Simonton Court Historic Inn & Cottages
Simonton Court Historic Inn & Cottages is a hotel in Key West, under 0.3 mi from Key West Theater and walkable on event days. Guests score it 9.1/10 across 1,555 reviews with our accommodation partner.
About Simonton Court Historic Inn & Cottages
Nestled in the heart of Old Town Key West, Simonton Court is an adults-only historic boutique hotel offering a peaceful escape just steps from Duval Street. Surrounded by lush tropical gardens and historic conch-style architecture, the property combines the charm of Old Key West with warm, personalized hospitality. Relax by the pool, enjoy a complimentary breakfast, and experience the laid-back island lifestyle in a tranquil setting. Twenty-seven unique rooms and cottages are nestled on two acres among seven buildings.
Staying here for Key West Theater events
Simonton Court Historic Inn & Cottages is under 0.3 mi from Key West Theater, close enough to walk on the night rather than deal with traffic or a rideshare queue after the final whistle.
It is also within reach of 3 other venues we cover:
Upcoming events at Key West Theater
If you are booking this hotel, this is probably why. Every date links to live tickets and an interactive seat map.
- From about $122.00View Tickets
- From about $79.00View Tickets
- From about $79.00View Tickets
- From about $94.00View Tickets
- From about $145.00View Tickets
- From about $202.00View Tickets
- From about $197.00View Tickets
- From about $101.00View Tickets
See the full Key West Theater schedule →

Check-in, parking and the practical details
| Address | 320 Simonton Street, Key West 33040 |
|---|---|
| Check-in | From 03:00 PM |
| Check-out | By 11:00 AM |
| Parking | Paid parking listed. Confirm the charge for event days. |
| Star rating | 4-star, as classified by our accommodation partner |
| Nearest airport code | EYW |
| Phone | 305-294-6386 |
Worth knowing before you arrive
Please note that children cannot be accommodated. Kindly note that parking is available upon request as there are limited spots. Please inform the property in advance.Guests are required to show a photo ID and credit card upon check-in. Please note that all Special Requests are subject to availability and additional charges may apply. A deposit may be required at the property.
Facilities at Simonton Court Historic Inn & Cottages
Simonton Court Historic Inn & Cottages lists 66 facilities with our accommodation partner:
- Complimentary continental breakfast served poolside 8:30-10:30
- Breakfast in bed (service charge)
- Swimming pools (guests only)
- Daily happy hour at the Mansion Bar, 3-4 PM
- Room service / mini bar
- Complimentary coffee, tea and purified water
- On-site bike rentals ($20/day)
- Key West Fitness Center access (one block away)
- Guest service & concierge
- 24-hour front desk most days
- Text & phone assistance
- 24-hour luggage storage
- Daily housekeeping 8 AM - 1 PM
- Adults only (18+)
- Private on-site parking ($35/day, reservation required)
- SC Historic Food Tour (Thursdays, $65/person)
- Room packages available
- Free WiFi
- Non-smoking rooms
- Air conditioning
- 24-hour front desk
- Terrace
- Garden
- Laundry
- Luggage storage
- Fishing
- Cycling
- Safety deposit box
- Fax/photocopying
- Golf course
- Ironing service
- Canoeing
- Dry cleaning
- Diving
- Snorkelling
- Private parking
- Outdoor pool
- Daily housekeeping
- Concierge service
- Grocery deliveries
- Vending machine - drinks
- Adult only
- Outdoor furniture
- Sun loungers or beach chairs
- Staff adhere to local safety protocols
- Laundry washed per local authority guidelines
- Guest rooms disinfected between stays
- Cleaning standards that are effective against Coronavirus
- Physical distancing rules followed
- Cashless payment available
- Fire extinguishers
- First aid kit available
- Sanitized tableware & silverware
- Contactless check-in/check-out
- Guests can opt-out any cleaning services during stay
- Smoke alarms
- Physical distancing in dining areas
- Food delivered to guest room
- CCTV outside property
- CCTV in common areas
- Face masks for guests available
- Delivered food - securely covered
- Walking tours
- Breakfast takeaway containers
- Bike tours
- Pub crawls
What guests say about Simonton Court Historic Inn & Cottages
Summarised from guest reviews by our accommodation partner. We show the complaints alongside the praise, because a page that only lists what people liked is not worth reading.
What guests liked
- Very helpful, friendly and responsive staff
- Beautiful, well-kept grounds and multiple relaxing pools
- Excellent, walkable location close to Duval Street
- Clean and charming rooms with good design and comfort
- Some rooms feature rooftop balconies and thoughtful details
What guests complained about
- Street noise in some rooms (thin windows / no double glazing)
- Shower issues: low water pressure or small shower stalls
- Some noisy air conditioning units and awkward bathroom doors
- Limited/first-come parking and potential extra overnight parking cost
- Breakfast options/quality inconsistent; no buffet in some cases
- Perceived as somewhat overpriced by some guests
Check availability
Rates come live from our accommodation partner for the dates you choose, and the price is confirmed before anything is charged. Cancellation terms differ by room and are shown on each one before you book.
Related
Frequently asked questions
What time is check-in at Simonton Court Historic Inn & Cottages?
Check-in starts at 03:00 PM and check-out is by 11:00 AM. Confirm directly with the property if you are arriving late after an evening event.
How far is Simonton Court Historic Inn & Cottages from Key West Theater?
Simonton Court Historic Inn & Cottages is under 0.3 mi from Key West Theater. That is walkable on event days for most people.
Does Simonton Court Historic Inn & Cottages have parking?
Yes, but it is listed as paid parking. Check the current charge directly with the hotel, especially on event days.
Does StubOrder set the price at Simonton Court Historic Inn & Cottages?
No. Rates come live from our accommodation partner and change constantly. The price shown is what you would pay for the dates you search, and it is confirmed before you book.
Is Simonton Court Historic Inn & Cottages a good place to stay for an event at Key West Theater?
It is under 0.3 mi away, which is what makes it worth considering. Guests score it 9.1 out of 10 with our accommodation partner. We list both the guest likes and the complaints below, so read them and decide for yourself.
