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
$255
includes taxes & fees
Dec 16 - Dec 17
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
(43 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
(1 review)
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
(36 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
(1 review)
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

Southernmost Beach Resort and Guesthouses
Southernmost Beach Resort and Guesthouses
- Pool
- Spa
- Free WiFi
- Restaurant
4.3 out of 5, Excellent, 2,871 reviews
About this property
Winslow's Bungalows - Key West Historic Inns
Property amenities
Room amenities
Policies
Important information
Reviews
Winslow's Bungalows - Key West Historic Inns 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
Aug 23, 2025
Liked: Cleanliness, staff & service, property conditions & facilities
Stayed 3 nights in Aug 2025
10/10 Excellent
Renee
Aug 22, 2025
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Renee
Stayed 3 nights in Aug 2025
10/10 Excellent
jonathan
Traveled with partner
Aug 19, 2025
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
jonathan
Stayed 4 nights in Jul 2025
10/10 Excellent
Jennifer Todd
Traveled with family
Aug 18, 2025
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Jennifer Todd
Stayed 3 nights in Aug 2025
8/10 Good
Vicki
Aug 18, 2025
Liked: Cleanliness, staff & service, property conditions & facilities
Vicki
Stayed 4 nights in Aug 2025
10/10 Excellent
juan
Traveled with group, Traveled with pets, Traveled with family
Aug 17, 2025
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
juan
Stayed 1 night in Aug 2025
10/10 Excellent
Sierra
Aug 16, 2025
Sierra
Stayed 4 nights in Aug 2025
10/10 Excellent
Kelly
Traveled with partner
Aug 15, 2025
Liked: Cleanliness, staff & service, amenities, property conditions & facilities

Kelly
Stayed 6 nights in Aug 2025
10/10 Excellent
Travis
Traveled with family
Aug 15, 2025
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Travis
Stayed 4 nights in Aug 2025
10/10 Excellent
Rebecca
Aug 14, 2025
Liked: Cleanliness, staff & service, property conditions & facilities
Rebecca
Stayed 4 nights in Jun 2025
10/10 Excellent
Jennifer
Traveled with partner
Aug 13, 2025
Liked: Cleanliness, staff & service, amenities, property conditions & facilities

Jennifer
Stayed 4 nights in Aug 2025
10/10 Excellent
Camille
Traveled with partner
Aug 13, 2025
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Camille
Stayed 1 night in Aug 2025
10/10 Excellent
Edna Ivelisse Villanueva
Traveled with group, Traveled with partner
Aug 11, 2025
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Edna Ivelisse Villanueva
Stayed 3 nights in Aug 2025
10/10 Excellent
Richard
Traveled with partner
Aug 11, 2025
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Richard
Stayed 2 nights in Aug 2025
8/10 Good
Emily
Aug 11, 2025
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Emily
Stayed 6 nights in Aug 2025
10/10 Excellent
Robert
Aug 10, 2025
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Robert
Stayed 1 night in Aug 2025
10/10 Excellent
Robert Charles
Aug 10, 2025
Liked: Cleanliness, staff & service
Robert Charles
Stayed 3 nights in Aug 2025
8/10 Good
Mary
Aug 10, 2025
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Mary
Stayed 2 nights in Jul 2025
10/10 Excellent
Frankie
Aug 9, 2025
Frankie
Stayed 4 nights in Aug 2025
8/10 Good
Garrett
Traveled with partner, Traveled with family
Aug 8, 2025
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Garrett
Stayed 4 nights in Aug 2025
8/10 Good
Daryl
Aug 8, 2025
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Daryl
Stayed 3 nights in Aug 2025
10/10 Excellent
Nicole
Traveled with partner
Aug 7, 2025
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Nicole
Stayed 3 nights in Aug 2025
10/10 Excellent
Beverly
Traveled with partner
Aug 7, 2025
Liked: Staff & service, amenities, property conditions & facilities
Disliked: Cleanliness
Beverly
Stayed 3 nights in Aug 2025
10/10 Excellent
Richard, Lake Worth
Traveled with group
Aug 6, 2025
Liked: Cleanliness, amenities, property conditions & facilities
Richard
Stayed 3 nights in Jun 2025
10/10 Excellent
Danielle
Traveled with partner
Aug 5, 2025
Liked: Cleanliness, staff & service, property conditions & facilities
Danielle
Stayed 3 nights in Aug 2025








