Stay Realm Logo

Discover

Hotels

Settings

Currency
Language
Loading...
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

W
WilliamsongbGB
Verified booking
couple
Standard Room
Stayed in Jun 1, 2026

"Exceptional"

10.0
Helpful?
1
149claudinem
Verified booking
Family
Standard Room
Stayed in May 31, 2026

"Winslow to wins high"

6.0

Nice local place with easy access to anything around Dogs friendly ($50) expensive for the 4 stars ranking very loud AC and staff not train for this level of service breakfast could be better with a real buffet . Good morning and smiles to customers will have been appreciated! However it was pleasant.

Helpful?
I
IlonaplPL
Verified booking
couple
Standard Room
Stayed in May 31, 2026

"Wyjątkowe miejsce!"

10.0

Topowa lokalizacja. Pięknie położony obiekt, fajny pokój miła obsługa. Nietypowe, wspaniałe miejsce warte każdego centa. Drink powitalny!

Wszystko było cudowne.

Helpful?
M
MatthewusUS
Verified booking
couple
Standard Room
Stayed in May 31, 2026

"Exceptional"

10.0
Helpful?
S
StanusUS
Verified booking
couple
Standard Room
Stayed in May 31, 2026

"Calm, beautiful, comfortable"

8.0

Foliage, staff, historical

There were minor things in the room that needed fixing. Lampshade, lightbulb

Helpful?
P
PaulusUS
Verified booking
couple
Standard Room
Stayed in May 30, 2026

"It was a solid B+."

8.0
Helpful?
S
Stefan MicutdeDE
Verified booking
solo_traveller
Standard Room
Stayed in May 30, 2026

"Exceptional"

10.0
Helpful?
M
mikejC2074OS
Verified booking
Family
Standard Room
Stayed in May 29, 2026

"Blew away expectations!"

10.0

Front desk help was amazing and professional! Great location for Duval activities. Clean room and the grounds were very nice! Pools were clean and well maintained. We found our “regular spot” when we are in Key West!! You also can book through Hilton. Parking is convenient.

Helpful?
P
pamelap127AUSTIN, TEXAS
Verified booking
NONE
Standard Room
Stayed in May 29, 2026

"Excellence!"

10.0

Best place to stay in Key West!! Excellent accommodations, beautiful well kept, grounds, and superior staff! Top notch place. Perfectly located in the heart of Key West. Walking distance from almost everything! I would only stay here when we return.

Helpful?
S
stephaniesX7957FL
Verified booking
NONE
Standard Room
Stayed in May 27, 2026

"Amazing Stay"

10.0

We had an amazing time at the Winslows Bungalows! The service, staff and location were wonderful and we could not have asked for anything more during our stay!

Helpful?
Previous
Next
23
4
56