Apalachicola Vacation Rentals
19 properties available
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
The Montgomery Suite - Unit 7
The Montgomery
1
bedrooms
1
baths
2
guests
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
The Observatory - Unit 8
The Montgomery
1
bedrooms
1
baths
2
guests
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
The Austin Room - Unit 10
The Montgomery
1
bedrooms
1
baths
2
guests
Discover the Taranto House, where history blends with contemporary amenities in
downtown Apalachicola. View the serene Apalachicola Bay and its bridge from your
deck with French door access, relax in a comfortable king-sized bed, and enjoy
the refined beauty of a marble bathroom with a walk-in shower. This treasure
offers the seclusion and appeal o
Redfish
Taranto House Room -
$98 - $288 / per night
1
bedrooms
1
baths
2
guests
5
(62)
Enter Gorrie's Getaway, where privacy meets historic charm at the Bowery Inn in downtown Apalachicola. Enjoy the beautiful river views directly from your room via French doors that open to a large deck. Relax in your king-size room featuring a clawfoot bathtub and contemporary conveniences like power outlets and USB ports, offering you a comfortabl
Gorrie's Getaway
Bowery Inn room -
$98 - $314 / per night
1
bedrooms
1
baths
2
guests
4.9
(114)
Set against a mural of a richly stocked mercantile interior—shelves filled with household goods and dry wares—the Ledger Room honors the merchants and record-keepers who sustained everyday life in Apalachicola. Every sale and delivery passed through the ledgers that shaped the town’s commerce. The room carries a quiet order and in
The Ledger Room - Unit 9
The Montgomery
1
bedrooms
1
baths
2
guests
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
Oyster
Taranto House Room -
$98 - $271 / per night
1
bedrooms
1
baths
2
guests
5
(32)
Joseph Vincent, Mohr’s partner in rebuilding the downtown district, lends his name to this suite. The mural depicts the first arrival of the Apalachicola Northern Railroad, a symbol of connection and growth in the early 20th century. The suite carries that same spirit: forward-looking, industrious, and warmly optimistic, echoing the town&rsqu
The Vincent Suite - Unit 6
The Montgomery
1
bedrooms
1
baths
2
guests
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.
The Cooper Room - Unit 4
The Montgomery
1
bedrooms
1
baths
2
guests
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
Sunshine's Sojourn
Bowery Inn room -
$87 - $271 / per night
1
bedrooms
1
baths
3
guests
4.9
(81)
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.
The Sawyer Room - Unit 1
The Montgomery
1
bedrooms
1
baths
2
guests
Named for the divers who harvested the Gulf’s natural sponges, this room is inspired by a mural of stacked sponges drying in the sun. It reflects both abundance and the courage of a trade shaped by tide and depth. A textured, coastal simplicity gives the room a quiet connection to one of the region’s oldest livelihoods.
The Spongediver Room - Unit 3
The Montgomery
1
bedrooms
1
baths
2
guests
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