Winslow's Bungalows - Key West Historic Inns

Winslow's Bungalows - Key West Historic Inns

Hotel
4 stars 

725 Truman Avenue, Key West, FL, United States

Excellent1,215 verified ratings
8.6

C$ 559

Cheapest rate

rate per night

Rooms
About
Reviews
Photos
Similar hotels
Location
FAQ

Best deals for Winslow's Bungalows - Key West Historic Inns

Explore the most appealing deals available for Winslow's Bungalows - Key West Historic Inns, ensuring you get the best value for your stay. Properties were last updated on 10 December 2025.
Wed 17/12
Thu 18/12
Deluxe room
bed type unknown
C$ 559
nightly with fees
bed type unknown
C$ 662
nightly with fees
bed type unknown
C$ 1,289
nightly with fees
King room
1 king bed
C$ 294
nightly with fees
1 king bed
C$ 312
nightly with fees
bed type unknown
C$ 316
nightly with fees
Standard Room
bed type unknown
C$ 217
nightly with fees
bed type unknown
C$ 237
nightly with fees
bed type unknown
C$ 300
nightly with fees
Queen room
1 queen bed
C$ 410
nightly with fees
2 queen beds
C$ 414
nightly with fees
1 queen bed
C$ 415
nightly with fees
Double room
bed type unknown
C$ 321
nightly with fees
1 twin bed
C$ 399
nightly with fees
bed type unknown
C$ 718
nightly with fees
Classic room
bed type unknown
C$ 638
nightly with fees
*Total includes estimated local taxes & fees payable on check out.
Prices are based on 1 night, including fees but not including taxes.
Best priceguarantee

About Winslow's Bungalows - Key West Historic Inns

Discover essential information, amenities, and features of Winslow's Bungalows - Key West Historic Inns, providing insights into what to expect during your stay. Information on this property was last updated on 10 December 2025.
Hotel with 3 outdoor swimming pools, 5-minute walk to Duval Street Along with 3 outdoor pools, this smoke-free hotel has a bar/lounge and a poolside bar. Free continental breakfast and free WiFi in pu...

Good to Know

Check-in time4:00 PM
Check-out time11:00 AM
Payment & CancellationPolicies vary by room type and provider.
Front desk number+1 305 294 5229

Perks and amenities at Winslow's Bungalows - Key West Historic Inns

A comprehensive list of on-site, in-building, and in-room amenities you’ll find at Winslow's Bungalows - Key West Historic Inns
  • Outdoor pool
  • Bar/Lounge
  • Free Wi-Fi
  • Wi-Fi available in all areas
  • TV
  • Free toiletries
  • Internet
  • Parking
  • Pets allowed on request. Charges may apply.
  • Hairdryer

General

  • Bathtub
  • Non-smoking rooms available
  • Bar/Lounge
  • Terrace/Patio
  • Parking
  • Disabled Access
  • Hairdryer
  • Fan
  • Lower bathroom sink
  • Safety deposit box
  • Fire extinguisher
  • Air-conditioned
  • Refrigerator
  • Free toiletries
  • Public transport tickets
  • Toilet with grab rails
  • Safe
  • Smoke alarms
  • Heating
  • Iron and ironing board
  • Higher-level toilet
  • TV
  • Picnic area
  • Accessible parking
  • First-aid kit
  • Bathrobe
  • Private bathroom
  • Garden
  • Outdoor pool
  • Storage available
  • Private parking
  • CCTV in common areas

Activities

  • Eco tourism
  • Canoeing

Services

  • Daily housekeeping
  • Concierge service
  • 24-hour security
  • Tour desk

Reviews for Winslow's Bungalows - Key West Historic Inns

Read firsthand reviews and testimonials from guests who have stayed at Winslow's Bungalows - Key West Historic Inns, providing insights into their experiences. Travellers have left 1,215 reviews of Winslow's Bungalows - Key West Historic Inns to date. Review data was last updated on 10 December 2025.
8.6
Very good1,215 verified ratings
Pros +
  • We could walk to Duvall easily. (in 8 reviews)
  • The staff was amazing! (in 35 reviews)
  • Kimpton Winslow's Bungalows are perfect. (in 5 reviews)
Cons -
  • The AC unit in our room was really loud even we shut it off. (in 3 reviews)
  • 2 blocks off Duval Street. (in 1 review)
  • Private patio was not private. (in 2 reviews)
No reviews found. Try removing a filter, changing your search, or clear all to view reviews.

Photos of Winslow's Bungalows - Key West Historic Inns

View a collection of 41 photos showcasing the rooms, amenities, and facilities of Winslow's Bungalows - Key West Historic Inns to help you visualise your stay. Photos for this property were last updated on 10 December 2025.

Hotels similar to Winslow's Bungalows - Key West Historic Inns

Discover other properties in Key West that offer a similar experience and ambience to Winslow's Bungalows - Key West Historic Inns. In total, there are 1,869 hotels serving travellers in Key West. Price data was last updated on 10 December 2025.

Explore Downtown, Key West

Winslow's Bungalows - Key West Historic Inns is located at 725 Truman Avenue in the Downtown neighbourhood of Key West. Popular landmark data was lasted updated on 10 December 2025.

