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





Reviews
9.0 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)
View all photos for Bungalow

Bungalow
View all photos for Room (Winslet)

Room (Winslet)
View all photos for Room (Truman)

Room (Truman)
View all photos for Room (Maloney)

Room (Maloney)
View all photos for Room, Mobility Accessible (Winslow)

Room, Mobility Accessible (Winslow)
View all photos for Room, Mobility Accessible (Annex)

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

Room (Blue Parrot)
View all photos for Room (Winslow)

Room (Winslow)
View all photos for Room (Annex)

Room (Annex)
View all photos for Room (Key Lime)

Room (Key Lime)
Similar properties

Southernmost Beach Resort and Guesthouses
Southernmost Beach Resort and Guesthouses
- Pool
- Spa
- Free WiFi
- Restaurant
4.4 out of 5, Excellent, (2511)
The price is €281
for 1 room
includes taxes & fees
29 Jun - 30 Jun
About this property
Property amenities
Room amenities
Policies
Important information
Winslow's Bungalows - Key West Historic Inns Reviews
Reviews
9.0
Wonderful
9.4/10
Cleanliness
9.2/10
Staff & service
9.0/10
Amenities
9.0/10
Property conditions & facilities
9.0/10
Eco-friendliness
Reviews
Travelled with partner
16 Mar 2025
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Stayed 4 nights in Mar 2025
8/10 Good
Thomas C.
Travelled with partner
15 Mar 2025
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Thomas C.
Stayed 3 nights in Mar 2025
10/10 Excellent
Melanie, Cape Coral
Travelled with partner
13 Mar 2025
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Melanie
Stayed 2 nights in Mar 2025
10/10 Excellent
Georgene
Travelled with partner
13 Mar 2025
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Georgene
Stayed 3 nights in Mar 2025
10/10 Excellent
Rosaleen
13 Mar 2025
Liked: Cleanliness, staff & service
Rosaleen
Stayed 3 nights in Mar 2025
8/10 Good
Linda
Travelled with family
13 Mar 2025
Liked: Cleanliness, staff & service, amenities
Linda
Stayed 5 nights in Mar 2025
10/10 Excellent
Michael
13 Mar 2025
Liked: Cleanliness, staff & service, property conditions & facilities
Michael
Stayed 4 nights in Mar 2025
6/10 Okay
Michael
13 Mar 2025
Liked: Staff & service, property conditions & facilities, room comfort
Michael
Stayed 1 night in Mar 2025
10/10 Excellent
Cynthia Patterson, Fort Worth
Travelled with partner
11 Mar 2025
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Cynthia Patterson
Stayed 4 nights in Feb 2025
10/10 Excellent
Christine
11 Mar 2025
Christine
Stayed 3 nights in Mar 2025
10/10 Excellent
Harrison
Travelled with partner
9 Mar 2025
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Harrison
Stayed 4 nights in Feb 2025
10/10 Excellent
juliette C
Travelled with partner
8 Mar 2025
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
juliette C
Stayed 5 nights in Mar 2025
10/10 Excellent
Joseph, Estero
7 Mar 2025
Joseph
Stayed 2 nights in Mar 2025
10/10 Excellent
Melissa
7 Mar 2025
Liked: Cleanliness, amenities, property conditions & facilities
Melissa
Stayed 6 nights in Feb 2025
10/10 Excellent
Terry
Travelled with partner
7 Mar 2025
Liked: Cleanliness, staff & service, property conditions & facilities
Terry
Stayed 4 nights in Mar 2025
10/10 Excellent
Joni
Travelled with partner
6 Mar 2025
Joni
Stayed 3 nights in Mar 2025
10/10 Excellent
Darci
Travelled with family
6 Mar 2025
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Darci
Stayed 4 nights in Mar 2025
8/10 Good
Sysser
5 Mar 2025
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Sysser
Stayed 3 nights in Feb 2025
10/10 Excellent
Xubin
3 Mar 2025
Liked: Cleanliness, staff & service, property conditions & facilities
Xubin
Stayed 3 nights in Feb 2025
10/10 Excellent
kinga
Travelled with family
3 Mar 2025
Liked: Cleanliness, amenities, property conditions & facilities
kinga
Stayed 3 nights in Feb 2025
10/10 Excellent
Kathy
Travelled with group
2 Mar 2025
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Kathy
Stayed 3 nights in Feb 2025
10/10 Excellent
Matthew
27 Feb 2025
Matthew
Stayed 2 nights in Feb 2025
10/10 Excellent
Joseph T
26 Feb 2025
Joseph T
Stayed 3 nights in Feb 2025
6/10 Okay
Melinda
Travelled with group
26 Feb 2025
Liked: Cleanliness, staff & service
Melinda
Stayed 4 nights in Feb 2025
10/10 Excellent
Xavier
25 Feb 2025
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Winslow Bungalows
Xavier
Stayed 1 night in Feb 2025