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8.6 / 10 Guest Rating

Winslow's Bungalows - Key West Historic Inns

725 Truman Avenue, Key West, us

Winslow's Bungalows - Key West Historic Inns - main view

About the Property

Luxurious Amenities:
Winslow's Bungalows offers 3 swimming pools for ultimate relaxation and enjoyment. Free WiFi access throughout the property ensures you stay connected during your stay.

Convenient Location:
Situated just 1 km from the Southernmost Point and 750 meters from Duval Street, Winslow's Bungalows provides easy access to Key West's popular attractions.

Tranquil Surroundings:
Enjoy the serene landscaped gardens and unwind on the sun terrace with lounge chairs. The inn also features hammocks, swings, and 3 outdoor pools for a peaceful retreat.

To experience the luxury and tranquility of Winslow's Bungalows, book your stay now!

Facilities & Amenities

Parking
Non-smoking rooms
Air conditioning
Swimming pool
Terrace
Pets allowed
Luggage storage
Safety deposit box
Tour desk
Facilities for disabled guests

Important Information

Check-in & Out

Check-in
Check-out11:00 AM

Property Notes

Please note that the property is located in a building with no elevator.Guests are required to show a photo ID and credit card upon check-in. Please note that all Special Requests are subject to availability and additional charges may apply. Please inform of your expected arrival time in advance. You can use the Special Requests box when booking, or contact the property directly using the contact details in your confirmation. A deposit may be required at the property.

Check Room Availability

1 night · 2 adults

No rooms available

We couldn't find any available rooms for these dates and guests. Try adjusting your search criteria.

Guest Reviews

8.6
Excellent1978 verified reviews
AI Summary

Guests highly rate the great location and frequently praise the friendly staff.

Categories

Cleanliness8.1
Service9.5
Location9.6
Room Quality7.5
Amenities8.6
Value for Money8.0
Food and Beverage8.6
Overall Experience9.0

Select topics to read reviews

S
SaraitIT
Verified booking
family_with_children
Standard Room
Stayed in Jun 8, 2026

"Excellent"

8.0

Vegetazione

Molto cara

Helpful?
G
GrahamgbGB
Verified booking
couple
Standard Room
Stayed in Jun 7, 2026

"Perfect location in historical part of Key West. Restful , charming, romantic atmosphere."

10.0

Terrific place to visit. Will holiday there again and again. Clean facilities and very helpful staff.

Nothing to dislike. Totally fantastic.

Helpful?
M
MarkususUS
Verified booking
couple
Standard Room
Stayed in Jun 6, 2026

"great location absolutely the worst servie for a place branding itself a luxury resort"

1.0

great location, close to duval street , you can do anything by walking great gardens and flowers we designed our home in Florida after the gardens in this hotel

oh boy, first i have been to this place more than half a dozen times. the location is great, the gardens are fantastic. the customer service not so much. this place brands itself as a luxury hotels of the worlds. i have been to many of their counterparts and never experienced such poor customer service i have not only been a loyal customer of this place but an advocate to bring my friends here. well long story short i won't be back we came down here for my birthday with the family. on the day of my birthday I tried to call the front desk to get an ice bucket to chill our champagne and get some glasses to celebrate the occasion. nobody would answer the front desk for over an hour. walked to the front desk to get an ice bucket and glasses. 2 hours later i received a text message from the front desk, that my best bet for a glass would be to walk to the drug store across the street. ice bucket, i am still waiting for it explained my frustration at checkout to the front desk and they assured me that this was not their standard and they would follow up. so i waited 10 days before writing this review crickets

Helpful?
S
SimoneusUS
Verified booking
couple
Standard Room
Stayed in Jun 5, 2026

"We will be back"

8.0

The property is located perfectly close enough to Duval for a short walk. But far enough away that you could relax and unwind

The rooms are on the smaller side

Helpful?
N
NataliaarAR
Verified booking
couple
Standard Room
Stayed in Jun 5, 2026

"Exceptional"

9.0
Helpful?
W
WhitehouseusUS
Verified booking
couple
Standard Room
Stayed in Jun 2, 2026

"Fun, active town with Bungalows an easy walk to Duval."

8.0

Room privacy, breakfast outside, roosters walking around, very authentic.

Room was not cleaned until around 6PM, too late in the dayt

Helpful?
W
WilliamsongbGB
Verified booking
extended_group
Standard Room
Stayed in Jun 1, 2026

"10000/10 - highly recommend!"

10.0

Everything. Rooms beautiful. Staff friendly. Location amazing. Food served at the bar was incredible, got the chicken sandwich every day during my stay!!

Nothing

Helpful?
G
GloriausUS
Verified booking
couple
Standard Room
Stayed in Jun 1, 2026

"good"

8.0

The atmosphere was good. Staff was very attentive even when we asked for a different accomodation.

The little courtyard was nice but the air conditioner (which was very noisy) blew hot air on the setting available so it was very uncomfortable to sit there.

Helpful?
K
KatarínaskSK
Verified booking
extended_group
Standard Room
Stayed in Jun 1, 2026

"Beautiful"

10.0

Wonderful place amazing place

Helpful?
A
AlonsoarAR
Verified booking
extended_group
Standard Room
Stayed in Jun 1, 2026

"Muy lindo hotel, encantador"

9.0

muy lindo lugar, el hotel excelente. La atencion muy buena !

Helpful?