Winslow's Bungalows - Key West Historic Inns
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 Street5 min walk
- Place, Ernest Hemingway Home and Museum8 min walk
- Place, Southernmost Point11 min walk
- Airport, Key West, FL (EYW-Key West Intl.)11 min drive
VIP Access
Curated for quality and service, VIP Access stays consistently receive our highest guest ratings.
Room options
View all photos for Premier King with Patio or Balcony

Premier King with Patio or Balcony
9.0 out of 10
Wonderful
(51 reviews)
View all photos for King Suite with Sofa Bed

King Suite with Sofa Bed
9.4 out of 10
Exceptional
(3 reviews)
View all photos for King Suite with Soaking Tub

King Suite with Soaking Tub
10.0 out of 10
Exceptional
(2 reviews)
View all photos for King Mobility

King Mobility
9.6 out of 10
Exceptional
(12 reviews)
View all photos for Two Queens

Two Queens
8.8 out of 10
Excellent
(10 reviews)
View all photos for Classic King

Classic King
9.0 out of 10
Wonderful
(43 reviews)
View all photos for Single Queen

Single Queen
8.0 out of 10
Very good
(3 reviews)
View all photos for Treehouse King Suite

Treehouse King Suite
10.0 out of 10
Exceptional
(2 reviews)
View all photos for Bungalow King

Bungalow King
9.6 out of 10
Exceptional
(5 reviews)
View all photos for Annex King

Annex King
9.4 out of 10
Exceptional
(12 reviews)
View all photos for Annex King Mobility

Annex King Mobility
10.0 out of 10
Exceptional
(3 reviews)
You may also like
Ad

Opal Key Resort & Marina, Key West
Old Town Key West
- Pool
- Hot tub
- Spa
- Pet friendly
9.2 out of 10, Wonderful, 1,088 reviews
$284 nightly
The price is $320
May 7 - May 8
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
Old Town Key West
Southernmost Beach Resort and Guesthouses
- Pool
- Spa
- Free WiFi
- Restaurant
8.8 out of 10, Excellent, 3,247 reviews
$330 nightly
The price is $372
May 4 - May 5
Total with 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
9.4/10
Staff & service
9.2/10
Amenities
9.2/10
Property conditions & facilities
Reviews
Mar 1, 2026
Stayed 4 nights in Feb 2026
10/10 Excellent
Christine
Feb 22, 2026
Liked: Cleanliness, amenities, property conditions & facilities
Christine
Stayed 3 nights in Feb 2026
10/10 Excellent
Mark
Jan 26, 2026
Liked: Cleanliness, amenities, property conditions & facilities
Mark
Stayed 4 nights in Jan 2026
10/10 Excellent
Allyson
Jan 26, 2026
Liked: Cleanliness, staff & service, amenities
Allyson
Stayed 3 nights in Jan 2026
8/10 Good
Susan
Jan 24, 2026
Liked: Cleanliness, amenities, property conditions & facilities
Susan
Stayed 4 nights in Jan 2026
10/10 Excellent
Kristen
Traveled with group
Jan 24, 2026
Liked: Cleanliness, amenities, property conditions & facilities




Kristen
Stayed 4 nights in Jan 2026
8/10 Good
Michael
Jan 24, 2026
Liked: Cleanliness, amenities, property conditions & facilities
Michael
Stayed 3 nights in Jan 2026
6/10 Okay
jan
Traveled with family
Jan 23, 2026
Liked: Cleanliness, staff & service
Disliked: Amenities
jan
Stayed 2 nights in Jan 2026
10/10 Excellent
Brian
Traveled with family
Jan 23, 2026
Liked: Cleanliness, amenities, property conditions & facilities
Brian
Stayed 3 nights in Jan 2026
8/10 Good
Arlinda, Eagle lake
Jan 22, 2026
Liked: Cleanliness, amenities, property conditions & facilities
Arlinda
Stayed 3 nights in Jan 2026
10/10 Excellent
Beth
Jan 22, 2026
Beth
Stayed 4 nights in Jan 2026
10/10 Excellent
Christian
Jan 21, 2026
Liked: Cleanliness, staff & service, amenities
Christian
Stayed 2 nights in Jan 2026
8/10 Good
Thomas
Jan 20, 2026
Liked: Cleanliness, staff & service, property conditions & facilities
Thomas
Stayed 4 nights in Jan 2026
6/10 Okay
Andrielle
Traveled with partner
Jan 20, 2026
Liked: Cleanliness, property conditions & facilities


Andrielle
Stayed 4 nights in Jan 2026
10/10 Excellent
Patrick
Traveled with partner
Jan 19, 2026
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Patrick
Stayed 3 nights in Jan 2026
10/10 Excellent
Kyle
Jan 19, 2026
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Kyle
Stayed 4 nights in Jan 2026
10/10 Excellent
Michelle
Jan 17, 2026
Liked: Cleanliness, staff & service, amenities
Michelle
Stayed 5 nights in Jan 2026
10/10 Excellent
Allison
Jan 16, 2026
Liked: Cleanliness, amenities, property conditions & facilities
Allison
Stayed 4 nights in Jan 2026
8/10 Good
georgann
Jan 15, 2026
Liked: Cleanliness, amenities, property conditions & facilities


georgann
Stayed 6 nights in Jan 2026
10/10 Excellent
Missy
Jan 14, 2026
Liked: Cleanliness, staff & service, property conditions & facilities
Missy
Stayed 3 nights in Jan 2026
10/10 Excellent
Bryan
Jan 14, 2026
Bryan
Stayed 4 nights in Jan 2026
10/10 Excellent
Vicki L
Traveled with partner
Jan 13, 2026
Liked: Cleanliness, amenities, property conditions & facilities
Vicki L
Stayed 4 nights in Dec 2025
4/10 Poor
David
Traveled with family
Jan 12, 2026
Liked: Property conditions & facilities
Disliked: Cleanliness
David
Stayed 4 nights in Jan 2026
8/10 Good
Wayne Ruben Vasquez
Jan 11, 2026
Wayne Ruben Vasquez
Stayed 2 nights in Jan 2026
10/10 Excellent
Teri
Jan 11, 2026
Liked: Cleanliness, property conditions & facilities
Teri
Stayed 1 night in Jan 2026
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 - CLEANING FEE INCLUDED
- Parrot Key Hotel & Villas
- Fontainebleau Miami Beach
- Royal Palm Studio with Hot Tub
- 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 by Marriott Inn & Suites Key West at The Keys Collection
- Blue Flamingo Resort Key West
- Havana Cabana at Key West
- Southernmost House - Adult Exclusive
- Ibis Bay Beach Resort
- Loews Miami Beach Hotel – South Beach
- Rooftop Resort - Clothing Optional - Adult Only
- Hyatt Vacation Club at Sunset Harbor, Key West















