WATSON HOUSE GRAND ESTATE on Simonton St

Key West, Florida
$3092 avg/night Minimum Stay 1 Nights
Bed 11

Bed

Bath 11

Bath

Home Private Vacation Home

Property Type

Sleep 22

Max Sleeps

Night 1 nights

Min Stay

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.

Mansion Bedding
1st Floor - 1 King, 1 Queen
2nd Floor- 2 King, 2 Queen
3rd Floor – 1 King

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.

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  • Feature Features
  • Map Map
  • School District Rates & Availability
  • Review Review

Feature Features

  • PETS

    No Pets Allowed
  • DINING

    Dining Table
  • SAFETY

    Carbon Monoxide Detector Not Reported (host Has Not Indicated Whether There Is A Carbon Monoxide Detector On The Property; Consider Bringing A Portable Detector) Smoke Detector Not Reported (host Has Not Indicated Whether There Is A Smoke Detector On The Property)
  • BEDROOM

    11 Bedrooms Bed Sheets Provided
  • GENERAL

    Unit Size: 4595 Sq Ft (427 Sq M)
  • KITCHEN

    Coffee/tea Maker Cookware/dishes/utensils Dishwasher Microwave Oven Refrigerator Toaster
  • LAUNDRY

    Laundry Facilities Near Laundromat Washing Machine And Dryer
  • PARKING

    Car Not Required Onsite Parking
  • INTERNET

    Free WiFi
  • OUTDOORS

    Balcony Barbecue Grill Fenced Yard Garden
  • POOL/SPA

    Heated Pool Private Pool
  • BATHROOMS

    11 Bathrooms Hair Dryer Towels Provided
  • LANGS SPOKEN

    English Spanish
  • THINGS TO DO

    Ecotours Nearby Fitness Facilities Nearby Hiking Nearby Hiking/biking Trails Nearby Jet Skiing Nearby Marina Nearby Power Boating Nearby Swimming Nearby Whale Watching Nearby Windsurfing Nearby
  • ENTERTAINMENT

    Arcade/game Room Stereo TV With Cable/satellite Service
  • LIVING SPACES

    Living Room
  • CLIMATE CONTROL

    Air Conditioning
  • LOCATION HIGHLIGHTS

    In A Village In The City Center Near A Health Or Beauty Spa Near A Hospital Near A Zoo
  • SERVICES AND CONVENIENCES

    Iron/ironing Board
  • SUITABILITY/ACCESSIBILITY

    Hardwood Flooring In Public Areas If You Have Requests For Specific Accessibility Needs, Please Contact The Property Using The Information On The Reservation Confirmation Received After Booking. Smoke-free Property

CheckIn Check-in : 04:00 PM CheckOut Check-out : 10:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 22

Map Map

School District Rates & Availability

Review Review

  • Stan W.

    Submitted Aug 14, 2025

    Stayed Aug 9, 2025

    Great property, very convenient to a lot of stores, restaurants, nightlife, etc. Would definitely go back.

  • Meri G.

    Submitted Aug 7, 2024

    Stayed Jul 20, 2024

    Had a nice stay, but would like to recommend for future renters: - Mop all floors; we left shoes outside, but feet were very dirty shortly after walking around. - Lots of knives, but none were sharp. - Any chance an outdoor shower could be put in one of the spaces where there were 3 each (?) of washers/dryers? - Need more dish towels as well as glassware, silverware and plates; the house is supposed to hold 22 people, but there were barely enough of those for our 16 guests. - Third floor door was broken when we arrived; couldn’t close it. - A fridge with an ice maker or a separate ice machine would be great. - Need manual on how to get dishwasher started; very difficult to operate. Also couldn’t read the temps on the stove very well. - There are many loose boards around the pool deck that made it hazardous to walk around the pools. We’ve rented through VRBO many times, and I don’t usually give negative reviews; but I feel the owner/Rent Key West need to know any issues for future renters.

  • Elizabeth F.

    Submitted Jun 25, 2024

    Stayed Jun 15, 2024

    This property worked very well for our large group of 20. We loved the fact that the rooms had their own bathrooms. The younger crowd had a great time in the villa. We all enjoyed the pool and grill area. One of the best things was the location. We did rent golf carts but we could easily walk many place too. We had a great trip and were a sad to leave. Thanks

  • Melainie M.

    Submitted Apr 11, 2024

    Stayed Mar 23, 2024

    This house was perfect for our group. We had all ages and the houses ability to sleep a group of 22 was fantastic. Beds were extremely comfortable and bathrooms were very nice. The house looks exactly as pictured—it is high end! But the location was by far the best: walking distance to nearly everything. We rarely used our cars other than to go to Hog Fish and instead relied on golf carts and bikes to go to the beach and Upper Duval. The only thing to keep in mind is that the kitchen is small by normal standards so you won’t want to make more than a quick breakfast or snacks at home. The grill is pretty small as well. However, given its location, you don’t need to cook anything! Overall great experience and vacation was had by all.

  • Brian T.

    Submitted Mar 18, 2024

    Stayed Mar 7, 2024

    We really had a good time and it was amazing to find a house that support 11 couples. The location was excellent for walking to all locations in old town. The house is old and while modernized awhile ago, it still has a old house feel. The only negative feedback is it does need some maintenance. (i.e. pool deck has many warped boards, one refrigerator didn't get very cold, an exhaust fan didn't work). However, I recommend to anyone in a large group, as I'm not sure you can do much better on the island.

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Total

Includes taxes and fees
$3,092+
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