Winslow’s Bungalows

About Winslow’s Bungalows

Set on historic grounds in Old Town Key West, Winslow’s Bungalows combines landscaped outdoor areas, three pools and the Bungalow Bar. It offers room blocks and wedding-weekend gatherings, including welcome events, getting-ready spaces and farewell brunches. The Elizabeth Estate is an 11-room section with a private pool and sun deck that can be reserved as an exclusive buyout; the property also describes poolside gatherings and other group events. Food and beverage options for wedding-weekend events range from passed bites and grazing boards to dinners and brunches, with beer and wine, full-bar service and signature cocktails.

The facts

Guests

Up to 50 guests

Setting

Outdoor

Kind of place

Hotel

Last updated

November 2026

On the big wedding guides

• Not listed on WeddingWire (checked November 2026)
• Not listed on Zola (checked November 2026)

How to reach Winslow’s Bungalows

• Website: keywesthistoricinns.com/the-inns/winslows-bungalows
• Phone: (305) 294-5229
• Address: 725 Truman Ave

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