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From139US$ /night
Check-in
14Feb2026Select date
Check-out
15Feb2026Select date
Rooms and Guests2 Guests, 1 Room
Key details

Property overview

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

Rooms and Features

Kimpton Winslow's Bungalows, located in the Key West Historic District, provides rooms in the historic Maloney House, built in 1854 and listed on the National Historic Register. Room options include Key Lime rooms with one queen bed, Blue Parrot rooms with two queen beds (240 sq/ft), Bungalows with king or queen beds (150 sq/ft), Winslow rooms (240-270 sq/ft), Winslet rooms (180-312 sq/ft) with patios or balconies, Maloney rooms (400 sq/ft) with king beds and soaking tubs, Truman rooms (325 sq/ft) with pool views and patios, and Treehouse Suites (425 sq/ft) with separate living areas and balconies. Rooms labeled 'superior' and 'deluxe' include mini-fridges. Each room features air conditioning, a flat-screen TV, a telephone, a security safe, and a private bathroom with a hairdryer and free toiletries. Conveniences include safes and irons/ironing boards.

Dining and Refreshments

The hotel includes a continental breakfast served each morning by the pool. The lobby offers free newspapers and beverages like coffee, tea, and water. Guests can visit Bungalow Bar. From 8 AM - 10 AM at Bungalows Bar there are wellness juice shots, house made pastries, organic hard boiled eggs and featured specialties.

Leisure and Pools

Kimpton Winslow's Bungalows features three outdoor swimming pools. Guests can enjoy paths through landscaped gardens and a sun terrace with lounge chairs. Additional facilities include hammocks and swings. Guests can engage in jet skiing, kayaking, and scuba diving nearby.

Location and Access

Kimpton Winslow's Bungalows is 5 km from Key West International Airport. The Ernest Hemingway Home and Museum is an 8-minute walk. The Key West Butterfly and Nature Conservatory is a 10-minute walk. Duval Street and the historic Ernest Hemingway House and Museum are within five blocks. Smathers Beach and Fort Zachary Taylor State Park are an 8-minute drive. Other popular areas, such as Smathers Beach, Southernmost Point, and Mallory Square are one to three miles from the hotel. Saint Mary Star of the Sea is 0.3 km away, Mallory Square is 2 km away, and Duval Street is 1 km away.

Services and Amenities

The hotel provides wireless Internet access. There is concierge service. Featured amenities include wired Internet access, a 24-hour front desk, and luggage storage. The hotel provides a poolside bar, a terrace, and a garden. Limited on-site parking is available for $30 per night. Concierge services are available. Live music and entertainment are offered. Afternoon poolside refreshers, yoga mats, and two welcome drinks at Bungalows Bar are included. It also provides laundry and dry cleaning services, and tour/ticket assistance.

“The setting, a vibrant tropical garden with charming bungalows, feels like a true Key West escape. I particularly appreciate the chef-curated breakfast featuring local flavors, and the resort-like atmosphere created by the multiple pools and outdoor relaxation areas, near Key West attractions. This historic hotel strikes a nice balance between a lively social scene and a relaxing, personalized experience.”
Hotel logo
David MillerEditor, UsFlorida
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Choose your preferred room

The property features double rooms, family rooms, and suites, often including breakfast, free cancellation, and special offers
Annex King Mobility
2 persons
295 sq. feet 
1 King-size bed
Air conditioning
King Suite Soaking Tub
2 persons
410 sq. feet 
1 King-size bed
Bathtub
Air conditioning
King Suite Sofa Bed
2 persons
360 sq. feet 
1 King-size bed
Air conditioning
Classic King
2 persons
155 sq. feet 
1 King-size bed
Air conditioning
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Calendar of room availability and rates

See current availability and pricing for your dates

Facilities

Amenities are designed to ensure comfort and memorable stays

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

Services

  • Pet amenities available
  • Housekeeping
  • Tours/Ticket assistance

Dining

  • Bar/ Lounge area
  • Picnic area/ Tables

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
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Winslow'S Bungalows - Key West Historic Inns Location

