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From175US$ /night
Check-in
14Feb2026Select date
Check-out
15Feb2026Select date
Rooms and Guests2 Guests, 1 Room
Key details

Property overview

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

Rooms at Simonton

Simonton Court Historic Inn & Cottages offers thirty unique rooms spread across five buildings on two acres in Old Town, Key West. Room options range from Petite Queen Rooms to King Suites with poolside access, living rooms, wet bars, and private decks or balconies. Cottages include king or queen beds and queen beds in upstairs lofts. The Mansion, a Victorian residence, features Bahamian architecture near the largest pool and breakfast bar. Unique features in the cottages include exposed Dade county pine, wood floors, and porches. Some rooms have shared porches, and some suites open directly to the pool. Certain units include seating areas.

Dining at Inn

The inn features unique, island-inspired Small Plates with Caribbean spices and fresh local seafood. A complimentary, light continental breakfast is available, with options to add a $5 Mimosa, Bloody Mary, or Prosecco. Guests can order beverages and snacks to their room. Enjoy complimentary local brew, iced and hot tea, and filtered water all day at the pool bar. Fresh Keurig coffee is available directly in the room.

Leisure and Pools

Guests can swim in any of the four outdoor pools, open 24 hours. A yoga and meditation space is available next to the Mansion pool. Happy Hour, with $5 drinks and complimentary snacks, takes place Friday to Sunday, 3-5 PM, at the Mansion Bar. Welcome Hour is every Monday and Thursday at 3-4 pm, also at the Mansion Bar. Guests have access to one of the island's popular gyms, a block away, or can enjoy on-site bike rentals for $20 per day.

Location and Proximity

Located in Duval, Simonton Court Historic Inn & Cottages is 5 minutes' drive from The Southernmost Point of the continental United States of America. Nearby landmarks include Mallory Square (0.5 km), The Ernest Hemingway Home and Museum (1 km), Duval Street (0.5 km), and Curry Mansion (0.3 km). A brick walkway runs past pools and historic cottages built in 1880 for cigar factory workers. The property features a beautiful footpath through private gardens with pools amid flowering vines and palm fronds leading to the mansion.

Services Available

The Florida inn provides complimentary Wi-Fi access. One complimentary drink ticket is offered per guest. Guests can enjoy a complimentary 12 PM checkout. The front desk is available 24-hours, offering text and phone assistance, luggage storage, and concierge services. Daily housekeeping is provided from 8 AM to 1 PM. The guesthouse offers accessibility.

“The collection of historic cottages, set just off Duval Street, offers a serene contrast to Key West's lively atmosphere. With multiple pools nestled among lush gardens, the adult-only inn feels remarkably private and intimate. It stands out for its meticulously preserved architecture and personalized service.”
Hotel logo
David MillerEditor, UsFlorida
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Choose your preferred room

The property features double rooms, family rooms, and suites, often including breakfast, free cancellation, and special offers
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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Calendar of room availability and rates

See current availability and pricing for your dates

Facilities

Amenities are designed to ensure comfort and memorable stays

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
Explore Key West
Top Attractions
Activities
Dining
Entertainment
Mallory Square
9-minute walk
Mallory Square features vibrant sunset celebrations with street performers and local artisans, creating a lively atmosphere daily.
The Ernest Hemingway Home and Museum
13-minute walk
The historic home offers guided tours showcasing Hemingway's life and works, complete with beautiful gardens and six-toed cats.
Truman Little White House
8-minute walk
This museum offers insights into Truman's presidency, featuring guided tours and a chance to see original furnishings and decor.
Key West Aquarium
8-minute walk
The aquarium features interactive exhibits and hands-on animal encounters, perfect for families seeking educational fun.
Water Sports Activities
5-minute drive
Water sports such as snorkeling and jet skiing are available through local rentals. Explore the reefs and enjoy thrilling adventures.
Yoga by the Sea
10-minute walk
Relaxation-focused yoga classes set on the beach provide a serene experience with ocean views, ideal for all skill levels.
Duval Street Bar Hop
7-minute walk
Experience local nightlife by visiting vibrant bars and live music venues along historic Duval Street, great for socializing.
Hard Rock Cafe
3-minute walk
Famous for its rock memorabilia, this casual spot serves classic American fare, including burgers, sandwiches, and signature drinks.
Fogarty's
4-minute walk
This lively restaurant offers a menu of fresh seafood and comfort food, with a vibrant atmosphere perfect for families and casual diners.
Fat Tuesday
3-minute walk
Known for its famous daiquiris and casual vibe, this bar offers a variety of frozen drinks and tasty snacks in a fun setting.
The Green Parrot Bar
7-minute walk
A local favorite, this bar features live music and a laid-back vibe. Enjoy lively evenings and great drinks in a welcoming atmosphere.
Key West Theater
10-minute walk
Host to a variety of performances, from live music to theatrical shows, this venue offers entertainment for all ages and interests.
Local transportation
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
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 there a parking facility at Simonton Court Historic Inn & Cottages?
Private parking is available on-site for 30 USD per day, but reservation is needed.
Are there any dining options available at Simonton Court Historic Inn & Cottages?
A complimentary light continental breakfast is included with all rooms.
What recreational facilities are available at Simonton Court Historic Inn & Cottages?
Guests can enjoy four outdoor pools and bicycle rentals.
What notable attractions are near Simonton Court Historic Inn & Cottages?
Nearby attractions include the Southernmost Point (1 km), Ernest Hemingway Home and Museum (1 km), and Mallory Square (1 km).
What amenities are provided in the guest rooms at Simonton Court Historic Inn & Cottages?
Rooms include air conditioning, a multi-channel television, a refrigerator, and a balcony or patio.
What services are available for guests at Simonton Court Historic Inn & Cottages?
The hotel offers a concierge service, daily maid service, and luggage storage.
Is Wi-Fi available for guests at Simonton Court Historic Inn & Cottages?
Free Wi-Fi is available throughout the property.
Can you find any nearby restaurants to Simonton Court Historic Inn & Cottages?
Nearby restaurants include China Garden West Downtown (0.5 km), Fat Tuesday (0.5 km), and Hard Rock Cafe (0.5 km).

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