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  • (305) 294-7358
Key West Time
October 16th
11:33pm · 81°F

Grande Dame Key West - 'The Watson House' ~ Weekly Rental

7BR 7BA ~ Weekly Rental
Sleeps 14

Grande Dame Key West – (The Watson House) vacation rental estate is an impeccably detailed 3-story Classic Folk Victorian home with 7 bedrooms and 7 bathrooms. An award winning renovation of this stately Victorian mansion 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 mansion has kept the Watson name as homage to the original owners Susan and William Watson. Today this home is one of the most beautiful and unique licensed vacation homes of this size and stature on our island. It is the perfect place for the family or small corporate group with discerning tastes. Located right in the heart of Old Town Key West's historic section of beautifully restored 19th century mansion homes, this vacation rental is situated in the 500 block of Simonton Street, just steps away from famous Duval Street. From here you can easily walk to all features in the historic island village.

Interior Layout:

The interior of this wooden vernacular Victorian home provides 3 stories of living space. The 1st  floor is comprised of a traditional Victorian parlor style living room, 'game-room' style family room, dining room, and a kitchen styled with granite counter tops, tile floors, and stainless steel appliances. The 2nd floor provides 4 bedrooms and 4 bathrooms. The 3rd floor is configured as a penthouse style suite with den, and its own bathroom and kitchenette.

1st Floor: Ceilings throughout the 1st floor are an impressive 12+ feet height and the original ceiling architectural detail still exists. There are two bedrooms and two full bathrooms on the 1st floor. One bedroom provides an en-suite bathroom, and is done up in a charming New Orleans style, with a fashionable metal queen size 4-poster bed. The 2nd  bedroom on the 1st floor, is set in the original mansion ‘sun room,’ a beautiful architectural space complete with Cuban tile floors, and provides a king size bed. The bathroom for the 2nd bedroom is located just steps from the bedroom.

2nd Floor: The graceful 1890’s banister staircase topped with elegant chandelier, leads to the 2nd  floor to 4 more bedrooms and 4 bathrooms.  All bedrooms on the 2nd floor are styled differently. The spacious front bedroom has a queen size bed and French doors that open to a porch that spans the entire width of the home with a beautiful view overlooking historic Simonton Street. The west side bedroom features a queen size pencil-style four poster bed off-set with knotty pine wainscoting, original Dade pine planked wood floors, and large sash windows to let in plenty of sun light. 

The east side bedroom is in honor of Susan Watson, and features wicker furnishings and a king size bed. The back bedroom is more modern, offering a king size bed and double sets of French doors leading to a large covered terrace with a dramatic down-look view of the courtyard garden, and swimming pool below.

3rd Floor: Moving up to the 3rd floor, we find a beautiful private split-level ‘pent-house style’ suite with lounging sofa, large screen TV, small kitchen, bedroom, an additional sleeping space, and a full bathroom. Since the upper level of the 3rd floor also provides all these amenities on a private floor, it is an ideal place for a couple who are traveling with a group to find a private “love nest.”

The focus of the space is the media area with lounging sofa and large screen TV on the first level. The scene is set with beautiful hardwood floors. It is built-out to feel spacious with soaring ceilings that are set right up next to the roof line. Double sets of French doors lead to a private verandah and the additional height from the 3rd floor captures even a more dramatic view from the terrace outside that overlooks the courtyard garden swimming pool below.

A split-level floor plan inside gives it added character and dimension. The 3rd floor offers 1 king size bed, on the second level, above the entertainment/lounge area, and 2 trundle beds ( or 4 twin beds) to provide additional sleeping space.  


An added feature of the house, is the exterior switchback staircase that starts at ground level from the back yard and leads to 2nd and 3rd floors. Both the 2nd and 3rd floor offer a verandah that expands the width of the house in the back.

