4 Star Hotel

Winslow's Bungalows - Key West Historic Inns

725 Truman Avenue, Key West, FL, United States View Map

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Winslow's Bungalows - Key West Historic Inns

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About

Located in Key West, Florida, Winslow's Bungalows features 3 swimming pools, free WiFi access, and complimentary continental breakfast. The Southernmost Point is just 0.6 mi away, and Duval Street is 2461 feet from the inn. A flat-screen cable TV comes standard in each room at Winslow's Bungalows. All rooms feature a small refrigerator. Each private bathroom also comes with a hairdryer and free toiletries. Paths through landscaped gardens and a sun terrace with lounge chairs can be enjoyed at Winslow's Bungalows. Other facilities offered include 3 outdoor pools, hammocks and swings. On-site parking is available for a surcharge. Smathers Beach and Fort Zachary Taylor State Park are an 8-minute drive from Winslow's Bungalows. Guests will be just 8 minutes’ walk from The Ernest Hemingway Home and Museum and 10 minutes' walk from Key West Butterfly and Nature Conservatory.

968 Reviews

8.6Very Good
Cleanliness
8.8
Staff
9.0
Location
9.4

What Guests Say

  • “Location and staff are the best”
  • “Property was beautiful, 3 pools are lovely. Bar area is perfect, breakfast exceeded my expectations.”
Show 50 Verified Reviews

Top Amenities

  • Swimming Pool
  • Free Internet Access
  • Accessible Rooms / Facilities
  • Free Breakfast
  • Pets Allowed
  • Non-Smoking Rooms
Show All Amenities

Room Options

Our Best Price. GUARANTEED.

Exclusively for Priceline members Details

Winslow Mobility 1/4

Winslow Mobility

216 sqft • 1 King

  • Air conditioning
  • Bathrobe(s)
  • Hair dryer
  • Iron and ironing board
Queen Room1/4

Queen Room

173 sqft • 1 Queen

  • Air conditioning
  • Bathrobe(s)
  • Hair dryer
  • Iron and ironing board
Annex1/4

Annex

183 sqft • 1 King

  • Air conditioning
  • Alarm clock
  • Baby Cot
  • Balcony
Bungalow1/4

Bungalow

173 sqft • 1 King

  • Air conditioning
  • Alarm clock
  • Baby Cot
  • Bath or Shower
King Suite - City View1/4

King Suite - City View

399 sqft • 1 King

  • Air conditioning
  • Bath or Shower
  • Bathrobe(s)
  • City view
King Room1/4

King Room

151 sqft • 1 King

  • Air conditioning
  • Bathrobe(s)
  • Hair dryer
  • Iron and ironing board

Room Details and Photos

Room Amenities

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    What Guests Loved

    8.6
    Very Good

    Based on 968 reviews

    Location

    9.4

    Cleanliness

    8.8

    Staff

    9

    Overall Quality

    8.5

    Pros +

    • The vibe
    • Location and staff are the best
    • Property was beautiful, 3 pools are lovely. Bar area is perfect, breakfast exceeded my expectations.

    Cons -

    • Check in. $100 extra fee for resort not told prior. $30 parking daily.
    • We should hav asked for a ground floor room. The stairs were killer with luggage
    • The shower in room 65 is teeny tiny and as a petite female, even I found it difficult to get in and out of.
    Business Traveler (24)Solo Traveler (52)Traveling as Couple (703)Family with Young Children (189)Family with Teens (1)Senior Traveler (6)Group Traveler (115)Total (1,272)
    5RichardPosted on: 8-1-2026

    The vibe

    Check in. $100 extra fee for resort not told prior. $30 parking daily.

    10Verified guestPosted on: 11-7-2025

    Location and staff are the best

    We should hav asked for a ground floor room. The stairs were killer with luggage

    9SagePosted on: 9-30-2025

    Property was beautiful, 3 pools are lovely. Bar area is perfect, breakfast exceeded my expectations.

    The shower in room 65 is teeny tiny and as a petite female, even I found it difficult to get in and out of.

    9JamesPosted on: 8-4-2025

    The room was very spacious (Room 58). The garden and foliage were gorgeous. The breakfast was more substantial than expected. Our room was perfectly located.... near the pool, bar, and breakfast room.

    Not much seating at the pools.

    9SamPosted on: 4-6-2025

    Very quaint with an old Florida appeal. Nice and quiet and only a few steps away from Duval St.

    Bathroom was warm. A/C had to run 24/7.