725 Truman Avenue, Key West, Florida, United States, 33040
Map view
725 Truman Avenue, Key West, Florida, United States, 33040
Nearby
Cemetery
Key West Cemetery
1700 ft
Church
Saint Mary Star of the Sea
300 ft
938 Whitehead St
Key West Lighthouse and Keeper's Quarters Museum
1900 ft
Museum
Key West Firehouse Museum
1200 ft
South Street Corner of South and Whithead Streets
Statue Of Bishop Albert Kee
1800 ft
1100 Simonton St
Historic E. H. Gato Building
1000 ft
Museum
Tennessee Williams Key West Exhibit
1100 ft
Gallery
Wild Side Gallery
1400 ft
Gallery
Alan S Maltz Gallery
1700 ft
Gallery
Frangipani Gallery
1500 ft
Gallery
Island Arts Co-op
1600 ft
Gallery
Key West Pottery
1700 ft
Restaurants
Better Than Sex
800 ft
926 Simonton Street
Duffy's Steak & Lobster House
800 ft
1007 Simonton St
Seven Fish
1000 ft
921 Truman Ave
Meet Burger USA
1000 ft
517 Truman Ave
Camille's Restaurant
1700 ft
1202 Simonton St
Ocean Grill & Bar
1900 ft
1075 Duval St Duval Square
Origami Sushi Bar
1900 ft
1075 Duval St. Ste C3
Blackfin Bistro
1400 ft
918 Duval St
Sushi Song
1300 ft
925 Duval St
Point 5 Tapas & Wine Bar
1500 ft
915 Duval St
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
Historic site once belonging to the author, featuring tours of the home and beautiful gardens with the famous six-toed cats.
Southernmost Point
Southernmost Point
12 minutes' walk
Iconic buoy marking the southernmost point in the continental U.S., popular for photos and its vibrant surrounding area.
Duval Street
Duval Street
11 minutes' walk
Famous street bustling with shops, galleries, and bars. A quintessential Key West experience, vibrant day and night.
Key West Lighthouse and Keeper's Quarters Museum
Key West Lighthouse and Keeper's Quarters Museum
7 minutes' walk
Historical lighthouse offering a climb for panoramic views and a museum detailing maritime history.
Snorkeling Tours
20 minutes' drive
Thrilling snorkeling trips to nearby reefs, with equipment rental and guided tours available for all levels.
Yoga at the Beach
4 minutes' drive
Relaxing yoga sessions held on the sandy banks, perfect for unwinding with ocean views and gentle breezes.
Biking Around the Island
5 minutes' walk
Bike rentals available nearby for exploring Key West's scenic routes, perfect for families and solo adventurers.
Better Than Sex
Better Than Sex
3 minutes' walk
Cozy dessert-themed dining with indulgent options like chocolate-covered everything. Reservations recommended for peak hours.
Seven Fish
Seven Fish
4 minutes' walk
Casual seafood spot known for fresh catch and innovative dishes in a relaxed, welcoming atmosphere.
Camille's Restaurant
Camille's Restaurant
6 minutes' walk
Charming restaurant offering breakfast and lunch with farm-to-table ingredients, suitable for various dietary needs.
Green Parrot Bar
7 minutes' walk
Iconic dive bar featuring live music and a lively atmosphere, perfect for night owls and music lovers.
Fabulous Entertainment at Mallory Square
20 minutes' walk
Nightly sunset celebration with street performers, artisanal vendors, and a vibrant community atmosphere.
Local transportation
City Centre
Key West18 min  ·  5000 ft
Airports
Key West International Airport (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 USD 30 per day.
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
FAQs
About Winslow'S Bungalows - Key West Historic Inns
What are the check-in and check-out times at Winslow'S Bungalows - Key West Historic Inns?
Check-in is at 16:00 and check-out is by 11:00.
How far is Winslow'S Bungalows - Key West Historic Inns from Key West International Airport?
The hotel is 5 km from Key West International Airport, which is approximately a 10-minute drive.
Is on-site parking available at Winslow'S Bungalows - Key West Historic Inns?
Private parking is available on-site for 30 USD per day.
What kind of breakfast is served at Winslow'S Bungalows - Key West Historic Inns?
A complimentary continental breakfast is served each morning by the pool.
Are there any swimming pools at Winslow'S Bungalows - Key West Historic Inns?
The hotel features three outdoor swimming pools open all year round.
What are some nearby attractions to Winslow'S Bungalows - Key West Historic Inns?
Nearby attractions include The Ernest Hemingway Home and Museum (0.5 km), Key West Butterfly and Nature Conservatory (1 km), and Southernmost Point (1 km).
What room amenities are available at Winslow'S Bungalows - Key West Historic Inns?
Rooms include a flat-screen TV, a small refrigerator, air conditioning, a hairdryer, and free toiletries.
What dining options are near Winslow'S Bungalows - Key West Historic Inns?
Nearby restaurants include Better Than Sex (0.5 km), Seven Fish (0.5 km), and Camille's Restaurant (0.5 km).
What services does Winslow'S Bungalows - Key West Historic Inns offer for guests?
Services include free Wi-Fi, luggage storage, and concierge services.

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