Winslow'S Bungalows - Key West Historic Inns Exterior photoWinslow'S Bungalows - Key West Historic Inns Exterior photoWinslow'S Bungalows - Key West Historic Inns Exterior photo

WINSLOW'S BUNGALOWS - KEY WEST HISTORIC INNS, Key West

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Check rooms and rates
From$139 /night
Check-in
16Sept
Check-out
17Sept
Rooms and Guests2 Guests, 1 Room
Key details

About the Hotel

725 Truman Avenue, Key West, 33040
-
Close to South Beach
Great
8.5
9.1
/10
5.0
4.0
/5

Winslow'S Bungalows - Key West Historic Inns - A 4-star boutique hotel with three outdoor pools and historic charm

Winslow'S Bungalows - Key West Historic Inns offers 37 rooms in the historic Maloney House, built in 1854 and listed on the National Historic Register. The 4-star property features three outdoor pools, complimentary continental breakfast served by the pool, and high-speed Wi-Fi. Guests can explore Key West's attractions, including The Ernest Hemingway Home and Museum (8 minutes' walk) and Key West Butterfly and Nature Conservatory (10 minutes' walk). Rooms include flat-screen TVs, private baths, air conditioning, and safes, with superior and deluxe options offering mini-fridges and additional space. The Bungalow Bar serves poolside cocktails and light bites, while Duval Street's restaurants and shops are within five blocks. Limited on-site parking is available for $30 per night.

Pros

Three outdoor pools with lounge chairs and hammocks provide ample relaxation space.

Complimentary continental breakfast includes organic hard-boiled eggs and house-made pastries.

Central location near Duval Street, Hemingway Home, and Key West Butterfly Conservatory.

Pet-friendly accommodations available for an additional fee.

Historic charm with rooms in a 19th-century building on the National Register.

Cons

Limited on-site parking may require alternative arrangements.

No full-service restaurant, only a poolside bar with light fare.

Must-do experiences

  • Savor Key Lime Pie at Kermit's for the ultimate sweet treat.
  • Visit the Ernest Hemingway Home for a glimpse into his life.
  • Catch the sunset at Mallory Square; it's a must-see spectacle.
  • Stroll through the Key West Farmers Market on Wednesdays for local flavors.
  • Dive at Dry Tortugas National Park for stunning underwater sights.

Select your room type

Find detailed information on rooms, amenities, and exclusive deals for your ideal beach holiday
  • Annex Mobility
    2 persons
    27 sq. feet
    1 King-size bed
    Air conditioning
  • Winslow
    2 persons
    14 sq. feet
    1 King-size bed
    Air conditioning
  • Key Lime
    2 persons
    17 sq. feet
    1 King-size bed
    Air conditioning
Show all rooms

Prices and availability

View real-time room availability and secure the best rate for your travel dates
September 2026 - September 2027
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Choose dates to see prices
Check-in/ Check-out

Facilities

Enjoy modern comforts, from ocean-view suites to family-friendly options with breakfast included
Facilities: Great
8.4/10Review score

General

  • Non-smoking rooms
  • Wi-Fi
  • Parking
  • Safe deposit box
  • Concierge desk
  • Pets allowed for a fee
  • Rooms/ Facilities for disabled
  • Wheelchair access
  • 24-hour security
  • Luggage storage
  • Smoke detectors
  • Fire extinguishers
  • Key access

Guest Parking

  • Private parking is possible on site at true.

