Winslow's Bungalows - Key West Historic Inns
725 Truman Avenue
View on map and nearby hotels
10 nights, 2 adults
USD$4,646.25
Includes taxes and charges
10 nights, 2 adults
USD$4,646.25
Includes taxes and charges
Why people book this hotel
“Location amazing”
“Very pleasant stay and perfect location”
“Staff friendly”
“Pool areas are small but always nice and bar adjacent to one with great bar staf…”
“Nice breakfast and welcoming”
“Continental breakfast with coffee and orange juice each morning”
“Rooms beautiful”
“Great small cottage rooms very clean and nice beds”
“Clean facilities and very helpful staff”
“Location feel staff cleanliness quaint”
“Location and the fact the pools were heated”
Overview
Located in Key West, Florida, Winslow's Bungalows features 3 swimming pools, free WiFi access, and complimentary continental breakfast. The Southernmost Point is just 1 km away, and Duval Street is 750 metres from the inn. A flat-screen cable TV comes standard in each room at Winslow's Bungalows. All rooms feature a small refrigerator. Each private bathroom also comes with a hairdryer and free toiletries. Paths through landscaped gardens and a sun terrace with lounge chairs can be enjoyed at Winslow's Bungalows. Other facilities offered include 3 outdoor pools, hammocks and swings. On-site parking is available for a surcharge. Smathers Beach and Fort Zachary Taylor State Park are an 8-minute drive from Winslow's Bungalows. Guests will be just 8 minutes’ walk from The Ernest Hemingway Home and Museum and 10 minutes' walk from Key West Butterfly and Nature Conservatory.
Traveller reviews
Graham
couple
June 7, 2026
“Perfect location in historical part of Key West. Restful , charming, romantic atmosphere.”
Terrific place to visit. Will holiday there again and again. Clean facilities and very helpful staff.
Williamson
extended_group
June 1, 2026
“10000/10 - highly recommend!”
Everything. Rooms beautiful. Staff friendly. Location amazing. Food served at the bar was incredible, got the chicken sandwich every day during my stay!!
Katarína
extended_group
June 1, 2026
“Beautiful”
Wonderful place amazing place
Sarah
couple
May 19, 2026
“Very Pleasant stay”
Very pleasant stay and perfect location! Hyghienic, like in the pictures. Nice breakfast and welcoming.
Sandra
couple
May 19, 2026
“Lovely peaceful chilled central property”
Location feel staff cleanliness quaint
Ken
solo_traveller
May 15, 2026
Great small cottage rooms very clean and nice beds. Continental breakfast with coffee and orange juice each morning. Pool areas are small but always nice and bar adjacent to one with great bar staff. About 2 block walk to Duval St.
Roberta
couple
May 8, 2026
“Beautiful hotel”
Beautiful room, confortable bed, great location
Elke
family_with_children
May 4, 2026
Appartment 56 everything was perfect. Breakfast was good, we had it every morning opposite the breakfast room, on our own veranda serounded by palms and greenery.
Charlotte
couple
April 18, 2026
“Beautiful hotel but lacking some of the basics you would expect from a 4 star & the price”
Location, aesthetic and staff were friendly. Aircon in the room was silent for perfect for sleeping. Breakfast was also very good.
REBECCA
extended_group
April 16, 2026
“We made the most of it and ignored the not so great rooms as much as possible”
The staff were fantastic and the grounds, it was very quaint. Kirk the bar tender, makes great cocktails and the breakfast was very good.
Deirdre
couple
April 15, 2026
“Would stay again”
The quaintness. Property was well kept. Receptionist was very helpful and friendly.
Hanna
couple
March 26, 2026
Nice location
Jennifer
family_with_children
March 20, 2026
“Damp, smelly and not good value for money”
Good location
David
couple
March 13, 2026
“expensive and very disappointing.”
location
Bérénice
couple
February 28, 2026
“Should be a 2 star hotel”
Nice atmosphere
Zeynep
family_with_children
February 18, 2026
“Good location and cleanliness, but overpriced for the experience offered.”
The hotel was clean, in a very good location, and offered a decent breakfast. Coffee and tea were available 24/7.
Chris
solo_traveller
February 17, 2026
“Disappointing stay in a great town”
Location & ambience
Rui
couple
February 15, 2026
“Just ok”
Location and the fact the pools were heated.
ayala
family_with_children
January 20, 2026
“Disappointment”
Nice looking place. Location is good.
Emma
couple
January 20, 2026
“Great location, would recommend”
Great location, different style of accommodation. Free breakfast was a bonus
Facilities
Accessibility
Wheelchair accessible, Toilet with grab rails, Higher level toilet, Lower bathroom sink
Food & Drink
Breakfast options, Bar
General
Pets allowed, Non-smoking rooms, Facilities for disabled guests, Safety deposit box, Air conditioning, WiFi available in all areas
Internet
Free WiFi, WiFi, Internet services
Outdoors
Garden, Terrace, Outdoor pool, Outdoor pool (all year), Outdoor furniture, Picnic area
Parking
Parking on site, Private parking, Parking, Accessible parking
Pool and wellness
Swimming Pool, Swimming pool
Safety & security
24-hour security, Key access, Security alarm, Smoke alarms, CCTV in common areas, Fire extinguishers
Safety features
Staff follow all safety protocols as directed by local authorities, Hand sanitizer in guest accommodation and key areas, First aid kit available
Services
Pet bowls, Tour desk, Luggage storage, Concierge service, Daily housekeeping
Transport
Public transport tickets
Annex
Featuring free toiletries and bathrobes, this double room includes a private bathroom with a hairdryer. This double room features air conditioning and a TV. The unit has 1 bed.
Annex Mobility
The spacious double room offers air conditioning, as well as a private bathroom featuring a hairdryer. The unit offers 1 bed.
Bungalow
Providing free toiletries and bathrobes, this double room includes a private bathroom with a hairdryer. This double room provides air conditioning and a TV. The unit offers 1 bed.
Key Lime
Offering free toiletries and bathrobes, this double room includes a private bathroom with a hairdryer. This double room offers air conditioning and a TV. The unit has 1 bed.
Winslet
Featuring free toiletries and bathrobes, this double room includes a private bathroom with a hairdryer. This double room features air conditioning and a TV. The unit has 1 bed.
Winslow
Offering free toiletries and bathrobes, this double room includes a private bathroom with a hairdryer. This double room offers air conditioning and a TV. The unit offers 1 bed.
Winslow Mobility
Featuring free toiletries and bathrobes, this double room includes a private bathroom with a hairdryer. This double room features air conditioning and a TV. The unit has 1 bed.
Blue Parrot
Featuring free toiletries and bathrobes, this quadruple room includes a private bathroom with a hairdryer. This quadruple room features air conditioning and a TV. The unit has 2 beds.
Maloney King
The suite has 1 bedroom and 1 bathroom with a bath and free toiletries. This suite features air conditioning and a TV. The unit has 1 bed.
Treehouse Suite
This suite features 1 living room, 1 separate bedroom and 1 bathroom with a bath and free toiletries. This suite features air conditioning and a TV. The unit has 2 beds.
Truman King Patio
The suite has 1 bedroom and 1 bathroom with a hairdryer and free toiletries. This suite features air conditioning and a TV. The unit has 2 beds.
Hotel Policies
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