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  • Select Datesto
  • 2 Guests / 1 Room
  • 1 King Patio

    Cherished Sanctuaries, A Tale of Five.

  • Select Datesto
  • 2 Guests / 1 Room
Our Historic Inns

The Spirit of Key West

Choose your carefree Key West adventure. Richly appointed tropical mansion or timeless bungalows. Island-chic social hub, intimate cottages or explorer-friendly lodge.

  • Sail boat
  • Mallory Square
  • shrimp cocktail
  • Lionfish on the coral reef in the red sea
  • Girl on stand up paddle board, quiet sea with warm sunset colors.
Explore

Like Nowhere Else

Pastel hues. Colorful coral reefs. Island sunshine. At just seven square miles, Key West is a small place that delivers big on off-beat and unforgettable. Home to America’s Southernmost Point, it feels like another world altogether.

Isabel’s bar
Libations

Flip-Flops & Daiquiris

From morning mimosas to sunset mojitos and rum punch that packs a punch.
Sip your way to a Key West state of mind.

Wedding Couple on Swing
champagne bottle
Wedding Couple First look
Table and chairs
Gather

Meet Me in Old Town

Escape to a paradise of poolside happy hours, iconic architecture and classic romance. Home to inviting celebrations for over a century. Add your unforgettable gathering to our legacy.

Wedding Couple on Swing
champagne bottle
Wedding Couple First look
Table and chairs