Featured Stays: Old Town Homes With a Story
Two neighboring homes on the southern end of Duval Street put you in the middle of that history, both available to book now — and they can be taken separately or together:
Grand Maison (4BR/4.5BA, sleeps 8) — the main house, where historic Dade County pine runs through the staircase, the second-floor hallway, and the bathrooms — the same near-indestructible hardwood the wrecking-era builders prized. Adirondack chairs on the front porch, a contemporary kitchen with a butcher-block island and white granite counters, and a living room that opens onto a private saline pool with a water feature, loungers, and a gas grill. All four bedrooms have ensuite baths and TVs, with a king bedroom on the first floor for anyone who would rather skip the stairs. Take your coffee on the covered second-floor balcony above Duval. The pool is heated seasonally, November through April, for an additional fee; there is parking for one car, and one dog up to 25 pounds is welcome with an additional fee and completed pet addendum.
Ideal for: Families, reunions, or four couples who want a private pool, ensuite baths all around, and the quieter end of Duval.
Petite Maison (2BR/2BA, sleeps 4) — the cottage, tucked on a quiet hidden lane just behind Duval. It runs on a reverse floor plan, and it works beautifully: an open staircase carries you up to a living room with a vaulted ceiling, white walls warmed by wood accents, and an eat-in kitchen with stainless appliances. French doors off the living room open onto a furnished covered veranda built for cocktails at the end of the day. Both king bedrooms sit on the first floor, each with an ensuite bath, TV, and ceiling fan, along with a stackable washer and dryer. Parking for one car, and one dog up to 25 pounds is welcome with an additional fee and completed pet addendum.
Ideal for: Two couples or a small family who want a designer cottage on a quiet lane, steps from the Duval action.
Traveling with a bigger group? Grand Maison and Petite Maison can be booked together as Maisons de Luxe — six ensuite bedrooms sleeping 12, sharing a courtyard with the private heated saline pool and covered lanai. It is a natural fit for wedding parties, family reunions, and multigenerational trips that need togetherness and escape hatches in equal measure.
All are managed by Historic Key West Vacation Rentals. Book direct and save — our team lives here, and we know which house fits which trip.
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