Winslow's Bungalows - Key West Historic Inns
Choose dates to view prices
Photo gallery for Winslow's Bungalows - Key West Historic Inns





Reviews
9.2 out of 10
Wonderful
Popular amenities
$455
includes taxes & fees
Jan 14 - Jan 15, 2026
Explore the area

725 Truman Avenue, Key West, FL, 33040
- Place, Duval Street5 min walk
- Place, Ernest Hemingway Home and Museum8 min walk
- Place, Southernmost Point11 min walk
- Airport, Key West, FL (EYW-Key West Intl.)8 min drive
Room options
View all photos for Room (Winslet)

Room (Winslet)
9.0 out of 10
Wonderful
(45 reviews)
View all photos for Room (Truman)

Room (Truman)
10.0 out of 10
Exceptional
(1 review)
View all photos for Room (Maloney)

Room (Maloney)
10.0 out of 10
Exceptional
(2 reviews)
View all photos for Room, Mobility Accessible (Winslow)

Room, Mobility Accessible (Winslow)
9.6 out of 10
Exceptional
(12 reviews)
View all photos for Room (Blue Parrot)

Room (Blue Parrot)
8.8 out of 10
Excellent
(10 reviews)
View all photos for Room (Winslow)

Room (Winslow)
9.0 out of 10
Wonderful
(37 reviews)
View all photos for Room (Key Lime)

Room (Key Lime)
8.0 out of 10
Very good
(3 reviews)
View all photos for Tree House (Suite)

Tree House (Suite)
10.0 out of 10
Exceptional
(2 reviews)
View all photos for Bungalow

Bungalow
9.6 out of 10
Exceptional
(5 reviews)
View all photos for Room (Annex)

Room (Annex)
9.8 out of 10
Exceptional
(7 reviews)
View all photos for Room, Mobility Accessible (Annex)

Room, Mobility Accessible (Annex)
Similar properties

Ella's Cottages - Key West Historic Inns
Ella's Cottages - Key West Historic Inns
- Pool
- Breakfast included
- Pet friendly
- Free WiFi
4.7 out of 5, Exceptional, 414 reviews
About this property
Winslow's Bungalows - Key West Historic Inns
Property amenities
Room amenities
Policies
Important information
Winslow's Bungalows - Key West Historic Inns Reviews
Reviews
9.2
Wonderful
9.4/10
Cleanliness
9.4/10
Staff & service
9.2/10
Amenities
9.2/10
Property conditions & facilities
9.2/10
Eco-friendliness
Reviews
Oct 1, 2025
Stayed 3 nights in Sep 2025
6/10 Okay
Jeremy
Oct 1, 2025
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Jeremy
Stayed 3 nights in Sep 2025
8/10 Good
William
Traveled with partner
Sep 28, 2025
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
William
Stayed 2 nights in Sep 2025
6/10 Okay
Matt
Sep 28, 2025
Matt
Stayed 3 nights in Sep 2025
10/10 Excellent
Reynaldo
Traveled with partner
Sep 25, 2025
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Reynaldo
Stayed 1 night in Sep 2025
10/10 Excellent
Elvira Lomotan, River Grove
Sep 24, 2025
Elvira Lomotan
Stayed 5 nights in Sep 2025
6/10 Okay
Gediminas
Sep 23, 2025
Liked: Cleanliness, amenities, property conditions & facilities
Gediminas
Stayed 3 nights in Sep 2025
10/10 Excellent
James
Sep 23, 2025
Liked: Cleanliness, staff & service, property conditions & facilities
James
Stayed 1 night in Sep 2025
10/10 Excellent
Freddy
Sep 22, 2025
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Freddy
Stayed 3 nights in Sep 2025
10/10 Excellent
rolando, Toms River
Traveled with partner
Sep 21, 2025
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
rolando
Stayed 7 nights in Sep 2025
10/10 Excellent
Marwin
Traveled with partner, Traveled with family
Sep 20, 2025
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Marwin
Stayed 5 nights in Sep 2025
10/10 Excellent
Jennifer A
Traveled with family
Sep 19, 2025
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Jennifer A
Stayed 4 nights in Sep 2025
10/10 Excellent
Scott
Traveled with family
Sep 19, 2025
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Scott
Stayed 3 nights in Sep 2025
10/10 Excellent
Marialeen
Traveled with partner
Sep 19, 2025
Liked: Cleanliness, staff & service, amenities, property conditions & facilities




Marialeen
Stayed 3 nights in Sep 2025
10/10 Excellent
Omar Gaston
Sep 18, 2025
Liked: Cleanliness, staff & service, property conditions & facilities
Omar Gaston
Stayed 5 nights in Sep 2025
10/10 Excellent
Katie
Sep 18, 2025
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Katie
Stayed 5 nights in Sep 2025
10/10 Excellent
theodore
Sep 18, 2025
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
theodore
Stayed 1 night in Aug 2025
10/10 Excellent
Leonard
Traveled with partner
Sep 17, 2025
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Leonard
Stayed 2 nights in Aug 2025
10/10 Excellent
Arlyne
Traveled with group, Traveled with partner
Sep 16, 2025
Liked: Cleanliness, staff & service, amenities, property conditions & facilities



Arlyne
Stayed 1 night in Sep 2025
10/10 Excellent
JACKLIN
Traveled with group, Traveled with partner
Sep 14, 2025
Liked: Cleanliness, staff & service, amenities, property conditions & facilities


JACKLIN
Stayed 1 night in Sep 2025
10/10 Excellent
andrea D, Luthersville
Traveled with partner
Sep 13, 2025
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
andrea D
Stayed 1 night in Sep 2025
10/10 Excellent
Judy
Traveled with partner
Sep 10, 2025
Liked: Cleanliness, staff & service, property conditions & facilities
Judy
Stayed 7 nights in Aug 2025
10/10 Excellent
Julia
Traveled with partner
Sep 8, 2025
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Julia
Stayed 5 nights in Sep 2025
10/10 Excellent
Chris
Sep 6, 2025
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Chris
Stayed 6 nights in Aug 2025
10/10 Excellent
Jacqueline
Traveled with partner
Sep 3, 2025
Liked: Cleanliness, staff & service, property conditions & facilities
Jacqueline
Stayed 4 nights in Aug 2025








