Members-only rates
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 refrigerator
  • In-room microwave
  • Pool
  • Spa / sauna
  • Pet friendly
  • Public transit access
  • Smoke-free property
  • Air conditioning
  • In-room safe

Reviews

4.6 / 5
Excellent 1393 reviews
  • Engine customer Aug 2026

    We loved all the amenities, including the bicycle rental option, complimentary breakfast, three beautiful pools, and the bar. There was always something to enjoy, and the live music created such a fun and relaxing atmosphere. Everything was wonderful—the service, amenities, atmosphere, and overall experience. We honestly didn’t want to leave! We would absolutely stay here again and highly recommend this place to anyone looking for a memorable getaway. Five stars all the way!

  • Engine customer Aug 2026

    Beautiful resort with amazing staff!

  • Engine customer Aug 2026

    ​In particular, Ms. Sonya, the front office administrator, was exceptionally friendly, helpful, and generous in ensuring my visit was memorable. ​The atmosphere at the property is calming, peaceful, and breathtaking all at once—a true tropical vibe that feels like a private island surrounded by lush trees and plants. It was such a nice treat to have a bungalow with a private patio, making it a wonderful spot for scenic pictures. The entire property was spotlessly clean and exceptionally well-maintained by the staff. ​Every morning, Winslow Bungalows offers a light, fresh breakfast from 8:00 to 10:00 AM, which was the perfect start to fuel a day of exploring Key West. Additionally, the location is extremely convenient, situated just a short walk from Duval Street. ​I fully plan on returning to Winslow Bungalows on my next trip back to the Florida Keys!

  • Engine customer Aug 2026

    Will go again

  • Engine customer Aug 2026

    Very private and personal. Breakfast and Bar was very nice and relaxing.

  • Engine customer Aug 2026

    The staff was fantastic and we loved the hotel!!! Great location!

  • Engine customer Aug 2026

    Really nice rooms, always clean. Pools are nice, wish they were cooler in temp but it is what it is. "free" breakfast if that's your thing. Good amount of parking. Easy to get anywhere from this location.

  • Engine customer Aug 2026

    room needs renewing, very small , ac does not work well

  • Engine customer Aug 2026

    Very cute property! We didn’t have the breakfast so

  • Engine customer Aug 2026

    I absolutely loved the vibe of this hotel !!! And the staff are amazing.

  • Engine customer Aug 2026

    Loved this place. 2 blocks from duval st. Three different pools to choose from. Was told this was the off season so it wasn’t that crowded. Two of the nights it rained but we sat out on the patio and enjoyed a relaxing dinner. Because we were so close to duval st, we did A LOT of walking. My only complaint about the hotel is that the walls are very thin. You can hear your neighbors and they can hear you 😁 other than that, would highly recommend.

  • Engine customer Aug 2026

    Breakfast provided me with non-dairy and g gluten free food choices which is rare in most hotels. B

  • Engine customer Aug 2026

    GREAT place to stay. It was a hidden getaway perfect for a romantic or family vacation. We loved it!

  • Engine customer Aug 2026

    Great room, easy check in. Convenient breakfast. Great location - walkable to all the best parts of Key West!

  • Engine customer Aug 2026

    Loved staying here.

  • Engine customer Aug 2026

    Todo súper me encantó la estancia

  • Engine customer Aug 2026

    Pretty much the only real negative thing was that the room A/C units are loud. Each bungalow has its own unit and when it turns on and off its a bit loud. The room actually had disposable ear plugs in the room which was good.

  • Engine customer Aug 2026

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

  • Engine customer Aug 2026

    It was a beautiful place and walkable!

  • Engine customer Aug 2026

    Hébergement idéal en couple et entre amis. Idéal également pour les chaudes journées d'été des Keys. Magnifique établissement !

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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