Located by the sea, this holiday home is in Old Town Key West, a neighbourhood in Key West. 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. The Kite House and Sails To Rails Museum at Flagler Station are also worth visiting.
Ernest Hemingway Home and Museum - 8 min walk - 0.7 km
Harry S. Truman Little White House - 9 min walk - 0.8 km
Mallory Square - 12 min walk - 1.0 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
La Concha Bar - 4 min walk
Jack Flats - 4 min walk
Kaya Island Eats - 4 min walk
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
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
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
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 Luxury Residence in Old Town Key West w Pool?
As of 9 April 2026, prices found for a 1-night stay for 2 adults at Luxury Residence in Old Town Key West w Pool on 24 May 2026 start from NZ$865, 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, Ernest Hemingway Home and Museum and Florida Keys Beaches. Mallory Square and South Beach are also within 1 mile (2 km).
Luxury Residence in Old Town Key West w Pool Reviews
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