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Winslow's Bungalows - Key West Historic Inns

8.6/102100 reviewsKey West

Luxurious Amenities: Winslow's Bungalows offers 3 swimming pools for ultimate relaxation and enjoyment. Free WiFi access throughout the property ensures you stay connected during your stay. Convenient Location: Situated just 1 km from the Southernmost Point and 750 meters from Duval Street, Winslow's Bungalows provides easy access to Key West's popular attractions. Tranquil Surroundings: Enjoy the serene landscaped gardens and unwind on the sun terrace with lounge chairs. The inn also features hammocks, swings, and 3 outdoor pools for a peaceful retreat. To experience the luxury and tranquility of Winslow's Bungalows, book your stay now!

What this place offers

  • WiFi available
  • Free WiFi
  • Parking
  • Non-smoking rooms
  • Air conditioning
  • Swimming pool

Policies & house rules

  • Check-in from 16:00
  • Check-out until 11:00
  • Children welcome
  • Pets allowed
  • Paid parking

Please note that the property is located in a building with no elevator.Guests are required to show a photo ID and credit card upon check-in. Please note that all Special Requests are subject to availability and additional charges may apply. Please inform of your expected arrival time in advance. You can use the Special Requests box when booking, or contact the property directly using the contact details in your confirmation. A deposit may be required at the property.

Available rooms

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2100 reviews

Guests liked

  • Great location
  • Friendly staff
  • Nice gardens and ambiance

Guests mentioned

  • Room cleanliness issues
  • Room size smaller than expected
  • High price relative to value

  • Blue

    GB · couple · Oct 2026

    10/10

    Excellent, charming stay!

    This is a beautiful, charming property just off of Truman avenue. Everything about the property is luxury and every detail is thought about.

  • Robert

    US · solo_traveller · Oct 2026

    10/10

    Great staff from check in, bartender and check out!

    Great location.

    Nothing

  • Deborah

    US · extended_group · Oct 2026

    8/10

    great location, breakfast in the morning, fun bar with delicious bites

    Wish there would have been additional mirror in the bedroom, not just in the bathroom. Also, the bathroom lighting could have been brighter.

  • Diana

    US · couple · Oct 2026

    10/10

    Perfect

    Excellent service and beautiful property

    We genuinely liked absolutely everything about this place

  • Rachael

    US · solo_traveller · Oct 2026

    9/10

Location

725 Truman Avenue · Key West

What's nearby

  • Duval StreetDistrict · 0.6 km
  • Truman Little White HouseMuseum · 0.6 km
  • Ernest Hemingway Home and MuseumMuseum · 0.7 km
  • Key West Bight / Ferry TerminalTransit · 0.8 km
  • Mallory Square (Sunset Celebration)Entertainment · 0.9 km
  • Key West Butterfly & Nature ConservatoryNature · 0.9 km
  • Southernmost Point (buoy)Landmark · 1 km
  • Fort Zachary Taylor Historic State ParkPark · 1 km
  • Key West International Airport (EYW)Airport · 5 km