Winslow's Bungalows - Key West Historic Inns
Hotel with 3 outdoor swimming pools, a short 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
- Duval Street6 min walk
- Ernest Hemingway Home and Museum8 min walk
- Southernmost Point11 min walk
- 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 Tree House (Suite)

Tree House (Suite)
10.0 out of 10
Exceptional
(1 review)
View all photos for Bungalow

Bungalow
9.4 out of 10
Exceptional
(3 reviews)
View all photos for Room (Winslet)

Room (Winslet)
8.8 out of 10
Excellent
(40 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
(11 reviews)
View all photos for Room, Mobility Accessible (Annex)

Room, Mobility Accessible (Annex)
View all photos for Room (Blue Parrot)

Room (Blue Parrot)
9.0 out of 10
Wonderful
(7 reviews)
View all photos for Room (Winslow)

Room (Winslow)
8.8 out of 10
Excellent
(29 reviews)
View all photos for Room (Annex)

Room (Annex)
9.4 out of 10
Exceptional
(3 reviews)
View all photos for Room (Key Lime)

Room (Key Lime)
8.0 out of 10
Very good
(3 reviews)
About the neighborhood
About this property
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Southernmost Beach Resort and Guesthouses
Southernmost Beach Resort and Guesthouses
- Pool
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- Free WiFi
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8.6 out of 10, Excellent, 2,583 reviews
$289 nightly
The price is $325
Jul 14 - Jul 15
Total includes taxes and fees
Property amenities
Room amenities
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Winslow's Bungalows - Key West Historic Inns Reviews
Reviews
9.2
Wonderful
9.4/10
Cleanliness
9.2/10
Staff & service
9.0/10
Amenities
9.2/10
Property conditions & facilities
9.0/10
Eco-friendliness
Reviews
Jun 27, 2025
Liked: Cleanliness, amenities, property conditions & facilities
Stayed 4 nights in Jun 2025
4/10 Poor
Jennifer
Apr 5, 2025
Liked: Cleanliness, property conditions & facilities
Disliked: Staff & service
Jennifer
Stayed 3 nights in Apr 2025
10/10 Excellent
Donna
Traveled with partner
Apr 1, 2025
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Donna
Stayed 3 nights in Mar 2025
10/10 Excellent
Laura
Traveled with partner
Apr 1, 2025
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Laura
Stayed 4 nights in Mar 2025
10/10 Excellent
DENNIS
Traveled with family
Mar 31, 2025
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
DENNIS
Stayed 4 nights in Mar 2025
10/10 Excellent
Connie l
Traveled with family
Mar 31, 2025
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Items
Connie l
Stayed 4 nights in Mar 2025
10/10 Excellent
Catherine Bailey, St Augustine
Traveled with family
Mar 31, 2025
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Catherine Bailey
Stayed 2 nights in Mar 2025
10/10 Excellent
Abigail
Traveled with partner
Mar 27, 2025
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Abigail
Stayed 3 nights in Mar 2025
10/10 Excellent
Judy
Mar 26, 2025
Judy
Stayed 6 nights in Mar 2025
8/10 Good
William F., Center Valley
Mar 25, 2025
William F.
Stayed 7 nights in Feb 2025
10/10 Excellent
Andrew
Traveled with family
Mar 25, 2025
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Andrew
Stayed 5 nights in Mar 2025
10/10 Excellent
Thomas Richard
Traveled with partner
Mar 23, 2025
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Thomas Richard
Stayed 5 nights in Mar 2025
10/10 Excellent
Paula Lynne
Mar 21, 2025
Paula Lynne
Stayed 4 nights in Mar 2025
10/10 Excellent
Danielle
Mar 20, 2025
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Danielle
Stayed 2 nights in Mar 2025
10/10 Excellent
Paul Victor
Traveled with partner
Mar 19, 2025
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Paul Victor
Stayed 3 nights in Mar 2025
10/10 Excellent
Robert
Traveled with partner
Mar 19, 2025
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Robert
Stayed 6 nights in Mar 2025
8/10 Good
Kate
Mar 18, 2025
Liked: Cleanliness, staff & service
Kate
Stayed 2 nights in Mar 2025
10/10 Excellent
Kristina
Traveled with partner
Mar 17, 2025
Kristina
Stayed 3 nights in Mar 2025
10/10 Excellent
Scott
Traveled with partner
Mar 16, 2025
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Scott
Stayed 4 nights in Mar 2025
8/10 Good
Thomas C.
Traveled with partner
Mar 15, 2025
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Thomas C.
Stayed 3 nights in Mar 2025
10/10 Excellent
Melanie, Cape Coral
Traveled with partner
Mar 13, 2025
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Melanie
Stayed 2 nights in Mar 2025
10/10 Excellent
Georgene
Traveled with partner
Mar 13, 2025
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Georgene
Stayed 3 nights in Mar 2025
10/10 Excellent
Rosaleen
Mar 13, 2025
Liked: Cleanliness, staff & service
Rosaleen
Stayed 3 nights in Mar 2025
8/10 Good
Linda
Traveled with family
Mar 13, 2025
Liked: Cleanliness, staff & service, amenities
Linda
Stayed 5 nights in Mar 2025
10/10 Excellent
Michael
Mar 13, 2025
Liked: Cleanliness, staff & service, property conditions & facilities
Michael
Stayed 4 nights in Mar 2025
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