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Simonton Court Historic Inn & Cottages

2.5 star property
Hotel with 4 outdoor swimming pools, a short walk to Duval Street

Photo gallery for Simonton Court Historic Inn & Cottages

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

Reviews

9.8 out of 10
Exceptional

Popular amenities

  • 24/7 front desk
  • Parking available
  • Housekeeping
  • Laundry
The current price is NZ$423
includes taxes & fees
2 July - 3 July

Explore the area

Map
320 Simonton St, Key West, FL, 33040
  • Duval Street
    ‪1 min walk‬
  • Mallory Square
    ‪7 min walk‬
  • Southernmost Point
    ‪3 min drive‬
  • Key West, FL (EYW-Key West Intl.)
    ‪10 min drive‬

Room options

View all photos for Room, 1 Queen Bed

Room, 1 Queen Bed

Room, 1 Queen Bed

9.4 out of 10
Exceptional
(19 reviews)

Highlights

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

View all photos for Deluxe Room, 1 Queen Bed

Deluxe Room, 1 Queen Bed

Deluxe Room, 1 Queen Bed

10.0 out of 10
Exceptional
(9 reviews)

Highlights

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

View all photos for Room, 1 King Bed

Room, 1 King Bed

Room, 1 King Bed

9.4 out of 10
Exceptional
(21 reviews)

Highlights

Individually furnished
Individually decorated
Air conditioning
Flat-screen TV
Ceiling fan
Separate bedroom
Hairdryer
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
(18 reviews)

Highlights

Individually furnished
Individually decorated
Air conditioning
Flat-screen TV
Ceiling fan
Separate bedroom
Hairdryer
Minibar
  • Sleeps 2
  • 1 King Bed

View all photos for Luxury Suite

Luxury Suite | Living area

Luxury Suite

9.0 out of 10
Wonderful
(8 reviews)

Highlights

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

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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 4 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 laundry facilities, a terrace and a garden. Each morning free breakfast is served. There's also self parking, along with the convenience of an area shuttle. .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 - 0.2 km
  • Mallory Square - 7 min walk - 0.7 km
  • Ernest Hemingway Home and Museum - 12 min walk - 1.1 km
  • Fort Zachary Taylor Historic State Park - 17 min walk - 1.5 km
  • Southernmost Point - 3 min drive - 1.4 km

Getting around

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

Restaurants

  • ‪Bull & Whistle Bar - ‬3 min walk
  • ‪Irish Kevin's - ‬4 min walk
  • ‪Stinkin Crawfish Key West - ‬4 min walk
  • ‪Fogarty's and Flying Monkey's - ‬3 min walk
  • ‪Caroline's Cafe - ‬8 min walk

About this property

Simonton Court Historic Inn & Cottages

Hotel with 4 outdoor swimming pools, a short walk to Duval Street
Simonton Court Historic Inn & Cottages offers its guests 4 outdoor swimming pools. WiFi is free in public spaces. Free breakfast is available daily. A terrace, a vending machine, and tour/ticket assistance 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.

  • 30 guestrooms or units
  • Continental breakfast (free)
  • Towels for the beach
  • Poolside lounge chairs
  • Dry cleaning
  • Self-service laundry
  • 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 30 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.

Languages

English

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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 transport

  • Area shuttle
  • Onsite parking available only on request
  • Parking on site (USD 30 per night; includes in/out privileges)
  • Limited on-site 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

  • Smoke-free property

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

  • 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

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 30.00 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 30.00 per night. Onsite parking is limited.

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

As of 24 Jun 2025, prices found for a 1-night stay for 2 adults at Simonton Court Historic Inn & Cottages on 7 Jul 2025 start from NZ$430.25, 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 4 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. 681 out of 768 reviews
Rating 8 - Good. 60 out of 768 reviews
Rating 6 - Okay. 17 out of 768 reviews
Rating 4 - Poor. 3 out of 768 reviews
Rating 2 - Terrible. 7 out of 768 reviews

9.8/10

Cleanliness

10/10

Staff & service

9.6/10

Amenities

9.6/10

Property conditions & facilities

9.6/10

Eco-friendliness

Reviews

10/10 Excellent

Marisa, Oxnard

Liked: Cleanliness, staff & service, property conditions & facilities
Stayed 1 night in Mar 2025

10/10 Excellent

Aaron

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

Great place bad water pressure

We loved it , only complaint was bi water pressure!
Stayed 3 nights in Feb 2025

10/10 Excellent

Gregory

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

Key West Getaway

A great inn with lots of character and charm. We really enjoyed our stay.
Stayed 2 nights in Mar 2025

