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18Jan2026Select date
Check-out
19Jan2026Select date
Rooms and Guests2 Guests, 1 Room
Key details

About the Hotel

320 Simonton Street, Key West, Florida, United States, 33040
-
Close to the beach
Perfect
9.1
/10
4.7
/5

Rooms and Cottages

Simonton Court Historic Inn & Cottages offers 30 unique rooms in five buildings on two acres in Old Town Key West. The Petite Queen features a queen bed. The Deluxe Queen provides a queen bed plus a private porch or deck. Standard King rooms include a king bed and a small balcony or deck. Deluxe King rooms have a king bed and a private porch, sundeck, or balcony. Poolside King Suites offer a king bed, living room, wet bar, and private deck or balcony. Standard Cottages come with a king bed, a queen bed in the loft, one bath, a living area, a wet bar, and a private porch. Deluxe Cottages include a king bedroom, a queen or king bed in the loft, one or two baths, a living area, a kitchenette or wet bar, and a private porch. The Mansion is a Victorian residence with Bahamian architecture near the largest pool and breakfast bar. Cottages have exposed Dade county pine, a wet bar, and porches with swings and rocking chairs. Select units include a seating area. Rooms include air conditioning, a TV, a minibar, tea and coffee facilities, and a safe deposit box.

Dining Options

Simonton Court Historic Inn & Cottages is located in Duval and features unique, island-inspired Small Plates with Caribbean spices and fresh local seafood. The inn offers a complimentary light continental breakfast. Guests can add a Mimosa, Bloody Mary, or Prosecco for $5. A breakfast bag is available for early departures. Guests can order beverages and snacks via room service or from the mini-bar. The property provides complimentary local brew, iced and hot tea, and filtered water all day at the pool bar, along with fresh Keurig coffee in each room. Happy Hour, with $5 drinks and complimentary snacks, takes place Friday to Sunday from 3-5 PM at the Mansion Bar. Welcome Hour is held every Monday and Thursday from 3-4 pm at the Mansion Bar, featuring $5 cocktails.

Leisure and Pools

Simonton Court Historic Inn & Cottages has a beautiful footpath through private gardens, historic cottages, and four pools with flowering vines and palm fronds. Guests can enjoy swimming in any of the four outdoor pools, open 24 hours. A yoga and meditation space is available next to the Mansion pool. Guests can enjoy one of the island's popular gyms with classes, located a block away for $15 per day. The property offers one complimentary active day pass when you book directly. On-site bike rentals are available for $20 per day, with one day complimentary when you book directly.

Location and Proximity

Simonton Court Historic Inn & Cottages is located in Duval. The inn is a 5 minutes' drive from The Southernmost Point of the continental United States of America. Nearby landmarks include San Carlos Institute (0.5 km), Southernmost Point (1.5 km), Key West Cemetery (1 km), The Studios of Key West (0.3 km), Southernmost Point of the Continental US (1.5 km), Nancy Forrester's Secret Garden (0.5 km), USCGC Ingham Maritime Museum (2.5 km), Curry Mansion (0.3 km), and Duval Street (0.5 km).

Guest Services

Simonton Court collects visitor domain information for online storefront accounts. The Florida adult-only inn offers free Wi-Fi. Guests get a complimentary 12 PM checkout and one complimentary drink ticket. The property includes 24-hour front desk service, text and phone assistance, and luggage storage. Housekeeping services rooms daily from 8 AM to 1 PM. Guest service and concierge assistance are available. As part of its mission statement, the property includes accessibility. The property will recommend the best room and attractions for you.

