Simonton Court      
320 Simonton St, Key West, FL 33040-6869, USA    
(800) 944-2687, (305) 294-6386


  1. Interior...
  2. Pool...
  3. Exterior...
  4. Bedroom...

- $499

Book a Room $139 - $499

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5 based on 2 reviews
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Terry Sullivan

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Circa 1870. Just three blocks from the Gulf of Mexico and a stroll from famous Duval Street, this historic two-acre estate with rustling palm trees and fragrant tropical flowers is in a secluded, serene setting. Swim in one of the four pools and soak in a hot tub. A variety of elegant guest bedrooms and suites are offered in The Mansion, Manor House, two-story inn and Townhouse. Many feature verandas, sundecks or Jacuzzis. Six cottages include porches, private patios and kitchenettes. Enjoy a poolside breakfast, then walk or bike through town or charter a boat and go fishing, diving or sailing. Concierge services will assist with plans and reservations. Honeymoon packages are available.

For more information visit the website.


$139 to $499

Payment Types Accepted Include American Express, Master Card, Discover, Visa, Diners Club and Travelers Checks.


This property has 26 total guest accommodations with private bath, 7 with hot tubs, 2 two-bedroom, 1 three-bedroom and 1 four-bedroom suites and 6 cottages. The types of beds available include King, Queen and Double.

  • Air Conditioning
  • Bicycles
  • Cable TV
  • Coffeemaker
  • Fax
  • Refrigerator
  • Swimming
  • Telephone
  • Television

Events Hosted

    • Romantic Getaways

The Inn

Once a cigar factory, is now home to nine charming rooms; many offer kitchenettes, porches, or balconies. Two of the guest rooms lie directly on the deck of our beautiful "Black pool."

Rates: $125 - $235

Type of bed: King, Queen, Double

The Cottages

Are ideal for couples traveling together. They offer kitchenettes, separate sleeping areas, living/dining areas, private porches and patios. Many have private hot tubs.

Rates: $235 - $345

Type of bed: King, Queen, Double

The Mansion

Has six guest rooms. Three are decorated with antiques and have spacious airy verandas. Another of its rooms has a unique "widows walk" private to its room.

Rates: $125 - $235

Type of bed: Queen

The Manor House

Was once a "shot gun" house, now lovingly restored. Offers two poolside rooms, one having a private hot tub and full kitchen.

Rates: $150 - $295

Type of bed: King

The Town House

Our most elegant accommodations, is a two-story stucco building. It offers two suites, with a total of four bedrooms. One of its suites has a full kitchen, dining room, living room and a private patio with hot tub. Its other suite has a Roman-style Jacuzzi tub in its spacious bathroom, large bedroom and living room. A small pool and a beautiful brick courtyard front it.

Rates: $200 - $495

Type of bed: King, Queen

Reservation/Cancellation Policies:


Two weeks prior to arrival, holidays and special events, thirty days


No Restrictions.

Other Activities

    • Antiquing
    • Art Galleries
    • Beaches
    • Bicycling
    • Canoeing/Kayaking
    • Fishing
    • Golf
    • Live Theater
    • Museums
    • Parks
    • Shopping (Local Crafts)
    • Tennis
    • Water Sports

Historic Interest

Historic Awards:

  • National Register (Granted)
  • City Historical Site (Granted)

Historic Memberships:

  • National Trust

Recommended Restaurant(s)

Alice's, Michael's, Grand Cafe.

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Won't stay anywhere else

Staff=Friendly, Courteous, Professional Rooms=Beautiful, comfortable, clean, all the amenities you need. Grounds=Spectacular and Breathtaking. We have been to Simonton Court twice in the past year. FANTASTIC place to stay. You WILL NOT be disappointed.
Carleen Huff

My ratings for this property      
BOTTOM LINE: I would stay here again.
Did you find this review helpful? Yes (0 votes)
This review is the subjective opinion of an user and not of or American Historic Inns, Inc.

Best place I ever stayed!

We have stayed at Simonton Court several times over the past many many years. We love the little cottages, the seclusion when you step through the gate - you are in a different world where there is no outside pressure. Could never come to Key West and not stay there - we will be celebrating our 40th anniversary there in September - can't wait. Kathi
Dave Schue
The Villages, FL

My ratings for this property      
Did you find this review helpful? Yes (0 votes)
This review is the subjective opinion of an user and not of or American Historic Inns, Inc.

At A Glance

2 Review(s)
50% would stay again
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Very Good





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