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SIMONTON COURT HISTORIC INN & COTTAGES, Key West
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Key details
About the Hotel
320 Simonton Street, Key West, 33040,
- Close to Simonton Street Beach
Perfect
9.1
4.7
4.8
Simonton Court Historic Inn & Cottages - A tropical adult-only retreat with four pools, historic cottages, and lush gardens in Old Town Key West
Simonton Court Historic Inn & Cottages features 30 unique rooms spread across five buildings on a two-acre property, including restored 1880s cigar factory cottages with exposed Dade County pine and private porches. Guests can choose from accommodations like the King Suite, Poolside, with a wet bar and private deck, or the Deluxe Cottage, offering a kitchenette and space for up to four guests. The property includes four outdoor pools, a complimentary continental breakfast with optional $5 mimosas or Bloody Marys, and Happy Hour events at the Mansion Bar. Located in Duval, the inn is a five-minute drive from the Southernmost Point and within walking distance of landmarks like the Ernest Hemingway Home and Museum. A continental breakfast is available each morning at Simonton Court Historic Inn & Cottages.
Pros
Four outdoor pools surrounded by tropical gardens and historic architecture.
Complimentary continental breakfast with optional alcoholic beverages.
Proximity to Key West attractions, including Duval Street and Mallory Square.
Unique room options, including cottages with private porches and wet bars.
Adults-only policy ensures a quiet, relaxed atmosphere.
Cons
No on-site full-service restaurant, only light breakfast and drink options.
Some rooms have shared porches or direct pool access, which may lack privacy.
Must-do experiences
- Visit the Ernest Hemingway Home for a literary stroll through history.
- Try the Key Lime Pie at Kermit's for an authentic sweet treat.
- Explore the vibrant art scene at the Studios of Key West nearby.
- Take a sunset sail with Sebago Watersports for stunning views.
- Wander through the Key West Farmer's Market every Wednesday.
Select your room type
Find detailed information on rooms, amenities, and exclusive deals for your ideal beach holiday
- Cottage2 persons1 King-size bedAir conditioningroom details
Queen Room2 persons1 King-size bedAir conditioningroom details- Deluxe Queen Room2 persons1 King-size bedAir conditioningroom details
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Prices and availability
View real-time room availability and secure the best rate for your travel dates
September 2026 - September 2027
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Choose dates to see prices
Check-in/ Check-out
Facilities
Enjoy modern comforts, from ocean-view suites to family-friendly options with breakfast included
General
- Non-smoking rooms
- Free Wi-Fi in public areas
- Parking
- Safe deposit box
- 24-hour reception
- No pets allowed
- Security
- Adults only
- Luggage storage
- Vending machines
- Smoke detectors
- Fire extinguishers
Sports & Fitness
- Diving
- Snorkelling
- Canoeing
- Cycling
- Golf course
- Fishing
Guest Parking
- Private parking is possible on site (reservation might be needed) at true.
Services
- Housekeeping
- Laundry
- Dry cleaning
- Tours/Ticket assistance
- Grocery shopping service
Business
- Fax/Photocopying
Spa & Leisure
- Outdoor swimming pool
- Sun loungers
- Garden area
Room features
- Air conditioning
- Mini-bar
- Terrace
- Garden furniture
- Tea and coffee facilities
- Ironing facilities
Show more
Location
320 Simonton Street, Key West, 33040,
Explore Key West
Explore Key West
Mallory Square
9 minutes' walk
Famous for sunset celebrations, vibrant performers, and local artists. A lively atmosphere not to be missed daily.
The Ernest Hemingway Home and Museum
13 minutes' walk
Former residence of the author, featuring beautiful gardens and fascinating tours. Notable for its six-toed cats.
Truman Little White House
8 minutes' walk
Historic site where President Truman hosted dignitaries. Offers guided tours showcasing its rich history.
Southernmost Point
19 minutes' walk
Iconic buoy marking the southernmost point in the continental U.S.; great photo op with stunning ocean views.
Snorkeling at Key West
18 minutes' drive
Thrilling snorkeling adventures with vibrant marine life. Tours available at local shops, great for all skill levels.
Yoga classes at Smathers Beach
10 minutes' drive
Relaxing beach yoga sessions available, offering a peaceful escape. Check local listings for class schedules.
Hard Rock Cafe
3 minutes' walk
Casual dining with American classics. Famous for their music memorabilia and vibrant atmosphere.
The Flaming Buoy Filet Co
5 minutes' walk
Local favorite featuring fresh seafood dishes in a laid-back setting. Known for their delectable key lime pie.
Fogarty's
4 minutes' walk
Family-friendly restaurant with a lively vibe. Offers diverse menu options, including fresh local fish.
Sunset Tiki Bar
7 minutes' walk
Popular for its laid-back atmosphere and stunning sunsets. Live music performances create a lively evening scene.
The Key West Theater
5 minutes' drive
Home to a variety of live performances including concerts and plays. Check their schedule for upcoming events.
How to get around?
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Property information and rules
Check-in
from 15:00-23:59
Check-out
until 11 am
Guest Parking
Private parking is possible on site (reservation might be needed) at true.
Internet
Wireless internet is available in public areas for free.
Children & extra beds
There are no cots provided in a room.
Pets
Pets are not allowed.
Number of rooms:
22
Former name
simonton court historic inn & guesthouse
Reviews and Ratings
Feedback about Simonton Court Historic Inn & Cottages from previous guests about their experience.
Pros
Central location
Friendly staff
Well kept gardens
Cons
Inconsistent room standards
Slow check-in process
Cleanliness issues
Guest reviewsShow more reviews