    10AndyPosted on: 4-1-2025

    The location, pool and staff.

    1Joanne FPosted on: 3-30-2025

    The bartender was nice.

    There were bugs in the room, in the bed and in the bathroom!!!! The staff acted like it was no big deal, would not change our room. Said they would send maintenance to look at it. There was no coffee bar in the room. Many more things!!!

    9Verified guestPosted on: 3-20-2025

    The beautiful setting with its lush foliage and small areas to hide away and sit in a swing or hammock for quiet time. The property included many bungalows but the way they were situated gave lots of privacy to each one. Beautiful!

    The breakfast was nice and offered a large variety of items. However, it would have been nice to have 1 or 2 gluten free options (toast, pastry).

    10LesliePosted on: 3-2-2025

    I love the ambience, quiet, relaxing the hotel is. I really enjoyed my stay.

    No one cleaned our room the first night. They did the second night.

    10RickPosted on: 2-23-2025

    Location great, free welcome drink, staff friendly

    No hot tub, room damp

    10AlanPosted on: 1-19-2025

    Lovely grounds with swings and hammocks and outdoor seating. Great location near the heart of old town, but not too close.

    I didn't realize I was going to be charged to park my car at the hotel.

    7Verified guestPosted on: 12-30-2024

    Good morning breakfast, but the hours are much too short and should be extended. 8-10am is too quick and on two (2) days we ended up missing the breakfast for various reasons.

    The swimming pool experience was a bit dull and boring, and the pools are small. It would have been nice to have some light background music in the background to liven up the mood. So I thought the pool experience was very underwhelming.

    10ElizabethPosted on: 12-29-2024

    Awesome location, great breakfast and friendly staff

    9Verified guestPosted on: 12-29-2024

    Location, breakfast

    The room we stayed was overall clean. However , the ventilation in the bathroom and the one on the wall by the bed are full of dust that is obviously visible and gross.

    6ShannonPosted on: 9-24-2024

    Breakfast was really nice. Location was close to everything in Old Town.

    Snall bathroom. I would have expected better mattress for a four star hotel. We had to climb stairs. Wiould have been nice if they asked if we needed downstairs as the inn was not full.

    9RichardPosted on: 6-27-2024

    Outstanding staff. Great location.

    Ants in room but quickly addressed.

    5Verified Hotel GuestPosted on: 2-14-2024

    Location. We walked almost anywhere we wanted to go.

    Room was very clean, but almost every drawer was broken. Safe was in a broken drawer, so it wasnt accessible. When we had room cleaned and refreshed, we received fresh towels, but had to call for clean washcloths and toiletries.

    8Verified Hotel GuestPosted on: 2-4-2024

    The grounds and setting were actually quite nice.rrow

    The rooms are tiny as well as the bathrooms.We had to carry our luggage up 2 flights of narrow concrete steps not ideal for older people.

    4XiePosted on: 12-27-2023

    Great location. Close to Duvet street. Nice gardening and landscaping.

    No fridge. Cheap facilities such as beddings shampoo and shower gel. To claimed $35 complementary breakfast is so bad. I would not even pay $5 for it. The impression is that the owner just paid for the Kimpton brand and saved money for everything el

    10VictoriaPosted on: 9-24-2023

    Hotel employee made the experience for our 29th wedding anniversary very nice.

    Bathroom, porch needed ceiling fans, more snacks in bar, and more choices for breakfast

    Amenities & Policies

    Amenities

    Swimming & Soaking

    • Swimming Pool
    • Outdoor pool

    Food & Drinks

    • Free Breakfast

    Media & Technology

    • Free Internet Access

    Health & Safety

    • Health Services
    • Daily disinfection
    • Hygiene certification

    Accessibility

    • Handicapped Rooms/Facilities
    • Facilities for disabled guests available
    • Wheelchair accessible

    General

    • Pets Allowed
    • No Smoking Rooms/Facilities

    Guest policies

    Check-inAfter 4:00 PM
    Check-outBefore 11:00 AM
    InternetFree Wi-Fi is available.
    Children & Extra BedsChildren of all ages are welcome. Children of age 0 to 2 stay free with cot.
    PetsPets are allowed. Charges may apply.
    Room RatesAll rates displayed are for two guests unless otherwise noted.

    Important info

    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 damage deposit of USD 50.0 is required at checkin. This will be collected by credit card. You should be reimbursed on checkout via credit card, subject to an inspection of the property.

    Location

    Winslow's Bungalows - Key West Historic Inns

    725 Truman Avenue, Key West, FL

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