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Luxury Residence in Old Town Key West w Pool

Photo gallery for Luxury Residence in Old Town Key West w Pool

A two-story colonial-style building with a balcony, surrounded by lush tropical vegetation and a clear blue sky.
A two-story white house with a balcony, surrounded by tropical plants and an American flag.
A white two-story house with a balcony, surrounded by lush greenery and an American flag.
A two-story house with a white exterior, numbered 522, featuring a porch with a white railing, a small staircase, and a palm tree in the foreground.
A rectangular swimming pool with a wooden deck and a small hot tub area.

Highlights

  • Private garden
    A rare find — relax in the peaceful, private garden space.
  • Discover nearby landmarks
    Near Duval Street
4 bedrooms3+ bathroomsSleeps 10

Popular amenities

  • Private pool
  • Spa pool on site
  • Onsite parking available
  • Kitchen
  • Washing machine
  • Air-conditioning

Explore the area

View map
Key West, FL
  • Place, Duval Street
    ‪2 min walk‬
  • Place, Ernest Hemingway Home and Museum
    ‪9 min walk‬
  • Place, Mallory Square
    ‪12 min walk‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪11 min drive‬

Rooms & beds

4 bedrooms (sleeps 10)

Bedroom 1

1 King Bed

Bedroom 2

1 Queen Bed

Bedroom 3

1 Double Bed

Bedroom 4

1 Queen Bed and 1 Single Bunk Bed

3 bathrooms, 1 half bathroom

Bathroom 1

Bathtub · Toilet · Shower only

Bathroom 2

Bathtub · Toilet · Shower only

Bathroom 3

Bathtub · Toilet · Shower only

Bathroom 4

Toilet

Spaces

Kitchen
Office
Balcony
Garden

About this property

Luxury Residence in Old Town Key West w Pool

Summary:

Welcome to The Watson House, a historic gem at 522 Simonton Street, where old-world luxury seamlessly blends with modern elegance in Old Town Key West. This expansive two-story, 4-bedroom, 4.5-bath retreat is ideally situated just steps from Duval Street and the iconic Conch Harbor. The main-floor master suite boasts a king bed and luxurious ensuite bath. The spacious living room and additional seating area lead into an open-plan kitchen and living space, seamlessly extending to the outdoor terrace through 20-foot retractable glass doors. The gourmet chef’s kitchen is equipped with top-of-the-line appliances. Upstairs, you’ll find three more ensuite bedrooms: one with a queen bed, another with a full bed, and a kids’ room offering a queen bed and bunk bed. Assigned parking is a valuable bonus. Outside, indulge in the outdoor kitchen with a built-in grill, and unwind in the pool, illuminated by LED lights, or relax in the jacuzzi. This is Key West living at its finest!



The Space:

The Watson House offers a spacious, historic home with four bedrooms and 4.5 bathrooms. The main floor features a master suite, large living and seating areas, and an open kitchen with retractable glass doors leading to an outdoor terrace. Upstairs, three ensuite bedrooms include a mix of queen, full, and bunk beds. The property boasts a gourmet kitchen, assigned parking, an outdoor grill, a pool with LED lights, and a relaxing jacuzzi.



Guest Access:

Private Entry Key will be available when check in.



The Neighborhood:

Located in the heart of Old Town Key West, the Watson House at 522 Simonton Street sits in one of the most desirable and walkable neighborhoods on the island. Just steps from world-famous Duval Street, guests are surrounded by the vibrant culture, restaurants, art galleries, and nightlife that make Key West so iconic.



The home is also a short stroll to the historic waterfront at Conch Harbor Marina, where you can enjoy boating, fishing charters, waterfront dining, and beautiful sunset views. Nearby you'll also find charming cafés, boutique shops, historic landmarks, and the island’s best beaches and parks.



Despite being in the center of everything, the surrounding streets maintain the classic charm of Old Town with colorful conch houses, lush tropical landscaping, and a relaxed island atmosphere. Guests can easily explore the area by foot, bicycle, or golf cart, making this location perfect for experiencing the very best of Key West. 🌴



Getting Around:

Most visitors get around Old Town Key West by walking, biking, or using golf carts, as everything is close by. Taxis, rideshares, and the Duval Loop shuttle are also convenient options for exploring the island. 🚲🌴



Interaction with Guests:

Please call Hana, the property manage

Add dates for prices

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House Rules

Check in after 4:00 PM
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

No pets allowed
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Smoking

Smoking is not permitted

Important information

You need to know

Property # 20261618
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 indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a first aid kit
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room

About the area

Key West

Located by the sea, this holiday home is in Old Town Key West, a neighbourhood in Key West. Southernmost Point and Ernest Hemingway Home and Museum are notable landmarks, and the area's natural beauty can be seen at Florida Keys Beaches and Fort Zachary Taylor Historic State Park. Ready for a night out? Consider The Key West Theater and Sloppy Joe's Bar.
Map
Key West, FL

What's nearby

  • Duval Street - 2 min walk - 0.2 km
  • Ernest Hemingway Home and Museum - 9 min walk - 0.8 km
  • Mallory Square - 12 min walk - 1.1 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 - ‬3 min walk
  • ‪Mangoes Restaurant - ‬4 min walk
  • ‪DJ's Clam Shack - ‬4 min walk
  • ‪Jack Flats - ‬4 min walk
  • ‪Bearded Lady - ‬3 min walk

Frequently asked questions

Does Luxury Residence in Old Town Key West w Pool have a pool?

Yes, this property has a pool.

How much does it cost to stay at Old Town Key West, pool, spa pool?

As of 15 July 2026, prices found for a 1-night stay for 2 adults at Old Town Key West, pool, spa pool on 1 Aug 2026 start from AU$21,009, 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 Luxury Residence in Old Town Key West w Pool pet-friendly?

No, pets are not allowed at this property.

How much is parking at Luxury Residence in Old Town Key West w Pool?

On-site parking is available at the property.

What time is check-in at Luxury Residence in Old Town Key West w Pool?

Check-in begins at 4:00 PM.

What time is check-out at Luxury Residence in Old Town Key West w Pool?

Checkout is at 10:00 AM.

Where is Luxury Residence in Old Town Key West w Pool 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. Southernmost Point and Mallory Square are also within 1 mile (2 km).

About the host

Hosted by Becky Cobo, Keys Vacation Rentals

Host profile image

Languages:

English, Spanish
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