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From175US$ /night
Check-in
27Feb2026Select date
Check-out
28Feb2026Select date
Rooms and Guests2 Guests, 1 Room
Key details

About the Hotel

320 Simonton Street, Key West, Florida, United States, 33040
-
Close to Simonton Street Beach
Perfect
9.1
/10
4.6
/5

Accommodations

Simonton Court Historic Inn & Cottages offers thirty unique rooms spread over two acres across five buildings. Options include King Suites, cottages featuring exposed Dade county pine, and the historic Inn, which was originally an 1880s cigar factory. Many rooms come with private porches, balconies, and poolside access.

Pool Areas

Guests can enjoy access to four swimming pools, open 24 hours a day. The pools are surrounded by tropical foliage and provide a serene environment for relaxation. The largest pool area is located adjacent to the Mansion, adding to the tranquil atmosphere of the property.

Dining Options

The hotel includes a breakfast bar where complimentary continental breakfast is served. Guests can also partake in the Happy Hour at the Mansion Bar, featuring $5 drinks and complimentary snacks. Room service options are available for beverages and snacks, enhancing convenience.

Wellness and Activities

The property hosts a yoga and meditation space next to the Mansion pool, promoting relaxation and wellness. Active guests can rent bikes on-site for $20 per day, with one complimentary pass available when booking directly. Access to a nearby fitness center is available at a discounted rate, providing additional wellness opportunities.

Location and Exploration

Simonton Court is centrally located just off the bustling streets of Old Town Key West, allowing easy access to historical attractions. Visitors can explore the surrounding gardens and enjoy the restored Victorian and Conch architecture on the property. The eclectic design integrates contributions from world-renowned artists, enhancing the local experience.

Highlights

Location: Secluded in Old Town Key West

Rooms: King Suites, cottages with southern-style porches

Dining: Breakfast bar & Mansion Bar

Pool Areas: 4 swimming pools open 24 hours

Activities: Yoga space & On-site bike rentals

Wellness: Nearby fitness center access

Must-do experiences

  • Visit the Ernest Hemingway Home to see the famous six-toed cats.
  • Grab a slice of key lime pie at the iconic Kermit's Key West.
  • Catch the sunset celebration at Mallory Square for local art and music.
  • Explore the hidden gems of the Key West Cemetery on a quiet stroll.
  • Don't miss the historic architecture along the Old Town walking tour.
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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
Queen Room
2 persons
1 King-size bed
Air conditioning
Deluxe Queen Room
2 persons
1 King-size bed
Air conditioning
King Room
2 persons
1 King-size bed
Air conditioning
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Price and Room Availability Calendar

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Facilities

Simonton Court Historic Inn & Cottages offers amenities for your comfortable stay and unforgettable experiences
Facilities: Perfect
9.1/10Review score

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
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Simonton Court Historic Inn & Cottages Location

