208-5 Southard St

Old Town Key West. Two blocks to Duval. 28-night minimum. Shipyard Treasure is a renovated 2-bedroom second-floor condo in Key West's Historic District one of only three oversized Shipyard units with an expanded floor plan and two covered balconies. Designed for extended stays, it's built for solo travelers, couples, families of four, or small groups who want to live in the heart of Old Town for a month or longer. Note: The Shipyard community pool will be closed Aug 1 Sep 1, 2026 for deck replacement. If your stay overlaps, the pool will be unavailable during that window. Inside - Recently renovated with bamboo floors throughout and ceramic tile in the bath - Open kitchen with stainless appliances, granite counters, and blue tile backsplash - Both bedrooms open to the front balcony via French doors - Living area has two more sets of French doors natural light all day - Central A/C, in-unit washer/dryer, high-speed internet - Impact-rated windows and doors throughout (privacy + storm-rated) Outside - Oversized front balcony shaded, great for parade-watching and people-watching - Back balcony quiet, made for morning coffee or evening cocktails - Shared community pool with palm-shaded paths and landscaped grounds - One designated parking space (no guest parking) The location You're in the Truman Annex a gated, walkable corner of Old Town. Less than a block to the Green Parrot Bar, two blocks to Duval Street, and a short walk or bike to Fort Zachary State Park (Key West's best beach), the Hemingway House, Truman Little White House, Truman Waterfront Park, and Mallory Square. Watersports, sunset cruises, and the rest of the island are minutes away. Concierge service Stays include access to AvantStay's concierge fridge stocking, private chefs, transportation, watersport bookings, and special occasion planning, all on request. Monthly rates - Jun 2026 - $3,900 - Jul 2026 - $4,800 - Aug 2026 - $5,900 - Sep 2026 - $5,700 - Oct 2026 - $7,400 - Nov 2026 - $9,300 - Dec 2026 - $9,900 - Jan 2027 - $11,800 - Feb 2027 - $13,000 - Mar 2027 - $11,800 - Apr 2027 - $7,000 - May 2027 - $6,000 The fine print - 28-night minimum stay - Stays of 28+ nights require additional scheduled cleanings (billed separately based on length of stay) - Security deposit required for all 28+ night bookings - Max occupancy includes infants - One assigned parking space; no guest parking. Vehicle size limit: 18' long, 80" wide. No trailers, RVs, vans, or campers. Truman Annex parking pass required. - Service/ESA animals: documentation may be required for entry - Key West wildlife (geckos, lizards, frogs, chickens) and seasonal insects are part of life on the island; the unit is on a monthly pest control schedule - Construction and road work in Old Town can occur without notice; AvantStay is not liable for related disruptions. Reach out with your dates and we'll confirm availability and walk you through next steps.