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.

1-12 of 12 results
Share
MAP
Bali Hideaway

Bali Hideaway

1 2 Key West
From $300.00/night
Ann Street Tranquility

Ann Street Tranquility

1 1 2 Key West
From $350.00/night
Ann Street Cottage

Ann Street Cottage

1 1.5 2 Key West
From $325.00/night
Namaste

Namaste

1 2 2 Key West
From $395.00/night
Colony Sunset Suite

Colony Sunset Suite

1 1 4 Key West
From $252.00/night
Colony Calypso

Colony Calypso

1 1 2 Key West
From $219.00/night
Colony Poolside

Colony Poolside

1 1 2 Key West
From $278.00/night
Havana Lane

Havana Lane

2 2 4 Key West
From $1,000.00/night
Pete's West Cottage

Pete's West Cottage

2 1 4 Key West
From $295.00/night
Pete's East Cottage

Pete's East Cottage

2 1 4 Key West
From $295.00/night
Island Charm Cottage

Island Charm Cottage

3 3.5 6 Key West
From $712.00/night
Pete's Cottages

Pete's Cottages

4 2 8 Key West
From $595.00/night