Loved by Winslow'S Bungalows - Key West Historic Inns guests
Cute bungalows
Private outdoor space
Warm atmosphere
Delicious breakfast
Clean pools
"The 3 seperate pools and bar area are great."
Stephanie from United States
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"The room was bigger than what we expected and so nice!"
Debi from United States
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"Gorgeous gardens with small pools tucked away that were not crowded - except the one by the very cute bar."
Shannon from United States
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3-pool bungalow retreat 1 block from Duval Street in Key West
Amenities & Dining
Winslow's Bungalows offers 3 outdoor swimming pools open all year round, with a poolside bar serving happy hour specials. Complimentary refreshments are delivered poolside daily, and the on-site bar features live entertainment and creative cocktails. A complimentary continental breakfast curated by Chef Mike is served each morning, and guests receive a welcome drink upon arrival.
Rooms & Grounds
Each bungalow-style room includes a small refrigerator, a flat-screen cable TV, and a private bathroom with hairdryer and free toiletries. The property has landscaped gardens with hammocks and swings, a sun terrace with lounge chairs, and brick paths through lush tropical foliage. Private patios and a rooftop deck provide outdoor relaxation spaces.
Location & Attractions
The inn is 750 meters from Duval Street with its restaurants and nightlife, and 1 km from the Southernmost Point. The Ernest Hemingway Home and Museum is an 8-minute walk away, and the Key West Butterfly and Nature Conservatory is a 10-minute walk. Smathers Beach and Fort Zachary Taylor State Park are an 8-minute drive from the property.
Services & Accessibility
Accessible rooms are available with lower bathroom sinks, raised toilets, and grab rails, and the property offers wheelchair access. Concierge service, luggage storage, and a tour desk assist with planning activities, and public transport tickets can be arranged. A security alarm, smoke alarms, and 24-hour security are in place for guest safety.
Pet-Friendly Policies
Winslow's Bungalows offers pet-friendly options for guests traveling with pets. Pet bowls are provided on-site. The property also has private parking available for a surcharge.
Highlights
Pools: 3 outdoor pools open all year
Breakfast: Complimentary continental breakfast by Chef Mike
Accessibility: Wheelchair-accessible rooms with grab rails
“The historic charm of this Key West property, with its bungalow-style accommodations, is undeniable. Three outdoor pools and gardens create a relaxing resort-like atmosphere, a true oasis near the buzz of Duval Street. Chef-driven breakfasts and poolside cocktails add a sophisticated touch for families and couples alike.”
James DavidEditor-in-Chief at Dogfriendly-hotels
Select your room type
The hotel provides many room choices—family rooms, doubles, and pet-friendly suites—with breakfast, free cancellation, and special offers
Queen Room
2 persons
16 m²
1 Queen-size bed
Air conditioning
room details
King Room
2 persons
14 m²
1 King-size bed
Air conditioning
room details
Winslet
2 persons
17 m²
1 King-size bed
Air conditioning
room details
Show all rooms
Rates & availability calendar
See current prices and availability for your chosen dates!
Facilities
Hotels feature amenities designed to keep both you and your pet comfortable
Facilities: Great
8.5/10Review score
General
Non-smoking rooms
Wi-Fi
On-site car park
Handicap 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
Location
725 Truman Avenue, Key West, 33040,
Map view
City landmarks
Landmark
Duval Street
900 m
Museum
The Ernest Hemingway Home and Museum
620 m
Square
Mallory Square
1.77 km
Museum
Truman Little White House
1.66 km
Landmark
Southernmost Point
920 m
Nature reserve
Key West Butterfly and Nature Conservatory
860 m
Landmark
USCGC Ingham Maritime Museum
1.61 km
Garden
Nancy Forrester's Secret Garden
660 m
Monument
Southernmost Point of the Continental US
1.05 km
Museum
Key West Shipwreck Treasure Museum
1.71 km
Museum
Ripley's Believe It or Not
1.58 km
Theatre
Red Barn Theatre
1.24 km
Event hall
San Carlos Institute Casa Cuba
1 km
Aquarium
Key West Aquarium
1.71 km
Gallery
The Studios of Key West
820 m
Landmark
Curry Mansion
1.28 km
Nearby
Church
Saint Mary Star of the Sea
270 m
938 Whitehead St
Key West Lighthouse and Keeper's Quarters Museum
550 m
1100 Simonton St
Historic E. H. Gato Building
290 m
Museum
Tennessee Williams Key West Exhibit
340 m
Gallery
Wild Side Gallery
410 m
Gallery
Frangipani Gallery
560 m
Restaurants
Better Than Sex
230 m
926 Simonton Street
Duffy's Steak & Lobster House
220 m
1007 Simonton St
Seven Fish
290 m
921 Truman Ave
Meet Burger USA
300 m
517 Truman Ave
Camille's Restaurant
490 m
1202 Simonton St
Ocean Grill & Bar
550 m
1075 Duval St Duval Square
Origami Sushi Bar
560 m
1075 Duval St. Ste C3
Blackfin Bistro
420 m
918 Duval St
Sushi Song
370 m
925 Duval St
Point 5 Tapas & Wine Bar
450 m
915 Duval St
Explore Key West
Local Experiences
Top Attractions
Activities
Dining
Entertainment
The Ernest Hemingway Home and Museum
8 minutes' walk
Home of Nobel Prize-winning author Ernest Hemingway, featuring beautiful gardens and guided tours showcasing his life.
Southernmost Point
12 minutes' walk
Iconic buoy marking the southernmost point in the continental U.S., perfect for memorable photos against the Atlantic backdrop.
Duval Street
11 minutes' walk
Famous street packed with shops, bars, and eateries, offering vibrant nightlife and local culture in a lively atmosphere.
Key West Lighthouse and Keeper's Quarters Museum
7 minutes' walk
Historic lighthouse offering panoramic views of Key West after climbing 88 steps, with rich maritime history.
Water Sports
6 minutes' drive
Thrilling kayaking, snorkeling, and diving experiences available through local vendors. Rentals and tours easily accessible.
Yoga on the Beach
8 minutes' walk
Relaxing beach yoga sessions where guests can unwind while enjoying ocean views. Classes cater to all levels.
Better Than Sex
3 minutes' walk
Romantic dessert-only restaurant known for indulgent sweet creations and intimate ambiance. Reservations recommended.
Seven Fish
4 minutes' walk
Seafood bistro highlighting fresh catch of the day in a cozy setting, offering daily specials and vegetarian options.
Duffy's Steak & Lobster House
3 minutes' walk
Steak and seafood restaurant with a casual vibe, featuring hearty portions and a range of dining options for all palates.
Sloppy Joe's Bar
11 minutes' walk
Historic bar known for live music, vibrant atmosphere, and classic cocktails. Enjoy nightly entertainment that's family-friendly.
Key West Theater
5 minutes' drive
Venue featuring local performances, live bands, and comedy shows, offering entertainment suitable for all ages.
Local transport and travel tips
City Centre
Key West 18 min · 1.5 km
Airports
Key West International (EYW) 8 min · 5 km
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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
Convenient location
Delicious breakfast
Peaceful atmosphere
Cons
Tiny room
Guest reviews
based on 256 reviews
4.5/5
based on 1250 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.
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