Simonton Court Historic Inn & Cottages in Key West, Florida Keys
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Key details
About the Property
320 Simonton Street, Key West, 33040,
-
Steps from Mallory Square
Perfect
9.1
/10
4.7
4.8
/5
Loved by Simonton Court Historic Inn & Cottages guests
Four pools
Poolside breakfast
Lush greenery
Welcome drink
Belgian waffle
"The oasis atmosphere of the property was beautiful."
Colleen H from United States
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"The multiple pools were great - very inviting and refreshing."
Patrick from United States
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"The cottage we stayed at was beautiful."
Tiffany from United States
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"The grounds are just beautiful and look even better at night when lit up."
Victoria J from United States
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"This place has multiple pools and on site breakfast and drinks."
Trek27318629847 from United States
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Adult-Only Historic Inn in Key West with 4 Outdoor Pools and Complimentary Breakfast
Amenities
Simonton Court Historic Inn & Cottages offers four outdoor pools open 24 hours, each set within lush tropical gardens. Guests receive a complimentary light continental breakfast served poolside each morning. The property also provides complimentary bicycle rentals and a dedicated yoga space for guest use.
Rooms
The inn features meticulously restored historic cottages and rooms, including those with exposed Dade County pine and private porches. Room categories range from Queen Rooms to King Deluxe rooms and two-bedroom suites with kitchenettes. Each accommodation is housed within original Victorian and Conch-style buildings from the 1880s.
Location
The hotel is just two blocks from Duval Street and a 5-minute walk to the Ernest Hemingway Home and Museum. Mallory Square and the Southernmost Point of the continental United States are each within a 5-minute drive. Shops, restaurants, and the Key West harbor are all accessible on foot from the property.
Wellness & Activities
Guests can join scheduled yoga sessions by the pool and use complimentary bicycles for self-guided tours of the island. A Sunday Welcome Hour and Saturday Happy Hour offer complimentary drinks and social interaction. The property also provides a meditation space and poolside service for relaxation.
Dining & Social
A complimentary light continental breakfast is included for all guests, with options such as bagels, yogurt, fresh fruit, and waffles. The hotel hosts a Welcome Hour with complimentary beverages and a Happy Hour with themed activities like coconut painting. Poolside service provides drinks and snacks during operating hours.
Highlights
Location: 2 blocks from Duval Street
Pools: 4 outdoor pools open 24 hours
Breakfast: Complimentary continental breakfast included
Catch the sunset at Mallory Square for live music and street performers.
Savor the key lime pie at Kermit's for the ultimate local dessert.
Visit the Hemingway Home & Museum to see the famed six-toed cats.
Explore the unique exhibits at the Key West Art & Historical Museum.
Snorkel or dive at the nearby coral reefs for an unforgettable adventure.
Select your room type
Simonton Court Historic Inn & Cottages offers a variety of rooms including double rooms, family rooms, and suites with breakfast, free cancelations, and special deals
Cottage
2 persons
1 King-size bed
Air conditioning
room details
Queen Room
2 persons
1 King-size bed
Air conditioning
room details
Deluxe Queen Room
2 persons
1 King-size bed
Air conditioning
room details
Show all rooms
Room Availability and Pricing Calendar
See today's rates and availability for your selected dates!
September 2026 - September 2027
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Check-in/ Check-out
Facilities
Simonton Court Historic Inn & Cottages offers amenities for a comfortable stay and memorable Florida Keys experiences
Facilities: Perfect
9.1/10Review score
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
Simonton Court Historic Inn & Cottages Location
320 Simonton Street, Key West, 33040,
Explore Key West
Explore Key West
Top Attractions
Activities
Dining
Entertainment
Mallory Square
9 minutes' walk
Mallory Square features sunset celebrations with street performers, vendors, and stunning ocean views.
The Ernest Hemingway Home and Museum
13 minutes' walk
This historic site showcases Hemingway's life and works, surrounded by beautiful gardens and six-toed cats.
Truman Little White House
8 minutes' walk
The winter residence of President Truman features guided tours showcasing its rich presidential history.
Key West Butterfly and Nature Conservatory
18 minutes' walk
This serene habitat allows visitors to walk among tropical butterflies and exotic birds in a lush garden setting.
Snorkeling Adventures
5 minutes' drive
Snorkeling tours at coral reefs offer an exhilarating underwater experience with marine wildlife; book in advance.
Yoga in the Gardens
15 minutes' walk
Relaxing outdoor yoga classes available at local gardens, suitable for all skill levels; check local schedules.
Hard Rock Cafe
3 minutes' walk
Casual dining with American classics and rock memorabilia; try the Legendary Burger or barbecue ribs.
Fogarty's
4 minutes' walk
Serving fresh seafood and local dishes in a lively atmosphere; renowned for crab cakes and key lime pie.
Fat Tuesday
3 minutes' walk
Known for vibrant daiquiris and Caribbean-inspired cuisine; perfect for casual bites and drinks.
Duval Street
7 minutes' walk
A bustling hub for nightlife, featuring bars, galleries, and live music venues; great for evening outings.
Key West Historic Seaport
10 minutes' walk
Home to live music, dining, and art galleries; ideal for leisurely strolls and enjoying the marina views.
Local transportation
City Centre
Key West 26 min · 1.3 mi
Airports
Key West International (EYW) 10 min · 3.9 mi
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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
Ratings & Reviews
Read what previous guests have shared about their experience at Simonton Court Historic Inn & Cottages.
Review score
Based on 853 verified reviews
9.4 /10
Perfect
96 %
Recommend
Cleanliness
9.2/10
Comfort
9.2/10
Facilities
9.1/10
Free WiFi
7.8/10
Location
9.7/10
Staff
9.4/10
Value for money
8.7/10
Pros
Lush garden setting
Multiple pool options
Proximity to Duval Street
Friendly staff
Comfortable rooms
Cons
Room maintenance issues
Inconsistent room allocation
Black mold in AC
Guest reviews
based on 966 reviews
9.1/10
No reviews yet on our siteUnfortunately, our guests have not yet left any reviews for this hotel, but you can read reviews from Booking.com.
Queen Room2 persons1 King-size bedAir conditioningroom details
Guest reviews
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