Updated on Jul 20, 2026
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Type
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Private vacation home
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Bedrooms
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4
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Bathrooms
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3
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House Rules
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No pets allowed
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Children allowed: ages 0-17 ;Children Allowed
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Smoking is not permitted;Smoking is not allowed.
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No events allowed
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Max Occupancy
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10
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Host Language
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English
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Property Id
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3774282
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The Keys have some of the most charming, top-rated vacation residences in the world. Truman House, a 1920's Conch home with four spacious bedrooms, three full baths, a dazzling pool, and ample amenities easily qualifies for the list. And as an added perk, this classic pet-friendly home is located on an upscale and tranquil residential street within easy walking distance of all the must-do's in your Key West guidebook.
The design mantra for Truman House must have gone like this: all doors should lead poolside. Even the second-floor master bedroom balcony overlooks this area and for good reason. The very private rear of the home is paradise perfect. It starts with a natural wood deck, one part under an overhang that shades a glass-top table and six cushioned chairs. Just beyond, chaise lounges and chairs dot the open space in case you want to work on your tan, or just open up the green market umbrella for some additional shade. Three steps down bring you to tile decking. To one side is a delightful pergola. At the same end a unique and imposing white tarpon sculpture watches over the heated oversized pool and spa with round fish eyes and open lips. Tropical foliage rings the area, creating privacy and beauty. Swim, float, spa, lounge, barbecue, and eat your feast al fresco at the deck table. Maybe include a glass or two of wine. So many opportunities to enjoy your vacation any way you want.
But let's be practical; you can't spend all your time outside. And that's fine because Truman House offers a bright and spacious interior with high ceilings and a tropical color pallet. Right inside the front door is the great room, including a dining area with a rectangular table and six spindle-back chairs with cushions. Nearby is a large hutch for dishes and knickknacks. The area rug below picks up the Key Lime green walls. This area flows into the living area, also delineated by an area rug over antique wide-plank flooring. A large sleeper sofa and three armchairs circle a coffee table, forming a great conversation area. Sit here to enjoy friends and family. Maybe that means a card game of some sort with a cool glass of ice tea or lemonade. Or maybe you'll prefer to use the family room on the other side of the kitchen for social activities. Lamps and windows provide ample light for the living area, while Florida-themed wall art adds color and interest. A paddle ceiling fan with light whirrs above adding circulation, brightness, and tropical ambience.
Directly behind the living room is a small bedroom with twin beds and dresser with four drawers. A door on one wall leads to the laundry room, which then opens to the pool area. Next comes the gourmet kitchen with plenty of gleaming white cabinetry, butcher-block island, and eat-in corner area. The walls in this room are the hue of a grove-fresh orange. All the appliances you'd expect are tucked in neatly with plenty of counter space for food preparation. Glass doors open wide from here to the deck and pool. The view is spectacular, not to mention the balmy weather the open doors let in. You may even find yourself preparing more food than you had intended on your vacation because the kitchen is so inviting.
Next to the kitchen is the family room, painted in fresh lemon yellow. This room has a sofa, armchairs, coffee table, and of course cable, wireless high-speed Internet, stereo, and DVD player. Windows on three walls provide garden views while French doors open on one wall to the deck and pool. Two guest bedrooms account for the rest of the first floor. The first has a king bed and en suite full bath. The second has twin beds with another full bath just steps away, one conveniently accessible from the dining room and bedroom.
At the top of gleaming hardwood stairs, you'll find the master suite. It starts with a small, cedar-lined room that is quite an unusual amenity for Key West: a real walk-in closet. In fact eight people could walk in at once and hang around. The rest of the second floor is the master suite. There are plenty of windows, a queen bed, dresser, side tables, and a full bath with striking ocean blue tiles. Best of all are the French doors to a small deck with table and two chairs overlooking the pool, Jacuzzi, and tropical garden. Maybe like Goldilocks you want to try each of the four bedrooms or maybe you already know this one is for you. This home is Pet (Dog) Friendly**(please see below or our FAQ page for rules and restrictions)
When you're ready to explore your neighborhood and the rest of Key West, everything is within walking distance. The Historic Seaport is only four streets over. Follow the boardwalk along the Gulf of Mexico to find historic tall ships offering day and sunset cruises or take an all-day ferry excursion to the Dry Tortugas. If you're interested in watersports, there's all kinds like diving, fishing, parasailing, snorkeling, and jet skiing. If you get hungry, a dozen or so restaurants of varying levels of informality ring the harbor. Maybe stop at Schooner Wharf or BO's Fish Wagon for a fresh Mahi sandwich and listen to local musicians. Continue on to Mallory Square where crowds of visitors and locals alike gather to witness the sun sinking into the horizon. Then hang around for the party as artists and street performers entertain the crowd. From Mallory Square, the famous Duval Street is within two blocks in case you're interested in tours, museums, shopping, over two hundred restaurants, and bars. If beaches call to you, there are two within easy biking distance.
The Property may only be used for residential accommodations. No special events, parties, or functions of any kind are permitted on the Property.
If this is your first trip to the Conch Republic, a guidebook from Books & Books on Eaton Street or a stop at the Chamber of Commerce Information Center on Greene Street will help make sure you don’t miss anything. Other info on the current music scene, movies, plays, gallery openings, and charitable events can be found at milezerokeywest.com (calendar section). Historic Hideaways' informative Area Guide/Events page located on our website also has a Calendar of Events. We DO NOT guarantee that the information VRBO (and affiliated sites) scrapes from our site to display on theirs is 100% accurate, particularly the amenities. If you come to us through them, be sure to look at all the information on our site related to your rental once you book to be sure you have accurate and up to date information.
**For Pet Friendly (dog) homes there are restrictions that include, but may not be limited to, the following: pet friendly means dogs, no other animal is permitted. Dogs are restricted to one (1) large dog or two (2) small dogs per stay. Due to Homeowner Insurance restrictions we are unable to accommodate the following breeds: Pit Bull Terriers, Staffordshire Terriers, Rottweilers, German Shepherds, Presa Canarios, Chows Chows, Doberman Pinschers, Akitas, Wolf-hybrids, Mastiffs, Cane Corsos, Great Danes, Alaskan Malamutes, Siberian Huskies nor any mixed breed that contain one of the preceding as part of that mix. Guest is responsible for an additional pet fee of $200.
Amenities Include:
- Bed Size 1st/Master: Queen
- Bed Size 2nd Rm: King
- Bed Size 3rd Rm: Two Twins
- Bed Size 4th Rm: Two Twins
- Beds Pull-out: Sleep Sofa
- Number of Baths: 3 Full
- Parking: On Street
- Square Footage, Est.: 2,018
- Pool: Private Heated
- Spa: Yes
- High Speed Internet: Wireless
- BBQ Grill: Gas
- Cable Television(s): Yes
- DVD Player(s): Yes
- Patio: Yes
- Ceiling Fans: Yes
- Stereo System: Shelf System
- Washer/Dryer: Yes
- Dishwasher: Yes
- Microwave: Yes
- Air Conditioned: 2 Zone Central
- Beach Distance: Biking
- Dog: w/ restrictions - see FAQs
Located near the beach, this vacation home is in Old Town Key West, a neighborhood 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. Jet skiing and kayaking offer great chances to get out on the surrounding water, or you can seek out an adventure with cycling and ecotours nearby.
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