See all properties

Simonton Court Historic Inn & Cottages

Property class: 2.5

Choose dates to view prices

Photo gallery for Simonton Court Historic Inn & Cottages

A rooftop pool with clear water, surrounded by palm trees and lounge chairs.
A white building with a porch, a sign reading 'Simonton Court,' and a 'Vacancy' sign.
A pathway flanked by lush green foliage leading to a gated entrance.
A modern interior with a staircase, a sofa set, a wooden table, and a television.
A white porch with a railing, steps, and potted plants.

Reviews

9.8 out of 10
Exceptional

Popular amenities

  • Free WiFi
  • Parking available
  • Laundry

Explore the area

View in a map
523 Eaton Street, Key West, FL, 33040
  • Place, Duval Street
    ‪1 min walk‬
  • Place, Florida Keys Beaches
    ‪6 min walk‬
  • Place, Mallory Square
    ‪7 min walk‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪12 min drive‬

Room options

View all photos for Room, 1 Queen Bed

A four-poster bed with white linens, two orange pillows, and a wooden headboard. A painting of a tropical scene hangs above the bed.

Room, 1 Queen Bed

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

View all photos for Deluxe Room, 1 Queen Bed

A white staircase leading to an upper level, a white sofa with pink and white pillows, a black coffee table, and a framed picture on the wall.

Deluxe Room, 1 Queen Bed

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

View all photos for Room, 1 King Bed

A bedroom with a bed, a sofa, a small table, and two paintings on the wall.

Room, 1 King Bed

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

View all photos for Deluxe Room, 1 King Bed

A bedroom with a large bed, two bedside tables with lamps, a ceiling fan, a wooden wall with a painting, and a door with shutters.

Deluxe Room, 1 King Bed

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

View all photos for Luxury Suite

A room with a white sofa, a red chair, a glass coffee table, and a ceiling fan.

Luxury Suite

9.2 out of 10
Wonderful
(13 reviews)
  • 1 bedroom
  • Sleeps 2
  • 1 King Bed

View all photos for Basic Cottage

A spacious living area with a staircase, a flat-screen TV, a round table, and a sofa with orange cushions.

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

A living room with a white sofa, a round coffee table, and a ceiling fan.

Luxury Cottage

10.0 out of 10
Exceptional
(3 reviews)
  • 1 bedroom
  • Sleeps 4
  • 1 King Bed and 1 Queen Bed

You may also like

Ad
Two wooden Adirondack chairs on a sandy beach with a view of the sea and a sailboat in the distance.

Hyatt Vacation Club at Beach House, Key West

Key West
  • Pool
  • Hot tub
  • Free WiFi
  • Air conditioning
9.4 out of 10, Exceptional, 1,293 reviews
$231 nightly
The price is $260
Dec 16 - Dec 17
Total with taxes and fees
Hyatt Vacation Club at Beach House, Key West

About the neighborhood

Key West

Located in Key West Historic District, Simonton Court Historic Inn & Cottages is within a 5-minute walk of Duval Street and within 15 minutes of other popular attractions like Florida Keys Beaches. This 18-room hotel welcomes guests with 2 outdoor pools, free breakfast, and free in-room WiFi.

What's nearby

  • Duval Street - 1 min walk - 0.0 miles
  • Harry S. Truman Little White House - 6 min walk - 0.4 miles
  • Florida Keys Beaches - 6 min walk - 0.4 miles
  • Mallory Square - 7 min walk - 0.4 miles
  • Key West Naval Station - 7 min walk - 0.4 miles

Getting around

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

Restaurants

  • ‪Sloppy Joe's Bar - ‬5 min walk
  • ‪Rick's Bar - ‬5 min walk
  • ‪Irish Kevin's - ‬4 min walk
  • ‪Margaritaville - ‬5 min walk
  • ‪Wendy's - ‬3 min walk

About this property

Simonton Court Historic Inn & Cottages

Guests staying at Simonton Court Historic Inn & Cottages enjoy 2 outdoor pools, free WiFi in public areas, and a terrace. Self parking is available for USD 35.00 per night. Front-desk staff can answer questions 24/7, and assist with concierge services, dry cleaning/laundry, and securing valuables. Additional amenities include a water dispenser and a garden.
36-inch flat-screen TVs come with cable channels, and guests can stay connected with free WiFi. Bathrooms have hair dryers and free toiletries. Minibars, coffee makers, and ceiling fans are also standard.
2 outdoor swimming pools are on site.

