See all properties
Save

Simonton Court Historic Inn & Cottages

Property class: 2.5

Photo gallery for Simonton Court Historic Inn & Cottages

A modern interior with a staircase, a sofa set, a wooden table, and a television.
A white building with a porch, a sign reading 'Simonton Court,' and a 'Vacancy' sign.
A pool area with a clear view of a house in the background, surrounded by palm trees and greenery.
A pathway flanked by lush green foliage leading to a gated entrance.
A spacious room with a large bed, a sofa, a chair, a small table, and a television.

Reviews

9.8 out of 10
Exceptional

Popular amenities

  • Free Wi-Fi
  • Parking available
  • Laundry room
The current price is NZ$877
includes taxes & fees
25 Nov - 26 Nov

Explore the area

View map
523 Eaton Street, Key West, FL, 33040
  • Place, Duval Street
    ‪1 min walk‬
  • Place, Harry S. Truman Little White House
    ‪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
A pool area with lounge chairs and umbrellas, surrounded by palm trees.

Fairfield by Marriott Inn & Suites Key West at The Keys Collection

New Town
  • Pool
  • Breakfast included
  • Parking included
  • Restaurant
8.6 out of 10, Excellent, 1,198 reviews
The price is NZ$319
includes taxes & fees
29 Nov - 30 Nov
Fairfield by Marriott Inn & Suites Key West at The Keys Collection

About the area

Key West

At Simonton Court Historic Inn & Cottages you'll be within just a 10-minute stroll of popular attractions like Duval Street and Florida Keys Beaches. Highlights at this hotel include 2 outdoor swimming pools and free continental breakfast. .This smoke-free hotel offers free WiFi in public areas, concierge services and a 24-hour front desk. Additionally, you'll find a terrace, a garden and dry cleaning/laundry services. Each morning free breakfast is served. There's also the convenience of self parking. .Attractions within a 15-minute walk of this Key West Historic District hotel include Mallory Square and Ernest Hemingway Home and Museum.

What's nearby

  • Duval Street - 1 min walk - 0.0 km
  • Harry S. Truman Little White House - 6 min walk - 0.6 km
  • Florida Keys Beaches - 6 min walk - 0.6 km
  • Mallory Square - 7 min walk - 0.7 km
  • Key West Naval Station - 7 min walk - 0.7 km

Getting around

  • Key West, FL (EYW-Key West Intl.) - 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

Simonton Court Historic Inn & Cottages offers its guests 2 outdoor swimming pools. WiFi is free in public spaces. Free breakfast is available daily. A terrace, tour/ticket assistance, and a garden are also featured at Simonton Court Historic Inn & Cottages. Limited parking is available for a fee and is offered on a first-come, first-served basis.

This Key West hotel is smoke free.

  • 18 guestrooms or units
  • Continental breakfast (free)
  • Towels for the beach
  • Poolside lounge chairs
  • Dry cleaning
  • Front desk (24 hours)
  • Storage area for luggage
  • Front desk safe
  • Tour and ticket information
  • Concierge
  • Terrace
  • Garden
  • No smoking on site
  • Water dispenser
Simonton Court Historic Inn & Cottages offers 18 air-conditioned accommodations with minibars and laptop-compatible safes. Each accommodation is individually furnished and decorated. 36-inch flat-screen televisions come with cable channels.

Bathrooms include complimentary toiletries and hairdryers. This Key West hotel provides complimentary wireless Internet access, with a speed of 25+ Mbps. Additionally, rooms include coffee/tea makers and an iron/ironing board. Housekeeping is provided on a daily basis.

Similar properties

A wooden deck with wicker furniture, a white staircase, and a lush garden area.
Heron House - Adult Only
Old Town Key West
  • Pool
  • Breakfast included
  • Free Wi-Fi
  • Air-conditioning
4.6 out of 5, Wonderful, 1,152 reviews
The price is NZ$398
includes taxes & fees
15 Nov - 16 Nov
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 transport

  • Onsite parking available only on request
  • Parking on site (USD 35 per night; includes in/out privileges)
  • Limited on-site 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

  • 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
  • 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

  • No pets allowed

Children and extra beds

  • Children 18 and younger are not allowed at this property. All guests older than 18 are welcome.

Payment types

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

Important information

Fees

Guests will be asked to pay the following charges at the property:

  • Deposit: USD 00.01 per stay

We've listed all charges provided to us by the property.

Optional extras

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

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

This may not be a comprehensive list. Fees and deposits are subject to change and might not include tax.

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 on-site 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
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a professional host. The provision of housing is linked to their trade, business or profession. Guests must contact this property in advance to reserve on-site parking. This property accepts Visa, Mastercard, American Express, Discover, Diners Club, debit cards and cash. For guests' safety, the property includes a fire extinguisher and a smoke detector in all accommodation.

We should mention

  • Children 18 years old and younger aren't allowed 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

Is parking available at Simonton Court Historic Inn & Cottages?

Yep, Simonton Court Historic Inn & Cottages has a self car park with in/out privileges for USD 35.00 per night. A self car park is also available, for a fee. Onsite parking is limited.

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

As of 11 Nov 2026, prices found for a 1-night stay for 2 adults at Simonton Court Historic Inn & Cottages on 25 Nov 2026 start from NZ$877, 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.

Are there any beaches close to Simonton Court Historic Inn & Cottages?

Yep, Simonton Court Historic Inn & Cottages is a short 6-minute walk from Florida Keys Beaches. Fun beach activities include snorkelling, scuba diving and kayaking. You can also find boat tours.

Does Simonton Court Historic Inn & Cottages have a pool?

Yep, and guests love it! Simonton Court Historic Inn & Cottages has 2 outdoor swimming pools. Grab your bathers and lounge poolside while enjoying on a lounger.

Does Simonton Court Historic Inn & Cottages serve breakfast?

Yeah, guests can't get enough of the free continental breakfast here! Served daily between 8:30 AM and 10:30 AM, this is the spot to fuel up for a big day full of adventure.

Is there a free airport shuttle available at Simonton Court Historic Inn & Cottages?

No, Simonton Court Historic Inn & Cottages does not offer an airport shuttle service.

What time are check-in & check-out at Simonton Court Historic Inn & Cottages?

Check-in begins at 3:00 PM. Check-out time is 11:00 AM.

Are pets allowed at Simonton Court Historic Inn & Cottages?

No, pets are not allowed.

Simonton Court Historic Inn & Cottages Reviews

Reviews

9.8

Exceptional

Rating 10 - Excellent. 875 out of 1000 reviews
Rating 8 - Good. 88 out of 1000 reviews
Rating 6 - Okay. 21 out of 1000 reviews
Rating 4 - Poor. 7 out of 1000 reviews
Rating 2 - Terrible. 9 out of 1000 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
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

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

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
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
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
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 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
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
We loved it here! The staff were so friendly and helpful. Our room was great but it didn’t have a lot of storage for our longer stay. We would choose this location again but would book a King deluxe room. We walked everywhere as it was all super close. We are going to return
Stayed 6 nights in Jul 2026

More Destinations