Book Direct. Book Local. Discover professionally managed vacation rentals from trusted local experts.
Find your vacation rental
Search destinations, vacation rentals, or local property managers

Watson House Grand Estate Vacation Rental With 2 Pools

Home Rental in Key West Florida

House vacation rental in Key West with 11 bedrooms across a mansion and villa, two pools with jacuzzi jets, and a central Old Town location near Duval St, the seaport, and historic streets.

Book Direct
Rent Key West Vacations
Connect directly with the local vacation rental manager.
Rates from
$1,800 / night
Additional fees may apply
Book Direct
Rental overview

Why You'll Love This Rental

Watson House Grand Estate is an 11-bedroom, 11-bath home in Key West’s Historic District, set on the waterfront and near a beach. Sleeping up to 22 across 4,595 square feet, the estate is arranged as two separate residences—the Mansion and the Villa—connected by outdoor living space and two private pools. This setup supports larger stays while still offering distinct areas for privacy, with off-street parking for three vehicles.

The 1840s three-story Mansion includes multiple gathering rooms, a full kitchen with granite counters and stainless-steel appliances, and bedrooms spread across all floors, including a private split-level third-floor suite with its own media area, small kitchen, and balcony. Between the buildings, a large sun deck creates space for grilling and poolside dining, and the pool can be heated in cooler months. The Villa adds an open-concept living/dining/kitchen layout, travertine floors, and ensuite bedrooms, plus an L-shaped pool with jacuzzi jets and a covered deck with a long granite bar-top.

Good fit for
Group and Reunion Family Vacations
Two-home estate Includes a Mansion and a Villa with 11 bedrooms, 11 baths, and separate entrances.
Two private pools Outdoor space includes two private pools, including an L-shaped pool with jacuzzi jets.
Sleeps 22 Sleeping setup includes 9 kings, 1 queen, and 3 twins for up to 22 guests.
Historic District setting Located in Key West’s Historic District on the waterfront and near a beach.
Off-street parking Three off-street parking spaces: two at the Mansion and one at the Villa.
At a glance

Property Highlights

Waterfront - OceanLocation Setting
Near a BeachBeach Access
11 BedroomsBedrooms
11 Full BathroomsBathrooms
Sleeps 22Guest Capacity
4595 sq. ft.Living Space
Pool (Private)Pool
Internet AccessInternet
TelevisionTelevision
YesAir Conditioning
YesWasher / Dryer
Location & nearby Explore the Area

The estate is in Key West, Florida, within the Historic District and set on the waterfront (ocean). The listing notes it is near a beach. The property is described as close to Duval Street, the seaport, and Old Town offerings, providing a central base for exploring the surrounding area while still having a private outdoor deck and pool areas on-site.

Plan your stay

Rates & Availability (USD)

Rates from
$1,800 per night
2-day minimum stay
Check current rates & availability

Live booking details are maintained by Rent Key West Vacations.

Check Availability

Availability Calendar

Use the calendar as a guide, then confirm current availability directly with the manager.

Available Booked
About this rental

About This Rental

Watson House Grand Estate combines two residences—the Mansion and the Villa—into one 11-bedroom, 11-bath estate that sleeps 22. Located in Key West’s Historic District, it is set on the waterfront and listed as near a beach. The layout is designed for larger groups who want shared outdoor space while still having separate indoor zones.

The 1840s Mansion is a restored three-story Victorian home with original high ceilings and multiple common areas, including a front living room, a family game room, dining room, and a kitchen with granite countertops and stainless-steel appliances. Bedrooms are distributed across floors, including two on the first level. Upper floors add additional ensuite bedrooms, balconies, and a third-floor split-level suite with its own media area, small kitchen, and a full bath with skylights. An exterior back staircase provides access to the second and third floors.

Between the Mansion and Villa is a large sun deck and the first of two private pools, set up for lounging, grilling, and poolside dining; the pool may be heated during cooler months. The Villa sits at the rear corner of the pool area and has its own front entrance, with an open-concept living/dining/cooking space, granite counters, and top-of-the-line appliances and fixtures. All Villa bedrooms are ensuite, and the outdoor area includes an L-shaped pool with jacuzzi jets and a covered deck with a long granite bar-top.

Sleeping arrangements include 9 king beds, 1 queen bed, and 3 twin beds. Practical amenities include air conditioning, washer/dryer, internet access, towels/linens, and three off-street parking spaces (two at the Mansion and one at the Villa).

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- 4 King
3rd Floor – 1 King, 1 Twin

Villa Bedding
2 King, 1 CA King, 2 Twin beds (which can be made into a King)

Please note that all vacation rentals with four or more bedrooms have a 4pm check in time.

