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

Featuring a swimming pool, the 4-star Winslow'S Bungalows - Key West Historic Inns is 6 minutes' walk from the very unusual Key West Cemetery. Staying here you can use Wi-Fi in public areas and private car parking on site.

Location

This hotel is centrally nestled in the Downtown Key West district, a short way from The Ernest Hemingway Home and Museum. The Winslow'S Bungalows - Key West Historic Inns is also just 1.1 km 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 25 minutes' walk away. There is Truman Avenue & Simonton Street bus stop a few steps from this Key West hotel.

Rooms

The 85 rooms are fitted with a safe as well as comforts such as ironing equipment and climate control. Bathrooms with a lowered sink, a raised toilet, and a shower, also include a hair dryer and dressing gowns.

Food & Drinks

The smoke-free Winslow'S Bungalows - Key West Historic Inns offers a free continental breakfast. Guests are invited to the onsite pool bar to unwind with a drink. The seafood restaurant New York Pasta Garden lies within a 600-metre distance of this property.

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

  • Free Wi-Fi

  • Swimming Pool

  • On-site Dining

  • No Smoking

  • Child-friendly

  • Wheelchair access

  • Air conditioning

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

Internet

  • Free Wi-Fi

Parking options

  • Parking

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

For kids

  • Cots

Recreation

  • Outdoor heated swimming pool
  • Garden area

For disabled guests

  • 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 561 per night
Check-in 14 Dec 2025
Check-out 15 Dec 2025
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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    Guest reviews of Winslow'S Bungalows - Key West Historic Inns

    8.6 Fabulous
    1252 reviews

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    100% Verified Reviews
    Enter dates to see availability
    From USD 561 per night
    Check-in 14 Dec 2025
    Check-out 15 Dec 2025
    Guests 2 guests

    Adults:

    2

    Children:

    0
    Check-in & out
    14 Dec 2025
    โ€”
    15 Dec 2025
    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.