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Simonton Court Historic Inn and Cottages in Key West is considered by many to be the island's most  beautiful property. The secluded world of Simonton Court is located in the very heart of Key West's Old Town.  Begin your days with a complimentary  breakfast served poolside each morning, then experience all that has made Key West a favorite destination for generations.

Enter the serene setting of Simonton Court Historic Inn & Cottages and you'll be greeted by fragrant tropical flowers blooming beneath gently swaying palms.  The Inn was once a cigar factory where craftsmen hand rolled some of the world's most famous cigars.  A brick walkway, once a lane, runs past our sparkling pools and historic cottages built in 1880 as the homes of cigar factory workers.  Today this lane is our beautiful footpath through luxuriant private gardens, past expertly restored cottages and four pools shimmering amid flowering vines and palm fronds.

The cottages of Simonton Court retain their original 19th century charm, yet are updated with modern amenities.  Each cottage has a porch and private patio. full bath, two private sleeping areas, kitchen, ceiling fan, air conditioning and color cable TV and VCR.

The Inn, Manor House, Townhouse and The Mansion offer a variety of elegant suites and guest rooms.  Each has a comfortable queen or king sized bed, private bath, ceiling fan, air conditioning and color TV with cable and VCR.  Many have private porches or sundecks and some have Jacuzzi's.

Just steps outside our quiet enclave is Duval Street with island shopping, pub hopping, and people watching.  Our accommodations are only three short blocks to the Gulf of Mexico and the nightly sunset celebration.  For water lovers, charters are available year round for fishing, diving and sailing trips.

Our lushly landscaped two-acre, private compound consists of the two-story Inn, Manor House, Townhouse Suites, The Mansion, six cottages and four pools nestled in between.

Our adults only Key West bed and breakfast is located just one block from Duval Street in the heart of Old Town.  Minimum stays required during high season, holiday and special event periods.

Room Descriptions / Rates

 Low Season - 6/01-9/30 leaf2.gif (184 bytes)  Mid Season - 5/1 -5/31, 10/1-12/14  leaf2.gif (184 bytes)  High Season- 12/15 - 4/30 

 

The Inn - A a group of very unique rooms, created from an old cigar makers' factory. No two are alike, but each are charming.
The Cottages - Beautiful cottages offer privacy and the feel of home.  Some have kitchenettes.  Great for two couples traveling together.
The Manor House - Once a shotgun house, now restored into a beautiful and tropical guest house with two poolside rooms.
The Mansion - Our romantic, Victorian Bed and Breakfast. 
The Townhouse - A two story stucco building with secluded suites which share a small pool and face a lovely brick courtyard.
 Amenities & Policies
Rates are based on double occupancy Min stay required during high season & special events
Travelers checks, Visa, MasterCard, Diners Club, Discover and American Express cards accepted. Personal checks accepted two weeks PRIOR to arrival.
Check-in time is 3 pm/check-out time is 11 am.
Cancellation policy - two weeks prior to arrival: Full refund less a $35 cancellation fee. Inside of two (2) weeks, deposit is forfeited. For holidays and special events:
Inside of thirty (30) days-deposit is forfeited.  Minimum stays required during high season, holiday and special event
private bath A/C ceiling fans
color cable TV VCR one or more phones
4 pools in-room Jacuzzis* gardens/walkways
outdoor hot tub verandas/decks* kitchens*
cont. breakfast Adults Only NO SMOKING IN ROOMS

* in certain rooms     **except for holidays and special events

Directions

Follow US1 South into Key West, follow signs to Business District. Stay to the right. Follow North Roosevelt Blvd. where it will turn into Truman Ave. Continue on Truman Ave to Simonton Street. At Simonton Street make a right and continue down around 1/4 mile and Simonton Court Key West Resort will be on your left.