Top 10% of guest reviews in this areaTop 10% of guest reviews in this area
Situated in the heart of the city, this vacation home features 11 bedrooms and 11 bathrooms, accommodating 22 guests. Enjoy birdwatching, snorkeling, and tubing nearby. The property includes a patio for outdoor relaxation. Explore Duval Street and the San Carlos Institute - Casa Cuba in the area.
Highlights
Striking property design
Guests love the distinctive architecture.
Arcade/game room
A rare find - fun for all ages with on-site arcade/game room.
At the center of it all
Stay in a top rated central location, steps from the best attractions, dining, and entertainment.
Discover nearby landmarks
Near Duval Street
11 bedrooms11 bathroomsSleeps 22
Popular amenities
Private pool
Patio
Barbecue grill
Arcade/game room
Onsite parking available
Air-conditioning
Explore the area
Key West, FL
Duval Street
Place, Duval Street
2 min walk
Ernest Hemingway Home and Museum
Place, Ernest Hemingway Home and Museum
9 min walk
Key West Lighthouse and Keeper's Quarters Museum
Place, Key West Lighthouse and Keeper's Quarters Museum
9 min walk
Key West, FL (EYW-Key West Intl.)
Airport, Key West, FL (EYW-Key West Intl.)
11 min drive
Rooms & beds
11 bedrooms (sleeps 22)
Bedroom 1
1 King Bed and 1 Single Bed
Bedroom 2
1 King Bed
Bedroom 3
1 King Bed
Bedroom 4
1 King Bed
Bedroom 5
1 King Bed
Bedroom 6
1 Queen Bed
Bedroom 7
1 King Bed
Bedroom 8
1 King Bed
Bedroom 9
1 King Bed
Bedroom 10
1 King Bed
Bedroom 11
2 Single Beds
11 bathrooms
Bath 1 Ensuite
Bath 2 Ensuite
Bath 3 Ensuite
Bath 4 Ensuite
Bath 5 Ensuite
Bath 6 Ensuite
Bath 7 Hall
Bath 8 Ensuite
Bath 9 Ensuite
Bath 10 Ensuite
Bath 11 Ensuite
Spaces
Deck or patio
Kitchen
Balcony
Garden
About this property
WATSON HOUSE GRAND ESTATE on Simonton St
The Grand Estate is comprised of the Mansion and the Villa offering 11 bedrooms and baths. It is ideal for family gatherings or intimate corporate getaways. It is steps away from Duval ST, the seaport and everything old town has to offer.
The 1840's Mansion is a lovingly restored and renovated 3 story Victorian home with 7 bedrooms and bathrooms. Interior painting and some additional redecorating projects were recently completed and new furnishing were added.
Upon entering, notice the beautiful, 12’ high original ceilings. There is a front living room, a family game room, dining room, and a kitchen featuring granite counter tops and stainless-steel appliances. There are also 2 bedrooms and baths on the first floor.
The New Orleans themed bedroom has a four poster queen bed. The bathroom is ensuite and has a tub/ shower combo with a dramatic high tiled archway above. The original solarium is home to a unique bedroom with Cuban tile floors and an ample king bed. The bathroom is nearby and has a tiled walk-in shower.
The banister from the 1890’s and beautiful chandelier guide you up the staircase to the 4 bedrooms and 4 bathrooms on the 2nd floor. The front bedroom has a queen bed and French doors leading to the balcony that spans the width of the house and offers a view of the historic streetscape below. The ensuite bathroom is finished in tile and has a walk-in shower. The west bedroom offers a pencil-style four poster queen bed. The room has original Dade County Pine wood planked floors and large windows. The bathroom is ensuite with a tiled walk-in shower. The east bedroom contains a king bed and features island style wicker furnishings. The ensuite bathroom has a tiled walk-in shower. The back bedroom has a modern aesthetic with a king bed and two sets of French doors leading to the balcony overlooking the outdoor living space and pool. The ensuite bathroom has double sinks and a tiled walk-in shower.
