SIMONTON COURT HISTORIC INN & COTTAGES, Key West – Your ideal downtown stay
Hotel Overview
Simonton Court Historic Inn & Cottages - Adult-only historic inn near Southernmost Point
Simonton Court Historic Inn & Cottages is an adult-only property located in Old Town Key West, a 5-minute drive from the Southernmost Point of the continental United States. The property features four outdoor pools, lush gardens with restored Victorian and Conch architecture, and historic cottages originally built in 1880 for cigar factory workers. Guests have access to a complimentary continental breakfast, free Wi-Fi, and a 24-hour front desk. The property includes a tropical pathway known as Hurricane Alley, leading to cottages with exposed Dade County pine and private porches. Nearby attractions include Duval Street, Mallory Square, and the Key West Shipwreck Treasure Museum.
Additional perks of the hotel
Complimentary drink ticket per guest (Breakfast Cocktail or Happy Hour Cocktail)
Breakfast to-go option available
One complimentary active day pass (gym or bicycle rental)
Happy Hour with $5 drinks and snacks (Friday to Sunday, 3-5 PM)
Welcome Hour with $5 cocktails (Monday & Thursday, 3-4 PM)
On-site bike rentals ($20/day, one day complimentary with direct booking)
Key West Fitness Center access ($15/day, one complimentary pass with direct booking)
Yoga & meditation space by the Mansion pool
Rooms & Cottages
The property offers 30 unique rooms across five buildings, including historic cottages, a Victorian mansion, and an 1880s cigar factory. Cottages feature exposed Dade County pine, wood floors, and private porches, accommodating up to four guests with king or queen beds and loft sleeping areas. The Mansion includes a Bahamian-style residence with a poolside breakfast bar. The Historic Inn retains original cigar factory details with tropical Florida décor and a black-bottom pool. Manor House is a restored Conch-style shotgun house. Room types include Petite Queen, Deluxe Queen, Standard King, Deluxe King, King Suite (Poolside), Standard Cottage, and Deluxe Cottage.
Other conveniences
Air conditioning and ceiling fans
Mini-bar and tea/coffee maker
Safe deposit box and TV
Ironing facilities and garden furniture
Wet bar in select cottages and suites
Private porches, sundecks, or balconies
Poolside service and honor bar
Room service for beverages and snacks
Complimentary Keurig coffee in rooms
Complimentary local brew, iced/hot tea, and filtered water at the pool bar
Choose Your Room
Room Rates & Availability Tracker
Transportation Tips
Transportation Options
Amenities
General
- Non-smoking rooms
- Free Wi-Fi
- 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
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
Hotel Location
Guest Reviews & Ratings
I absolutely loved my stay at this hotel! The rooms were spacious and had a lovely Mediterranean feel with a large balcony and all the amenities needed for a fun trip. The service was top-notch from check-in to check-out with great attention to detail, and the staff made sure I had everything I needed. The location was perfect, right in the center of old town Key West, making it easy to explore the main sites. The dining experience was excellent with fresh baked goods delivered daily, and the facilities were fantastic, especially the well-maintained pool area.
The hotel is situated perfectly in Old Town, offering a great central location in lush tropical gardens. The rooms are spacious and wonderfully equipped, albeit the air conditioning could be cooler. The service is top-notch, from maintenance to management. However, the dining experience lacks variety, and there are limited options for breakfast. The facilities are modern and well-kept, making for a comfortable stay overall.
What a gem of a place! The hotel is nestled perfectly in Old Town, surrounded by lush tropical gardens and just a stone's throw away from all the sights around Key West. The rooms are cozy and inviting, each with its own private big balcony where you can soak in the tropical breeze. The service is top-notch, from maintenance to management, ensuring a hassle-free stay. The dining experience is a delight with fresh baked goods delivered daily, although more options would be appreciated. Overall, a fantastic location with great service and cozy rooms.
My stay at this hotel was fantastic! The room had its own private large balcony, and the king bed made it super comfy. The kitchen was a great bonus too. The service was top-notch from check-in to check-out, and the staff took care of everything I needed. The hotel is perfectly located in Old Town, making it so convenient to explore. The dining experience was delightful with many options to choose from. The facilities were well-maintained, and I enjoyed every moment of my stay.
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