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About Winslow's Bungalows - Key West Historic Inns
Three heated outdoor swimming pools
Discover a trio of distinct, heated pools tucked away in tropical gardens, offering quiet corners for a refreshing dip or sunbathing on the terrace.
Historic Old Town campus identity
Experience an expansive boutique retreat set across a lush, landscaped campus of historic buildings, once home to famed painter Winslow Homer.
Central Old Town location
Explore Key West with ease from this Truman Avenue base, located just two blocks from Duval Street and an 8-minute walk to the Hemingway Home.
Pet-friendly island hospitality
Bring your four-legged companions to this welcoming resort, which offers dedicated pet-friendly accommodations and a warm atmosphere for all guests.
Private porch and patio retreats
Relax in select rooms that feature private outdoor seating areas, hammocks, or swings, perfect for soaking in the serene garden atmosphere.
Artisanal poolside breakfast spread
Savor a unique morning menu featuring cheesy grits, fresh wellness shots, daily smoothies, and deviled eggs served in a relaxed outdoor setting.
On-site bicycle rentals
Discover the island like a local by renting a bike directly at the property to reach Smathers Beach or Fort Zachary Taylor in minutes.
Winslow's Bungalows is a 4-star property featuring historic Key West architecture within an expansive Old Town campus. The bungalows are located within walking distance of Duval Street and the Ernest Hemingway Home. Guests can use three heated outdoor pools and an on-site outdoor bar, and enjoy a poolside continental breakfast. The hotel has a review score of 8.9 based on over 4,000 reviews, with location and atmosphere highlighted positively by guests.
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Reviews
Excellent
based on 4,467 ratings from top
sites
This rating is from the trivago Rating Index (tRI), which combines guest ratings from top sites for a trustworthy result.Learn how the tRI works
sites
Review summary
Summarized by AI from 1,000+ reviews
This hotel is a tranquil historic hideaway, ideal for couples and sightseers seeking a peaceful escape in Key West. Its excellent location offers easy walking access to Duval Street, Mallory Square, and the Southernmost Point. The property features a collection of three distinct pools, including a heated option, set within lush, well-maintained grounds. Guests consistently praise the exceptional staff and the diverse, fresh breakfast selection, which includes Belgian waffles and fresh fruit. For a truly relaxing experience, consider booking one of the bungalow-style rooms for added privacy.
Rated above average for Key West
Guest reviews
Excellent73%
Very good16%
Good6%
Fair3%
Poor2%
Top amenities
- WiFi in lobby
- WiFi in rooms
- Pool
- Pets
- A/C
- Hotel bar
All amenities
Property amenities
- Terrace
- Pet friendly
- Bar
- Pool bar
For children
- Cot
Accessibility
- Wheelchair accessible
- Accessible parking
Room amenities
- Bathtub
- Shower
- Television
- Hairdryer
Sports facilities
- Golf course
Wellness
- Dressing gown
Location
725 Truman Ave, Key West, 33040, USACentral Old Town locationExplore Key West with ease from this Truman Avenue base, located just two blocks from Duval Street and an 8-minute walk to the Hemingway Home.
Highlight
Distance from Winslow's Bungalows - Key West Historic Inns
Key West:0 km
Mel Fisher Maritime Museum:0.4 km
Truman Little White House:0.5 km
Shipwreck Treasures:0.5 km
Mallory Square:0.6 km
Key West Aquarium:0.6 km
The Ernest Hemmingway Home and Museum:0.8 km
USCGC Ingham Maritime Museum:0.9 km
Southernmost Point Buoy:1.3 km
Key West Butterfly & Nature Conservatory:1.3 km
Key West International Airport:4.3 km
Property info
725 Truman Ave, Key West, 33040, USAFrequently Asked Questions about Winslow's Bungalows - Key West Historic Inns
Is there a pool area at Winslow's Bungalows - Key West Historic Inns?
Yes, Winslow's Bungalows - Key West Historic Inns offers 2 pool areas.
Are pets allowed at Winslow's Bungalows - Key West Historic Inns?
Yes, Winslow's Bungalows - Key West Historic Inns has a pet policy that may vary based on the room type or availability. Please check with the hotel directly to learn about their pet policy.
Is parking available at Winslow's Bungalows - Key West Historic Inns?
Yes, Winslow's Bungalows - Key West Historic Inns provides Accessible parking for guests.
What time is check-in and check-out at Winslow's Bungalows - Key West Historic Inns?
Check-in at Winslow's Bungalows - Key West Historic Inns is available from: . Check-out time is by .
Where is Winslow's Bungalows - Key West Historic Inns located?
Winslow's Bungalows - Key West Historic Inns is located in 725 Truman Ave, 33040, Key West, USA.
The prices and availability we receive from booking sites change constantly. This means you may not always find the exact same offer you saw on trivago when you land on the booking site.
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