Winslow'S Bungalows - Key West Historic Inns

725 Truman Avenue, Downtown Key West, Key West, United States - Steps from Duval Street
4.5/5
· 256 reviews

Offering 85 rooms, the 4-star non-smoking Winslow'S Bungalows - Key West Historic Inns is near an entertainment district and around 20 minutes' walk from Key West Aquarium. This Key West hotel is centrally located in the Downtown Key West district of Key West and there is a car park on site.

Location

The historical Key West Lighthouse lies 0.4 miles away, while the downtown commercial zoned Duval Street is within reach of the hotel. Located in old part of Key West, the Winslow'S Bungalows - Key West Historic Inns is approximately 5 minutes' stroll from the Minor Saint Mary Star of the Sea Basilica. Guests can also find The Ernest Hemingway Home and Museum, situated not far from the accommodation. Truman Avenue & Simonton Street bus stop is located merely 900 feet from the hotel.

Food & Drinks

Winslow'S Bungalows - Key West Historic Inns offers a continental breakfast made fresh daily. Guests can relax in the on-site lounge bar. You can relish American cuisine at Little Pearl located about a 5-minute walk away.

Leisure & Activities

Guests might as well enjoy 3 outdoor swimming pools provided on site.

Why choose Winslow'S Bungalows - Key West Historic Inns

Select room
  • Three unique outdoor pools

  • Complimentary continental breakfast

  • Private poolside bungalows available

  • Live music & events at Bungalow Bar

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

For kids

  • Cots

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 533 per night
Check-in 8 Jun 2026
Check-out 9 Jun 2026
Guests 2 guests

Adults:

2

Children:

0
All rates verified
How we verified prices Our team regularly checks prices to make sure you see the lowest available rates. We compare them with hotel prices and other providers. If discounts or promotions appear, prices on our site are updated accordingly.

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

 -  Steps from Duval Street
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Transportation

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    Guest reviews of Winslow'S Bungalows - Key West Historic Inns

    8.4 Very Good
    1230 reviews

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    100% Verified Reviews
    Enter dates to see availability
    From USD 533 per night
    Check-in 8 Jun 2026
    Check-out 9 Jun 2026
    Guests 2 guests

    Adults:

    2

    Children:

    0
    All rates verified
    How we verified prices Our team regularly checks prices to make sure you see the lowest available rates. We compare them with hotel prices and other providers. If discounts or promotions appear, prices on our site are updated accordingly.
    Check-in & out
    8 Jun 2026
    9 Jun 2026
    Guests
    2 guests
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    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.