Vacation packages
Stays
Cars
Flights
Support
AARP Member Savings
My Trips
AARP.org
Join
Renew

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

King Room D | Balcony
Property grounds
Deluxe Single B | View from room
Exterior
King Room B | View from room
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

Room options

Check availability for these dates

Tonight

Sep 16 - Sep 17
Check availability for tonight Sep 16 - Sep 17

Tomorrow

Sep 17 - Sep 18
Check availability for tomorrow Sep 17 - Sep 18
Available filters for rooms
Showing 7 of 7 rooms

View all photos for Room, 1 Queen Bed

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
Hair dryer
Minibar
  • Sleeps 2
  • 1 Queen Bed

View all photos for Deluxe Room, 1 Queen Bed

Deluxe Room, 1 Queen Bed | 1 bedroom, minibar, in-room safe, individually decorated

Deluxe Room, 1 Queen Bed

10.0 out of 10
Exceptional
(11 reviews)

Highlights

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

View all photos for Room, 1 King Bed

Room, 1 King Bed | 1 bedroom, minibar, in-room safe, individually decorated

Room, 1 King Bed

9.6 out of 10
Exceptional
(24 reviews)

Highlights

Individually furnished
Individually decorated
Air conditioning
Flat-screen TV
Ceiling fan
Separate bedroom
Hair dryer
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
(21 reviews)

Highlights

Individually furnished
Individually decorated
Air conditioning
Flat-screen TV
Ceiling fan
Separate bedroom
Hair dryer
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
(8 reviews)

Highlights

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

You may also like

Ad
3 outdoor pools, pool umbrellas, sun loungers

The Marker Key West Harbor Resort

Key West Historic District
  • Pool
  • Pet friendly
  • Free WiFi
  • Restaurant
9.2 out of 10, Wonderful, 1,015 reviews
The Marker Key West Harbor Resort

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 guideOpens in a new window
Map
320 Simonton St, Key West, FL, 33040

What's nearby

  • Duval Street - 1 min walk - 0.1 miles
  • Mallory Square - 7 min walk - 0.4 miles
  • Ernest Hemingway Home and Museum - 12 min walk - 0.7 miles
  • South Beach - 20 min walk - 1.1 miles
  • Southernmost Point - 3 min drive - 0.9 miles

Getting around

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

Restaurants

  • ‪Irish Kevin's - ‬4 min walk
  • ‪Fogarty's and Flying Monkey's - ‬3 min walk
  • ‪The Bull & Whistle Bar - ‬3 min walk
  • ‪Stinkin Crawfish Key West - ‬4 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
  • A vending machine, beach towels, and tour/ticket assistance
  • Luggage storage, smoke-free premises, and a 24-hour front desk
  • 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

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 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)

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.

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?

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.

Have a question?

AI iconBeta

Get instant answers with AI powered search of property information and reviews.

  • † More information about the $50 gift card with flight package benefit may be found at: https://www.expedia-aarp.com/lp/b/vacationpackages50prepaid

  • English Copyright 1995 – 2025. All rights reserved. Use of this Web site constitutes acceptance of the Expedia User Agreement and Privacy Policy. Expedia pays a royalty fee to AARP for the use of AARP’s intellectual property. These fees are used for the general purpose of AARP. All goods or services and discounts offered via the AARP® Travel Center powered by Expedia ®, are provided by third-party suppliers. AARP and its affiliates do not endorse and are not responsible for the goods or services and discounts made available on this site. Offers are subject to change and may have restrictions. Please contact the AARP® Travel Center powered by Expedia® directly for full details. AARP and its affiliates are not insurers.