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.

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Elizabeth Retreat

Elizabeth Retreat

3 2 6 Key West
From $220.00/night
Louisas Hideaway

Louisas Hideaway

3 3 6 Key West
From $895.00/night
Duval Square Courtyard Condo 31

Duval Square Courtyard Condo 31

3 2 8 Key West
From $475.00/night
VILLA @ The Watson House

VILLA @ The Watson House

4 4 8 Key West
From $750.00/night
Tucked Away!

Tucked Away!

4 6 9 Key West
From $400.00/night
Casa Caribe

Casa Caribe

4 4 8 Key West
From $750.00/night
Petes Cottages

Petes Cottages

4 2 8 Key West
From $595.00/night
Duval Square Penthouse

Duval Square Penthouse

4 4.5 10 Key West
From $795.00/night
Louisa House

Louisa House

4 3.5 8 Key West
From $572.00/night
Villa Bella

Villa Bella

5 4.75 12 Key West
From $420.00/night
Ceasar's Paradise

Ceasar's Paradise

5 4.5 10 Key West
From $395.00/night
MANSION @ The Watson House

MANSION @ The Watson House

7 7 14 Key West
From $1,595.00/night