Winslow's Bungalows - Key West Historic Inns
4-star hotel near Duval Street
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 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)
You may also like
Ad

Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly
Old Town Key West
- Pool
- Hot tub
- Breakfast included
- Free WiFi
4.9 out of 5, Exceptional, 121 reviews
About the area
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
4.3 out of 5, Excellent, 2,820 reviews
The price is CA $224
CA $355 total
includes taxes & fees
Oct 26 - Oct 27
Property amenities
Room amenities
Policies
Important information
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
Aug 10, 2025
Liked: Cleanliness, staff & service
Stayed 3 nights in Aug 2025
10/10 Excellent
Michelle
Travelled with partner
Jul 27, 2025
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Michelle
Stayed 6 nights in Jul 2025
10/10 Excellent
Chloe
Jul 25, 2025
Liked: Amenities
Chloe
Stayed 3 nights in Jul 2025
10/10 Excellent
Liza
Travelled with family
Jul 24, 2025
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Liza
Stayed 5 nights in Jul 2025
10/10 Excellent
Doris J
Jul 24, 2025
Liked: Cleanliness, staff & service, property conditions & facilities
Doris J
Stayed 1 night in Jul 2025
10/10 Excellent
MARKO
Travelled with partner
Jul 23, 2025
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
MARKO
Stayed 4 nights in Jul 2025
10/10 Excellent
Darío
Jul 23, 2025
Darío
Stayed 1 night in Jul 2025
10/10 Excellent
A
Travelled with family, Travelled with group
Jul 23, 2025
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
A
Stayed 1 night in Jul 2025
10/10 Excellent
Shannon
Travelled with family
Jul 22, 2025
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Shannon
Stayed 2 nights in Jul 2025
4/10 Poor
Flavia
Travelled with group
Jul 21, 2025
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Flavia
Stayed 1 night in Jul 2025
10/10 Excellent
John J Krouse
Jul 20, 2025
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
John J Krouse
Stayed 4 nights in Jul 2025
10/10 Excellent
Tina Xiaona
Travelled 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 traveller
Jul 18, 2025
Disliked: Property conditions & facilities
For the price book elsewhere.
Verified traveller
Stayed 3 nights in Jul 2025
10/10 Excellent
Joseph
Jul 15, 2025
Joseph
Stayed 2 nights in Jun 2025
10/10 Excellent
Isabel
Travelled with partner
Jul 15, 2025
Liked: Cleanliness, amenities, property conditions & facilities
Isabel
Stayed 3 nights in Jul 2025
10/10 Excellent
Siobhan
Travelled with partner
Jul 14, 2025
Liked: Cleanliness, amenities, property conditions & facilities
Siobhan
Stayed 2 nights in Jul 2025
10/10 Excellent
Erlan
Travelled with family
Jul 11, 2025
Liked: Cleanliness, amenities, property conditions & facilities
Erlan
Stayed 4 nights in Jul 2025
10/10 Excellent
ORLANDO, Frisco
Travelled 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
Travelled with family
Jul 7, 2025
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Denise
Stayed 3 nights in Jun 2025
10/10 Excellent
Carolina
Travelled 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
Travelled 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
Travelocity's Latest Trends
Hotels
- Hotels in Indianapolis
- Beach House Fort Lauderdale, a Hilton Resort
- Courtyard by Marriott Miami Airport West/Doral
- Embassy Suites by Hilton Fort Lauderdale 17th Street
- Nobu Hotel Miami Beach
- 1 Hotel South Beach
- Hotels in Downtown Halifax
- Hotels with Hot Tubs in Fernie
- Motels Minot
- B Ocean Resort Fort Lauderdale Beach
- Hyatt Regency Miami
- Hotels with Hot Tubs in Port Alberni
- Universal's Cabana Bay Beach Resort
- Holiday Inn Club Vacations at Orange Lake Resort by IHG
- Hotels in Honolulu
- Hilton Miami Downtown
- Hilton Fort Lauderdale Marina
- Best Western Premier NYC Gateway Hotel
- Riverside Hotel
- Hotels in Lake George
- Loews Miami Beach Hotel – South Beach
- Hotels in Prince Albert
- Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance
Flights

















