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
9.0 out of 10
Wonderful
(2 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)
You may also like
Ad

Blue Flamingo Resort Key West
New Town
- Pool
- Pet friendly
- Free WiFi
- Restaurant
7.6 out of 10, Good, 1,437 reviews
The price is $207
$184 nightly
$207 total
Total includes taxes and fees
Jun 26 - Jun 27
About the neighborhood
About this property
Similar properties

Southernmost Beach Resort and Guesthouses
Southernmost Beach Resort and Guesthouses
- Pool
- Spa
- Free WiFi
- Restaurant
8.6 out of 10, Excellent, 2,556 reviews
$289 nightly
The price is $325
Jul 14 - Jul 15
Total includes 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
9.2/10
Staff & service
9.0/10
Amenities
9.2/10
Property conditions & facilities
9.0/10
Eco-friendliness
Reviews
Apr 5, 2025
Liked: Cleanliness, property conditions & facilities
Disliked: Staff & service
Stayed 3 nights in Apr 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
6/10 Okay
Michael
Mar 13, 2025
Liked: Staff & service, property conditions & facilities, room comfort
Michael
Stayed 1 night in Mar 2025
10/10 Excellent
Cynthia Patterson, Fort Worth
Traveled with partner
Mar 11, 2025
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Cynthia Patterson
Stayed 4 nights in Feb 2025
10/10 Excellent
Christine
Mar 11, 2025
Christine
Stayed 3 nights in Mar 2025
10/10 Excellent
Harrison
Traveled with partner
Mar 9, 2025
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Harrison
Stayed 4 nights in Feb 2025
10/10 Excellent
juliette C
Traveled with partner
Mar 8, 2025
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
juliette C
Stayed 5 nights in Mar 2025
10/10 Excellent
Joseph, Estero
Mar 7, 2025
Joseph
Stayed 2 nights in Mar 2025
10/10 Excellent
Melissa
Mar 7, 2025
Liked: Cleanliness, amenities, property conditions & facilities
Melissa
Stayed 6 nights in Feb 2025
Orbitz's Latest Trends
Hotels
Casa Marina Key West, Curio Collection by HiltonMargaritaville Hollywood Beach ResortHyatt Place Boca Raton/DowntownHilton Garden Inn Key West / The Keys Collection3-Bedroom 3-Bath Condo at Bayfront Suites & MarinaParrot Key Hotel & VillasFontainebleau Miami BeachTHE MANGO TREE COTTAGE - Old Town Key West, Steps to Duval StreetHotel Maren Fort Lauderdale Beach, Curio Collection by HiltonSouthernmost Beach Resort and GuesthousesLighthouse Hotel - Key West Historic InnsThe Godfrey Hotel & Cabanas Tampa1 Hotel South BeachOpal Key Resort & Marina, Key WestGrand Beach HotelHard Rock Hotel Daytona BeachThe Gates Hotel Key West Newly RenovatedThe Reach Key West, Curio Collection by HiltonH2O Suites - Adults OnlyCourtyard by Marriott Key West WaterfrontHyatt Vacation Club at Sunset Harbor, Key WestThe Laureate Key WestFairfield Inn & Suites by Marriott Key West at the Keys CollectionHavana Cabana at Key West Southernmost HouseIbis Bay Beach ResortLoews Miami Beach Hotel – South BeachRooftop Resort - Clothing Optional - Adult Only