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Simonton Court Historic Inn & Cottages

2.5 star property
Four outdoor pools await at this charming Key West retreat, where guests can rent bikes to explore the historic streets and nearby Hemingway Home

Choose dates to view prices

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

  • Free WiFi
  • Parking available
  • Laundry
The current price is SAR 1,393
SAR 1,567 total
includes taxes & fees
15 Apr - 16 Apr

Room options

Available filters for rooms
Showing 7 of 7 rooms

View all photos for Room, 1 Queen Bed

Room, 1 Queen Bed | Minibar, in-room safe, individually decorated, individually furnished

Room, 1 Queen Bed

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

View all photos for Deluxe Room, 1 Queen Bed

Deluxe Room, 1 Queen Bed | Minibar, in-room safe, individually decorated, individually furnished

Deluxe Room, 1 Queen Bed

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

View all photos for Room, 1 King Bed

Room, 1 King Bed | Minibar, in-room safe, individually decorated, individually furnished

Room, 1 King Bed

9.4 out of 10
Exceptional
(29 reviews)
  • 1 bedroom
  • Sleeps 2
  • 1 King Bed

View all photos for Deluxe Room, 1 King Bed

Minibar, in-room safe, individually decorated, individually furnished

Deluxe Room, 1 King Bed

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

View all photos for Luxury Suite

Luxury Suite | Living area | 36-inch flat-screen TV with cable channels, TV

Luxury Suite

9.0 out of 10
Wonderful
(11 reviews)
  • 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)
  • 1 bedroom
  • Sleeps 4
  • 1 King Bed and 1 Queen Bed

View all photos for Luxury Cottage

Minibar, in-room safe, individually decorated, individually furnished

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

Located near the beach, Simonton Court Historic Inn & Cottages is in Key West Historic District, a neighborhood 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 Florida Keys Beaches and South 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 skydiving and ecotours. Visit our Key West travel guide
Map
320 Simonton St, Key West, FL, 33040

What's nearby

  • Duval Street
    Duval Street
    1 min walk - 0.0 km
  • EHR1B0 The Key West Aquarium in Key West, Florida.
    Key West Aquarium
    6 min walk - 0.5 km
  • Harry S. Truman Little White House
    Harry S. Truman Little White House
    6 min walk - 0.6 km
  • Mallory Square
    Mallory Square
    7 min walk - 0.7 km
  • Ernest Hemingway Home and Museum
    Ernest Hemingway Home and Museum
    12 min walk - 1.1 km

Getting around

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

Restaurants

  • Stinkin Crawfish Key West
    4 min walk
  • Irish Kevin's
    4 min walk
  • Fogarty's and Flying Monkey's
    3 min walk
  • The Bull & Whistle Bar
    3 min walk
  • Caroline's Cafe
    7 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 travelers may like the cycling at this hotel. Free in-room WiFi, with 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 sun loungers
  • Bike rentals, self parking (surcharge), and an area shuttle
  • Smoke-free premises, luggage storage, and a vending machine
  • Tour/ticket assistance, a front-desk safe, and beach towels
  • Guest reviews speak highly of the breakfast, pool, and helpful staff
Room features
All guestrooms are individually furnished, and boast comforts such as laptop-compatible safes and air conditioning, as well as perks like free WiFi and minibars. Guest reviews highly rate the clean rooms at the property.
More conveniences in all rooms include:
  • Free toiletries and hair dryers
  • 36-inch flat-screen TVs with cable channels
  • Coffee/tea makers, ceiling fans, and daily housekeeping

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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 30 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

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)
Information provided by the property may be translated using automated translation tools

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

Property payment types

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 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

We should mention

This property does not have elevators
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 30 Rabiʻ I 2026, prices found for a 1-night stay for 2 adults at Simonton Court Historic Inn & Cottages on 15 Rabiʻ II 2026 start from SAR 1,393, 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 Simonton Court Historic Inn & Cottages pet-friendly?

No, pets are not allowed at this property.

How much is parking?

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?

Check-out 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. Florida Keys Beaches and Mallory Square are also within 10 minutes.

