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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 Accommodation in Key West, Florida

•
8.5|Great
Check rooms and rates
From$139 /nightOnly on Our Website-10%
Check-in
30Oct
Check-out
31Oct
Guests
2 Guests
Key details

About the Hotel

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

3-Star Historic Bungalow Resort with 3 Pools and Chef-Curated Breakfast in Key West

Amenities

Winslow's Bungalows operates three outdoor swimming pools, all open year-round, with one comfortably heated. The on-site Bungalow Bar serves creative cocktails and hosts live music, with happy hour specials and complimentary welcome drinks for guests. Daily housekeeping, concierge service, and a tour desk are available, with safety deposit boxes and 24-hour security for peace of mind.

Rooms

Accommodations are spread across historic bungalows and houses, each with a flat-screen cable TV, small refrigerator, and a private bathroom with hairdryer and free toiletries. Rooms come in various configurations, including Classic King, Essential Queen with Two Queen Beds, and Winslow Mobility rooms with wheelchair access, raised toilets, and grab rails. Many rooms offer private patios or porches, and all guests receive complimentary high-speed WiFi.

Dining

A complimentary continental breakfast is curated by Chef Mike, featuring local flavors and served each morning. The breakfast spread includes cold cuts, cheeses, eggs, fresh pastries, yogurt, fruit, and wellness shots with ginger and turmeric. The Bungalow Bar also serves bar food and cocktails, with complimentary refreshing snacks delivered poolside daily.

Location

The property sits 750 metres from Duval Street and 1 km from the Southernmost Point. Ernest Hemingway Home and Museum is an 8-minute walk, while Key West Butterfly and Nature Conservatory is 10 minutes away. Smathers Beach and Fort Zachary Taylor State Park are both an 8-minute drive.

Pet-Friendly

Winslow's Bungalows welcomes pets, with pet bowls provided and a $50 daily pet fee. Pet-friendly rooms are available, and the property includes designated outdoor areas for pets. Accessible parking and rooms for guests with disabilities are also available on-site.

Highlights

Pools: Three outdoor pools, open year-round, one heated

Breakfast: Chef-curated continental breakfast with local flavors

Location: 750 m from Duval Street, 1 km from Southernmost Point

Activities: Live music, happy hour specials, poolside snacks

Rooms: Historic bungalows with private patios and accessible options

Must-do experiences

  • Catch the sunset at Mallory Square with local performers.
  • Enjoy Cuban coffee and pastelitos at El Gato Herboso.
  • Visit the Ernest Hemingway Home for a literary journey.
  • Snorkel at the Dry Tortugas for stunning marine life.
  • Explore the Key West Lighthouse for panoramic views.

Select your room type

Winslow'S Bungalows - Key West Historic Inns offers a range of rooms across the Sunshine State — from double rooms to family suites — complete with breakfast, flexible cancellations, and seasonal deals for your Florida stay
  • 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

Price and Room Availability Calendar

Check availability and prices for your dates now!

Amenities

Winslow'S Bungalows - Key West Historic Inns offers amenities for your Florida getaway, from theme park days to coastal escapes
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 Experiences Around Winslow's Bungalows
  • Top Attractions
  • Activities
  • Dining
  • Entertainment
The Ernest Hemingway Home and Museum
The Ernest Hemingway Home and Museum
8 minutes' walk
Hemingway's former residence showcases his life with guided tours through lush gardens and historic architecture.
Southernmost Point
Southernmost Point
12 minutes' walk
An iconic buoy marking the southernmost tip of the continental U.S., perfect for a memorable photo opportunity.
Key West Lighthouse and Keeper's Quarters Museum
Key West Lighthouse and Keeper's Quarters Museum
7 minutes' walk
Historic lighthouse with stunning views from the top and a museum detailing maritime history and local lighthouse keepers.
Duval Street
Duval Street
11 minutes' walk
Famous for dining, shopping, and nightlife, this vibrant street is a hub of culture and energy in Key West.
Water Sports at Smathers Beach
5-minute drive
Thrill-seekers can enjoy jet skiing, paddleboarding, or parasailing at this popular beach, with rentals available nearby.
Yoga in the Park
15 minutes' walk
Relaxation sessions held at nearby parks. Classes suitable for all levels, with mats often provided for convenience.
Nancy Forrester's Secret Garden
Nancy Forrester's Secret Garden
8 minutes' walk
A tranquil tropical garden filled with exotic plants and friendly parrots, perfect for a peaceful stroll.
Better Than Sex
Better Than Sex
3 minutes' walk
Intimate dessert-themed restaurant known for indulgent treats and romantic ambiance, reservations recommended.
Seven Fish
Seven Fish
4 minutes' walk
Casual eatery serving fresh seafood with a creative flair. Vegetarian options available and a local favorite.
Duffy's Steak & Lobster House
Duffy's Steak & Lobster House
3 minutes' walk
Steakhouse with a cozy atmosphere, famous for its perfectly grilled meats and fresh lobster dishes.
Green Parrot Bar
10 minutes' walk
Iconic bar known for live music and a vibrant atmosphere, popular with both locals and tourists for nightly entertainment.
Key West Theater
15 minutes' walk
Offers a variety of shows from concerts to comedy, with a welcoming vibe and a diverse lineup to captivate audiences.
Getting around Florida
  • 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

Reviews and Ratings

Feedback about Winslow'S Bungalows - Key West Historic Inns from previous guests about their experience.
Cleanliness
8.7/10
Comfort
8.7/10
Facilities
8.5/10
Free Wi-Fi
7.9/10
Location
9.4/10
Staff
9.1/10
Value for money
7.7/10
Pros
Attentive staff
Comfortable rooms
Historic charm
Multiple pools
Cons
Room noise
Parking fees
Small room size
Maintenance issues
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 daily charge for parking at the property?
12 January 2024
$20 plus tax, per day.
Are there private patios available for certain room types?
20 April 2024
It varies depending on the room assigned.
What benefits are included with the resort fee?
5 February 2024
The resort fee covers continental breakfast, coffee and tea service, WiFi, a boozy welcome, snorkel kit, boating towels, pool access, poolside refreshments, and access to Press Reader.
Do the bathrooms in accommodations offer privacy?
18 March 2024
Bathrooms described as 'attached' are private and not shared with other guests.
Is there a way to prepare coffee and snacks in the rooms?
10 May 2024
Rooms feature minifridges, and there is a microwave in the breakfast area. Additionally, Nespresso machines are available upon request.
Are pets allowed on the property?
22 June 2024
All fur-babies are welcome, as the hotel is pet friendly with no fees.
Is there space at the hotel to park my vehicle?
30 July 2024
On-site parking is available for $30 per day, and it's situated on the property's private grounds.
Can guests enjoy beach activities nearby?
14 August 2024
No beach chairs are provided, but nearby locations like Higgs and Fort Zachary Taylor State Park offer beach rentals.
Can luggage be stored for later pickup after check-out?
9 September 2024
Luggage can be held so guests can enjoy the property until their departure time.
What is the check-in and check-out process like?
27 October 2024
Check-in begins at 16:00 and check-out is until 11:00. Special requests for early or late check-in/out must be noted during booking.
Do the rooms come with refrigerators?
11 November 2024
Every room is equipped with a mini-fridge.
Is pool access available to guests?
23 December 2024
There is a swimming pool open for guests to enjoy throughout their stay.

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