KEY WEST VACATION RENTALS IN THE HISTORIC DISTRICT

Stay in Old Town Key West

Our historic Key West vacation rentals are located in the heart of Old Town Key West. Key West is famous for its historic charm and old town center. Duval Street, which runs through the center of Old Town Key West, has beautiful, historic architecture with classic Victorian homes and cottages. Throughout Key West, you’ll discover many museums and other relics from its famous past. Every home has its own distinct architecture and rich history. Staying in Key West’s historic district gives you a close glimpse into the past of this special island.

1-12 of 81 results
Share
MAP
Bali Hideaway

Bali Hideaway

0 1 2 Key West
From $251.00/night
Matisse Studio @ the Galleria

Matisse Studio @ the Galleria

0 1 2 Key West
From $169.00/night
Harveys Haven

Harveys Haven

0 1 2 Key West
From $214.00/night
Osprey @ Colony

Osprey @ Colony

0 1 4 Key West
From $188.00/night
Poolside Paradise @ Tropical Village

Poolside Paradise @ Tropical Village

0 1 2 Key West
From $142.00/night
Porchside Paradise @ Conch Republic Cottage

Porchside Paradise @ Conch Republic Cottage

1 1 4 Key West
From $174.00/night
Starboard Suite @ Tucked Away

Starboard Suite @ Tucked Away

1 1 3 Key West
From $151.00/night
La Casa de Luna

La Casa de Luna

1 1 4 Key West
From $217.00/night
Colony Poolside

Colony Poolside

1 1 2 Key West
From $188.00/night
Colony Calypso

Colony Calypso

1 1 2 Key West
From $188.00/night
Sunset Suite @ Colony

Sunset Suite @ Colony

1 1 4 Key West
From $188.00/night
Portside Suite @ Tucked Away

Portside Suite @ Tucked Away

1 1 3 Key West
From $151.00/night