Escape the winter and settle into this beautifully renovated 2-bedroom, 1-bath condo in the heart of Old Town Key West — perfect for snowbirds and monthly renters seeking the ideal balance of tranquility and convenience.
Located in the prestigious gated community of Truman Annex at the Shipyard Condominiums, you'll enjoy the peace of white picket fences, manicured landscaping, and verdant palms — all just two blocks from the action on Duval Street.
Your home away from home includes:
Fully renovated kitchen with all new appliances
Washer/dryer in unit
Central air conditioning
King bed in master, queen in guest room
Flat screen TVs and wireless internet
Large private patio with outdoor furniture — perfect for morning coffee or evening cocktails
Pool on the property
Assigned parking inside the gated community
A true walk-everywhere location:
2 blocks to Duval Street (restaurants, art galleries, bars and cafes, theaters, etc.)
Walking distance to Fort Zachary Taylor Beach
Fausto's grocery store nearby
The Green Parrot and Blue Heaven just around the corner
No car needed — everything Key West has to offer is at your doorstep
This quiet, ground-floor end unit is ideal for those who want to wake up to island sunshine, stroll to coffee, bike to the beach, and return to a peaceful retreat at the end of the day.
Whether you're escaping the snow for a month or spending the whole season, this is Key West living at its best.
Questions? Reach out anytime — I'd love to welcome you.
Francine | +1
Old Town Key West
Old Town Key West is where history, charm, and island life come together. This is the heart and soul of the island — a walkable neighborhood of tree-lined streets, historic Victorian homes, colorful Caribbean architecture, and white picket fences draped in bougainvillea.
Duval Street is the main artery, stretching from the Gulf of Mexico to the Atlantic Ocean, lined with restaurants, galleries, bars, and boutiques. But step off Duval and you'll find quiet, shaded lanes perfect for an afternoon stroll or a leisurely bike ride.
Old Town is home to Key West's most beloved landmarks: the Hemingway Home, the Key West Lighthouse, Mallory Square's nightly sunset celebration, and the Southernmost Point buoy. Fort Zachary Taylor State Park offers the island's best beach and crystal-clear snorkeling, just minutes away on foot.
The neighborhood is filled with locally owned restaurants serving fresh seafood, Cuban coffee windows, lively happy hours, and laid-back spots where flip-flops are always appropriate. Whether you want world-class dining or a casual grouper sandwich, it's all within walking distance.
For snowbirds seeking sunshine, culture, and convenience without needing a car, Old Town Key West offers the perfect blend of relaxation and adventure — an authentic island lifestyle just steps from your door.
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| Rate Period | Nightly | Weekend Night | Weekly | Monthly | Min Stay |
|---|---|---|---|---|---|
Apr 16 - May 31 2026 | $9,000 | 28 nights | |||
Jun 01 - Jun 30 2026 | $7,000 | 28 nights | |||
Jul 01 - Sep 11 2026 | $6,000 | 28 nights | |||
Sep 12 - Oct 31 2026 | $8,000 | 28 nights | |||
Nov 01 - Nov 30 2026 | $9,000 | 28 nights |
Fees:
Notes:
Sales and county tax is 12.5%
Please inquire about availability.

Member since 2026