Winslow's Bungalows - Key West Historic Inns
Hotel with 3 outdoor swimming pools, 5-minute walk to Duval Street
VIP Access
Choose dates to view prices
Photo gallery for Winslow's Bungalows - Key West Historic Inns





Reviews
9.2 out of 10
Wonderful
Popular amenities
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
VIP Access
Curated for quality and service, VIP Access stays consistently receive our highest guest ratings.
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)
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Dec 2 - Dec 3
Total with taxes and fees
About the neighborhood
About this property
Winslow's Bungalows - Key West Historic Inns
Similar properties

Southernmost Beach Resort and Guesthouses
Southernmost Beach Resort and Guesthouses
- Pool
- Spa
- Free WiFi
- Restaurant
8.6 out of 10, Excellent, 2,898 reviews
$227 nightly
The price is $255
Dec 2 - Dec 3
Total with taxes and fees
Property amenities
Room amenities
Policies
Important information
Frequently asked questions
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 21, 2025
Liked: Cleanliness, staff & service, property conditions & facilities
Stayed 3 nights in Oct 2025
10/10 Excellent
Artem
Traveled with group, Traveled with partner, Traveled with family
Aug 30, 2025
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Artem
Stayed 2 nights in Aug 2025
10/10 Excellent
renata
Traveled with partner, Traveled with pets
Aug 29, 2025
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
renata
Stayed 2 nights in Aug 2025
10/10 Excellent
Julian
Traveled with partner
Aug 27, 2025
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Julian
Stayed 3 nights in Aug 2025
10/10 Excellent
Jacqueline Elizabeth
Traveled with partner
Aug 27, 2025
Liked: Cleanliness, staff & service, amenities, property conditions & facilities

Jacqueline Elizabeth
Stayed 7 nights in Jul 2025
10/10 Excellent
Stella
Aug 25, 2025
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stella
Stayed 1 night in Aug 2025
10/10 Excellent
Laura, Hialeah
Aug 23, 2025
Liked: Cleanliness, staff & service, property conditions & facilities
Laura
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
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