Most Popular Landmarks

Key West Lighthouse

7 mins walk

0.6 km

Ernest Hemingway Home and Museum

7 mins walk

0.6 km

Nancy Forrester's Secret Garden

8 mins walk

0.7 km

Donkey Milk House

11 mins walk

0.9 km

South Beach

11 mins walk

0.9 km

Key West Lighthouse

7 mins walk

0.6 km

Ernest Hemingway Home and Museum

7 mins walk

0.6 km

Nancy Forrester's Secret Garden

8 mins walk

0.7 km

Donkey Milk House

11 mins walk

0.9 km

South Beach

11 mins walk

0.9 km

Closest Airports

Key West Airport

8 mins drive

4.0 km

Key West Airport

8 mins drive

4.0 km

  • How far is Winslow's Bungalows - Key West Historic Inns from Smathers Beach?

    Smathers Beach in Key West is 2.7 km away from Winslow's Bungalows - Key West Historic Inns.

  • Is Winslow's Bungalows - Key West Historic Inns close to Southernmost Point?

    If you want to see Southernmost Point while visiting Key West, Winslow's Bungalows - Key West Historic Inns is just 0.8 km away.

FAQs when booking at Winslow's Bungalows - Key West Historic Inns

Find answers to commonly asked questions regarding reservations, amenities, policies, and more when booking a stay at Winslow's Bungalows - Key West Historic Inns. FAQs were last updated on 10 December 2025.
  • Is pricing at Winslow's Bungalows - Key West Historic Inns comparable to 4 star hotels in Key West?

    Nightly rates at Winslow's Bungalows - Key West Historic Inns will generally be 91% cheaper than the average 4-stars hotel in Key West. When staying at Winslow's Bungalows - Key West Historic Inns, you should be prepared to pay about C$ 641/night, which is considered to be a good deal in Key West for a 4-stars hotel.

  • How close is Winslow's Bungalows - Key West Historic Inns to the nearest airport, Key West Airport?

    At just 6.1 km apart, the expected drive time from the nearest airport, Key West Airport, to Winslow's Bungalows - Key West Historic Inns is 0h 04m. The estimated drive time may vary depending on high and low traffic times in the surrounding area. This is especially true for metro areas.

  • Is Winslow's Bungalows - Key West Historic Inns considered pet-friendly?

    Yes, dogs and most pets in general are allowed at Winslow's Bungalows - Key West Historic Inns.

  • Is there a pool at Winslow's Bungalows - Key West Historic Inns?

    Yes. Many people visiting Key West look for a hotel with a pool. Winslow's Bungalows - Key West Historic Inns has a pool on site that hotel guests may use, but be advised that hotels typically have rules in regards to pool usage.

  • How close is Winslow's Bungalows - Key West Historic Inns from the Key West city center?

    Winslow's Bungalows - Key West Historic Inns is 0.3 km away from the center of Old Town South of Truman, Key West. Consider visiting Custom House Museum, a popular landmark that can be accessed from Winslow's Bungalows - Key West Historic Inns by various forms of transportation.

  • What is the Winslow's Bungalows - Key West Historic Inns phone number?

    For questions about Winslow's Bungalows - Key West Historic Inns and your reservation, contact the front desk directly at +1 305 294 5229.

  • Does Winslow's Bungalows - Key West Historic Inns have Wi-Fi available?

    Yes, Winslow's Bungalows - Key West Historic Inns has Wi-Fi available to hotel guests.

  • What is the check-out time at Winslow's Bungalows - Key West Historic Inns?

    11:00 AM is the check-out time at Winslow's Bungalows - Key West Historic Inns. Late check-out may be available, but needs to be agreed with the hotel.

  • How much does it cost to stay at Winslow's Bungalows - Key West Historic Inns, Key West?

    Prices at Winslow's Bungalows - Key West Historic Inns will vary depending on when you plan to stay and what room type you require. The average nightly room price recently has been C$ 641, though some users have found rates as low as C$ 214. To see prices for your dates, enter them in the form above.

  • Does Winslow's Bungalows - Key West Historic Inns offer accessible rooms?

    Yes, Winslow's Bungalows - Key West Historic Inns provides accessible rooms for guests requiring them. Make sure to check the deals available on HotelsCombined for the latest availability.

  • What is the cheapest month to stay at Winslow's Bungalows - Key West Historic Inns?

    For the best chance to save money on your Winslow's Bungalows - Key West Historic Inns reservation, consider staying in September, when prices are typically at their lowest (C$ 332).

  • In what area of Key West is Winslow's Bungalows - Key West Historic Inns located?

    Winslow's Bungalows - Key West Historic Inns is located within the Downtown area of Key West. Utilize the map on this page to understand where Winslow's Bungalows - Key West Historic Inns is in relation to the rest of Key West.

  • What is the cheapest day to check into Winslow's Bungalows - Key West Historic Inns?

    Consider checking into Winslow's Bungalows - Key West Historic Inns on Saturday, when the nightly price is typically at its lowest (average nightly rate of C$ 267).

  • How far is Winslow's Bungalows - Key West Historic Inns from Smathers Beach?

    Smathers Beach in Key West is 2.7 km away from Winslow's Bungalows - Key West Historic Inns.

  • Is Winslow's Bungalows - Key West Historic Inns close to Southernmost Point?

    If you want to see Southernmost Point while visiting Key West, Winslow's Bungalows - Key West Historic Inns is just 0.8 km away.

See more FAQs

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