The recreational activities listed below are available either on site or nearby; fees may apply.

Similar properties

A building with a sign reading "HERON HOUSE OFFICE" at the entrance, surrounded by lush greenery and palm trees.
Heron House - Adult Only
Old Town Key West
  • Pool
  • Breakfast included
  • Free WiFi
  • Air conditioning
9.2 out of 10, Wonderful, 1,144 reviews
$173 nightly
The price is $194
Nov 16 - Nov 17
Total with taxes and fees
Heron House - Adult Only

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

  • Onsite parking available only on request
  • Self parking on site (USD 35 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

  • 2 outdoor pools
  • Bicycle rentals

Conveniences

  • 24-hour front desk
  • Guidebooks
  • Luggage storage
  • Safe at front desk
  • 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

  • Bed sheets 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
  • Individually decorated
  • Individually furnished
  • Iron/ironing board
  • Laptop-compatible safe
  • Phone

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

  • This property doesn't allow pets

Children and extra beds

  • This property doesn't allow children 18 and younger (only guests older than 18 are allowed)

Property payment types

  • American Express
  • Diners Club
  • Discover
  • Mastercard
  • Visa

Important information

Fees

You'll be asked to pay these charges at the property:

  • Deposit: USD 00.01 per stay

These are all of the charges provided to us by the property.

Optional extras

These fees and deposits will be charged at check-in, check-out, or the time of service.

  • Self parking fee: USD 35.00 per night (in/out privileges)

This list may not be comprehensive. Fees and deposits might 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
  • Check-in: 3:00 PM
  • Check-out: 11:00 AM
  • Minimum check-in age: 21
The front desk is open 24 hours a day. Driving? This property offers parking (fees apply).

We should mention

Details about charges, deposits, or other important information:

  • This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
  • Charges for extra guests may apply and vary depending on the property's policy.
  • A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
  • Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
  • Guests must contact this property in advance to reserve onsite parking.
  • This property accepts credit cards, debit cards, and cash.
  • Onsite safety features include a fire extinguisher and a smoke detector.

Additional information about polices, regulations, and more:

  • There are no elevators.

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

What is there to do around Simonton Court Historic Inn & Cottages?

This hotel is situated in Key West Historic District, just steps from Duval Street, and within a 10-minute walk of Florida Keys Beaches and Mallory Square. You'll also find Ernest Hemingway Home and Museum and South Beach less than a mile away.

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

As of Nov 15, 2026, prices found for a 1-night stay for 2 adults at Simonton Court Historic Inn & Cottages on Nov 17, 2026 start from $336, 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.

Will I be able to park at Simonton Court Historic Inn & Cottages?

Yes, parking is offered for USD 35 per night with in/out privileges.

Does Simonton Court Historic Inn & Cottages have a casino at the property?

No, Simonton Court Historic Inn & Cottages doesn't have a casino.

Will I find an indoor pool at Simonton Court Historic Inn & Cottages?

No, this hotel doesn't have an indoor pool; however, there are 2 outdoor pools.

What will couples enjoy most about a stay at Simonton Court Historic Inn & Cottages?

Couples staying at this hotel will appreciate amenities like a minibar as well as 2 outdoor pools and a free daily breakfast.

Does Simonton Court Historic Inn & Cottages have a hot tub?

No, there isn't a spa tub at this hotel.

Does Simonton Court Historic Inn & Cottages have a restaurant with a breakfast menu?

Simonton Court Historic Inn & Cottages offers free continental breakfast each morning though there is no restaurant.

Does Simonton Court Historic Inn & Cottages allow pets to stay for free?

No, pets aren't allowed at Simonton Court Historic Inn & Cottages.

Does Simonton Court Historic Inn & Cottages have connecting rooms available?

No, there aren't connecting guestrooms at this hotel.

Where is the closest airport to Simonton Court Historic Inn & Cottages?