320 Simonton Street, Key West, Florida, United States, 33040
Map view
320 Simonton Street, Key West, Florida, United States, 33040
Nearby
Duval Street
Duval Street
1700 ft
511 Caroline St
Curry Mansion
700 ft
Event hall
San Carlos Institute Casa Cuba
1700 ft
Garden
Nancy Forrester's Secret Garden
1400 ft
Museum
Ripley's Believe It or Not
1700 ft
Gallery
The Studios of Key West
200 ft
Museum
Mel Fisher Maritime Heritage Museum
1800 ft
Garden
Audubon House and Tropical Gardens
1700 ft
Mallory Square between Whitehead and Wall sts.
Memorial Sculpture Garden
2100 ft
Church
Saint Paul's Episcopal Church of Key West
600 ft
322 Duval St
The Oldest House
600 ft
Square
Key West-Florida Keys Historical Military Memorial
1700 ft
Gallery
7 Artists & Friends Gallery
600 ft
490 Whitehead St
US 1 Mile Marker 0
1600 ft
534 Fleming St
KEPart Studio-Gallery
700 ft
Gallery
Gallery on Greene
800 ft
410 Caroline St Between Duval and Whitehead Streets
Key West Pirates Well
900 ft
519 Duval St
Peter Lik Gallery Key West
1000 ft
Restaurants
Hard Rock Cafe
800 ft
313 Duval St
Fogarty's
1000 ft
227 Duval St
Fat Tuesday
700 ft
305 Duval St
Faustos Food Palace
800 ft
522 Fleming St
Explore Key West
Key West Highlights
Top Attractions
Activities
Dining
Entertainment
Mallory Square
Mallory Square
9 minutes' walk
Famous for its sunset celebrations, this vibrant square offers local art, performers, and breathtaking views of the sunset.
The Ernest Hemingway Home and Museum
The Ernest Hemingway Home and Museum
13 minutes' walk
Hemingway's former residence featuring lush gardens, six-toed cats, and guided tours that delve into his life and works.
Truman Little White House
Truman Little White House
8 minutes' walk
Historical site where Harry Truman spent his winter vacations, showcasing artifacts and offering guided tours of the home.
Snorkeling at Western Dry Rocks
5 minutes' drive
Thrilling snorkeling adventures showcasing vibrant coral reefs and marine life; rentals and tours available nearby.
Yoga on the Beach
6 minutes' drive
Relaxing yoga sessions on the beach that welcome all skill levels; check schedules for seasonal classes.
Fogarty's
Fogarty's
4 minutes' walk
Casual dining with seafood specialties and a lively atmosphere. Popular for its fresh catch and signature tropical cocktails.
Fat Tuesday
Fat Tuesday
3 minutes' walk
Vibrant venue known for its festive atmosphere and famous frozen cocktails; perfect for a casual bite or drink.
Duval Street Bars
7 minutes' walk
Lively nightlife hub with various bars offering live music, karaoke, and a fun atmosphere ideal for all ages.
Key West Theater
10 minutes' walk
Home to local performances, live music, and stand-up comedy; check their schedule for events suitable for families.
Getting around
City Centre
Key West26 min  ·  1.3 mi
Airports
Key West International Airport (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 USD 30 per day.
Internet
Wireless internet is available in public areas for free.
Breakfast
At the hotel Simonton Court Historic Inn & Cottages guests are invited to a full breakfast served for free. 
Children & extra beds
There are no cots provided in a room. 
Pets
Pets are not allowed.
Number of rooms:
30
Former name
simonton court historic inn & guesthouse

Reviews and Ratings

Feedback about Simonton Court Historic Inn & Cottages from previous guests about their experience.
Review score
Based on 445 verified reviews
9.1/10
Perfect
94%
Recommend
Breakfast
7.9/10
Cleanliness
9.2/10
Comfort
9.2/10
Facilities
9.1/10
Free Wi-Fi
8.3/10
Location
9.8/10
Paid Wi-Fi
9.7/10
Staff
9.6/10
Value for money
8.7/10
Guest reviews
based on 1032 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.
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FAQs
About Simonton Court Historic Inn & Cottages
What are the check-in and check-out times at Simonton Court Historic Inn & Cottages?
Check-in is at 15:00 and check-out is at 11:00.
Is parking available at Simonton Court Historic Inn & Cottages?
Private parking is available on-site for 30 USD per day, but a reservation is required.
What amenities are provided in the rooms at Simonton Court Historic Inn & Cottages?
Rooms include air conditioning, a multi-channel television, a mini bar refrigerator, and coffee/tea making facilities.
Are there any dining options available at Simonton Court Historic Inn & Cottages?
A complimentary light continental breakfast is included with all rooms.
What nearby attractions are within a short distance from Simonton Court Historic Inn & Cottages?
The Southernmost Point is a 5-minute drive, while the Ernest Hemingway Home and Museum and Mallory Square are approximately 3 minutes and 2 minutes away, respectively.
Does Simonton Court Historic Inn & Cottages offer any business services?
Concierge services are available for guests to assist with local attractions and activities.
What types of guests typically visit Simonton Court Historic Inn & Cottages?
The hotel appeals mainly to couples seeking romantic getaways and solo travelers looking for a peaceful retreat.

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