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4.6 / 5 Excellent

Winslow's Bungalows - Key West Historic Inns

Winslow's Bungalows - Key West Historic Inns
Winslow's Bungalows - Key West Historic Inns – Key West, FL
Winslow's Bungalows - Key West Historic Inns – Key West, FL
Check in 4:00 PM
Check out 11:00 AM

About Winslow's Bungalows - Key West Historic Inns

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.

Amenities

  • On-site parking
  • 24-hour front desk
  • On-site dining
  • Bar / lounge
  • Café / coffee shop
  • Concierge
  • Luggage storage
  • In-room microwave
  • Pet friendly
  • Smoke-free property
  • Air conditioning
  • In-room safe

Reviews

4.6 / 5
Excellent 1434 reviews
  • Engine customer Oct 2026

    The bedding had blood stains, makeup, other stains. We looked in a closet to find different bedding and found mouse droppings. We looked further and found mouse droppings in our room as well. There were old chopsticks and old fork, etc. other garbage in the room. The pools were much much smaller than what shows on the website. The whole place just seemed kind of dirty or not well kept. We were moved to a different room and the air-conditioning was so loud we couldn’t even barely hear the TV. We canceled our second night and they didn’t refund half. They are saying the second night room rate was a lower rate. This was for Friday and Saturday. I don’t know how Friday night had that much higher of a rate than Saturday night. Do not stay here in general. I don’t think old town is the place to stay. It seemed like near the harbor or near the southernmost point was nicer.

  • Engine customer Sep 2026

    Had a great time!

  • Engine customer Sep 2026

    The property offered striking beauty and an ideal location. The staff we spoke with throughout our stay were consistently friendly and welcoming. I appreciated the amenities. The complimentary continental breakfast and two welcome drinks were excellent. I would gladly return for another visit.

  • Engine customer Sep 2026

    Good location, walking distance to most of the Old Town. Good breakfast. Lots of outdoor furniture for lounging under tropical trees. Most rooms have covered decks with outdoor furniture so you can still be outdoors if you're waiting out a rainstorm. My bathroom floor needed mopping before I got there.

  • Engine customer Sep 2026

    From before we arrived we already knew we chose the right place to stay! We had questions about parking our motorcycle on property and there was no hesitation to share information and also connect with us. The staff is great. We are recommending this location and properties to friends and family. Next time we’re in town, 100% this will be the place we stay. Location is great and the property is fun to explore. Thank you all for making our stay memorable!

  • Engine customer Sep 2026

    Loved this place cute and cozy

  • Engine customer Sep 2026

    This property was the perfect spot for seeing all of Key West. We had a brief problem with our door and the team was so responsive and apologetic and offered things to make it right. Have already recommended to friends and family in the 24hrs of being home.

  • Engine customer Sep 2026

    The property is on a perfect location near enough from Duval action, but at the same time far enough to enjoy a quiet time when necessary. Excellent parking lot onsite if you’re driving! The very friendly and helpful staff, made our staying even better!

  • Engine customer Sep 2026

    The room was clean and decorated for the keys. Breakfast was amazing. Take advantage of that. The location is great for getting to so many hotspots.

  • Engine customer Sep 2026

    A great place to stay. Centrally located and a beautiful property.

  • Engine customer Sep 2026

    This place is perfect. Clean,cute and great location. We will definitely be back!

  • Engine customer Sep 2026

    Nos encantó nuestra estadía! Todo estuvo excelente. El lugar es muy moderno, cómodo y, sobre todo, muy limpio. La ubicación es perfecta porque está súper cerca de todo, restaurantes, tiendas y lugares para visitar. Nos sentimos muy cómodos durante toda la estadía. Sin duda volveríamos a hospedarnos aquí nuevamente y lo recomendamos 100%. ¡Una experiencia excelente! ⭐️⭐️⭐️⭐️⭐️

  • Engine customer Sep 2026

    The hard boiled eggs at breakfast could be fresher..

  • Engine customer Sep 2026

    Super cute and comfortable stay!

  • Engine customer Sep 2026

    We thoroughly enjoyed our time here! The grounds are beautiful. The staff was great. The rooms are very clean and housekeeping did a great job each day. I loved the robes that were provided! The buildings are old, yes. And the floor in our room was uneven. Not desirable but not a deal breaker. Bar and bar staff was great. Breakfast was great for a continental. Plenty of options and fresh cut fruit every day. We’d definitely return!

  • Engine customer Sep 2026

    We had a nice stay overall. The breakfast was wonderful. The pools were amazing. The property was beautiful and you could see that the staff realt tried hard to make it nice. The staff was very helpful with any issues. We would stay here again. A few things were misnleading such as the water at the bedside looks complimentary until you open it and realize it’s 5 dollars. We had to request our room to be cleaned a few days which should be an automatic since we paid an extra 45 dollars a day for this service. Overall great stay.

  • Engine customer Sep 2026

    Nice rooms, nice pools, good breakfast

  • Engine customer Sep 2026

    Staff was great

  • Engine customer Sep 2026

    Expedia did not mention when I signed up that there would be a $45 per day resort fee. I will not book through Expedia again.

  • Engine customer Sep 2026

    👍

Frequently asked questions about Winslow's Bungalows - Key West Historic Inns

Does Winslow's Bungalows - Key West Historic Inns have free Wi-Fi?
Yes, Winslow's Bungalows - Key West Historic Inns offers free Wi-Fi for all guests. Free wired internet is also available in select rooms.
Does Winslow's Bungalows - Key West Historic Inns offer parking?
Yes, paid self-parking is available on-site at Winslow's Bungalows - Key West Historic Inns.
Does Winslow's Bungalows - Key West Historic Inns have meeting spaces, conference centers, or conference rooms?
Winslow's Bungalows - Key West Historic Inns does not list dedicated meeting or conference facilities. For business event venues in Key West, see business hotels in Key West.
Does Winslow's Bungalows - Key West Historic Inns have a fitness center?
Winslow's Bungalows - Key West Historic Inns does not list an on-site fitness center. Some properties partner with nearby gyms — check directly with the hotel.
Where is Winslow's Bungalows - Key West Historic Inns located, and how walkable is the area?
Winslow's Bungalows - Key West Historic Inns is located at 725 Truman Avenue, Key West, FL 33040. With a Walk Score of 94, the area is rated Walker's Paradise. Most daily errands can be done on foot — ideal for travelers without a car.

What's nearby

Map of points of interest near Winslow's Bungalows - Key West Historic Inns
  • Key West Airport 2.6 mi

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