Services

  • Pet amenities available
  • Housekeeping
  • Tours/Ticket assistance

Dining

  • Bar/ Lounge area
  • Picnic area/ Tables

Children

  • Cots

Facilities for people with disabilities

  • Toilet for disabled
  • Bathroom for disabled

Spa & Leisure

  • Outdoor heated swimming pool
  • Garden area

Room features

  • Air conditioning
  • Terrace
  • Garden furniture
  • Ironing facilities

Bathroom

  • Free toiletries
Show more

Location

725 Truman Avenue, Key West, 33040
Explore Key West
Explore Key West
  • Top Attractions
  • Activities
  • Dining
  • Entertainment
The Ernest Hemingway Home and Museum
The Ernest Hemingway Home and Museum
8 minutes' walk
Hemingway's former residence offers guided tours, lush gardens, and a glimpse into the writer's life.
Duval Street
Duval Street
11 minutes' walk
A bustling street known for shops, galleries, and vibrant nightlife, perfect for people-watching.
Southernmost Point
Southernmost Point
12 minutes' walk
Iconic buoy marking the southernmost point in the continental U.S., ideal for memorable photo ops.
Key West Lighthouse and Keeper's Quarters Museum
Key West Lighthouse and Keeper's Quarters Museum
7 minutes' walk
This historic lighthouse offers stunning views and insights into Key West's maritime history.
Kayaking at Western Dry Rocks
3 minutes' drive
Kayak rentals available for exploring beautiful waters and coral reefs; worth the thrill for adventurers.
Yoga at C. B. Harvey Rest Beach Park
14 minutes' walk
Relax with beach yoga sessions offering serenity and beautiful ocean views; ideal for mindfulness.
Better Than Sex
3 minutes' walk
A dessert restaurant known for decadent treats and a cozy, romantic atmosphere; reservations recommended.
Seven Fish
4 minutes' walk
Casual seafood spot featuring fresh daily specials and a local vibe; great for families and seafood lovers.
Green Parrot Bar
12 minutes' walk
A lively bar with live music, serving casual drinks; popular for locals and visitors alike.
Tropic Cinema
15 minutes' walk
An independent cinema showcasing indie films with daily showtimes; family-friendly and cozy setting.
How to get around?
  • City Centre
    Key West 18 min  ·  5000 ft
  • Airports
    Key West International (EYW) 8 min  ·  3.1 mi
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Property information and rules
Check-in
from 16:00-23:59
Check-out
until 11 am
Guest Parking
Private parking is possible on site at true.
Internet
Wireless internet is available in the entire hotel for free.
Breakfast
The hotel Winslow'S Bungalows - Key West Historic Inns serves a full breakfast for free.
Children & extra beds
There are no extra beds provided in a room. 
Pets
Pets allowed on request at the price of USD 50 per night.
Number of rooms:
85
Former name
kimpton winslow's bungalows, an ihg hotel

Reviews and Ratings

Feedback about Winslow'S Bungalows - Key West Historic Inns from previous guests about their experience.
Review score
Based on 1409 verified reviews
8.9 /10
Great
88 %
Recommend
Cleanliness
8.6/10
Comfort
8.6/10
Facilities
8.4/10
Free WiFi
7.9/10
Location
9.4/10
Staff
9.0/10
Value for money
7.6/10
Pros
Attentive staff
Historic charm
Multiple pools
Cons
Room size
Parking fees
Guest reviews
based on 256 reviews
4.5/5
based on 1251 reviews
8.5/10
No reviews yet on our siteUnfortunately, our guests have not yet left any reviews for this hotel, but you can read reviews from Booking.com.
Open reviews
Questions of the users
About Winslow'S Bungalows - Key West Historic Inns
What is the parking fee at Winslow's Bungalows?
12 March 2024
Parking is available for $30 per night plus tax.
Is there a private outdoor space for individual rooms or is it shared?
25 April 2024
The setup varies; rooms listed with patios have private areas, while others may share a space.
What amenities are covered in the resort fee?
10 January 2025
The resort fee includes continental breakfast, coffee and tea, WiFi, pool access, and more.
Are pets allowed at Winslow's Bungalows and is there a fee?
18 February 2024
All pets are welcomed without an additional fee.
Is the bathroom in the rooms private or shared among guests?
30 March 2025
All rooms with bathrooms have private facilities.
Can luggage be stored for guests who have late departures?
22 May 2024
Yes, luggage can be stored, allowing guests to enjoy the property until departure.
Are there any dining options available on-site?
5 June 2024
There is no restaurant at Winslow's Bungalows, but various local dining options are nearby.
What time is breakfast served, and is it included in the stay?
16 August 2024
Breakfast is served from 8 AM to 10 AM and is included in the resort fee.
Is there a swimming pool available for guests?
2 September 2024
Yes, there is a heated swimming pool open for guests to enjoy.
Are all the rooms located on the ground floor?
14 October 2024
No, there are multiple floors, and not all rooms are on the ground level.