One of the nicest features of the back yard is the expansive ground level sun deck and swimming pool scene that connects via French doors to the kitchen. This creates an ideal setting to move comfortably between the deck and kitchen for pool - side dining and entertaining. The back yard grounds are completely fenced for private pool-side lounging and sun bathing.

If your group grows, it’s possible to rent this home in combination with the villa next door - "Villa Nouveau".  The "Villa Nouveau" vacation rental is situated at the southeast corner and the rear of the grounds Grande Dame Key West – The Watson House estate.  It is made private with wooden privacy walls between the properties and a separate entrance on the extreme south side of the grounds just beyond the parking area. When rented in its entirety, it is offered as an exclusive vacation rental compound we call, The Meeting Point – Key West. If you are looking to accommodate a larger group, renting the 4 bedroom villa and 7 bedroom main estate home provides one of the most unique and beautiful private vacation rental properties in Key West.  

The front of the home has beautiful curb appeal with large front porches on the first and second floor that overlook the estate neighborhood of Simonton Street, expansive brick driveway courtyard, and private off street parking. An historic wrought iron fence graces the front of the property.



Bedding Summary:

• 1st Floor - 1 king size bed, 1 queen size bed - See Floor Plan Here

• 2nd Floor- 2 Queen size beds, and 2 King size beds - See Floor Plan Here

• 3rd Floor – 1 king, 2 trundle beds (can be made to 4 twin beds or 2 king beds) - See Floor Plan Here

Amenities: Upscale renovation. pool (optional heat), large pool deck, gardens, covered terraces, expansive porches, and privacy fences. Fully equipped kitchen, central a/c, cable TV’s, washer / dryer. Linens and towels are provided. Private off- street parking for 2 compact cars. Maid service can be scheduled.

Activities: Ideal place to relax with family and friends, but if you’re looking for more active fun, you’re never more than a short stroll to international restaurants, shopping, spas, museums, famous bars, art galleries, night life, Key West Historic Seaport, boating, diving, family activities, and the beach.  Heart of Key West's designated historic district. Walk to all Old Town features, no need for a car. Just one short street from Duval St. Conveniently located to Fausto’s Fine Food Palace local gourmet grocery store with excellent wine selection, sushi deli, and butcher.

Area: An historic tree-line residential - commercial street in the tiny section of Key West is in the “island urban” area. When you stay in this tiny district it’s amazing how much there is to see on each street. The mid-section of famous Duval Street in Old Town Key West grew up as the central downtown area. The original city infrastructure was built here in the 1800’s to create a diverse array of shopping, offices, entertainment, restaurants, bars, hotels, and churches, and these features are still offered in a modernized mode. From this area you can walk to the Mallory Square Sunset Celebration in 10 to 15 minutes.

Restrictions: Smoke free property. While this property is ideal for families and groups to unite,it is not suitable for staging loud parties. Absolutely no pets please. We do not accept guests less than 25 years of age unless accompanied by a family group or guardian.

