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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 in Key West, Florida Keys

•
8.5|Great
Check rooms and rates
From$139 /nightOnly on Our Website-10%
Check-in
29Oct
Check-out
30Oct
Guests
2 Guests
Key details

About the Property

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

Historic inn in Old Town Key West with three outdoor swimming pools

Amenities & Grounds

Winslow'S Bungalows has three outdoor swimming pools open all year round. The property offers complimentary welcome drinks. Landscaped gardens with hammocks, swings, and a sun terrace with lounge chairs provide outdoor relaxation.

Rooms

Each bungalow-style room has a flat-screen cable television and a small refrigerator. Private bathrooms offer hairdryers and complimentary toiletries. Accessible rooms with lower sinks and grab rails are available.

Dining & Entertainment

A complimentary continental breakfast curated by Chef Mike is served each morning. The poolside bar has happy hour specials and creative cocktails. The property hosts live music and community events.

Location

Duval Street is 750 meters from the inn, and the Southernmost Point is 1 km away. The Ernest Hemingway Home and Museum is an 8-minute walk from the property. The Key West Butterfly and Nature Conservatory is a 10-minute walk.

Services & Policies

Winslow'S Bungalows is a pet-friendly property with pet bowls available for guests. Concierge service and luggage storage are among the services offered. The property has 24-hour security with CCTV and free WiFi.

Highlights

Amenities: 3 outdoor swimming pools open year-round

Dining: Chef-curated complimentary breakfast

Location: Walk to Duval Street and Hemingway House

Entertainment: Live music and creative cocktails

Services: Pet-friendly and accessible rooms

Must-do experiences

  • Watch the sunset at Mallory Square with local performers.
  • Try a slice of Key Lime Pie at Kermit's for an iconic treat.
  • Visit the Ernest Hemingway Home for a glimpse into his life.
  • Explore Fort Zachary Taylor State Park for beach and history.
  • Check out the Key West Artisan Market on Sundays for local crafts.

Select your room type

Winslow'S Bungalows - Key West Historic Inns provides a range of room types, including doubles, family rooms, and suites, along with breakfast, free cancellation, and special offers.
  • Annex Mobility
    2 persons
    295 sq. feet
    1 King-size bed
    Air conditioning
  • Key Lime
    2 persons
    175 sq. feet
    1 King-size bed
    Air conditioning
  • Winslow
    2 persons
    155 sq. feet
    1 King-size bed
    Air conditioning
Show all rooms

Room Availability and Pricing Calendar

See today's rates and availability for your selected dates!

Facilities

Winslow'S Bungalows - Key West Historic Inns offers amenities for a comfortable stay and memorable Florida Keys experiences
Facilities: Great
8.5/10Review 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 USD 30 per day.

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

Winslow'S Bungalows - Key West Historic Inns Location

725 Truman Avenue, Key West, 33040
Map view
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
Local Gems Near Winslow's Bungalows
  • Top Attractions
  • Activities
  • Dining
  • Entertainment
The Ernest Hemingway Home and Museum
The Ernest Hemingway Home and Museum
8 minutes' walk
Former residence of author Ernest Hemingway, featuring a beautiful garden and guided tours of his life and work.
Southernmost Point
Southernmost Point
12 minutes' walk
Iconic buoy marking the southernmost point in the continental US, popular for photos and scenic views of the ocean.
Duval Street
Duval Street
11 minutes' walk
The vibrant main street of Key West with shops, bars, and restaurants, ideal for an energetic stroll or social gathering.
Key West Lighthouse and Keeper's Quarters Museum
Key West Lighthouse and Keeper's Quarters Museum
7 minutes' walk
Historic lighthouse offering panoramic views of Key West; nearby exhibits detail the maritime history of the area.
Snorkeling at Western Dry Rocks
14 minutes' drive
Exciting snorkeling adventures available, with rentals and guided tours to spot colorful reefs and marine life.
Yoga at Beachside
6 minutes' drive
Relaxing beach yoga sessions held regularly, perfect for unwinding while enjoying the sea breeze and scenic views.
Better Than Sex
Better Than Sex
3 minutes' walk
An intimate dessert bar with a sultry vibe, known for decadent treats and unique cocktails, catering to adult clientele.
Seven Fish
Seven Fish
4 minutes' walk
Casual dining spot specializing in fresh seafood dishes, featuring a cozy atmosphere and a popular nightly specials menu.
Blue Heaven
15 minutes' walk
Popular restaurant and live music venue featuring outdoor seating and a laid-back atmosphere with local acts performing nightly.
Key West Theater
5 minutes' drive
A venue for diverse performances, from concerts to comedy shows, catering to all ages with vibrant local and touring acts.
Local transportation
  • 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 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:
84
Former name
kimpton winslow's bungalows, an ihg hotel

Ratings & Reviews

Read what previous guests have shared about their experience at Winslow'S Bungalows - Key West Historic Inns.
Cleanliness
8.6/10
Comfort
8.7/10
Facilities
8.5/10
Free Wi-Fi
7.8/10
Location
9.3/10
Staff
9.0/10
Value for money
7.7/10
Pros
Attentive staff
Comfortable rooms
Historic charm
Multiple pools
Generous breakfast
Cons
Room noise
Parking fees
Guest reviews
based on 256 reviews
4.5/5
based on 1254 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 daily rate for parking at Winslow's Bungalows?
05 January 2024
$20 plus tax, per day.
Is the bathroom in a standard room a shared space or private?
12 February 2024
The bathroom is attached to the room and is private.
What items are covered by the resort fee?
20 March 2024
The resort fee includes continental breakfast, coffee and tea service, WiFi, a welcome drink, snorkeling kits, pool access, and more.
Are there facilities to prepare coffee or tea in the rooms? Also, is there a refrigerator?
15 April 2024
Rooms are equipped with mini-fridges and Nespresso machines are available upon request. A coffee station is also available in the lobby.
Is this establishment pet-friendly? Are there any fees for bringing a dog?
10 May 2024
Yes, all pets are welcome at no additional fee.
Does the hotel provide beach chairs for guests?
25 June 2024
Beach chairs are not available for rent on-site, but nearby beaches offer rentals.
What are the pool hours and are the pools heated?
30 July 2024
Yes, the pools are heated and open to guests year-round.
Is it possible to arrange an early check-in or late check-out?
14 August 2024
Requests for early check-in or late check-out can be made, but are not guaranteed.
What is included in the complimentary breakfast?
19 September 2024
Breakfast features a selection of items like house-made pastries, organic boiled eggs, and wellness juice shots, served from 8 AM to 10 AM.
Are there nearby attractions or restaurants worth visiting during the stay?
07 October 2024
There are various restaurants and attractions just a short stroll away, perfect for immersing in Key West culture.

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