Simonton Court Historic Inn & Cottages
Historic Key West cottages and gardens with four pools.
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Simonton Court Historic Inn & Cottages is an adults-only historic boutique hotel located in Old Town Key West. Originally a cigar factory, the property features restored 1880s cottages and conch-style architecture set within lush tropical gardens. This property offers four outdoor pools and personalized hospitality. The inn is situated steps from Duval Street and is walkable to attractions like The Ernest Hemingway Home and Museum and Mallory Square. Guests can also enjoy cycling and walking tours nearby.
Should you book Simonton Court Historic Inn & Cottages?
An adults-only historic getaway with multiple pools and gardens, close to Key West's main attractions.
Best for
- Couples seeking a tranquil retreat
- Adults wanting a historic atmosphere
- Easy access to Old Town Key West
Maybe not ideal for
- Families with children
- Those seeking on-site dining
Historic restored cottages
Expertly restored 1880s cottages reflect the conch-style architecture of Key West. These accommodations are set within private tropical gardens, offering a tranquil island retreat.
Four outdoor pools
Four swimming pools are set among flowering vines and palm fronds. The pools offer spaces for relaxation within the property's lush, private tropical gardens.
Tropical gardens
Lush, private tropical gardens feature historic brick walkways. These outdoor spaces provide a serene setting for guests looking to unwind amid the island's flora.
Rooms & rates
What you'll enjoy
Gallery
Amenities & facilities
Most popular facilities
- 2 swimming pools
- Non-smoking rooms
- Private Parking
- Free Wifi
- Daily housekeeping
- Terrace
- 24-hour front desk
- Tea/Coffee Maker in All Rooms
Great for your stay
- Parking
- Air conditioning
- Free Wifi
- Adults only
- Non-smoking rooms
- 2 swimming pools
- Snorkeling
- Minibar
Outdoors
- Outdoor furniture
- Terrace
- Garden
Kitchen
- Refrigerator
Activities
- Bicycle rental Additional charge
- Bike tours Additional charge
- Walking tours Additional charge
- Bar crawls Additional charge
- Snorkeling Additional charge Off-site
- Diving Additional charge Off-site
- Cycling Off-site
- Canoeing Additional charge Off-site
Media & Technology
- Telephone
- TV
Location
320 Simonton Street, Downtown Key West, Key West, FL 33040, United States, Key West, Florida
Simonton Court Historic Inn & Cottages is located in Key West, Florida.
5 sights nearby, the closest being Nancy Forrester's Secret Garden at 0.2 mi; the nearest ferry pier, Sunset Key Ferry, is 0.3 mi away.
Things to do nearby
- Nancy Forrester's Secret Gardenattraction0.2 mi
- Audubon House and Tropical Gardensmuseum0.2 mi
- Mel Fisher Maritime Museummuseum0.2 mi
- Key West Aquariumaquarium0.3 mi
- Mallory Squareattraction0.3 mi
Getting around
- Sunset Key Ferryferry pier0.3 mi
- Key West Bight Ferry Terminalferry pier0.4 mi
Straight-line distances from the property · data © OpenStreetMap contributors
What guests say
9.1 / 10 · Wonderful on Booking.com, from 966 guest reviews
Simonton Court earns consistently high praise for its exceptional staff, prime central location, lush tropical grounds, and multiple pools that create a peaceful retreat away from Key West's bustle. Guests who prioritize charm, atmosphere, and location tend to leave delighted, while those expecting polished modern amenities may find the property's historic character a double-edged sword.
Reviews scoring 9–10: 25 · average 9.7
They wrote about: staff, breakfast, location
Reviews scoring 7–9: 5 · average 8
They wrote about: room, breakfast, bathroom
No reviews in the selected score range.
Good to know
House rules
- Check-in
From 3:00 PM
Guests are required to show a photo ID and credit card at check-in.
- Check-out
Until 11:00 AM
- Cancellation/ prepayment
Cancellation and prepayment policies vary according to accommodation type. Enter your stay dates and check the conditions of your selected option.
- Age restriction
The minimum age for check-in is 18
- Pets
Pets are not allowed.
Frequently asked questions
What is the location of Simonton Court Historic Inn & Cottages?
The hotel is located at 523 Eaton Street in Old Town Key West, Florida, steps from Duval Street.
What types of rooms are available?
Room options include Deluxe Queen Rooms, King Rooms, King Suites with Pool View, Cottages, Deluxe Bungalows, Queen Rooms, and Deluxe King Rooms.
Does the hotel offer breakfast?
Yes, a complimentary continental breakfast is included with stays at Simonton Court Historic Inn & Cottages.
Is parking available?
Private parking is available upon request, though limited spots may apply. Please inquire about availability.
Does the hotel have a pool?
Yes, the property features four outdoor swimming pools.
Are bicycles available for rent?
Bicycle rental is available at the property, with additional charges applying for rentals and tours.
What attractions are nearby?
The hotel is within walking distance of Duval Street, The Ernest Hemingway Home and Museum, and Mallory Square. Several museums and churches are also nearby.
Is this hotel suitable for families?
No, Simonton Court Historic Inn & Cottages is an adults-only property.