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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 AED 1,481
AED 1,666 total
includes taxes & fees
1 Feb - 2 Feb

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)

Highlights

Individually furnished
Individually decorated
Air conditioning
Flat-screen TV
Ceiling fan
Hair dryer
Coffee/tea maker
Minibar
  • 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)

Highlights

Individually furnished
Individually decorated
Air conditioning
Flat-screen TV
Ceiling fan
Hair dryer
Coffee/tea maker
Minibar
  • 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

9.6 out of 10
Exceptional
(28 reviews)

Highlights

Individually furnished
Individually decorated
Air conditioning
Flat-screen TV
Ceiling fan
Hair dryer
Coffee/tea maker
Minibar
  • 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
(24 reviews)

Highlights

Individually furnished
Individually decorated
Air conditioning
Flat-screen TV
Ceiling fan
Hair dryer
Coffee/tea maker
Minibar
  • 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
(10 reviews)

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

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
Separate bedroom
Ceiling fan
Hair dryer
Coffee/tea maker
  • 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)

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

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AED 2,368 total
includes taxes & fees
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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 ecotours and hiking/biking trails. Visit our Key West travel guide
Map
320 Simonton St, Key West, FL, 33040

What's nearby

  • Duval Street featuring signage
    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 featuring signage
    Harry S. Truman Little White House
    6 min walk - 0.6 km
  • Mallory Square featuring outdoor art, a square or plaza and signage
    Mallory Square
    7 min walk - 0.7 km
  • Ernest Hemingway Home and Museum featuring heritage elements and a house
    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

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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 29 January 2026, prices found for a 1-night stay for 2 adults at Simonton Court Historic Inn & Cottages on 1 February 2026 start from $453.68, 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?

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. 802 out of 902 reviews
Rating 8 - Good. 71 out of 902 reviews
Rating 6 - Okay. 18 out of 902 reviews
Rating 4 - Poor. 4 out of 902 reviews
Rating 2 - Terrible. 7 out of 902 reviews

Reviews

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

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

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

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

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

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

10/10 Excellent

doug

Liked: Cleanliness, property conditions & facilities
The staff was really nice
Stayed 2 nights in Nov 2025

10/10 Excellent

Leonid

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

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

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

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

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

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The place and Staff were wonderful
Stayed 5 nights in Oct 2025

10/10 Excellent

Brett

Liked: Cleanliness, staff & service, property conditions & facilities
Friendly staff. Great location.
Stayed 3 nights in Oct 2025

10/10 Excellent

Otto

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

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

10/10 Excellent

Lori

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

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

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

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

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

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Nice location. Close to everything
Stayed 7 nights in Oct 2025

8/10 Good

Tamara

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

10/10 Excellent

Karen

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Loved the pool options and the adorable cottages! The only negative was the two roaches in the room.
Stayed 3 nights in Oct 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