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.
Before you book

Vacation Rental Policies

Check In

4:00 PM

Check Out

10:00 AM

Other Policies

HOUSE RULES
The following rules are a condition of this rental:

* MAXIMUM OCCUPANCY: Guest agrees to the maximum number of occupants previously stated and to register all occupants and visitors at the time the reservation is made. If there are any changes or substitutions in occupancy, RKWV must receive immediate notice.


* OCCUPANTS: No occupants under the age of 25 are allowed unless accompanied by a parent or other legal guardian. Non-compliance with this provision will result in denial of occupancy and forfeiture of all monies paid to date.

* QUIET HOURS: Guest and their visitors SHALL NOT DISTURB neighbors with loud noise, music or unlawful, unsafe or pollution-causing behavior. Should you allow or participate in any such use or behavior between the hours of 10PM to 7AM you will be asked to leave and will forfeit the remainder of your rental fee and deposit.

* SUBLETTING: Guest shall not sublet Property or allow anyone to share the Property without RKWV’s prior written consent.

* UNAUTHORIZED LATE CHECKOUT: Guest agrees to pay a late checkout fee of 1/3 of the daily rate per hour after 10AM UNLESS approval in writing for late checkout has been obtained from RKWV.

* KEYS: Unreturned keys and gate access devices will be assessed at a minimum of $25.00 per set or the higher amount set by a condominium/homeowners association for common area keys and/or gate access devices, currently as high as $250 per item.

* SMOKING / VAPING: Smoking and vaping is prohibited inside all rental units. Smoking and vaping is also prohibited in the Duval Square public areas. Anyone wishing to smoke needs to walk to the any of the sidewalks adjacent to the property. A fine of $750 will be charged against damage deposit or Guest credit card for anyone found in violation.

* NO GLASS IN OR AROUND THE POOL: Glass of any kind is not allowed inside or around the pool area. In the event that glass breaks in or around the pool, the pool will need to be drained and cleaned. If this occurs you must immediately notify the property manager. Draining and cleaning of the pool is valued at over $500

* CONDO / HOA RULES: Guest agree to abide by any condominium or homeowners association rules & regulations and sign any applications as required to seek association approval, where applicable. La Brisa, Beach Club and 1800Atlantic Condominiums require the completion of a registration form as a condition of rental.

* PETS: Pets are NOT ALLOWED unless prior arrangements have been made with RKWV. A pet fee will be charged as a condition of this authorization. Individual owners set the rules on pets for their individual property. All pet owners agree to pick up and properly dispose of pet waste regardless of pet designation. Guests found violating this, will be levied up to a $500 penalty.

* SERVICE ANIMALS: Rent Key West Vacations is ADA-compliant in offering accommodations to guests traveling with a service animal. Please let us know at the time of your reservation that you are traveling with a service animal and be prepared to provide information regarding the task the animal is trained to perform.

* EMOTIONAL SUPPORT ANIMALS: While Emotional Support Animals can be important travel companions, our properties do not make exceptions for Emotional Support Animals at non-pet friendly properties. If your trained animal is required due to a disability, please see Service Animals above.

* COMPLAINTS AND MAINTENANCE: RKWV will make all reasonable efforts to keep the property and facilities located within the property in good working order, with all inventories in a reasonably sufficient amount. In the event there is a maintenance problem with any of the facilities located within the property; the owner will take all reasonable steps to repair the problem as soon as possible after being notified in writing. No refund or rate adjustment will be made for unforeseen mechanical failures such as the supply of electricity, water, pool, air conditioning, television, appliances, etc. it is the guests responsibility to report any problems or damage immediately to RKWV. No refund or rate adjustment will be made for any construction projects being done in the neighboring houses, condos or townhomes.

* CARE OF PROPERTY: Guest is responsible for the care of the rented property and furnishings and to maintain the premise in a neat and sanitary condition. Guest will leave property in the same condition as at check-in, including furniture placement. All damage must be reported immediately.

* NEGLIGENCE: Guest shall be responsible for all conditions caused by negligent or wrongful act or omission of the Guest, including but not limited to any and all damage and to the Property. Guest agrees that RKWV may deduct charges for any damage, excessive cleaning fees or agreed fees from your damage deposit or by seeking other legal remedies. Deposits will be refunded as soon as all applicable bills have been received by RKWV.

