Key West, United States|Get Location
Hotel Type: 3 Star

Winslow's Bungalows - Key West Historic Inns

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WifiFront DeskPool

About the hotel

Looking for a charming stay right in the heart of Key West? Winslow's Bungalows - Key West Historic Inns offers a truly central location, perfect for exploring everything this vibrant island has to offer. You'll be just a short, five-minute stroll away from the iconic Duval Street, where the energy of Key West comes alive. Plus, the fascinating Ernest Hemingway Home and Museum is only an eight-minute walk from your doorstep, putting history and culture within easy reach.

Beyond the immediate buzz, Winslow's Bungalows places you conveniently close to the beautiful Florida Keys Beaches, a mere 0.5 miles (0.8 km) away. If soaking up the sun is high on your agenda, South Beach is also just a 0.6-mile (0.9 km) amble from the hotel. This makes it incredibly easy to enjoy the best of Key West's coastal charm.

At Winslow's Bungalows, you'll find a welcoming atmosphere that complements its prime location. Imagine stepping out and being moments from incredible dining, lively entertainment, and the unique spirit of Old Town Key West. It’s the ideal base for discovering the island's many treasures at your own pace.

And when you book direct with us, you can often find even better value, with our Best Price Match guarantee potentially offering lower rates than popular sites like Booking.com, Expedia, and LateRooms. Get ready to experience Key West without breaking the bank – book your unforgettable stay at Winslow's Bungalows today!

Why guests love staying here

Great Location

Conveniently placed near public transport, shopping, and key attractions.

Stylish & Comfortable

Modern rooms with cozy interiors and thoughtful design touches.

Top-notch Amenities

Enjoy breakfast, gym access, and more during your stay.

Excellent Service

Friendly staff and seamless hospitality from check-in to check-out.

Available Rooms

No rooms available for your selected dates

Winslow's Bungalows - Key West Historic Inns does not currently have rooms available from 30 Oct 2026 to 02 Nov 2026. Availability may change, so please try alternative dates or explore similar hotels nearby.

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Frequently Asked Questions

Q. What time is check-in at Winslow's Bungalows - Key West Historic Inns?

A: Check-in at Winslow's Bungalows - Key West Historic Inns is from 16:00. Early check-in may be available on request, subject to room availability — contact the hotel directly to arrange it.

Q. What time is check-out at Winslow's Bungalows - Key West Historic Inns?

A: Check-out at Winslow's Bungalows - Key West Historic Inns is by 11:00. Late check-out may be available for an additional fee, subject to availability — please contact the hotel in advance to arrange it.

Q. Where is Winslow's Bungalows - Key West Historic Inns located?

A: Winslow's Bungalows - Key West Historic Inns is located at 725 Truman Avenue Key West Florida 33040, Key West, United States.

Q. Is breakfast available at Winslow's Bungalows - Key West Historic Inns?

A: Yes, breakfast is available at Winslow's Bungalows - Key West Historic Inns. Breakfast is included with selected room rates — check the meal plan (such as "Bed & Breakfast") shown on each room option before you book.

Q. Does Winslow's Bungalows - Key West Historic Inns offer WiFi?

A: Yes, Winslow's Bungalows - Key West Historic Inns offers complimentary WiFi for guests, so you can stay connected throughout your stay.

Q. Is parking available at Winslow's Bungalows - Key West Historic Inns?

A: Yes, Winslow's Bungalows - Key West Historic Inns offers parking for guests free of charge. Availability may be limited, so we recommend arriving early or contacting the hotel to reserve a space.

Q. Does Winslow's Bungalows - Key West Historic Inns have a swimming pool?

A: Yes, Winslow's Bungalows - Key West Historic Inns has a swimming pool for guests to enjoy. Please contact the hotel for pool opening hours and any access guidelines.

Q. Is Winslow's Bungalows - Key West Historic Inns pet-friendly?

A: Yes, Winslow's Bungalows - Key West Historic Inns is pet-friendly. Please contact the hotel directly to confirm its current pet policy, any applicable fees, and restrictions before your stay.

Q. What is the cancellation policy at Winslow's Bungalows - Key West Historic Inns?

A: Cancellation policies at Winslow's Bungalows - Key West Historic Inns vary by room and rate. Each room option is clearly labelled "Free Cancellation" or "Non Refundable", so you can see the policy before booking. Choose a Free Cancellation rate if you'd like the flexibility to change your plans.

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