Stock Island Cottages

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Cottages in Stock Island

The Dancing Rooster: 2 Blocks from Duval in Old Town.

Key West FL

With a stay at this cottage, you'll be centrally located in Key West, just a 3-minute walk from Duval Street and 5 minutes by foot from Ernest Hemingway Home and Museum.

Heron Suite | Vibrant Retreat, Hot Tubs, Steps from Duval Street!

Key West FL

$368 nightly

$405 total

Dec 15 - Dec 16

Total with taxes and fees

With a stay at this cottage in Key West (Old Town Key West), you'll be steps from Duval Street and Florida Keys Beaches.

Pelican Suite | Cozy Cottage, Hot Tubs, Close to Duval!

Key West FL

$368 nightly

$405 total

Dec 17 - Dec 18

Total with taxes and fees

A stay at this cottage places you in the heart of Key West, steps from Duval Street and Florida Keys Beaches.

Seagull Suite | Inviting Studio, Just Steps From Duval, Hot Tubs!

Key West FL

$366 nightly

$403 total

Dec 18 - Dec 19

Total with taxes and fees

A stay at this cottage places you in the heart of Key West, steps from Duval Street and Florida Keys Beaches.

Ibis Suite | Bright Hideaway, Hot Tubs, Steps from Duval!

Key West FL

$522 nightly

$575 total

Jan 4 - Jan 5, 2026

Total with taxes and fees

A stay at this cottage places you in the heart of Key West, steps from Duval Street and Florida Keys Beaches.

Osprey Suite | Charming Hideaway, Hot Tubs, Close to Duval!

Key West FL

$363 nightly

$400 total

Dec 14 - Dec 15

Total with taxes and fees

A stay at this cottage places you in the heart of Key West, steps from Duval Street and Florida Keys Beaches.

Conch Republic Consul General's Cottage.-Historic District

Key West FL

A stay at this cottage places you in the heart of Key West, within a 15-minute walk of Duval Street and Florida Keys Beaches.

Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

Cudjoe Key FL

With a stay at this cottage in Summerland Key, you'll be on the waterfront, within a 10-minute drive of Florida Keys Beaches and Upper Sugarloaf Key.

Cottage with swimming pool and dockage, just minutes to Key West!

Cudjoe Key FL

With a stay at this cottage in Summerland Key, you'll be by the ocean, within a 10-minute drive of Florida Keys Beaches and Upper Sugarloaf Key.

Canal front, dockage, 2 bedroom, 2 bath

Cudjoe Key FL

With a stay at this cottage in Summerland Key, you'll be on the waterfront, within a 10-minute drive of Florida Keys Beaches and Venture Out Keys.

Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

Cudjoe Key FL

$312 nightly

$346 total

Dec 12 - Dec 13

Total with taxes and fees

With a stay at this cottage in Summerland Key, you'll be within a 10-minute drive of Florida Keys Beaches and Upper Sugarloaf Key.

Pool

Kitchen

One Bedroom Cottage House in Old Town Key West by the Hemingway House.

Key West FL

With a stay at this cottage in Key West (Old Town Key West), you'll be within a 5-minute walk of Duval Street and Ernest Hemingway Home and Museum.

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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.