Simonton Court Historic Inn & Cottages

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

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Where to?

Dates

January 2026

25

February 2026

Queen with Pool View | Minibar, in-room safe, individually decorated, individually furnished - Simonton Court Historic Inn & Cottages (Key West)

King Room B | View from room - Simonton Court Historic Inn & Cottages (Key West)

Property grounds - Simonton Court Historic Inn & Cottages (Key West)

Deluxe King Suite H | View from room - Simonton Court Historic Inn & Cottages (Key West)

Exterior detail - Simonton Court Historic Inn & Cottages (Key West)

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.

Exceptional

Popular amenities

Free WiFi
Parking available
Laundry

￥83,036 total

includes taxes & fees

Feb 1 - Feb 2

Room options

Check availability for these dates

Tonight

Jan 25 - Jan 26

Tomorrow

Jan 26 - Jan 27

All rooms

1 bed

2 beds

Showing 7 of 7 rooms

Room, 1 Queen Bed

Exceptional

Highlights

Individually furnished

Individually decorated

Air conditioning

Flat-screen TV

Ceiling fan

Hair dryer

Coffee/tea maker

Minibar

Sleeps 2
1 Queen Bed

Deluxe Room, 1 Queen Bed

Exceptional

Highlights

Individually furnished

Individually decorated

Air conditioning

Flat-screen TV

Ceiling fan

Hair dryer

Coffee/tea maker

Minibar

Sleeps 2
1 Queen Bed

Room, 1 King Bed

Exceptional

Highlights

Individually furnished

Individually decorated

Air conditioning

Flat-screen TV

Ceiling fan

Hair dryer

Coffee/tea maker

Minibar

Sleeps 2
1 King Bed

Deluxe Room, 1 King Bed

Exceptional

Highlights

Individually furnished

Individually decorated

Air conditioning

Flat-screen TV

Ceiling fan

Hair dryer

Coffee/tea maker

Minibar

Sleeps 2
1 King Bed

Luxury Suite

Wonderful

Highlights

Individually furnished

Individually decorated

Air conditioning

Flat-screen TV

Separate bedroom

Ceiling fan

Hair dryer

Coffee/tea maker

1 bedroom
Sleeps 2
1 King Bed

36-inch flat-screen TV with cable channels, TV

Basic Cottage

Exceptional

Highlights

Individually furnished

Individually decorated

Air conditioning

Flat-screen TV

Separate bedroom

Ceiling fan

Hair dryer

Coffee/tea maker

1 bedroom
Sleeps 4
1 King Bed and 1 Queen Bed

Luxury Cottage

Exceptional

Highlights

Individually furnished

Individually decorated

Air conditioning

Flat-screen TV

Separate bedroom

Ceiling fan

Hair dryer

Coffee/tea maker

1 bedroom
Sleeps 4
1 King Bed and 1 Queen Bed

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 ecotours and hiking/biking trails. Visit our Key West travel guide

33040, FL, Key West, 320 Simonton St

What's nearby

Duval Street
1 min walk - 0.0 km
Key West Aquarium
6 min walk - 0.5 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
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
Luggage storage, a vending machine, and beach towels
A 24-hour front desk, smoke-free premises, and a front-desk safe
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

Similar properties

Pool
Breakfast included
Free WiFi
Air conditioning

Compare 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 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 Jan 25, 2026, prices found for a 1-night stay for 2 adults at Simonton Court Historic Inn & Cottages on Feb 1, 2026 start from ￥73,809, 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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Simonton Court Historic Inn & Cottages Reviews

9.8

Exceptional

9.8

Cleanliness

9.6

Amenities

9.8

Staff & service

9.6

Property conditions & facilities

10/10 Excellent

Jonathan Van

Jan 20, 2026

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

10/10 Excellent

Jesus

Jan 5, 2026

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

10/10 Excellent

anita

Jan 17, 2026

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

10/10 Excellent

Chris

Jan 10, 2026

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

10/10 Excellent

William

Jan 6, 2026

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

10/10 Excellent

Debra

Jan 4, 2026

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

10/10 Excellent

doug

Dec 1, 2025

Liked: Cleanliness, property conditions & facilities

The staff was really nice

Stayed 2 nights in Nov 2025

10/10 Excellent

Leonid

Nov 3, 2025

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

10/10 Excellent

Joshua

Oct 25, 2025

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

10/10 Excellent

Darbie

Dec 16, 2025

Liked: Cleanliness, amenities, property conditions & facilities

Amazing property and top notch service. Will definitely return.

Stayed 1 night in Dec 2025

10/10 Excellent

Sharon

Nov 30, 2025

Liked: Cleanliness, staff & service, amenities, property conditions & facilities

This is a lovely place to stay when in Key West! Very safe area, close and walkable to Duval St, many nearby restaurants … the staff are warm and welcoming! Beds are comfy- highly recommend!!!

Stayed 1 night in Nov 2025

10/10 Excellent

David

Jan 3, 2026

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

10/10 Excellent

Alfredo

Oct 22, 2025

Liked: Cleanliness, staff & service, amenities, property conditions & facilities

The place and Staff were wonderful

Stayed 5 nights in Oct 2025

10/10 Excellent

Brett

Oct 26, 2025

Liked: Cleanliness, staff & service, property conditions & facilities

Friendly staff. Great location.

Stayed 3 nights in Oct 2025

10/10 Excellent

Otto

Nov 16, 2025

Liked: Cleanliness, amenities, property conditions & facilities

Just a great place. Location is fantastic and the property is beautifully cool. This is our first time here but it won’t be our last. The staff were all polite, professional and very accommodating.

Stayed 3 nights in Nov 2025

10/10 Excellent

Ronald

Sep 7, 2025

Liked: Cleanliness, staff & service, amenities, property conditions & facilities

Friendly staff good continental breakfast.

Stayed 2 nights in Sep 2025

10/10 Excellent

Lori

Oct 24, 2025

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

My new favorite place.

Staff was great, the place was just lovely and wonderful location for Duval street.

Stayed 2 nights in Oct 2025

10/10 Excellent

Nancy

Sep 29, 2025

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

Maranda

Oct 7, 2025

Liked: Cleanliness, staff & service, amenities, property conditions & facilities

Best place to stay in the keys! Perfect location. Friendly staff. Wouldn’t want to stay anywhere else.

Stayed 3 nights in Oct 2025

10/10 Excellent

Michael

Aug 29, 2025

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

Holly

Sep 27, 2025

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

Paul Christopher

Oct 8, 2025

Liked: Cleanliness, staff & service, amenities, property conditions & facilities

Nice location. Close to everything

Stayed 7 nights in Oct 2025

8/10 Good

Tamara

Dec 15, 2025

Liked: Staff & service, amenities, property conditions & facilities

Disliked: Cleanliness

Our room had a moderate odour of urine at moat times which is unacceptable for a room we paid $750/night for. Housekeeper only made our bed but didnt take garbage or replace glasses that were used but did bring towels when we requested. The property is beautiful and pools lovely and location excellent.

Stayed 3 nights in Dec 2025