6/10 Okay

Troy, Princeton

Liked: Cleanliness
Stayed 7 nights in Mar 2025

10/10 Excellent

christopher

Travelled with partner
Great place to stay just of Duval street My go to place if we come back !
Stayed 1 night in Mar 2025

10/10 Excellent

Patrick

Stayed 1 night in Mar 2025

10/10 Excellent

Meaghan

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 2 nights in Dec 2024

10/10 Excellent

Kay

Travelled with group

Best place to stay in Key West

This has to be the best place to stay in Key West. The staff is very friendly and accommodating. The property grounds are beautiful - lush and green with orchids growing everywhere. The four pools make it easy to find someplace to relax. Minutes from everything on Duvall.
Stayed 4 nights in Mar 2025

10/10 Excellent

Nancy L

Liked: Cleanliness, staff & service, property conditions & facilities
Stayed 1 night in Feb 2025

10/10 Excellent

Eric

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

Key West hideaway

Great staff made for a great stay. Centrally located near Duval but quiet at night and safe. The entire staff was extremely accommodating of our needs which made for a very nice stay. Nice breakfast and offered amenities. 4 pools to choose from
Stayed 3 nights in Feb 2025

8/10 Good

Christine

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

Beautiful and unique property in a great locale

Beautiful and unique property. Just plan on being able to carry all your luggage upstairs if you’re not on the ground floor. There are no elevators. The stairs are narrow and difficult to navigate with luggage.
Stayed 1 night in Jan 2025

10/10 Excellent

Jennifer, Chicago

Travelled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
We had the most amazing stay here! The property is beautiful with the prettiest garden and orchids. Our room was lovely, the toiletries are great, the bed is very comfortable, and breakfast is fantastic. We appreciated the local bagels and many options. The hotel makes it easy to rent bikes since they are on site. The best part of the hotel has to be the staff. Everyone was so friendly and helpful, especially Jonathan! He is the exact person you want as the face of your hotel. We look forward to another visit!
Stayed 3 nights in Feb 2025

10/10 Excellent

Zhong, Fremont

Liked: Cleanliness, staff & service, property conditions & facilities
Very convenient location, very friendly staff. Top service.
Stayed 1 night in Feb 2025

6/10 Okay

Barton J

Liked: Cleanliness, staff & service
We have stayed at Simonton many times over the years. We always loved it but it’s obviously a very old property. The property itself is like vacation in a garden but the rooms could use some updating. The bed we had in our room was very uncomfortable. The service and the staff are absolutely amazing though.
Stayed 9 nights in Feb 2025

10/10 Excellent

JEFF

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 4 nights in Feb 2025

10/10 Excellent

Lynn

Liked: Cleanliness, staff & service, property conditions & facilities
Stayed 2 nights in Feb 2025

10/10 Excellent

Sara Beth

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 1 night in Jan 2025

10/10 Excellent

Erin

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

Charming, comfortable, overall fantastic place!

Simonton was wonderful...beautiful grounds, perfect location, charming rooms/bungalows, and excellent, friendly, helpful staff! We were very pleased and will definitely stay again!
Stayed 2 nights in Jan 2025

8/10 Good

robert d

Travelled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
everyone was so nice and accommodating
Stayed 4 nights in Feb 2025

8/10 Good

Ron, Lees Summit

Stayed 3 nights in Jan 2025

10/10 Excellent

Kathryn

Travelled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The staff was friendly. Just felt right at home. Many guests return frequently.
Stayed 7 nights in Jan 2025

8/10 Good

Richard

Liked: Cleanliness, staff & service, property conditions & facilities
Very nice place to stay. But the AC unit is old and very very noisy.
Stayed 1 night in Jan 2025

10/10 Excellent

Caryn

Liked: Staff & service
Beautiful property, great location.
Stayed 1 night in Jan 2025

10/10 Excellent

Arwen

Travelled with group
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Absolutely wonderful! Loved our room and the 4 pools are all wonderful - the staff really make this hotel stand out from the rest in Key West
Stayed 7 nights in Jan 2025

10/10 Excellent

Kei

Travelled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
We really liked this property. There are 3 pools to choose from and it's very convenient to all shops and restaurants. My only complaints are parking and having to walk up 3 flights of stairs with luggage to our room. We booked this because it said it had parking available on the property only to find out when we got there that all the spots were taken and we had to park at a parking lot blocks away. If we had known this we would have booked elsewhere. Also, they should make people aware that if the room they booked is upstairs that they would have to walk up 3 flights of stairs to their room before they book. We managed it but older people would have a really hard time.
Stayed 1 night in Jan 2025