* ACKNOWLEDGEMENTS: Guest acknowledges and agrees on guest behalf and on the behalf of all of guest’s family members, visitors, guests, and any other third parties occupying or using all or any part of the property that RKWV and property owner are in no way responsible for any personal injury or bodily harm that may occur for any reason whatsoever on the property including swimming pools/spa facilities. RKWV is not responsible for any damage or loss for any reason incurred by any of the aforementioned guests who may be present on the property. The guest hereby agrees to defend, indemnify and hold harmlessRKWV, and its employees and agents, from and against all claims, causes of action, lawsuits, damages, liabilities, and expenses (including reasonable attorneys’ fees) as may be incurred by indemnified parties because of guest failure to comply and/or cause the compliance of guests aforementioned acquaintances with the terms and conditions of this agreement.

* DRUGS AND HAZARDOUS MATERIALS: The guest, guest’s family, visitors, guests, and other members of such guests group are strictly prohibited from using or bringing onto the property any illegal substances, flammable fluids, explosives or other items deemed hazardous to, life, limb, or property, as determined by RKWV.

* PROPERTY FOR SALE: IF this property is for sale, Guest agrees to showings "by appointment only".

* PROPERTY USAGE: Guest agrees to use the property for residential accommodations use only. No special events, parties, commercial filming is permitted unless expressly granted in writing by the property owner.

All Packages can be delivered to our rental office and available for pickup 7 days a week from 9 am 5 pm.
YOURNAME
℅ Rent Key West Vacations
1075 Duval Street Suite C-11
Key West, FL. 33040.

Things to enjoy

Activities and Special Interests

This property provides access to the following activities and special interests:

Beach
Biking
Boating
Fishing
Golfing
Ocean
Hiking
Spa
Wind Surfing
Kayaking
Scuba Diving
Sailing
Family Vacations
Group and Reunion
Canoeing
Fly Fishing
Deep Sea Fishing
Surfing

Other Activities and Special Interests

Marinas
Boat Rentals & Excursions
Museums
Key West Aquarium
Paddle Boarding
Dolphin Watching
Banana Boat Riding & Water Tubing
Ocean Waterpark & Challenge Course
Kite Boarding
Pickleball
Tennis
Banks
Grocery Stores
Public Parks & Beaches
Key West Historic Seaport
Key West Tropical Forest & Tropical Garden
Skydiving
Southernmost Point Buoy
Dry Tortugas National Park & Fort Jefferson
Fort Zachary Taylor State Park & Beach
Sunset Celebration at Mallory Square
The Florida Reef - N. America’s only living coral barrier reef
Key West Marine Park stretching from Higgs Beach to South Beach
The Key West Butterfly & Nature Conservatory
Dining Out
Live Theater
Concerts & Entertainment
Food Tours
Ghost Tours
Pub Crawls
Your reservation guest portal will provide details
Paint & Sip Art Classes
Bird Watching
Eco Tourism
Shopping
Fitness Centers
Hospital
Laundromats
Jet Skiing
Para-sailing
Snorkeling
Swimming
Historic
Sports Activities
Tourist Attractions
What's included

Property Amenities

Featured Amenities

Air Conditioning
Internet Access
Grill
Television
Dishwasher
Washer/Dryer
Pool (Private)

Property Features

Towels/Linens
Microwave
Refrigerator
Toaster
Stereo
Parking
Hair Dryer
Oven
Balcony

Other Property Amenities

Hangers
Kitchen
Shampoo
Body Wash
Dishes & Silverware
Fire Extinguisher
Hot Water
Smoke Detector
Babysitter Recommendations
Bathtub
Cooking Basics
Not Necessary
Essentials
Free Parking
Living Room
Garden or Backyard
Iron & Ironing Board
Patio or Balcony
Private Entrance
Private Living Room
Historic District
Deck Patio Uncovered
Fenced Yard
Dining table
Coffee Maker - Kcup and Drip
Helpful details

Frequently Asked Questions

Watson House Grand Estate is located in Key West, Florida.

Watson House Grand Estate accommodates up to 22 guests.

11 Bedrooms and 11 Full Bathrooms.

The listed beach access for Watson House Grand Estate is Near a Beach.

Yes. The property lists Pool (Private).

The property lists a 2-night minimum stay.
Local management

Professionally Managed By

Rent Key West Vacations
In business since 1996
View Manager Profile

Questions about this rental?

Connect directly with Rent Key West Vacations for current rates, availability, and local assistance.

Contact Reservations and Guest Services at Rent Key West Vacations
Daytime Phone Evening Phone
Property reference
#161800 · Watson House Grand Estate
Keep exploring

Similar Rentals from Rent Key West Vacations

More rentals from the same manager, prioritized by location, property type, size, and setting.