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Reviews

Simonton Court Historic Inn & Cottages Reviews

9.8

Exceptional

9.8

Cleanliness

9.6

Amenities

9.8

Staff & service

9.6

Property conditions & facilities
Rating 10 - Excellent. 819 out of 923 reviews
Rating 8 - Good. 74 out of 923 reviews
Rating 6 - Okay. 19 out of 923 reviews
Rating 4 - Poor. 4 out of 923 reviews
Rating 2 - Terrible. 7 out of 923 reviews

Reviews

Verified

8/10 Good

Jaye

Liked: Cleanliness, staff & service, amenities
Lovely property and a great location. One block away from Duval St. This is an older property, so you will hear noise from other guests in adjacent/above units. Older AC units and a dehumidifier would be most helpful. Erick was just the nicest fellow - had fun making wind chimes.
Stayed 2 nights in Mar 2026
Verified

8/10 Good

juan

Liked: Staff & service
Disliked: Amenities
básica , muy basica
Stayed 1 night in Mar 2026
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

Becky

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

6/10 Okay

Marlene

The room was good, the staff was very nice and accommodating for us. We should have been in our room at check-in time by 3pm. We arrived around 1pm, told us it was not ready
Stayed 1 night in Feb 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

RICHARD

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

Jennifer

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

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

Chris

Liked: Cleanliness, amenities, property conditions & facilities
Loved this place and would stay here again! The room was spacious and clean. But it is the historic charm of the buildings and the grounds that makes it special and unique. Great location as well.
Stayed 2 nights in Jan 2026
Verified

10/10 Excellent

Tina

Liked: Cleanliness, amenities, property conditions & facilities
Excellent in every way!
Stayed 3 nights in Jan 2026
Verified

10/10 Excellent

William

Liked: Cleanliness, amenities, property conditions & facilities
Great location just close enough to all the action. Management and staff are really good. Clean and well kept. We would gladly stay there again.
Stayed 4 nights in Dec 2025
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

Debra

Liked: Cleanliness, amenities, property conditions & facilities
We picked a deluxe queen, the room was extremely comfortable. Staff was always courteous & efficient, and answered our many questions during our week stay. This beautifully landscaped facility is two inn units with additional cottage units disbursed throughout the property.
Stayed 7 nights in Dec 2025
Verified

10/10 Excellent

David

Liked: Cleanliness, property conditions & facilities
We were on a road trip so our decision was last minute, but our experience was EXCELLENT. We stayed in one of the cottages. It was the most comfortable, clean and private accommodations we’ve ever had. The staff was great and the property was amazing. It felt like we were in your own private garden. Thank you.
Stayed 1 night in Jan 2026
Verified

10/10 Excellent

Somy

Price
Stayed 1 night in Dec 2025
Verified

10/10 Excellent

Kaye

Liked: Cleanliness, amenities, property conditions & facilities
The old charm of the place was just what we were looking for. The staff were so friendly and helpful. We would definitely come back!
Stayed 4 nights in Dec 2025
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

Shelley

Liked: Cleanliness, amenities, property conditions & facilities
Perfection!!!
Stayed 3 nights in Dec 2025
Verified

8/10 Good

Beverly

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The manager and his wife were so personable and always gave great suggestions when asked. We will definitely be returning.
Stayed 4 nights in Dec 2025
Verified

4/10 Poor

Kathryn

Disliked: Amenities
Several years ago, we discovered Simonton Court unexpectedly. That stay was charming and memorable, and I recommended the hotel to others. Based on that experience, we booked again recently through Expedia and the difference was shocking. From the moment we arrived, things went downhill. We arrived early and called to ask to be notified when our room was ready, which they did later that afternoon. At check-in, we were told there was no onsite parking and that we’d need to park several blocks away in a paid lot, after we had already paid significant money to park all day. I was then told parking had been available earlier and that I “should have told them” I needed parking when I first called. There was no way for me to know this. Next, we were informed we would need to change rooms during our short three-night stay because we booked through Expedia. This was framed as an Expedia issue, though it made no sense. The situation was only resolved after extreme frustration, multiple complaints, and frankly, tears, something no guest should experience on vacation. The staff member at check-in was shockingly unprofessional, dismissive, and seemed to enjoy escalating the situation rather than resolving it. I work in a customer-facing profession and would never treat someone this way. Our room this time was on Simonton Street, loud, with no view. The bathroom was extremely small. The pool was dirty, no pool towels, and the bar was almost never open. Be warned. Stay elsewhere!!
Stayed 3 nights in Nov 2025
Verified

10/10 Excellent

Darbie

Liked: Cleanliness, amenities, property conditions & facilities
Amazing property and top notch service. Will definitely return.
Stayed 1 night in Dec 2025