Book Direct For The Best Price Guaranteed

Dates Weekly Nightly Terms
Oct 2, 2021 - Oct 21, 2021 $9165$1767.754 night min. or 3 night min. 60 days prior to arrival.
Oct 22, 2021 - Oct 31, 2021 $14100$2417.257 night minimum
Nov 1, 2021 - Nov 6, 2021 $9165$1767.754 night min. or 3 night min. 60 days prior to arrival.
Nov 7, 2021 - Nov 14, 2021 $10540$1882.257 night minimum
Nov 15, 2021 - Nov 19, 2021 $9165$1767.754 night min. or 3 night min. 60 days prior to arrival.
Nov 20, 2021 - Nov 28, 2021 $10540$1882.257 night min. or 3 night min. 60 days prior to arrival.
Nov 29, 2021 - Dec 17, 2021 $7830$1734.004 night min. or 3 night min. 60 days prior to arrival.
Dec 18, 2021 - Dec 25, 2021 $12280$2193.007 night minimum
Dec 26, 2021 - Jan 2, 2022 $14510$2487.507 night minimum
Jan 3, 2022 - Jan 14, 2022 $12190$2438.004 night min. or 3 night min. 60 days prior to arrival.
Jan 15, 2022 - Jan 21, 2022 $12190$2351.004 night min. or 3 night min. 60 days prior to arrival.
Jan 22, 2022 - Jan 28, 2022 $12525$2415.755 night minimum - 'within' Sat/Sat Only
Jan 29, 2022 - Feb 18, 2022 $16320$2914.505 night minimum - 'within' Sat/Sat Only
Feb 19, 2022 - Feb 25, 2022 $17220$2952.005 night minimum - 'within' Sat/Sat Only
Feb 26, 2022 - Apr 17, 2022 $16320$2914.505 night minimum - 'within' Sat/Sat Only
Apr 18, 2022 - May 29, 2022 $12915$2306.254 night min. or 3 night min. 60 days prior to arrival.
May 30, 2022 - Jun 10, 2022 $11950$2304.754 night min. or 3 night min. 60 days prior to arrival.
Jun 11, 2022 - Aug 7, 2022 $13690$2444.755 night min, but 3-4 nights within 60 days
Aug 8, 2022 - Sep 30, 2022 $11075$2452.504 night min. or 3 night min. 60 days prior to arrival.
Oct 1, 2022 - Oct 20, 2022 $11950$2304.754 night min. or 3 night min. 60 days prior to arrival.
Oct 21, 2022 - Oct 30, 2022 $18370$3149.257 night minimum
Oct 31, 2022 - Nov 5, 2022 $11950$2304.754 night min. or 3 night min. 60 days prior to arrival.
Nov 6, 2022 - Nov 13, 2022 $13740$2453.757 night minimum
Nov 14, 2022 - Nov 18, 2022 $11950$2304.754 night min. or 3 night min. 60 days prior to arrival.
Nov 19, 2022 - Nov 26, 2022 $13740$2453.757 night min. or 3 night min. 60 days prior to arrival.
Nov 27, 2022 - Dec 16, 2022 $10210$2261.004 night min. or 3 night min. 60 days prior to arrival.
Dec 17, 2022 - Dec 25, 2022 $16005$2858.257 night minimum
Dec 26, 2022 - Jan 2, 2023 $23640$4052.757 night minimum

Additional Notes:

  • High Season generally requires a 7 night minimum stay. Shorter stays of 3 - 5 nights may be available within 60 days of your arrival date or in special situations. Certain dates may not be available if they minimize optimal booking for the property's reservation calendar. Please contact us to inquire about stays less than 7 nights.
  • Shoulder and Low Season is a 3 - 5 night minimum available on reservations made within 60 days of arrival May through mid-August. From mid-August through mid-December, 3 - 5 night minimum stays are available any time.
  • Short Stays are available if there are open nights that are less than the minimum stay, shorter stays may be possible depending on the property. Please contact us to inquire.
  • Holiday, Festival, and Event Rates are 20% to 25% higher. These include, but are not limited to: Fantasy Fest, Thanksgiving, Christmas, New Years, Power Boat Races, Mini-Lobster Season, Labor Day, Parrot Heads Meeting of the Mind, 4th of July, Easter. A 7 night minimum stay is required for most major holidays, festivals, and events.

Rates and Terms are subject to change without notice. Above rates do not include taxes and fees. Click here for more details on additional fees. Please contact us for specific pricing and to confirm rates. Rates in US Funds. (305) 294-7358 Ext 1 -

Apply here for Travel Guard Trip Cancellation and Interruption Insurance.

VHKW offers promotional specials for purchasing trip insurance for stays between Aug 10 and Oct 20. Please call for more details.

  • 1st Floor - 1 king size bed, 1 queen size bed
  • 2nd Floor - 2 Queen size beds, and 2 King size beds
  • 3rd Floor – 1 king bed, 2 trundle beds (can be made to 4 twin beds or 2 king beds)
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