The closest major airport to Simonton Court Historic Inn & Cottages is Key West Intl. Airport (EYW), which is 3.8 mi away (12 minutes by car).

Can I book a room with a balcony at Simonton Court Historic Inn & Cottages?

No, there aren't any guestrooms at Simonton Court Historic Inn & Cottages that offer a balcony.

Simonton Court Historic Inn & Cottages Reviews

Reviews

9.8

Exceptional

Rating 10 - Excellent. 877 out of 1002 reviews
Rating 8 - Good. 88 out of 1002 reviews
Rating 6 - Okay. 21 out of 1002 reviews
Rating 4 - Poor. 7 out of 1002 reviews
Rating 2 - Terrible. 9 out of 1002 reviews

9.8/10

Cleanliness

9.8/10

Staff & service

9.6/10

Amenities

9.6/10

Property conditions & facilities

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Always a great stay!!
Stayed 2 nights in Jul 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Amazing property! We’ve stayed at Simonton multiple times and it never disappoints. Beautiful grounds, amazing staff, and comfortable rooms.
Stayed 1 night in Jul 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Really good breakfast Comfy room Excellent customer service
Stayed 1 night in Jul 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Such a great place!
Stayed 2 nights in Jul 2026
Verified review

8/10 Good

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Perfcet location and walk to everything , we very much enjoyed our stay!
Stayed 7 nights in Jun 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
This historic property was absolutely amazing. The details and pride of the staff really showed. Loved every second we were there!
Stayed 2 nights in Aug 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Strongly recommend this place when staying in Key West. Such a charming place - much better option than a hotel. Best part was the warm hospitality by every single staff we have interacted.
Stayed 3 nights in Jul 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Cute historic spot with various small pools for relaxing and it’s a quiet escape from the noise of the bars etc. Really great breakfast and lovely staff. So comfortable with beautiful grounds!
Stayed 1 night in Jul 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The STAFF is AMAZING. Truly, the best amenity of this, my favorite place to stay in Key West, is the delightful, friendly, helpful, amazing staff!
Stayed 4 nights in Jul 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Beautiful property, wonderful staff. We hope to visit again soon.
Stayed 1 night in Jun 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Such an amazing stay! Was the best place we have ever stayed! wonderful property and amenities! Staff is very attentive to anything you might happen to need and breakfast was delicious 😋 We will definitely be booking here again 😀
Stayed 4 nights in Jun 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Place is amazing. Upgraded to a two bedroom cottage suite. Highly recommend this place. Stay here if you can.
Stayed 1 night in Jul 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great stay overall! Friendly staff, clean rooms, and a perfect location for exploring the Keys and relaxing in this little paradise 🌴
Stayed 1 night in May 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Defiantly would stay again and so close to everything
Stayed 1 night in May 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great location! This gem is located in the center of all activities. However, this property is very quiet and relaxing.
Stayed 3 nights in Jul 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Very convenient location to the Old Town area. Easy walk to every place
Stayed 2 nights in Jun 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Excellent place to stay! Convenient for walking to anywhere close to Duvall Street.
Stayed 4 nights in May 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
My husband and I had a great long weekend at the Simonton Inn. They were very responsive to any needs and helpful in every way. We will definitely be coming back at some point!
Stayed 3 nights in Jul 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
my stay was excellent the staff was the best. I will sure return to this hotel
Stayed 1 night in May 2026
Verified review

8/10 Good

Liked: Staff & service, amenities, property conditions & facilities
Very unique, great staff, and great location
Stayed 4 nights in Apr 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Beautiful property with a number of different pools. The breakfast was excellent along with all of the staff.
Stayed 1 night in May 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Breakfast was delicious.
Stayed 2 nights in May 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, property conditions & facilities
Beautiful property and extremely comfortable bed.
Stayed 2 nights in Apr 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Room was big, clean, and had amazing AC. Many pools and complimentary breakfast. The location was super convenient as well. We loved it and would love to stay again
Stayed 3 nights in May 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Loved every second of our time here! Absolutely will be back! Only two improvements would be better planning of parking, this was the biggest pain point, and the physical key for the room was difficult and would get stuck occasionally. Everything else was a DREAM!!!
Stayed 4 nights in Jul 2026

More to Explore