Winslow's Bungalows - Key West Historic Inns
VIP Access
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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
(50 reviews)
View all photos for King Suite with Sofa Bed

King Suite with Sofa Bed
9.0 out of 10
Wonderful
(2 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
(41 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
9.6 out of 10
Exceptional
(11 reviews)
View all photos for Annex King Mobility

Annex King Mobility
10.0 out of 10
Exceptional
(1 review)
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Ella's Cottages - Key West Historic Inns
Old Town Key West
- Pool
- Breakfast included
- Pet friendly
- Free WiFi
9.4 out of 10, Exceptional, 445 reviews
$493 nightly
The price is $554
Mar 22 - Mar 23
Total with taxes and fees
About the neighborhood
About this property
Winslow's Bungalows - Key West Historic Inns
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Southernmost Beach Resort and Guesthouses
Southernmost Beach Resort and Guesthouses
- Pool
- Spa
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8.8 out of 10, Excellent, 3,139 reviews
$539 nightly
The price is $606
Mar 23 - Mar 24
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
Feb 22, 2026
Liked: Cleanliness, amenities, property conditions & facilities
Stayed 3 nights in Feb 2026
10/10 Excellent
Melissa
Dec 26, 2025
Liked: Cleanliness
Melissa
Stayed 3 nights in Dec 2025
10/10 Excellent
Tracy D
Dec 10, 2025
Liked: Cleanliness, amenities, property conditions & facilities
Tracy D
Stayed 3 nights in Dec 2025
8/10 Good
Laurie
Dec 10, 2025
Liked: Cleanliness, staff & service, property conditions & facilities
Laurie
Stayed 4 nights in Dec 2025
8/10 Good
Brandon
Dec 9, 2025
Brandon
Stayed 5 nights in Nov 2025
6/10 Okay
Sean Joseph
Traveled with partner
Dec 9, 2025
Disliked: Staff & service
Sean Joseph
Stayed 7 nights in Nov 2025
10/10 Excellent
Mitchell, Chapel Hill
Traveled with partner
Dec 9, 2025
Liked: Cleanliness, amenities, property conditions & facilities
Mitchell
Stayed 5 nights in Dec 2025
10/10 Excellent
Judy
Dec 9, 2025
Liked: Cleanliness, amenities, property conditions & facilities
Judy
Stayed 3 nights in Dec 2025
10/10 Excellent
Stephanie
Dec 8, 2025
Liked: Cleanliness, staff & service, property conditions & facilities
Stephanie
Stayed 5 nights in Nov 2025
10/10 Excellent
Heather
Dec 8, 2025
Liked: Cleanliness, amenities, property conditions & facilities
Heather
Stayed 5 nights in Nov 2025
10/10 Excellent
MARK
Traveled with family
Dec 7, 2025
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
MARK
Stayed 4 nights in Dec 2025
10/10 Excellent
William
Dec 7, 2025
William
Stayed 6 nights in Nov 2025
10/10 Excellent
Kaike
Traveled with partner, Traveled with pets
Dec 6, 2025
Liked: Cleanliness, amenities, property conditions & facilities
Kaike
Stayed 2 nights in Nov 2025
10/10 Excellent
Margaret
Dec 6, 2025
Margaret
Stayed 2 nights in Dec 2025
10/10 Excellent
Stacy
Traveled with partner
Dec 6, 2025
Liked: Cleanliness, amenities, property conditions & facilities
Stacy
Stayed 1 night in Dec 2025
10/10 Excellent
Derek D
Traveled with group, Traveled with partner, Traveled with family
Dec 6, 2025
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Derek D
Stayed 5 nights in Dec 2025
10/10 Excellent
Rachel
Dec 6, 2025
Rachel
Stayed 3 nights in Dec 2025
10/10 Excellent
Lindsay
Traveled with partner
Dec 6, 2025
Liked: Cleanliness, amenities, property conditions & facilities
Lindsay
Stayed 2 nights in Dec 2025
10/10 Excellent
John
Dec 5, 2025
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
John
Stayed 2 nights in Dec 2025
8/10 Good
Wendy
Dec 5, 2025
Wendy
Stayed 2 nights in Dec 2025
8/10 Good
Keith
Dec 5, 2025
Keith
Stayed 4 nights in Nov 2025
10/10 Excellent
Robert
Traveled with partner
Dec 5, 2025
Liked: Cleanliness, amenities, property conditions & facilities
Robert
Stayed 3 nights in Dec 2025
10/10 Excellent
Sarah
Dec 3, 2025
Sarah
Stayed 8 nights in Nov 2025
6/10 Okay
Tammy
Dec 2, 2025
Tammy
Stayed 3 nights in Nov 2025
10/10 Excellent
Jill
Dec 2, 2025
Jill
Stayed 5 nights in Nov 2025
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