Updated on Jul 20, 2026
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Type
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Condo
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Bedrooms
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2
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Bathrooms
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2
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House Rules
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No pets allowed
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Children allowed: ages 0-17
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Smoking is not permitted
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No events allowed
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Max Occupancy
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6
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Host Language
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English
Spanish
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Property Id
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3554697
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FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 60 days prior to your arrival!
If you dream of waking up to expansive water views and island breezes, and walking out your front door right onto the streets of Old Town Key West in the center of it all - PROMENADE TO PARADISE is everything you are looking for. With a spacious layout, relaxed island-style furnishings, a semi-private gated pool, and three private balconies all your own, this beautiful condo truly is the ideal place to spend a vacation in paradise.
THE PRIVATE WATERFRONT PATIOS...
An island vacation begs for views of the calm blue waters of the Gulf, and in PROMENADE TO PARADISE, you won't have to leave home to enjoy the best scenery Key West has to offer. Wake up in the morning and have your coffee on one of three private balconies with water views, spend the day by the pool or exploring the island, and return home with the best seats for Key West's famous sunsets: the newly rebuilt spacious patio with space for you and your guests to have a sunset cocktail in Margaritaville.
THE LIVING AREA and KITCHEN...
The Mills Place building where PROMENADE TO PARADISE is located sits right on the waterfront in Truman Annex. Walk up a flight of stairs and you'll enter a bright and sunny open living area. A large leather sectional sofa, which can pull out to a queen sleeper surrounded by tropical floral artwork provides plenty of space for the group to gather in the living area in front of a flat screen high definition TV. The kitchen is open to the living area, separated by an island with bar seating. The kitchen island is unique, with the stove-top and oven set in, and additional counter space for cooking an island meal. There is plenty of cabinet space, and the kitchen is fully equipped with all of the tools and appliances you could need. The dining area has seating for up to six. Open up the French doors out to the two separate balconies on either side of the table for a truly luxurious island dinner overlooking the sunset complete with those tropical breezes.
THE ACCOMMODATIONS...
• Master Bedroom: King bed, comfortable seating area, a flat screen TV, large walk-in closet, a private patio with views of the pool and the Gulf on either side, and an en suite bathroom with dual sinks, a large Jacuzzi-style tub, and a walk-in shower.
• Second Bedroom: Queen bed, a flat screen TV, and access to the second bathroom in the hallway with a walk-in shower.
THE GATED COMMUNITY...
Truman Annex is the most exclusive private residence community in Old Town Key West. Located just off the main drag of Duval Street, Truman Annex is an oasis of calm, quiet streets lined with palm trees and beautiful Floridian homes. Within Truman Annex, the Mills Place complex is one of the only waterfront locations, and this condo is truly the front row seat to the Gulf. The units in the Mills Place complex share a large pool that gets plenty of sunlight all day, and is surrounded by comfortable padded chaise lounge chairs.
Compliance with Truman Annex Community Rules & Regulations is expected of all Last Key guests. This includes “Quiet Time” in all outdoor areas, public and private, after 10PM.
ALL LAST KEY VACATION HOMES INCLUDE:
• Washer and Dryer
• Central Heat and A/C
• Ceiling Fans
• Flat Screen Cable TVs in Living Room & All Bedrooms
• Fully-Equipped Kitchen
• Basic stock of spices
• Starter supply of paper products
• Starter set of cleaning products
• Linens and Towels provided
• Wireless high-speed Internet access and full cable is included
• Full Time Concierge Service
In addition, this fully stocked home also includes, but is not limited to the amenities on this list:
• Fully Fenced and Landscaped Private Yard
• Community Pool Access
• Designated Off-Street Parking
• Queen Sleeper Sofa
Other notes:
• Interim housekeeping provided upon request
• This property will accommodate up to 6 adults
• Last Key Realty vacation homes are rented to family groups and responsible adult groups only. Groups who expect they may cause after hours noise will not be a good fit for this home and should be aware they may incur additional penalties when in residence for violations. There will be a $500 charge for after-hours dispatch of our staff in response to calls resulting from verified noise complaints for violations by our guests in residence.
Located by the sea, this condo is in Old Town Key West, a neighborhood in Key West. Southernmost Point 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. Ready for a night out? Consider The Key West Theater and Sloppy Joe's Bar. Jet skiing and scuba diving offer great chances to get out on the surrounding water, or you can seek out an adventure with ecotours and cycling nearby.
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