West feel. The grounds are gorgeous and well kept. This property offers easy access to everything(beach, food, sights, and bars). The staff are amazing. They are very helpful and friendly. This is the best stay on the island.
Stayed 4 nights in May 2026
Verified review

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 review

8/10 Good

Michelle

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
This place was warm and welcoming. Everyone we came into contact with was fabulously nice and pleasant. The breakfast was good. Air conditioning worked. The bed however was a little lumpy and difficult for decent sleep.
Stayed 4 nights in May 2026
Verified review

10/10 Excellent

Daniel

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
When you come into the gated area, all noise disappears and you feel like you are in a tropical forest. The staff is fantastic. The main pool is a great place to socialize. The room was very comfortable. If I do have one complaint [and this is not a complaint] the bathroom in our room was very small.
Stayed 5 nights in May 2026
Verified review

10/10 Excellent

Jennifer

Liked: Cleanliness, amenities, property conditions & facilities
Great stay, clean room, and amazing staff!
Stayed 2 nights in Jan 2026
Verified review

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

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