Simonton Court Historic Inn & Cottages

Hotel with 4 outdoor pools, near Duval Street

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Where to?

Dates

December 2025

3

January 2026

In the heart of Key West, Simonton Court Historic Inn & Cottages offers a charming getaway. Enjoy continental breakfast, unwind in one of 4 outdoor pools with sun loungers, or explore the nearby Ernest Hemingway Home and Museum. With bike rentals and an area shuttle available to guests who enjoy cycling on site.

Exceptional

Popular amenities

24/7 front desk
Parking available
Laundry facilities
Non-smoking

Main amenities (12)

Daily housekeeping
Near the beach
4 outdoor pools
Beach towels
Self parking
Terrace
24-hour front desk
Air conditioning
Garden
Front-desk safe
Vending machine
Water dispenser

Feel at home (6)

Television
Garden
Terrace
Daily housekeeping
Laundry facilities
Coffee/tea maker

$201 total

includes taxes & fees

Dec 8 - Dec 9

Room options

Check availability for these dates

Tonight

Dec 3 - Dec 4

Tomorrow

Dec 4 - Dec 5

All rooms

1 bed

2 beds

Showing 7 of 7 rooms

Room, 1 Queen Bed

Exceptional

Highlights

Individually furnished

Individually decorated

Air conditioning

Flat-screen TV

Ceiling fan

Hair dryer

Coffee/tea maker

Minibar

Sleeps 2
1 Queen Bed

Deluxe Room, 1 Queen Bed

Exceptional

Highlights

Individually furnished

Individually decorated

Air conditioning

Flat-screen TV

Ceiling fan

Hair dryer

Coffee/tea maker

Minibar

Sleeps 2
1 Queen Bed

Room, 1 King Bed

Exceptional

Highlights

Individually furnished

Individually decorated

Air conditioning

Flat-screen TV

Ceiling fan

Hair dryer

Coffee/tea maker

Minibar

Sleeps 2
1 King Bed

Deluxe Room, 1 King Bed

Exceptional

Highlights

Individually furnished

Individually decorated

Air conditioning

Flat-screen TV

Ceiling fan

Hair dryer

Coffee/tea maker

Minibar

Sleeps 2
1 King Bed

Luxury Suite

Wonderful

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

36-inch flat-screen TV with cable channels, TV

Basic Cottage

Exceptional

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

Luxury Cottage

Exceptional

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

Similar properties

3 outdoor pools, open 7:00 AM to 10:00 PM, sun loungers

Pool
Free breakfast
Pet friendly
Parking available

$241 total

includes taxes & fees

Dec 16 - Dec 17

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About the neighborhood

320 Simonton St, Key West, FL, 33040

What's nearby

Duval Street - 1 min walk - 0.0 km
Key West Aquarium - 6 min walk - 0.5 km
Harry S. Truman Little White House - 6 min walk - 0.6 km
Mallory Square - 7 min walk - 0.7 km
Ernest Hemingway Home and Museum - 12 min walk - 1.1 km

Getting around

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

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
‪Fat Tuesday - ‬2 min walk

About this property

Simonton Court Historic Inn & Cottages

Simonton Court Historic Inn & Cottages offers a great location, putting you within just a 10-minute walk of Duval Street and Florida Keys Beaches. Guests looking to stay active can check out the nearby hiking/biking trails, kayaking, and scuba diving, and free perks include WiFi and continental breakfast daily between 8:30 AM and 10:30 AM. Other highlights include 4 outdoor pools, a terrace, and a garden. Fellow travelers say great things about the pool and helpful staff.

