Apalachicola Vacation Rentals
19 properties available
A true architectural treasure, the Observatory rises above the building with a spiral stair leading to a private enclosed cupola. Guests enjoy sweeping 360-degree views of historic rooftops, treetops, and sky—a genuine lookout over Apalachicola. The mural’s tall industrial structure mirrors this sense of height and purpose, creating a s
Named for A.L. Mohr, the builder who helped reconstruct the Montgomery Building after the fire of 1906, this suite reflects the steadiness and care that carried the structure through generations. Its mural—women resting beneath palms—evokes the quiet domestic life that paralleled the town’s rebuilding. Gentle light and a softened
Honoring Samuel Montgomery, whose department store once filled the ground floor, this suite embraces Apalachicola’s mercantile heyday. The mural of a lively storefront captures Market Street’s daily rhythm—goods exchanged, stories traded, community formed. Polished textures and warm tones reflect the building’s commercial he
Experience 'Pelican' with its excellent waterfront views and old-world charm
located in downtown Apalachicola. Enjoy the luxurious comfort of a king-size bed
and the opulence of a marble walk-in shower, along with a shared kitchen space.
Ideal for couples, this cozy getaway offers a serene atmosphere in the charming
setting of a seaside town.
THE
This room pays tribute to the sawyers who supplied the timber that fueled Apalachicola’s early commerce. Its mural of schooners along the dock recalls the river-to-gulf routes that carried lumber and goods to wider markets. Simple lines and grounded textures reflect the honest craft that shaped both industry and identity here.
Discover the charm of Roper's Rest, stay and enjoy a refreshed piece of history
Bowery Inn located in downtown Apalachicola. This welcoming getaway features a
comfortable queen-sized bed, a practical work desk with internet access, and a
full bathroom adorned with rustic American decorations. Outside, relax on the
large wraparound porch with peacef
Coopers crafted the barrels essential to shipping naval stores, seafood, and dry goods through Apalachicola’s port. The mural of cargo being handled along the dock mirrors the movement of goods that depended on their skill. Strong, clean lines lend the room the sense of utility and craft that defined this essential trade.
Named for T.E. Austin, who stewarded the building into its mid-century era, this room recalls the commercial transitions that followed the age of steam. Its mural of riverboats along the waterfront reflects the movement of goods and travelers that defined the town’s growth. With warm textures and gentle character, the Austin Room pays homage
Discover the blend of historical charm and contemporary comfort at Tripletail,
located in the vibrant center of downtown Apalachicola. Enjoy the scenic views
of the bay and the famous bridge from your room, enhancing the appeal of a
recently updated historic establishment. Benefit from direct access to a
tranquil deck and the indulgence of a privat
Forged in the spirit of Apalachicola’s reconstruction, the Foundry Room draws from the ironwork and industry that defined the years after the 1906 fire. The mural of bustling labor evokes the energy behind a town reclaiming its future. The room blends structure and warmth, honoring the workers who transformed resilience into renewal.
Discover Sunshine's Sojourn at the Bowery Inn, engulfed in historic charm in
downtown Apalachicola's vibrant heart. Savor the breathtaking sunset views,
relax in a comfortable king-size bed, and enjoy the convenience of a
self-sufficient stay with a communal kitchen. Step out onto the wide porch and
find excitement, with local shops and dining just
Discover the charm of the Taranto House, a historic property thoughtfully
restored to host guests in the vibrant center of downtown Apalachicola. Relax in
the comfort of a luxurious king-size bed, unwind in bathrooms appointed with
marble details, and enjoy scenic views overlooking the Apalachicola Bay and
bridge. Steeped in the area's rich history
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