Key West · us
Winslow's Bungalows - Key West Historic Inns
8.6
Excellent1,978 reviews
WINSLOW'S BUNGALOWS - KEY WEST HISTORIC INNS
Key West · us
Check-in / Check-out
From 04:00 PM · Until 11:00 AM
Classification
4-Star Hotel
Amenities
Parking, Non-smoking rooms, Air conditioning, Swimming pool, Terrace, Pets allowed
Location
Key West, us
Walkability
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!
Neighbourhood
A convenient local bus stop for exploring Key West via public transit.
A beloved tapas restaurant offering a variety of globally-inspired small plates and signature sangria in a cozy setting.
An award-winning, adults-only dessert restaurant known for decadent, house-made desserts and signature chocolate-rimmed wines in an intimate atmosphere.
A popular spot for authentic Cuban-style coffee, refreshing iced coffee creations, smoothies, and freshly made breakfast and lunch.
A famous open-air restaurant known for its Caribbean and American cuisine, live music, and resident chickens and cats.
The former residence of the Nobel Prize-winning author, now a museum showcasing his life and home, famous for its polydactyl cats.
Climb 88 steps to the top of this historic lighthouse for panoramic views of Key West and explore the adjacent keeper's house museum.
A full-scale replica of the iconic Southernmost Point Buoy, located at Duval Street Pocket Park while the original site undergoes renovations until late 2026.
Florida's only presidential museum, offering guided tours through the historic home where President Truman spent 175 days of his presidency.
The vibrant heart of Key West, offering a lively mix of shops, art galleries, restaurants, and bars.
Famous for its nightly Sunset Celebration featuring street performers, artisans, and food vendors, with waterfront shops nearby.
A historic and iconic Key West dive bar known for its live music, laid-back atmosphere, and local charm.
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FAQs
Check-in is from 04:00 PM and check-out is by 11:00 AM. Early check-in and late check-out may be available upon request.
Yes, the hotel offers swimming pool for guests.
Yes, parking is available. Contact the hotel directly for current rates.
Yes, complimentary Wi-Fi is available throughout the hotel.
The nearest station is Key West Transit - Truman & Simonton, 0.1 miles from the hotel.
No promo codes needed. As a Dyme member, you automatically receive wholesale pricing up to 35% below public rates.
Sustainability
Every booking through Dyme directly funds clean energy infrastructure.
Winslow's Bungalows - Key West Historic Inns, part of the Key West Historic Inns Collection, has brand-wide commitments to eco-friendliness, including the use of renewable energy credits and efforts to minimize plastic. At the property level, it implements a comprehensive food waste policy, uses LED lighting, and features water-saving showers and toilets. [Note: Practices reported but not independently verified.]
Emissions estimates are calculated using the local electricity grid carbon intensity for the hotel’s region, sourced from the U.S. EPA eGRID database (for U.S. properties) and Electricity Maps (for international properties). All sustainability information is derived from publicly available data sources, including hotel websites and certification bodies, and may not reflect the hotel’s actual energy usage or specific sustainability measures. Figures are approximate and provided for indicative purposes only.
Location
Policies
Check-in from 04:00 PM. Check-out by 11:00 AM. Early check-in and late checkout may be available upon request.
Cancellation terms vary by rate. Flexible rates allow free cancellation up to 24–48 hours before arrival. Non-refundable rates cannot be canceled or modified.
All prices are all-inclusive with taxes and fees. A valid credit card is required at check-in. No additional resort or service fees will apply.
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.
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Accommodations
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Guest Reviews
Excellent
1,978 reviews
Highlights
Could Improve
Issues with room cleanliness, particularly with light fixtures and plumbing, as well as reports of pests.
Staff are friendly and helpful, providing a positive experience.
Excellent location, close to attractions but in a quieter area.
Rooms described as small and with some maintenance issues.
Amenities such as breakfast and bar facilities are good, but issues with maintenance were noted.
Considered a bit pricey for the quality received, especially concerning room size and cleanliness.
Breakfast included is appreciated, but hours of operation could be better.
Overall a positive experience with notable strengths and some areas needing improvement.
Gus
Solo Traveller · Jun 2026
via Nuitee
Blake
Couple · Jun 2026
Secluded and pretty but still walking distance to everything that matters.
via Nuitee
Ronald
Couple · Jun 2026
Perfect vacation! Just what we needed.
via Nuitee
L657XLcraigf
Couples · Jun 2026
Beautiful Property but missed the mark with service
via tripadvisor
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