Simonton Court Historic Inn & Cottages Key West Swimming Pool photoSimonton Court Historic Inn & Cottages Key West Amenities photoSimonton Court Historic Inn & Cottages Key West Exterior photo

Simonton Court Historic Inn & Cottages

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From$175 /night
Check-in
17Sept
Check-out
18Sept
Rooms and Guests2 Guests, 1 Room
Key details

About the Island Hotel

320 Simonton Street, Key West, 33040
-
Close to Simonton Street Beach
Perfect
9.1
/10
4.7
4.8
/5

Simonton Court Historic Inn & Cottages - An adult-only historic inn nestled among tropical gardens with four outdoor pools, complimentary breakfast, and a location just off Duval Street

Nestled in the heart of Old Town Key West just off Duval Street, this adult-only historic inn features four outdoor pools open 24 hours, complimentary light continental breakfast, and free Wi-Fi. Simonton Court Historic Inn & Cottages occupies a former cigar factory and offers meticulously designed historic cottages with exposed Dade county pine and private porches. All rooms include a TV, telephone, refrigerator, and an en suite bathroom with a balcony or patio. Guests can swim in any of the four pools, each with sun loungers and towels, or stroll through the tropical gardens. The property provides daily housekeeping and a 24-hour front desk. Simonton Court's concierge service assists with local recommendations and activities. The location is within walking distance of the Southernmost Point, Ernest Hemingway Home and Museum, and Mallory Square. Private parking is available by prior request with limited spots. A light continental breakfast is served each morning at Simonton Court Historic Inn & Cottages.

Pros

Complimentary bicycle rentals and a yoga space are available for guests.

Weekly Happy Hour and Welcome Hour, plus special events like coconut painting and food tours, are offered.

The staff is consistently described as friendly and attentive, with many reviews highlighting Jonathan and Violet.

Cons

Private parking is limited and requires advance reservation with an extra charge.

The mansion building has no elevator, and some rooms on the third floor require climbing stairs.

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
Show all rooms

Price and Room Availability Calendar

Check availability and prices for your dates now!
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Check-in/ Check-out

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 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
Local Experiences
  • Top Attractions
  • Activities
  • Dining
  • Entertainment
Mallory Square
Mallory Square
9 minutes' walk
Famous for sunset celebrations, this lively plaza hosts street performers and local artisans against a stunning ocean backdrop.
The Ernest Hemingway Home and Museum
The Ernest Hemingway Home and Museum
13 minutes' walk
Explore the former home of writer Ernest Hemingway with guided tours showcasing his life and the unique six-toed cats.
Truman Little White House
Truman Little White House
8 minutes' walk
The winter residence of President Harry S. Truman offers guided tours highlighting its historical significance and beautiful gardens.
Snorkeling at Western Dry Rocks
5-minute drive
Thrilling snorkeling adventures await at Western Dry Rocks, with rental gear available nearby for exploring coral reefs.
Yoga at Key West Wellness
5 minutes' walk
Relax with a yoga class just down the street, offering sessions for all levels in a tranquil environment surrounded by nature.
Hard Rock Cafe
3 minutes' walk
Enjoy classic American dishes and rock memorabilia at this vibrant cafe. Reservations recommended for peak hours.
The Flaming Buoy Filet Co
5 minutes' walk
A casual eatery known for its seafood and steak specialties. Offers vegetarian options in a laid-back atmosphere.
Sloppy Joe's Bar
7 minutes' walk
Iconic bar with live music, great vibes, and a history dating back to Ernest Hemingway. Great for all ages.
Key West Theater
5-minute drive
Offers a variety of performances from musicals to stand-up comedy, creating a vibrant arts scene right in the heart of Key West.
Getting around
  • 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

Reviews and Ratings

Feedback about Simonton Court Historic Inn & Cottages from previous guests about their experience.
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 Wi-Fi
7.8/10
Location
9.7/10
Staff
9.4/10
Value for money
8.7/10
Pros
Beautiful grounds
Quiet location
Accessible pools
Cons
Room maintenance issues
Check-in delays
Inconsistent room allocation
Guest reviews
based on 967 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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