$30 off bookings $150+ with code

A new update is available

Send your friends $20 off their first $100+ booking. After their first daycation, you'll get $20 off your next $100+ booking.

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Eligible on bookings $150+. Expires 3/26/26.

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- **Prime Location**:  
Steps from Duval Street in Old Town Key West.
- **Resort-Like Retreat**:  
Offers three inviting pools for relaxation.
- **Historic Grounds**:  
Built on Key West's first motel site.

pool

food

drink

luggage-storage

restrooms

towels

free-parking

outdoor-pool

Enchantment awaits in the vibrant heart of Old Town, just steps from Duval Street and the best of Key West. Discover this inviting resort-like retreat with three pools, nestled on historic grounds that once housed Key West’s first motel and some of its oldest homes.

Winslow's Bungalows - Key West Historic Inns

Discover this inviting resort-like retreat with three pools. 

Winslow's Bungalows - Key West Historic Inns

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Winslow's Bungalows - Key West Historic Inns