Select dates to see exact prices
Select dates to see exact prices
1 / 57
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.
Compare with similar stays
Selected stay
- Free WiFi
- Pool
- Pets
Select dates to see exact prices
Similar stays
- Free WiFi
- Pool
- Parking
See prices from 6 sitesfromAED 1,026- Free WiFi
- Pool
- Parking
Select dates to see exact prices- Free WiFi
- Pool
- Parking
Select dates to see exact prices- Pool
- Parking
- Pets
Select dates to see exact prices- Pool
- Pets
- A/C
Select dates to see exact prices- Free WiFi
- Pool
- Parking
Select dates to see exact prices- Free WiFi
- Pool
- Pets
Select dates to see exact prices- Free WiFi
- Pool
- Parking
Select dates to see exact prices- Parking
- A/C
- Restaurant
Select dates to see exact prices- Free WiFi
- Pool
- Parking
Select dates to see exact prices- Free WiFi
- Pool
- Spa
Select dates to see exact prices
Reviews
Excellent
based on 4,475 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
A charming, historic escape in the heart of Key West.
This property offers a tranquil retreat for couples and sightseers seeking a cozy, authentic island atmosphere. The hotel sits in the heart of Old Town Key West, a prime location complemented by three distinct swimming pools that serve as the resort's primary leisure hub. Guests frequently praise the highly responsive staff for their warm, personalized service, while the daily breakfast provides a standout, high-quality start to the morning. Travelers looking for extra space may want to request a larger bungalow to avoid the compact room layouts.
Some guests mentioned: compact rooms, limited pool seating, noise transfer
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
- Ironing board
- Television
Sports facilities
- Golf course
Wellness
- Dressing gown
Location
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
Explore nearby attractions
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.
Among Top Rated Hotels in Key West
- Fairfield by Marriott Inn & Suites Key West at The Keys CollectionSelect dates to see exact prices
- Winslow's Bungalows - Key West Historic InnsSelect dates to see exact prices
- Hilton Garden Inn Key West / The Keys CollectionSelect dates to see exact prices
- Fitch Lodge - Key West Historic InnsSelect dates to see exact prices
- Hyatt Vacation Club at Windward Pointe - Key WestSelect dates to see exact prices
- Hyatt Vacation Club at Sunset Harbor - Key WestSelect dates to see exact prices
- The Southernmost HouseSelect dates to see exact prices
- Hyatt Vacation Club at Windward PointeSelect dates to see exact prices
- Blue Flamingo Resort Key WestSelect dates to see exact prices
