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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

Choose dates to view prices

Photo gallery for Simonton Court Historic Inn & Cottages

Balcony
View from room
Property grounds
View from room
Exterior
Simonton Court Historic Inn & Cottages in Key West is a perfect base for island exploration. Guests enjoy a continental breakfast, sun-drenched pools, and rented bikes for town cycling. An area shuttle service makes visiting local attractions easy.

Reviews

9.8 out of 10
Exceptional

Popular amenities

  • 24/7 front desk
  • Parking available
  • Laundry
  • Housekeeping
The current price is S$216
includes taxes & fees
7 Oct - 8 Oct

Room options

Check availability for these dates

Tonight
Oct 6 - Oct 7
Check availability for tonight Oct 6 - Oct 7
Tomorrow
Oct 7 - Oct 8
Check availability for tomorrow Oct 7 - Oct 8
Available filters for rooms
Showing 7 of 7 rooms

View all photos for Room, 1 Queen Bed

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

Room, 1 Queen Bed

9.4 out of 10
Exceptional
(21 reviews)

Highlights

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

View all photos for Deluxe Room, 1 Queen Bed

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

Deluxe Room, 1 Queen Bed

9.8 out of 10
Exceptional
(12 reviews)

Highlights

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

View all photos for Room, 1 King Bed

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

Room, 1 King Bed

9.6 out of 10
Exceptional
(26 reviews)

Highlights

Individually furnished
Individually decorated
Air conditioning
Flat-screen TV
Ceiling fan
Separate bedroom
Hairdryer
Minibar
  • 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
(22 reviews)

Highlights

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

View all photos for Luxury Suite

Living area

Luxury Suite

9.0 out of 10
Wonderful
(10 reviews)

Highlights

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

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About the area

Located near the beach, Simonton Court Historic Inn & Cottages is in Key West Historic District, a neighbourhood in Key West. Ernest Hemingway Home and Museum and Fort Zachary Taylor Historic State Park are notable landmarks, and the area's natural beauty can be seen at South Beach and Smathers Beach. Sails To Rails Museum at Flagler Station and Mel Fisher Maritime Museum are also worth visiting. Discover the area's water adventures with kayaking and scuba diving nearby, or enjoy the great outdoors with hiking/biking trails and ecotours.
Visit our Key West travel guideOpens in a new window
Map
320 Simonton St, Key West, FL, 33040

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
  • ‪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 near Duval Street
Located close to Mallory Square and Ernest Hemingway Home and Museum, Simonton Court Historic Inn & Cottages provides free continental breakfast, a terrace and a garden. Adventurous travellers may like the cycling at this hotel. Free in-room WiFi, with a speed of 25+ Mbps, and dry cleaning/laundry services are available to all guests.
You'll also enjoy the following perks during your stay:
  • 4 outdoor pools, along with sunloungers
  • Bike hire, self-parking (surcharge) and a local area shuttle
  • A front desk safe, concierge services and a vending machine
  • A 24-hour front desk, a water dispenser and smoke-free property
  • Guest reviews speak highly of the breakfast, pool and helpful staff
Room features
All rooms are individually furnished, and have comforts such as laptop-compatible safes and air conditioning, as well as perks such as free WiFi and minibars. Guest reviews highly rate the cleanliness rooms at the property.
Other conveniences in all rooms include:
  • Free toiletries and hairdryers
  • 36-inch flat-screen TVs with cable channels
  • Coffee/tea makers, ceiling fans and daily housekeeping

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Living area

Eden House

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9.0 out of 10, Wonderful, 1,002 reviews
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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

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 at the property

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 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

We should mention

This property does not have any lifts
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

Frequently asked questions

Does Simonton Court Historic Inn & Cottages have a pool?

Yes, this property has 4 outdoor pools.

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

As of 6 Oct, 2025, prices found for a 1-night stay for 2 adults at Simonton Court Historic Inn & Cottages on 7 Oct, 2025 start from S$216.03, 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.

Is Simonton Court Historic Inn & Cottages pet-friendly?

No, pets are not allowed at this property.

How much is parking at Simonton Court Historic Inn & Cottages?

Self-parking is available for USD 30.00 per night. Limited spots are available.

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. Late check-in is available during limited hours.

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

Checkout is at 11:00 AM.

Where is Simonton Court Historic Inn & Cottages located?

Located in Key West Historic District, this hotel is within a 5-minute walk of Donkey Milk House and Duval Street. Mallory Square and Ernest Hemingway Home and Museum are also within 15 minutes.