At a glance

Hotel size

- 30 rooms

Arriving/Leaving

- 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 time is 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

Required at check-in

- Credit card, debit card, or cash deposit required for incidental charges
- Government-issued photo ID may be required
- Minimum check-in age is 21

Children

- Children (18 years old and younger) not allowed

Pets

- Pets not allowed

Internet

- Free WiFi in public areas
- Free WiFi in rooms (speed: 25+ Mbps)

Parking

- Onsite parking available only on request
- Onsite self parking (USD 30.00 per night; includes in/out privileges)
- Onsite parking limited

Other information

- Smoke-free property

Property amenities

Food and drink

Free continental breakfast each morning 8:30 AM–10:30 AM
Water dispenser

What to do

Beach nearby
Discount at nearby fitness center
Ecotours nearby
Hiking/biking trails nearby
Kayaking nearby
Scuba diving nearby
Scooter/moped rentals nearby
Skydiving nearby

Services

24-hour front desk
Concierge services
Tour/ticket assistance
Dry cleaning/laundry services
Luggage storage
Bicycle rentals
Beach towels
Pool loungers

Facilities

Safe-deposit box at front desk
Garden
Terrace
4 outdoor pools

Accessibility

Upper floors accessible by stairs only

Room amenities

Be entertained

36-inch flat-screen TV
Cable TV channels

Home comfort

Air conditioning
Ceiling fan
Minibar
Coffee/tea maker
Iron/ironing board

Sleep well

Bed sheets provided

What to enjoy

Individually furnished and decorated

Freshen up

Free toiletries
Hair dryer
Towels

Stay connected

Free WiFi (speed of 25+ Mbps)
Electrical adapters/chargers

More

Daily housekeeping
In-room safe (laptop compatible)
Guidebooks/recommendations
Local maps

Fees & policies

Refundable deposits

Deposit: USD 00.01 per stay

Parking

Self parking costs USD 30.00 per night with in/out privileges
Guests must contact this property in advance to reserve onsite parking

Policies

This property does not have elevators.

Guests can rest easy knowing there's a fire extinguisher and a smoke detector on site.

This property accepts credit cards, debit cards and cash.

Credit cards accepted: Visa, Mastercard, American Express, Discover, Diners Club

Please note that cultural norms and guest policies may differ by country and by property. The policies listed are provided by the property.

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 there a pool at Simonton Court Historic Inn & Cottages?

Yes, there are 4 outdoor pools.

Are pets allowed at Simonton Court Historic Inn & Cottages?

Sorry, pets aren't allowed.

Is parking offered on site at Simonton Court Historic Inn & Cottages?

Yes. Self parking costs USD 30.00 per night. Parking spots may be limited.

What are the check-in and check-out times at Simonton Court Historic Inn & Cottages?

Check-in start time: 3:00 PM; Check-in end time: 3:00 AM. Check-out time is 11:00 AM.

What is there to do at Simonton Court Historic Inn & Cottages and nearby?

Have fun with nearby activities like boat tours, fishing, and hiking. Additional recreation nearby includes ecotours. Enjoy a swim in one of the 4 outdoor swimming pools or use the hotel's other amenities, which include a garden.

What's the area around Simonton Court Historic Inn & Cottages like?

Simonton Court Historic Inn & Cottages is a short 3-minute walk from Duval Street and 6 minutes' walk from Florida Keys Beaches. The local area is walkable and popular for its beaches.

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Simonton Court Historic Inn & Cottages Reviews

9.8

Exceptional

9.8/10

Cleanliness

10/10

Staff & service

9.6/10

Amenities

9.6/10

Property conditions & facilities

9.6/10

Eco-friendliness

Popular mentions

Service staff

Room

Location

Breakfast

Cottage

Parking

Gardens

Trip

Bathroom

Activities

What guests liked

The property features multiple pools, including heated options, which were described as beautiful, clean, and convenient. (48 reviews)
Breakfast options were abundant and delicious with a variety of fresh choices. (46 reviews)

From real guest reviews summarized by AI.

10/10 Exceptional

Aug 25, 2025

Awesome place to stay with a great staff

Bryan, 4-night trip

10/10 Exceptional

Oct 24, 2025

My new favorite place.

Staff was great, the place was just lovely and wonderful location for Duval street.