“This adult-only oasis, a stroll from Duval Street, wins with its lush gardens and meticulous historic cottages-true Key West architecture. I especially appreciate the four shimmering pools, available 24 hours, and the wellness focus, including poolside service and meditation space. The personalized concierge ensures a smooth experience.”
Hotel logo
James DavidEditor-in-Chief at Tohotel
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Select your room type

The hotel 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
Deluxe King Room
2 persons
1 King-size bed
Air conditioning
King Suite Pool View
2 persons
1 King-size bed
Air conditioning
Queen Room
2 persons
1 King-size bed
Air conditioning
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Price and Room Availability Calendar

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Facilities

The hotel offers amenities for your comfortable stay and unforgettable experiences

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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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
Local Highlights
Top Attractions
Activities
Dining
Entertainment
Mallory Square
Mallory Square
9 minutes' walk
Scenic waterfront with performers, shops, and sunset celebrations. A perfect place for scenic views and local art.
The Ernest Hemingway Home and Museum
The Ernest Hemingway Home and Museum
13 minutes' walk
Historic home of author Ernest Hemingway, featuring beautiful gardens and informative tours about his life and work.
Truman Little White House
Truman Little White House
8 minutes' walk
Historical site where President Truman vacationed. Offers guided tours showcasing its history and presidential memorabilia.
Key West Aquarium
Key West Aquarium
8 minutes' walk
Interactive aquarium with local marine life exhibits and daily feeding shows. Ideal for families and marine enthusiasts.
Water Sports Adventures
5 minutes' drive
Thrilling activities like jet skiing, snorkeling, and paddleboarding. Rentals available at local shops for all skill levels.
Yoga by the Sea
10 minutes' walk
Relaxing outdoor yoga sessions available. Classes for all levels set against the backdrop of the ocean.
Key West Ghost Tours
10 minutes' walk
Spooky evening tours exploring haunted sites. Reservations recommended for this entertaining cultural experience.
Fat Tuesday
Fat Tuesday
3 minutes' walk
Casual eatery famous for its frozen cocktails and vibrant atmosphere. Famed for unique drink combinations and festive vibes.
Fogarty's
Fogarty's
4 minutes' walk
Family-friendly restaurant serving seafood and local dishes. Popular for its laid-back ambiance and outdoor seating.
Hard Rock Cafe
Hard Rock Cafe
3 minutes' walk
Classic American cuisine in a rock 'n' roll-themed setting. Known for burgers, memorabilia, and live music events.
Green Parrot Bar
8 minutes' walk
Lively bar featuring live music, a relaxed vibe, and a mix of locals and visitors. Great for late-night fun.
Red Barn Theatre
10 minutes' walk
Charming local theatre with a variety of performances. Check the schedule for family-friendly shows and live comedies.
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
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
Questions of the users
About Simonton Court Historic Inn & Cottages
Is breakfast included with all room bookings at the inn?
10 January 2024
Yes, a light breakfast is provided daily and is complimentary with room reservations. The breakfast menu features bagels, waffles, muffins, toast, yogurt, cereals, fresh fruit, juices, coffee, and tea.
What is the total number of rooms available at Simonton Court?
15 February 2024
There are 30 rooms within the property, which can accommodate up to 85 guests.
Is there a minimum age requirement for guests at the inn?
22 March 2024
The property is exclusively for adults aged 18 and older, ensuring a serene environment for adult guests.
Are there recreational facilities available on-site?
30 April 2024
Yes, guests can enjoy four pools, a yoga and meditation space, and access to bike rentals for exploring the area.
What nearby attractions are within walking distance from the inn?
12 May 2024
The inn is conveniently located near famous historic attractions of Key West, all just a short stroll away.
Does the inn offer any special packages or promotions when booking directly?
18 June 2024
Yes, booking directly includes benefits such as rate matching, late checkout, complimentary breakfast beverages, and a day pass to local fitness facilities.
What kind of rooms does Simonton Court offer?
25 July 2024
The inn features a variety of room types, including petite rooms, deluxe rooms, suites, and cottages, providing unique options to suit different preferences.
Are pets allowed at the inn?
14 August 2024
The property does not accommodate pets, ensuring a peaceful environment for all guests.
What services are available for guest assistance during their stay?
12 September 2024
Guests can benefit from 24-hour front desk service, concierge assistance, and daily housekeeping for a comfortable and convenient experience.
Can guests enjoy food and drinks at the pools?
20 October 2024
Yes, poolside service is provided, allowing guests to relax with drinks and snacks by the water.

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