The Cat's Meow - Truman Annex Key West

Welcome to The Cat’s Meow – your purrfect island vacation home! Whether your perfect Key West day means lingering on the covered front porch or lounging in the sun beside the pool, The Cat’s Meow is a beautifully appointed two-bedroom-plus-study, three-bath townhome that lives up to its name. Tucked inside Truman Annex—one of Key West’s most private and prestigious neighborhoods—it places you just a few blocks from Duval Street and the lively attractions that make this island so unforgettable.

Beyond the white picket fence and lush tropical landscaping, a few steps lead to a charming covered front porch with wooden rocking chairs—an easygoing spot for morning coffee, afternoon cocktails, or a catnap out of the sun. Inside, the home opens to a thoughtfully designed layout with polished hardwood floors, generous windows, and local island-inspired artwork that gives every room a bright, curated feel. Just off the entry, the stylish and functional study is equipped with a desk, chair, and printer hookup for remote work, quiet reading, or writing. With a queen sleeper sofa and ensuite full bath, it can also serve as a comfortable third bedroom. Straight ahead, the living area invites you in, while the handsome hardwood staircase leads to the private bedrooms upstairs. Air conditioning, cable, and high-speed internet add everyday comfort to the polished vacation-home experience.

Upstairs, the spacious primary suite feels like a boutique island escape, professionally decorated in soothing ocean-blue tones for a calm, coastal-luxe feel. A handsome four-poster king bed anchors the room, while two upholstered armchairs and an ottoman create a relaxed lounge area for movie nights, lazy mornings, or planning your next Key West adventure. Bedside lamps set the mood for late-night reading, and French doors open to a full-length balcony with two Adirondack chairs and a small table—an irresistible perch for coffee, island breezes, and sunlit starts to the day. Behind louvered doors, generous closet space, shelves and drawers keep wardrobes and vacation essentials neatly tucked away. Honey-toned hardwood floors, layered area rugs, a lighted ceiling fan, and carefully placed furnishings give the suite a warm, refined island style. A vanity desk with chair and mirror adds a polished touch for getting dressed for your next adventure, while plentiful windows fill both the bedroom and large ensuite bath with soft Key West light. The spacious bath also includes a conveniently located, large-capacity washer and dryer for effortless longer stays.

At the opposite end of the hallway, the second bedroom and full bath continue the homes professionally decorated, resort-style comfort. A beautiful blue velvet king bed, ample closet space, a lighted ceiling fan, and two inviting armchairs make the room feel both practical and indulgent. A small desk beneath the wall-mounted TV adds convenience for remote working, writing or getting dressed, while multiple windows bring in beautiful natural light and an airy island atmosphere.

Downstairs, the fully equipped kitchen blends polished design with vacation-ready function. Professionally selected finishes, warm flooring, stylish countertops, thoughtful lighting, and quality appliances come together in a space that feels both upscale and easy to enjoy. The kitchen includes everything needed for relaxed meal preparation, with views through the back door to the patio and pool. Nearby, a dedicated bar area adds a playful touch with a professional ice maker, wine rack, stemware holder, compact refrigerator for beverages and mixers, and generous counter space for happy-hour essentials.

An oval custom-designed table, built-in banquette, and two chairs create a cheerful spot for breakfast, dinner, cards, or vacation planning. The living room is made for gathering, with two rocking recliners, two swivel armchairs, a sofa, and a large ottoman that works beautifully as a casual coffee table. For those lazy days and nights, a large wall-mounted TV is ready when you want to curl up and enjoy your favorite shows or movies. Local artwork, beach-inspired accents, and carefully coordinated décor give The Cat’s Meow a fun, polished personality, while the kitchen and living room both open visually toward the sparkling pool oasis.

Just beyond the living area, glass doors reveal the true showstopper of The Cat’s Meow: a private heated pool framed by fencing and lush, towering palms for a secluded resort feel. Sparkling blue water reflects the Key West sky, setting the scene for sunny swims, moonlit floats, or cooling off after a day on Duval Street. Temperature-controlled for day-or-night enjoyment, the pool is paired with an adjacent circular spa for an extra touch of indulgence.

The outdoor living area is designed for fun and easy entertaining, with every detail feeling perfectly placed. Beneath the home’s overhang, a shaded table with six chairs sets the stage for cocktails, conversation, casual dinners, or spirited card games. A nearby gas grill makes fresh fish or steaks simple, while loungers and cushioned chairs invite guests to stretch out poolside and settle into their favorite sunny spot. A picket fence separates a covered parking space for one small to mid-size vehicle, adding convenience to this private island retreat.

The home’s setting is just as enticing as its interiors, giving guests every reason to prowl happily through Key West. Wander through Truman Annex’s manicured landscaping, swaying palms, and winding pathways, and you’ll soon find yourself near Duval Street’s colorful mix of tours, museums, boutiques, bars, and restaurants—many with open-air or waterfront seating. For on-the-water adventure, the Historic Seaport offers diving, fishing, parasailing, snorkeling, jet skiing, and more. At day’s end, head to Mallory Square for the nightly sunset celebration, where locals and visitors gather to cheer the sun as it slips below the horizon before the evening fun begins.

For a culture-filled day, Key West offers music, theater, galleries, lectures, and more, giving guests plenty of ways to mix relaxation with local flavor. Truman Waterfront Park is just outside the neighborhood, and beloved Fort Zachary Taylor Beach is nearby for sand, swimming, and sunshine. The adjacent Civil War-era fort, designated a National Historic Landmark in 1973, adds a memorable historic stop to the island itinerary.

The property is reserved for residential accommodations only; special events, parties, and functions are not permitted. For daily happenings, visit Historic Hideaways’ Events page. Current listings for music, movies, plays, gallery openings, and charitable events are also available in the calendar section of milezerokeywest.com or in Paradise, a free local publication distributed around town each Thursday.

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) obtains 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.

Amenities Include:

- Bed Size 1st/Master: King

- Bed Size 2nd Rm: King

- Bed Size 3rd Rm: Queen Sleeper Sofa

- Number of Baths: 3 Full

- Parking: Off Street (small vehicle)

- Square Footage, Est.: 1,608

- Pool: Private Heated

- Spa: Private

- High Speed Internet: Yes

- BBQ Grill: Yes

- Cable Television(s): Yes

- Patio: Yes

- Ceiling Fans: Yes

- Washer/Dryer: Yes

- Dishwasher: Yes

- Microwave: Yes

- Air Conditioned: Central

- Beach Distance: Walking