Sugarloaf Key Cottages

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Cottages in Sugarloaf Key

Old Wooden Bridge Resort and Marina

1791 Bogie Drive Big Pine Key FL

$225 nightly

$253 total

Sep 1 - Sep 2

Total with taxes and fees

With a stay at Old Wooden Bridge Resort and Marina in Big Pine Key (Punta Brisa), you'll be within a 15-minute drive of Florida Keys Beaches and Blue Hole.

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.

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 8 minutes by foot from 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.

Private Oceanfront Cottage with dockage, pool 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.

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.

Pool

Kitchen

Charming cottages, dockage, pool, just minutes to Key West

Cudjoe Key FL

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.

DARLING OF DUVAL @ OLD TOWN Cottage + Spa + Last Key White Glove Service...

Key West FL

A stay at this cottage places you in the heart of Key West, within a 10-minute walk of Duval Street and Mallory Square.

Hot Tub

Kitchen

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.

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 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.

Cottage with Pool and Boat Dockage just minutes to 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.

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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.