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
- 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
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
(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
(8 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

Casa Marina Key West, Curio Collection by Hilton
Old Town Key West
- On private beach
- Pool
- Spa
- Pet friendly
8.4 out of 10, Very Good, 394 reviews
$274 nightly
The price is $308
Oct 28 - Oct 29
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, 2,788 reviews
$234 nightly
The price is $264
Oct 29 - Oct 30
Total with taxes and fees
Property amenities
Room amenities
Policies
Important information
Frequently asked questions
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 15, 2025
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
10/10 Excellent
Tatiana, Calgary
Jun 30, 2025
Liked: Cleanliness, staff & service, property conditions & facilities
Tatiana
Stayed 7 nights in Jun 2025
10/10 Excellent
William A
Traveled with partner
Jun 29, 2025
Liked: Cleanliness, staff & service, amenities, property conditions & facilities




William A
Stayed 5 nights in Jun 2025
8/10 Good
darrell
Jun 27, 2025
Liked: Cleanliness, amenities, property conditions & facilities
darrell
Stayed 4 nights in Jun 2025
Orbitz's Latest Trends
Hotels
- Casa Marina Key West, Curio Collection by Hilton
- Margaritaville Hollywood Beach Resort
- Hyatt Place Boca Raton/Downtown
- Hilton Garden Inn Key West / The Keys Collection
- 3-Bedroom 3-Bath Condo at Bayfront Suites & Marina - NO CLEANING FEE
- Hot Tub & Pet Friendly - Royal Palm
- Parrot Key Hotel & Villas
- Fontainebleau Miami Beach
- THE MANGO TREE COTTAGE - Old Town Key West, Steps to Duval Street
- Hotel Maren Fort Lauderdale Beach, Curio Collection by Hilton
- Southernmost Beach Resort and Guesthouses
- Lighthouse Hotel - Key West Historic Inns
- The Godfrey Hotel & Cabanas Tampa
- 1 Hotel South Beach
- Opal Key Resort & Marina, Key West
- Grand Beach Hotel
- Hard Rock Hotel Daytona Beach
- The Reach Key West, Curio Collection by Hilton
- H2O Suites - Adults Only
- Courtyard by Marriott Key West Waterfront
- The Laureate Key West
- Fairfield Inn & Suites by Marriott Key West at the Keys Collection
- Havana Cabana at Key West
- Southernmost House
- Ibis Bay Beach Resort
- Loews Miami Beach Hotel – South Beach
- Rooftop Resort - Clothing Optional - Adult Only
- Hyatt Vacation Club at Sunset Harbor, Key West