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Reviews

Simonton Court Historic Inn & Cottages Reviews

9.8

Exceptional

9.8

Cleanliness

9.6

Amenities

10

Staff & service

9.6

Eco-friendliness

9.6

Property conditions & facilities
Rating 10 - Excellent. 752 out of 844 reviews
Rating 8 - Good. 64 out of 844 reviews
Rating 6 - Okay. 18 out of 844 reviews
Rating 4 - Poor. 3 out of 844 reviews
Rating 2 - Terrible. 7 out of 844 reviews

Reviews

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

10/10 Excellent

cindy

Liked: Cleanliness, staff & service, property conditions & facilities
Great breakfast on site.
Stayed 4 nights in Sep 2025

10/10 Excellent

Ronald

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Friendly staff good continental breakfast.
Stayed 2 nights in Sep 2025

10/10 Excellent

Bryan

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Awesome place to stay with a great staff
Stayed 4 nights in Aug 2025

10/10 Excellent

Nancy

Liked: Cleanliness, staff & service, property conditions & facilities
Beautiful environment staff was amazing and friendly. Great location
Stayed 4 nights in Sep 2025

10/10 Excellent

William

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Absolutely recommend this place!
Stayed 2 nights in Sep 2025

10/10 Excellent

Holly

Liked: Cleanliness, staff & service, property conditions & facilities
The rooms were cute and comfy. Great location for walking everywhere
Stayed 2 nights in Sep 2025

10/10 Excellent

Michael

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
This is an elegant location for a relaxing stay in the center of Key West.
Stayed 1 night in Aug 2025

10/10 Excellent

Raymond

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Room was beautiful. Staff was friendly and accommodating. Just a short walk from downtown
Stayed 2 nights in Sep 2025

8/10 Good

Richard g

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Well, located and maintained property. I would stay here again.
Stayed 1 night in Aug 2025

10/10 Excellent

Jayne

Liked: Cleanliness, staff & service, property conditions & facilities
Staff was amazing
Stayed 3 nights in Sep 2025

10/10 Excellent

Mona

Liked: Cleanliness, staff & service, property conditions & facilities
We really enjoyed our visit. It's very close to everything but is quiet and feels secluded. The grounds are beautiful and the room was very nice. Breakfast by one of the four pools was limited but the Belgium waffles were delicious. All the staff was wonderful.
Stayed 2 nights in Sep 2025

10/10 Excellent

Carlos

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The property is really clean and the staff couldn’t be better! Short walk to Duval St!
Stayed 2 nights in Aug 2025

10/10 Excellent

Ana

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The property is speacial cozy and romantic
Stayed 1 night in Sep 2025

10/10 Excellent

Cinthya

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
It felt like home. Very nice place.
Stayed 2 nights in Jul 2025

10/10 Excellent

Stacy

Liked: Cleanliness, staff & service, property conditions & facilities
Really enjoyed my stay at Simonton Court Historic Inn & Cottages. Everything was lovely, from the peaceful atmosphere to the well-kept grounds. A special mention goes out to the breakfast ladies. So friendly and welcoming, they really made the mornings extra enjoyable. Would definitely stay there again!
Stayed 3 nights in Sep 2025

10/10 Excellent

Zakary

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
No complaints here at all. Love the historic look and rooms were great. Robert was awesome, gave us a tour of the cottages and history. Would highly recommend for couples!
Stayed 2 nights in Aug 2025

10/10 Excellent

Marleena

Liked: Cleanliness, staff & service, property conditions & facilities
Super professional staff, quiet property. Can't wait to come back and stay longer.
Stayed 2 nights in Aug 2025

10/10 Excellent

Melissa

Liked: Cleanliness, staff & service
Just the cutest place ever! Grounds are beautiful. Bed was comfy. Loved!!
Stayed 1 night in Sep 2025

10/10 Excellent

Christine

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Everything & Everyone at The Simonton Court Inn was Outstanding!!! I couldn't have been more satisfied.
Stayed 3 nights in Sep 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

Kimberly Sue

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

Robert

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
A quick walk to Duval street from a safe, quiet location. He suites were semi private but felt like we were the only ones there and the same goes for the smaller pool right outside of our room. We will definitely stay here again and we will recommend this to our friends.
Stayed 2 nights in Sep 2025

10/10 Excellent

Christopher

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The room was amazing
Stayed 1 night in Aug 2025

10/10 Excellent

Rolando

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Super close to duval street only downside its the limited parking space Excelent staff service
Stayed 2 nights in Aug 2025

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