Location: Private Homes, Unspecified, Key West, Key West Area, Florida Keys, Florida, USA (In Down Town Old Town Key West 1 short block off Duval)
Accommodations: Private Victorian Estate, 7 Bedrooms + Other (See Description), 7 Baths (Sleeps 14-16)
The Grande Dame Key West is by far one the rarest and most exclusive private estate residences in Key West offered as a licensed single-family vacation home.
An award winning renovation of this stately centurion Victorian has achieved an impressive balance of timeless charm, classic elegance, and modern convenience, making this property both aesthetically alluring and delightfully comfortable. Originally built by the Watson Family in the 1840's, this home is the perfect place to stage a reunion of family and friends or corporate gathering. Located right in the heart of Old Town Key West's historic section of beautifully restored 19th century mansion homes, this property is situated in the 500 block of Simonton Street. From here you can easily walk to all features in the historic island village.
This impeccably detailed estate property is comprised of two architecturally beautiful buildings including: The main large luxury 3-story Classic Folk Victorian home with 6 bedrooms and 6 bathrooms; and a 1-story Classic "shot-gun style guest cottage" with 1 bedroom, 1 bath. Furnishings throughout the estate are eclectic, tasteful and comfortable. A variety of art work graces the walls.
The interior of the main Classic Victorian home offers 3 stories of living space. The first floor offers the main Victorian parlor style living room, Hemingway "club-room" style family room, full dining room, and a brand new kitchen styled with granite counter tops, tile floors, and new stainless steel appliances. There are two bedrooms, and two full bathrooms. Ceilings are high 12+ feet. The original ceiling architectural detail still exists.
The original graceful banister staircase leads to the second floor to 4 more bedrooms and 3 full bedrooms, a breakfast nook, and laundry room. A double set of French doors off the back bedroom lead to a large covered terrace with a dramatic view of the courtyard garden, Jacuzzi and pool. Bedrooms are all styled differently. The front bedroom has a queen size bedroom and French doors that open to a porch that spans the entire width of the home and overlooks historic Simonton Street. The west side bedroom features a queen size four poster bed, the east side bedroom features queen size white wicker bed and vintage wicker, and the pool side bedroom features a king size bed and French doors that open to a large covered terrace the overlooks the pool, Jacuzzi and back courtyard.
The 3rd floor offers a pent-house entertainment area with full kitchen and dining areas. There is also a sitting area with a queen sleeper sofa near the dining area. The focus of the room is the media area with lounging sofa and large screen TV. The scene is set with beautiful hardwood floors and double sets for French doors that open to another verandah The dramatic view from the terrace overlooks the courtyard garden, Jacuzzi and swimming pool. A switchback staircase reached from the back courtyard of the property can also access the second and third floors of the main home.
The guest cottage offers a beautiful and private space. The interior is colorful and stylishly decorated, ceiling beams are exposed and painted and back lighting gives a romantic and spacious feeling. The bedroom is appointed with a unique collection of authentic art deco furniture and draperies, a beautiful iron four-poster king size bed. A private deck off the bedroom provides a secret sitting place for morning coffee and afternoon cocktails. The cottage also has a living room, fully equipped kitchen and full bathroom.
The estate grounds are fenced in the front and back for privacy. The double level back courtyard sets the stage for a large Jacuzzi with trickling waterfall that spills into the swimming pool, towering palms and beautiful tropical gardens, double level decked pool courtyard terraces overlooking the gardens. The front has beautiful curb appeal with large front porches on the first and second floor that overlook the estate neighborhood,resident
Vacation Rental Features
- Amenities
- Air Conditioning
- Washer
- Dryer
- Linens Provided
- Off Street Parking
- Beds
- King Bed
- Queen Bed
- Twin/Single Bed
- Convertible Bed
- Entertainment
- Cable/Satellite TV
- DVD
- CD Player
- Private Hot Tub
- Private Pool
- Kitchen
- Full Kitchen
- Cooking Utensils Provided
- Dishwasher
- Microwave
- Ice Maker
- Catering Available
- Outdoor Features
- Gas/Electric BBQ Grill
- Deck/Patio
- Balcony
- Lanai
- Gazebo
- Communications
- Telephone
- Broadband Internet
- Other Amenities
- This estate home has 3 kitchens, on one the first floor, one on the third floor, and one in the estate guest cottage. The third floor of this home has a pent-house media center.
- Suitability
- Minimum Age Limit for Renters
- Smoking Not Allowed
- Activities (on site and nearby)
- Golf
- Tennis
- Shopping
- Sightseeing
- Restaurants
- Sailing
- Boating
- Parasailing
- Jet Skiing
- Swimming
- Snorkeling/Diving
- Windsurfing
- Biking
- Fishing
- Fitness Center/Gym
- Health/Beauty Spa
- Antiquing
- Cinemas/Movie Theaters
- Live Theatre
- Museums
- Other Activities
- This estate is located in the center of the heart of Old Town Key West Historic District - just one short street of the center of Duval St.
Rate Details (In US Dollars)
Winter: Dec 15-Apr 30 .. $1655/Night .. $9300/Week, Requires a 7 Night Minimum
Shorter Stays of 3 Nights Minimum Subject to Availability.
Shoulder: May 01-Aug 15 & Dec 01-Dec 14 .. $1575/Night .. $8800/Week
3 Night Minimum Available on Reservations Made Within 60 Days of Arrival.
Summer: Aug 15-Dec 01 .. $1325/Night .. $6800/Week, 3 Night Minimum.
Available Any time.
Holiday and Festival Rates Are 20% to 25% Higher. Please Call to Confirm Rates.
Note: Until confirmed, rates are subject to change without notice.
Credit Cards Accepted:




Property Photos
- Front view of the Grande Dame Key Estate Estate - Key West Vacation Rental
- View of pool and jacuzzi from 3rd floor Balcony - Key West Vacation Rental
- Living room and parlor on first floor of Main House - Key West Vacation Rental
- Elegant Victorian Front Parlor on 1st floor of Main House
Vacation Rentals by Owner Listing #139805
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This listing was first published here in 2007.
Date last modified - August 18, 2009

