KEY WEST COTTAGE RENTALS

Book a Classic Cottage on Key West

Stay in a charming Key West cottage rental. Key West is famous for its historic architecture where cottages are tucked away near Duval Street, at the center of Old Town. Our Key West cottages with pools provide a special mix of charm and modern comfort. Many Key West cottages have been fully renovated with lush backyards, high speed wifi, and lounge areas, while also maintaining their unique qualities like cathedral ceilings, French doors, and spiral staircases.

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Bali Hideaway

Bali Hideaway

0 1 2 Key West
From $250.00/night
Margarita Cottage @ Conch Cottages

Margarita Cottage @ Conch Cottages

0 1 2 Key West
From $208.00/night
Osprey @ Colony

Osprey @ Colony

0 1 4 Key West
From $188.00/night
Namaste

Namaste

1 2 2 Key West
From $357.00/night
Island Style @ Colony

Island Style @ Colony

1 1 4 Key West
From $208.00/night
Cocomo Cottage

Cocomo Cottage

1 1 2 Key West
From $125.00/night
Royal Poinciana Cottage @ Conch Cottages

Royal Poinciana Cottage @ Conch Cottages

1 1 2 Key West
From $241.00/night
Robinson Crusoe Cottage @ Conch Cottages

Robinson Crusoe Cottage @ Conch Cottages

1 1 4 Key West
From $233.00/night
Hidden Oasis @ Colony

Hidden Oasis @ Colony

1 1 4 Key West
From $208.00/night
Tranquility On Ann Street

Tranquility On Ann Street

1 1 2 Key West
From $300.00/night
Colony Poolside

Colony Poolside

1 1 2 Key West
From $208.00/night
Colony Calypso

Colony Calypso

1 1 2 Key West
From $188.00/night