Lori, 2-night trip

10/10 Exceptional

Nov 2, 2025

Quiet place and room was big with a double shower plus an outside deck ! Friendly staff and you cannot beat the location. One of our favorite places. Breakfast is limited but just enough to get you going.

Lynn, 1-night trip

10/10 Exceptional

Aug 29, 2025

This is an elegant location for a relaxing stay in the center of Key West.

Michael, 1-night trip

10/10 Exceptional

Sep 30, 2025

Beautiful grounds. All of the staff were 5 star amazing. Location of the inn is perfect ( very very close to Duval but with none of the noise). Will stay again without a doubt.

Robert, 2-night trip

8/10 Very good

Aug 27, 2025

Well, located and maintained property. I would stay here again.

Richard g, 1-night trip

10/10 Exceptional

Sep 3, 2025

It felt like home. Very nice place.

Cinthya, 2-night trip

10/10 Exceptional

Oct 8, 2025

Great property, if you are booking and driving you should ask about parking. Limited parking on site and you may have to park down the street at $30 a night.

Tina, 1-night trip

10/10 Exceptional

Aug 24, 2025

Super professional staff, quiet property. Can't wait to come back and stay longer.

Marleena, 2-night trip

10/10 Exceptional

Jul 27, 2025

Enjoyed our stay. Highly recommend

Rebecca, 2-night trip

10/10 Exceptional

Aug 11, 2025

Great property and grounds! Four pools, prompt service and well maintained. This is definitely a historic inn so the rooms and older but the furnishings are nice. Will for sure stay again!

Kimberly Sue, 3-night trip

10/10 Exceptional

Aug 24, 2025

Great Location

We loved our trip. Staying at Simonton Court, was the best choice. The room was spacious and comfortable The breakfast in the morning was perfect and the pools were relaxing during the day. It was close to everything so we could walk around.

Debra, 3-night trip

10/10 Exceptional

Sep 3, 2025

A quick walk to Duval street from a safe, quiet location. He suites were semi private but felt like we were the only ones there and the same goes for the smaller pool right outside of our room. We will definitely stay here again and we will recommend this to our friends.

Robert, 2-night trip

10/10 Exceptional

Aug 19, 2025

The room was amazing

Christopher, 1-night trip

10/10 Exceptional

Aug 26, 2025

Super close to duval street only downside its the limited parking space Excelent staff service

Rolando, 2-night trip

10/10 Exceptional

Aug 20, 2025

Clean and beautiful gardens.

Daniel, 3-night trip

10/10 Exceptional

Aug 26, 2025

Such a cool place! Had all the history you would expect from old town Key West. The pools were perfect on a warm summer day. Walkable to Duval and the waterfront. Great service from the staff, everything was great.

Ian, 1-night trip

10/10 Exceptional

Jun 12, 2025

I loved how it was so close to the night life but still felt secluded.

Kimberly, 3-night trip

10/10 Exceptional

Sep 2, 2025

This property can't he beat! We stayed in a luxury cottage, which was spacious and private. The grounds themselves are gorgeous and the staff could not be more accommodating! Top notch all the way around.

Ryan, 3-night trip

10/10 Exceptional

Aug 13, 2025

Great room with a lot of character. The grounds are stunning with all of the beautiful landscaping. Staff was great as well. The paid parking on site is definitely worth it!

Stephenie, 2-night trip

10/10 Exceptional

Oct 10, 2025

My husband and I visited Key west for the weekend, our first time, and were pleasantly surprised by our entire trip. Simonton Court Inn was absolutely adorable. Perfectly nestled behind trees. The property was bigger than it appeared with 4 pools, breakfast patio, pool bar and perfectly styled rooms. The staff were kind and accommodating, bikes available for use and you can keep your luggage in the lobby and use the amenities on the day you check out, if you're catching the key west ferry out later that day. We had a great and time and will definitely be back.

Lloyd N Holly, 1-night trip