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
$241
includes taxes & fees
Oct 27 - Oct 28
Explore the area

725 Truman Avenue, Key West, FL, 33040
- Place, Duval Street6 min walk
- Place, South Beach9 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
(42 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
(9 reviews)
View all photos for Room (Winslow)

Room (Winslow)
9.0 out of 10
Wonderful
(35 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, 2,805 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
Jul 20, 2025
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Stayed 4 nights in Jul 2025
10/10 Excellent
Tina Xiaona
Traveled with partner
Jul 18, 2025
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Tina Xiaona
Stayed 3 nights in Jul 2025
6/10 Okay
Verified traveler
Jul 18, 2025
Disliked: Property conditions & facilities
For the price book elsewhere.
Verified traveler
Stayed 3 nights in Jul 2025
10/10 Excellent
Joseph
Jul 15, 2025
Joseph
Stayed 2 nights in Jun 2025
10/10 Excellent
Brett
Jul 15, 2025
Liked: Cleanliness, staff & service, property conditions & facilities
Brett
Stayed 4 nights in Jun 2025
10/10 Excellent
Isabel
Traveled with partner
Jul 15, 2025
Liked: Cleanliness, amenities, property conditions & facilities
Isabel
Stayed 3 nights in Jul 2025
10/10 Excellent
Siobhan
Traveled with partner
Jul 14, 2025
Liked: Cleanliness, amenities, property conditions & facilities
Siobhan
Stayed 2 nights in Jul 2025
10/10 Excellent
Erlan
Traveled with family
Jul 11, 2025
Liked: Cleanliness, amenities, property conditions & facilities
Erlan
Stayed 4 nights in Jul 2025
10/10 Excellent
ORLANDO, Frisco
Traveled with partner
Jul 9, 2025
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
ORLANDO
Stayed 1 night in Jul 2025
10/10 Excellent
Lawrence von
Jul 9, 2025
Lawrence von
Stayed 8 nights in Jun 2025
10/10 Excellent
Denise
Traveled with family
Jul 7, 2025
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Denise
Stayed 3 nights in Jun 2025
10/10 Excellent
Carolina
Traveled with partner
Jul 7, 2025
Liked: Cleanliness, amenities, property conditions & facilities
Carolina
Stayed 1 night in Jul 2025
10/10 Excellent
Janice Marie
Jul 5, 2025
Liked: Cleanliness, staff & service, property conditions & facilities
Janice Marie
Stayed 2 nights in Jul 2025
10/10 Excellent
Chrishawn
Traveled with family
Jul 4, 2025
Liked: Cleanliness, amenities
Chrishawn
Stayed 2 nights in Jun 2025
10/10 Excellent
Pamela
Jul 4, 2025
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Amazing stay!!!

Pamela
Stayed 3 nights in Jun 2025
10/10 Excellent
Dan Mark, West Lafayette
Jul 4, 2025
Liked: Cleanliness, property conditions & facilities
Dan Mark
Stayed 3 nights in Jun 2025
10/10 Excellent
Julie
Traveled with family
Jul 3, 2025
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Julie
Stayed 3 nights in Jun 2025
10/10 Excellent
Dottie
Jul 2, 2025
Dottie
Stayed 7 nights in Jun 2025
10/10 Excellent
AnnMarie
Traveled with partner
Jul 2, 2025
Liked: Cleanliness, amenities, property conditions & facilities
AnnMarie
Stayed 4 nights in Jun 2025
10/10 Excellent
Lance
Jul 2, 2025
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Lance
Stayed 3 nights in Apr 2025
10/10 Excellent
Kristen, ocala
Jul 2, 2025
Kristen
Stayed 3 nights in Jun 2025
10/10 Excellent
Ahmed
Jul 1, 2025
Liked: Cleanliness, property conditions & facilities
Ahmed
Stayed 3 nights in Jun 2025
10/10 Excellent
Christian
Jul 1, 2025
Liked: Cleanliness, amenities, property conditions & facilities
Christian
Stayed 5 nights in Jun 2025
4/10 Poor
Lindsay
Traveled with partner
Jun 30, 2025
Disliked: Cleanliness, staff & service, amenities
Lindsay
Stayed 4 nights in Jun 2025
10/10 Excellent
Ada
Jun 30, 2025
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Ada
Stayed 1 night in Jun 2025