Winslow'S Bungalows - Key West Historic Inns

725 Truman Avenue, Downtown Key West, Key West, United States - Heart of Old Town
4.5 256 reviews

Offering a shared lounge and a garden terrace, the smoke-free Winslow'S Bungalows - Key West Historic Inns lies in the Downtown Key West district, a 6-minute walk from the 19 - acre Key West Cemetery. Located a short way from The Ernest Hemingway Home and Museum, the hotel features a swimming pool for guests to relax in.

Location

This Key West hotel enjoys proximity to Sunset Key, located 1.1 miles away. The Winslow'S Bungalows - Key West Historic Inns is also 14 minutes' stroll from the vintage parish "Saint Paul's Episcopal Church of Key West" in Key West. Guests of the property can get to Higgs Beach Dog Park, which is 1.1 miles away. There is Truman Avenue & Simonton Street bus stop fairly close to this property.

Rooms

The 4-star Winslow'S Bungalows - Key West Historic Inns welcomes guests to 85 rooms complete with cable channels, as well as comforts like ironing facilities and climate control.

Food & Drinks

The Key West hotel offers a free continental breakfast daily. Guests are invited to the onsite pool bar to unwind with a drink. Offering Italian dishes, New York Pasta Garden lies a 7-minute walk away.

Why choose Winslow'S Bungalows - Key West Historic Inns

Select room
  • Three inviting outdoor pools

  • Delicious curated continental breakfast

  • Charming Victorian-style accommodations

  • On-site bar with live entertainment

Main amenities

  • Wi-Fi

  • Swimming Pool

  • On-site Dining

  • No Smoking

  • Child-friendly

  • Wheelchair access

  • Air conditioning

General
  • Wi-Fi
  • Swimming Pool
  • On-site Dining
  • No Smoking
  • Child-friendly
  • Wheelchair access
  • Air conditioning
1/8

Internet

  • Wi-Fi

Parking options

  • On-site car park

Property services

  • Safe deposit box
  • Concierge desk
  • 24-hour security
  • Luggage storage
  • Pet amenities available
  • Housekeeping
  • Tours/Ticket assistance

Dining options

  • Bar/ Lounge area
  • Picnic area/ Tables

Recreation

  • Outdoor heated swimming pool
  • Garden area

For disabled guests

  • Handicap parking
  • Rooms/ Facilities for disabled
  • Wheelchair access
  • Toilet for disabled
  • Bathroom for disabled

In the rooms

  • Air conditioning
  • Terrace
  • Garden furniture
  • Ironing facilities

In the bathroom

  • Free toiletries

General facilities

  • Non-smoking rooms
  • Smoke detectors
  • Fire extinguishers
  • Key access

Pets

  • Pets allowed for a fee

Important information

Check-in:
from 16:00 until 23:59
Check-out:
until 11:00
  • Children and extra beds
  • There are no extra beds provided in a room.

Enter dates to see availability

From USD 139 per night
Check-in 4 Feb 2026
Check-out 5 Feb 2026
Guests 2 guests

Adults:

2

Children:

0

Rooms

Photos of Winslow'S Bungalows - Key West Historic Inns

Location of Winslow'S Bungalows - Key West Historic Inns

725 Truman Avenue, Downtown Key West, Key West, United States

 -  Heart of Old Town
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    1249 reviews

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    100% Verified Reviews
    Enter dates to see availability
    From USD 139 per night
    Check-in 4 Feb 2026
    Check-out 5 Feb 2026
    Guests 2 guests

    Adults:

    2

    Children:

    0
    Check-in & out
    4 Feb 2026
    5 Feb 2026
    Guests
    2 guests
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    Details:

    725 Truman Avenue, Key West, United States

    Important information
    Winslow\'S Bungalows - Key West Historic Inns
    Check-in:
    from 16:00 until 23:59
    Check-out:
    until 11:00
    • Children and extra beds
    • There are no extra beds provided in a room.