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  • (305) 294-7358
Key West Time
December 17th
9:44am · 63°F

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

7BR 7BA ~ Weekly Rental
Sleeps 16

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, full dining room, and a fully renovated chef’s kitchen styled with granite counter tops, tile floors, and stainless steel appliances. The 2nd floor provides 3 bedrooms and 3 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 vintage wallpaper and offers 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 brand new (renovated in 2015) 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. It offers an entertainment area with large screen TV and lounging sofa, and a few steps up to the upper level are a cozy bedroom, an additional sleeping area, the kitchen and the bathroom. 

The 3rd floor bedroom is neatly tucked into an alcove.  It’s cozy, but becomes an adorable little intimate hideaway space when the double set of doors is closed. It offers a trundle bed that can be made as a king size bed or 2 twin beds. Outside the door, on the opposite side of the room, a 2nd trundle bed, that can also be made up as 2 twins or a king size bed, offers a 2nd 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.

special rates available

Dec 15- Dec 20
Nightly $1400
Weekly $7500

Jan 3- Jan 12
Jan 19- Jan 23
Weekly $8900
Nightly $1800

Jan 27- Feb 2
Six Nights $8590
Nightly $1800

view all specials

Dates Weekly Nightly Terms
Nov 24, 2018 - Dec 19, 2018 $6900$15905 night minimum
Dec 20, 2018 - Dec 28, 2018 $10825$20955 night minimum
Dec 29, 2018 - Jan 4, 2019 $12920$25005 night minimum
Jan 5, 2019 - Jan 11, 2019 $9475$21504 night minimum
Jan 12, 2019 - Jan 18, 2019 $9775$21504 night minimum
Jan 19, 2019 - Jan 25, 2019 $9775$21504 night minimum
Jan 26, 2019 - Feb 1, 2019 $10025$21505 night minimum - 'within' Sat/Sat Only
Feb 2, 2019 - Feb 15, 2019 $10925$21505 night minimum - 'within' Sat/Sat Only
Feb 16, 2019 - Feb 22, 2019 $11675$21505 night minimum - 'within' Sat/Sat Only
Feb 23, 2019 - Apr 19, 2019 $10925$21505 night minimum - 'within' Sat/Sat Only
Apr 20, 2019 - May 26, 2019 $9500$19004 night min. or 3 night min. 60 days prior to arrival.
May 27, 2019 - Jun 14, 2019 $8250$16504 night min. or 3 night min. 60 days prior to arrival.
Jun 15, 2019 - Aug 8, 2019 $9500$19005 night min, but 3-4 nights within 60 days
Aug 9, 2019 - Oct 19, 2019 $8250$16504 night min. or 3 night min. 60 days prior to arrival.
Oct 20, 2019 - Oct 26, 2019 $12795$26005 night minimum
Oct 27, 2019 - Nov 3, 2019 $8250$16504 night min. or 3 night min. 60 days prior to arrival.
Nov 4, 2019 - Nov 10, 2019 $9500$19005 night minimum
Nov 11, 2019 - Nov 22, 2019 $8250$16504 night min. or 3 night min. 60 days prior to arrival.
Nov 23, 2019 - Nov 29, 2019 $9500$19005 night minimum
Nov 30, 2019 - Dec 20, 2019 $7050$16504 night min. or 3 night min. 60 days prior to arrival.
Dec 21, 2019 - Dec 27, 2019 $11050$21505 night minimum
Dec 28, 2019 - Jan 3, 2020 $13145$26005 night minimum
Jan 4, 2020 - Jan 10, 2020 $9675$21504 night min. or 3 night min. 60 days prior to arrival.
Jan 11, 2020 - Jan 17, 2020 $9975$21504 night min. or 3 night min. 60 days prior to arrival.
Jan 18, 2020 - Jan 24, 2020 $9975$21504 night min. or 3 night min. 60 days prior to arrival.
Jan 25, 2020 - Jan 31, 2020 $10225$21505 night minimum - 'within' Sat/Sat Only
Feb 1, 2020 - Feb 14, 2020 $11125$21505 night minimum - 'within' Sat/Sat Only
Feb 15, 2020 - Feb 21, 2020 $11875$21505 night minimum - 'within' Sat/Sat Only
Feb 22, 2020 - Apr 18, 2020 $11125$21505 night minimum - 'within' Sat/Sat Only
Apr 19, 2020 - May 25, 2020 $9650$19004 night min. or 3 night min. 60 days prior to arrival.
May 26, 2020 - Jun 13, 2020 $8400$16504 night min. or 3 night min. 60 days prior to arrival.
Jun 14, 2020 - Aug 7, 2020 $9650$19005 night min, but 3-4 nights within 60 days
Aug 8, 2020 - Oct 18, 2020 $8400$16504 night min. or 3 night min. 60 days prior to arrival.
Oct 19, 2020 - Oct 25, 2020 $12995$26005 night minimum
Oct 26, 2020 - Nov 2, 2020 $8400$16504 night min. or 3 night min. 60 days prior to arrival.
Nov 3, 2020 - Nov 9, 2020 $9650$19005 night minimum
Nov 10, 2020 - Nov 21, 2020 $8400$16504 night min. or 3 night min. 60 days prior to arrival.
Nov 22, 2020 - Nov 28, 2020 $9650$19005 night minimum
Nov 29, 2020 - Dec 19, 2020 $7200$16504 night min. or 3 night min. 60 days prior to arrival.
Dec 20, 2020 - Dec 26, 2020 $11250$21505 night minimum
Dec 27, 2020 - Jan 2, 2021 $13345$26005 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, New Years, Key West Yacht Race Week, Thanksgiving, Power Boat Races, Mini-Lobster Season, Labor Day, Parrot Heads Meeting of the Mind, Biker's Poker Run, 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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