The third floor offers a unique, private, split-level suite with its own media area, small kitchen, bedroom with a king bed, and a full bathroom. The suite has beautiful hardwood floors and offers a private balcony with a view of the pool area. The bathroom’s two skylights are a unique feature bringing in the natural light and one is actually above the walk-in tiled shower. A bonus privacy and safety feature of this house is an exterior back staircase to the second and third floors.
Between the Mansion and the Villa lies a large sun deck and the first of 2 pools. This area is perfect for lounging, grilling and poolside dining. The pool may be heated in the cooler months and delightfully refreshing during the rest of the year.
The Villa is located at the rear corner of the pool area. Those staying here may also park and enter and exit through the villa's front entrance. The Villa’s soothing color palate welcomes you with warm sand tones and relaxing hues of blue. The design is a balance of modern furnishings with some leather and wood. The beautiful travertine marble floors are laid throughout the house. The open concept living, dining and cooking offers a kitchen with sleek wooden cabinets, granite counter tops, top-of-the-line appliances and fixtures.
All of the bedrooms are ensuite; 3 have king beds and 1 has 2 twins which can be made into a king. The bathrooms in the king rooms have walk-in, tiled showers and the bedroom with the twins offers a bathtub with in-tub tiled shower.
The L shaped pool with jacuzzi jets curves around to a covered deck with a long granite bar-top with seating which also provides the perfect place for arranging a poolside buffet.
Villa Bedding 2 King, 1 CA King, 2 Twin beds (which can be made into a King)
Parking: Three off-street parking spaces; 2 at the mansion and 1 at the villa.
There may be times when scheduling allows for the rental of the Mansion or the Villa individually. The gate between the properties is closed and locked making each home separate and private.
Add dates for prices
Have a question?
AI iconBetaBeta
Get instant answers with AI powered search of property information and reviews.
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has not indicated whether there is a smoke detector on the property
Safety features at this property include a fire extinguisher
About the area
Key West
Located in Key West, this holiday home is in the city centre. Ernest Hemingway Home and Museum and Fort Zachary Taylor Historic State Park are notable landmarks, and the area's natural beauty can be seen at Florida Keys Beaches and South Beach. USCGC Ingham Maritime Museum and The Kite House are also worth visiting. Discover the area's water adventures with jet skiing and kayaking nearby, or enjoy the great outdoors with hiking and cycling.
Ernest Hemingway Home and Museum - 9 min walk - 0.8 km
Key West Lighthouse and Keeper's Quarters Museum - 9 min walk - 0.8 km
South Beach - 14 min walk - 1.2 km
Southernmost Point - 15 min walk - 1.3 km
Getting around
Key West, FL (EYW-Key West Intl.) - 13 min drive
Restaurants
Margaritaville - 4 min walk
Wendy's - 5 min walk
Mangoes Restaurant - 4 min walk
Kermit’s Key West Key Lime Shoppe - 5 min walk
Kaya Island Eats - 4 min walk
Frequently asked questions
Does WATSON HOUSE GRAND ESTATE on Simonton St have a pool?
Yes, this property has a pool. Pool types include heated pools.
How much does it cost to stay at WATSON HOUSE GRAND ESTATE on Simonton St?
As of 1 Sept, 2026, prices found for a 1-night stay for 2 adults at WATSON HOUSE GRAND ESTATE on Simonton St on 14 Dec, 2026 start from S$18,754, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
Is WATSON HOUSE GRAND ESTATE on Simonton St pet-friendly?
No, pets are not allowed at this property.
How much is parking at WATSON HOUSE GRAND ESTATE on Simonton St?
On-site parking is available at the property.
What time is check-in at WATSON HOUSE GRAND ESTATE on Simonton St?
Check-in begins at 4:00 PM.
What time is check-out at WATSON HOUSE GRAND ESTATE on Simonton St?
Checkout is at 10:00 AM.
Where is WATSON HOUSE GRAND ESTATE on Simonton St located?
Located in Old Town Key West, this holiday home is within a 10-minute walk of Duval Street, Florida Keys Beaches and Ernest Hemingway Home and Museum. Mallory Square and South Beach are also within 1 mile (2 km).
About the host
Hosted by Rent Key West Vacations
Languages:
English, Spanish
Premier Host
They consistently provide great experiences for their guests